JP2007191461A - Pyrazole compound and antidiabetic containing the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a pyrazole compound or a pharmacologically acceptable salt thereof having liver glycogen phosphorylase inhibitory activity, thus useful as an antidiabetic or diabetes-preventive agent. <P>SOLUTION: The pyrazole compound is represented by the general formula(I)( wherein, ring Q means an aryl group or aromatic heterocyclic group; R<SP>1</SP>means H, a halogen atom, 1-6C alkyl or the like; R<SP>2</SP>means a halogen atom, 1-6C alkyl or the like; R<SP>3</SP>means a halogen atom, OH, a 1-6C alkyl or the like; and R<SP>4</SP>and R<SP>5</SP>each means H, a 1-6C alkyl, 3-8C cycloalkyl or the like ). <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

The present invention relates to a pharmaceutical composition for the treatment or prevention of diabetes, comprising a pyrazole compound having liver glycogen phosphorylase inhibitory activity and a pharmaceutically acceptable carrier, and a novel having liver glycogen phosphorylase inhibitory activity. Pyrazole compounds, pharmaceutical compositions for treating or preventing diabetes and other drugs (for example, hyperlipidemia therapeutic agent, obesity therapeutic or preventive agent, diabetes therapeutic agent, diabetic complication therapeutic agent, hypertension therapeutic agent ).

Diabetes is a chronic disease that results from abnormal sugar (glucose), lipid, and amino acid metabolism due to a lack of insulin action. When left untreated, it shows hyperglycemia and urine sugar.
Diabetes is type I diabetes (insulin-dependent diabetes mellitus; IDDM) characterized by insulin secretion failure mainly caused by islet cell destruction caused by autoantibody production against islets, insulin secretion dysfunction from the pancreas, muscle tissue, etc. Type II diabetes (non-insulin dependent diabetes mellitus; NIDDM) caused by insulin resistance in peripheral tissues and liver of the liver. Insulin-dependent diabetes has its ability to secrete insulin, so it tends to lean toward ketemia and acidosis, and if left untreated, it becomes diabetic coma. Meals and oral hypoglycemic agents have no therapeutic effect and can be treated only with insulin. On the other hand, although non-insulin dependent diabetes mellitus (NIDDM) has a lower insulin action than normal, it does not necessarily require insulin for treatment because of a poor tendency to ketemia and acidosis. About 90 to 95% of diabetic patients have non-insulin dependent diabetes.
Diabetes causes complications such as neuropathy, retinopathy, microvascular disorders in the kidney, etc. due to long-term hyperglycemia, and fatal complications such as coronary artery disease and stroke Is a disease.

Currently, hypoglycemic drugs currently used for the treatment of hyperglycemia include insulin preparations, sulfonylureas (eg, glibenclamide, tolbutamide), biguanides (eg, metformin), insulin sensitizers (eg, pioglitazone) , Α-glucosidase inhibitors (eg acarbose) have been used.
Insulin preparations are drugs used for insulin-dependent diabetes and surely lower blood sugar, but they must be administered by injection and may result in hypoglycemia.
The sulfonylurea stimulates pancreatic β-cells and promotes endogenous insulin secretion from pancreatic β-cells, but the timing and amount of insulin secretion are determined by the timing and dose of the drug, regardless of the blood glucose level. . For this reason, it often presents as hypoglycemia due to the sustained action of the drug. In addition, gastrointestinal symptoms such as anorexia appear. It is contraindicated in patients with severe ketosis or liver or kidney dysfunction.
Biguanide drugs do not stimulate pancreatic β cells, and when administered alone, neither healthy nor diabetic patients develop hypoglycemia. Possible mechanisms of action include increased sugar utilization by anaerobic glycolysis, suppression of gluconeogenesis, suppression of intestinal absorption of sugar, and the like. As a side effect, it tends to cause relatively severe lactic acidosis.
Drugs that improve insulin resistance (insulin sensitizers) include thiazolidine derivatives, but thiazolidine derivative compounds have no insulin secretion promoting action, have an insulin action enhancement, insulin receptor kinase activation, peripheral tissue It is known that gastrointestinal symptom and edema etc. occur as side effects, and red blood cell count, hematocrit, hemoglobin decrease and LDH increase occur. ing.
α-Glucosidase inhibitors delay the digestion and absorption of carbohydrates in the gastrointestinal tract and suppress postprandial blood sugar elevation, but have side effects such as bloating, belly and diarrhea (for example, Non-Patent Document 1). reference.).
Thus, the use of these drugs is limited because some side effects occur and there are ineffective patients, and a hypoglycemic drug with a new mechanism of action has been desired.
In recent years, it has been reported that the amount of sugar released from the liver is increased in NIDDM patients at the time of fasting compared to healthy subjects. This phenomenon of sugar release from the liver suggests that it may be a target for drug treatment for NIDDM.

According to the recent elucidation of the diabetic state, it is said that abnormal function of pancreatic β cells and increased sugar release from the liver are largely involved in the onset and progress of diabetes (see, for example, Non-Patent Document 2). . Sugar release from the liver is expressed as the sum of the two pathways of liver glycogen degradation and gluconeogenesis. In diabetic state, it has been reported that the glycogenolysis system of the liver is enhanced (for example, see Non-patent Documents 3 and 4). Moreover, it has been reported that the blood glucose level of a diabetic animal or a healthy person upon stimulation with glucagon is lowered by inhibiting hepatic glycogen degradation (see, for example, Non-Patent Document 5). From these facts, it is considered that increased liver glycogenolysis is involved in the diabetic state.
On the other hand, this glycogenolysis is catalyzed by hepatic glycogen phosphorylase, and glucose 1-phosphate (G-1-P) and glycogen (n-1) are produced by hyperphosphate decomposition of glycogen (n glucose units). Of glucose units).
Therefore, development of a therapeutic agent for diabetes having a new mechanism having an inhibitory action on liver glycogen phosphorylase, which is largely involved in the degradation of glycogen, has been promoted. However, the present situation has not yet been found that the active surface is satisfactory.
In addition, it is well known that a liver glycogen phosphorylase inhibitor is effective as a therapeutic or prophylactic agent for diabetes, but it has been reported that there are various other effects.
For example, a compound having hepatic glycogen phosphorylase inhibitory activity is “diabetes, insulin resistance disease, diabetic neuropathy, diabetic nephropathy, diabetic retinopathy, cataract, hyperglycemia, hypercholesterolemia, hypertension, hyperinsulinemia. It is reported to be useful for the treatment of hypertension, hyperlipidemia, atherosclerosis, tissue ischemia and myocardial ischemia ". (For example, refer to Patent Document 1.)

In addition, a compound having hepatic glycogen phosphorylase inhibitory activity is effective as an appetite regulating therapeutic agent and a therapeutic agent for obesity, and further, it is effective to reduce the lipid content in blood. dyslipidemia), hypertriglyceridemia, hyperlipidemia, hyperlipoproteinemia, cardiovascular disease and hypertension are reported to be beneficial for treatment or prevention. (For example, see Patent Document 2.)
In addition, liver glycogen phosphorylase inhibitors may prevent insulin metabolism including diseases related to glucose metabolism, such as diabetes, especially long-term complications (eg retinopathy, neuropathy, nephropathy, and microangiopathy, macroangiopathy). It is reported to be effective in the treatment and prevention of Dependent Diabetes Mellitus (NIDDM). (For example, refer to Patent Document 3.)
Also, in humans, glycogen phosphorylase has been identified as three isoforms: liver isoform, muscle isoform and brain isoform, which are three distinct gene products, 80- 83% amino acid sequence homology, glycogen phosphorylase is also present in bacteria, and compounds with hepatic glycogen phosphorylase inhibitory activity may result in infections such as bacterial, fungal, parasites It has also been reported that it is a method for treating or preventing sexual or viral infections, which is effective for the treatment and prevention of said infections. (For example, see Patent Document 4)

Therefore, hepatic glycogen phosphorylase inhibitor is a therapeutic agent for diabetes and its preventive agent, as well as insulin resistance disease, diabetic neuropathy, diabetic nephropathy, diabetic retinopathy, cataract, hypercholesterolemia, hypertension, Hyperinsulinemia, hyperlipidemia, atherosclerosis, tissue ischemia, myocardial ischemia; appetite control and obesity; bacterial, fungal, parasitic or viral Effectiveness is expected as a therapeutic agent for infectious diseases such as infectious diseases.

By the way, at present, the following compounds are known as hepatic glycogen phosphorylase inhibitors and compounds that may be relatively similar in structure to the present invention.

WO96 / 39384 (Japanese Patent Publication No. 10-511687) discloses a compound having an indole structure having glycogen phosphorylase inhibitory activity. (See Patent Document 5).

(Wherein R ₄ is a phenylalkyl group, R ₅ is a hydrogen atom, R ₆ is an alkoxycarbonyl group, R ₂ is a hydrogen atom, R ₁ , R ₁₀ and R ₁₁ are each independently a hydrogen atom, halogen Atoms, R ₃ is a hydrogen atom, A is —N = etc.)
As specific compounds, for example, the following compounds are disclosed.

WO01 / 94300 A1 discloses acylphenylurea derivatives represented by the following general formula (I), which are effective for the treatment of type II diabetes, and methods for producing them. (See Patent Document 6).

(In the general formula (I), A represents a phenyl group or a naphthyl group which may be substituted with various substituents, R1 and R2 represent a hydrogen atom, an alkyl group, or the like, and R3, R4, R5 And R6 represents a hydrogen atom, a halogen atom, or the like, X represents an oxygen atom or a sulfur atom, and R7 represents an alkyl group substituted with a carboxy, phenyl group, heterocyclic group, or the like. )

WO02 / 096864 A1 discloses a carboxamide-substituted phenylurea derivative represented by the following general formula (I), which is effective for the treatment of type II diabetes, and a method for producing them. (See Patent Document 7).

(In the general formula (I), A represents a phenyl group or a naphthyl group which may be substituted with various substituents, R1 and R2 represent a hydrogen atom, a halogen atom, or the like, and R3, R4, R5 And R6 represents a hydrogen atom, a halogen atom, etc., R7 represents a hydrogen atom, an alkyl group, etc., R8 represents a hydrogen atom, an optionally substituted alkyl group, etc., and R9 represents a halogen atom. Means other.)

WO 03/015774 A1 reports the use of derivatives of general formula (I) below for the treatment of diseases caused by glucokinase (GLK) such as type II diabetes. (See Patent Document 8).

(In the above general formula (I), m is 0, 1 or 2, n is 0, 1, 2, 3 or 4, n + m is> 0, R ¹ is independently OH, − _{(CH 2) 1-4 OH, -CH} 3-a F a, _{halo, C 1-6} alkyl, _phenyl, optionally heterocyclic other be substituted by _{C 1-6} alkyl group, ^{R 2} is - X—Y, X is —O—Z—, —O—Z—O—Z—, —C (O) O—Z—, —OC (O) Z—, —S—Z—, direct bond A linker selected from others, Z is a direct bond, a C _2-6 alkenylene group or the like, Y is an aryl-Z ^1- , heteroaryl-Z ^1- , C _1-6 alkyl group or the like, R ³ Is a heterocycle optionally substituted by R ^7. )

In this document, the following compounds are described in Examples GG 2 and 5 as examples of specific compounds having a pyrazole skeleton as R ³ .

,

This specification also proposes a compound represented by the following general formula (Ib) as a substance invention.

(Where R ¹ is a hydroxyl group, a hydroxyalkyl group, a fluorinated alkyl group, a halogen atom, an alkoxy group, an alkyl group, etc., R ² is —X—Y, and X is —O—Z—. Y is -Z1-Aryl and the like, R ² does not include a halogen atom or an alkyl group, m is 0, 1 or 2, and n is 1, 2 or 3. And m + n is 2 or 3.)
As is apparent from the above, m is at most 2 and the phenyl group is not simultaneously substituted by 3 halogen atoms.

WO03 / 084922 A1 discloses an acyl-4-carboxyphenylurea derivative represented by the following general formula useful as an antidiabetic agent. (See Patent Document 9).

(Here, R7, R8, R9, R10 are the same or different and each represents a hydrogen atom, a halogen atom, an alkoxy group, etc., R1, R2 represents a hydrogen atom, an alkyl group, etc., and R3 represents , Hydrogen atom, halogen atom, phenoxy group, etc., R4 represents a hydrogen atom, halogen atom, nitro group, phenoxy group, etc., R5 represents a hydrogen atom, halogen atom, phenoxy group, alkyl group, Other means R6 represents a hydrogen atom, a halogen atom, a phenoxy group, an alkyl group, or the like.

WO03 / 084923 A1 discloses an acyl-3-carboxyphenylurea derivative represented by the following general formula (I) useful as an antidiabetic agent. (See Patent Document 10).

(Here, R7, R8, R9, R10 are the same or different and each represents a hydrogen atom, a halogen atom, an alkoxy group, etc., R1, R2 represents a hydrogen atom, an alkyl group, etc., and R3 represents , Hydrogen atom, halogen atom, phenoxy group, etc., R4 represents a hydrogen atom, halogen atom, nitro group, phenoxy group, etc., R5 represents a hydrogen atom, halogen atom, phenoxy group, alkyl group, Other means R6 represents a hydrogen atom, a halogen atom, a phenoxy group, an alkyl group, or the like.

WO 03/104188 A1 discloses an N-benzoylureidocinnamate derivative represented by the following general formula (I) useful as an antidiabetic drug. (See Patent Document 11).

(Here, R7, R8, R9, R10 are the same or different and each represents a hydrogen atom, a halogen atom, an alkoxy group, or the like; R1, R2 represents a hydrogen atom, an alkyl group, or the like; R4, R5, and R6 represent a hydrogen atom, a halogen atom, an alkyl group, and the like, and R11 represents -OR12, -N (R18) (R19).

WO 2004/007455 A1 discloses a heterocyclic aryl-substituted benzylurea derivative represented by the following general formula (I) useful as a therapeutic agent for type II diabetes. (See Patent Document 12).

(Here, R1 and R2 represent a hydrogen atom, an alkyl group, an amino group, and the like, R3 and R4 represent a halogen atom, a hydroxyl group, an alkyl group, an alkoxy group, and the like, and R5 represents a hydrogen atom, a halogen atom, and the like. Atom means a hydroxyl group, an alkyl group, etc. A means a hydrogen atom, a halogen atom, an alkyl group, an alkylcarbonyl group, etc. Het means a heterocyclic group such as triazole, tetrazole, pyrazole and the like. )

WO2004 / 033416 A2 discloses a carboxyalkoxy-substituted acylcarboxyurea derivative represented by the following general formula (I) useful as a therapeutic agent for type II diabetes. (See Patent Document 13).

(Here, R1 represents a hydrogen atom, an alkyl group, a phenyl group, etc., R2 represents a hydrogen atom, an alkyl group, an alkoxy group, etc., and R3 represents a hydrogen atom, a halogen atom, an alkoxy group, Other means n means an integer from 1 to 8.)

WO 2004/065356 A1 discloses a carbonylamino-substituted acylphenylurea derivative represented by the following general formula (I) useful as a therapeutic agent for type II diabetes. (See Patent Document 14).

(Here, R8, R9, R10 and R11 represent a hydrogen atom, a halogen atom, a hydroxyl group, a nitro group, an alkoxy group, etc., and R1 and R2 represent a hydrogen atom, an optionally substituted alkyl group or an alkoxy group. R3, R4, R5, R6 means hydrogen atom, halogen atom, nitro group, phenoxy group, hydroxyl group, etc., R7 means hydrogen atom, alkyl group, cycloalkyl group, etc. To do.)

There are also some reports on pyrazole compounds having amide substituents.
For example, WO2004 / 098589 A1 discloses a pyrazole compound 4-bromo-5- (2-chloro-benzoylamino) -1H-pyrazole-3-carboxylic acid amide derivative represented by the following general formula (I) or (II): Disclosure.
However, these compounds are those relating to bradykinin _{B 1} (bradykinin _B 1) receptor antagonists for the treatment of inflammatory diseases. (See Patent Document 15).

(Here, Z ^′ means O, S or NH, Q means N (R ⁴ ) (R ⁵ ), OH, an alkyl group, etc., and R ¹ represents a hydrogen atom, an alkyl group or a substituted alkyl group. , Aryl group, substituted aryl group, heterocyclic group, substituted heterocyclic group, and the like, R ² and R ³ represent a hydrogen atom, an alkyl group, a substituted alkyl group, an aryl group, and the like, and R ⁴ , R ⁵ represents a hydrogen atom, an alkyl group, a substituted alkyl group, an alkoxy group, a cycloalkyl group, a substituted cycloalkyl group, a heterocyclic group, a substituted heterocyclic group, or the like, and X represents a hydrogen atom, a halogen atom, or an alkyl group. Mean the other.
As specific examples of R ¹ , many substituents such as 2-chlorophenyl, 2-fluorophenyl, 2-hydroxyphenyl, 2-nitrophenyl and the like are listed on page 333 of the same specification. Specifically, 2,4-dichlorophenyl, 3,4,5-trifluorophenyl and the like are described. However, according to the description on page 17 of the same specification, preferred R ¹ groups are 2-chlorophenyl, 2-fluorophenyl, 2- (quinolin-8-yl) phen-1-yl, or 2-(( 3-methylphen-1-ylsulfanyl) methyl) phen-1-yl, 2-chloro-4,5-difluorophenyl group, 4,5-difluoro-2-methylphenyl group, 2,4-dichloro- There is no specific description about the 5-fluorophenyl group or the like, and there is no description that suggests it. )
In the above-mentioned documents, the following compounds are disclosed as examples as specific examples of derivatives. However, the specific compounds, including the examples described herein, have the title “4-bromo-5- (2-chloro-benzoylamino) -1H-pyrazole-3-carboxylic acid amide derivatives”. As is apparent from the above, R ¹ is mainly a 2-chloro-phenyl group, and the pyrazole ring has a substituent composed of a halogen atom or an alkyl group. Moreover, application also relates different useful bradykinin _B as anti-inflammatory agents 1 (bradykinin B ₁₎ receptor and diabetes.

Example 2

Example 6

Example 7

Example 11

Example 16

Example 20.

Example 33.

Example 34.

Example 79.

Example 93.

Example 121.

WO2004 / 098,590 A1 is bradykinin _B 1 for the treatment of inflammatory diseases (bradykinin B ₁₎ discloses useful following general formula (I) or (II) pyrazole compounds represented by the receptor antagonist. (See Patent Document 16). However, as apparent from the title “4-Bromo-5- (2-chloro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1- (aminocarbonyl) eth-1-yl) amide derivative”, Relates to a specific pyrazole compound, namely 4-bromo-5- (2-chloro-benzoylamino) -1H-pyrazole compound.

(Here, Z means O, S, NH, and Q means the following general formula.)

That is, R ¹ represents a hydrogen atom, an optionally substituted alkyl group, an optionally substituted aryl group, and the like, and R ² and R ⁴ represent a hydrogen atom and an optionally substituted alkyl group. , R ³ represents a hydrogen atom, an optionally substituted alkyl group, an optionally substituted aryl group, or the like, and R ⁵ and R ⁶ represent a hydrogen atom, an amino acid side chain, and the like, and R ⁷ _means -NR _b R c, -OR _b, other.

Further, as specific examples of the derivatives, the following compounds are disclosed as examples.

Example 1.

WO2004 / 099 155 A2 discloses substituted pyrazole derivatives for represented by bradykinin _B 1 for the treatment of inflammatory diseases (bradykinin B ₁₎ useful the following general formula as a receptor antagonist (I) or (II). (See Patent Document 17).

(Wherein Z ^′ represents O, S, NH, R ¹ represents a hydrogen atom, an alkyl group, a substituted alkyl group, an aryl group, a substituted aryl group, etc., and R ² represents a hydrogen atom, an alkyl, Group, substituted alkyl group, etc., R ³ represents a hydrogen atom, alkyl group, substituted alkyl group, aryl group, substituted aryl group, etc., R ⁴ represents an aryl group, substituted aryl group, heteroaryl Group represents a substituted heteroaryl group, R ⁵ represents a hydrogen atom, an alkyl group, or a substituted alkyl group, and X represents a hydrogen atom, an optionally substituted alkyl group, or the like.)
Further, as specific examples of the derivatives, the following compounds are disclosed as examples.

Example 2

Example 6

Example 7

Example 14

WO 2004/072060 A1 discloses substituted 3- (benzoylureido) -thiophene derivatives useful for the treatment and prevention of type II diabetes. (See Patent Document 18).

(Where R5 represents F, Cl or Br, R1 represents a hydrogen atom, F, Cl or Br, R2 represents a hydrogen atom, F, Cl, Br, an alkyl group, or the like; R3 represents a hydrogen atom, an alkyl group, or the like, and R4 represents a hydrogen atom, an alkyl group, or the like.)

WO 2004/077873 A1 discloses substituted benzoylureidopyridyl-piperidine and -pyrrolidinecarboxylic acid derivatives useful for the treatment and prevention of type II diabetes. (See Patent Document 19).

(Where R1, R2 are hydrogen atoms, F, Cl, X are OH, NH ₂ , alkoxy groups, etc., A, B, D, E are CH or N, m is 0, 1 or 2)
JOSLIN'S DIABETES MELLITUS 13Th Edition, pp.521-522 Withers DJ, Endocrinology, 141; pp.1917-1921, 2000, Tayek JA, Am. J. Physiol., 270; pp. E709-E717, 1996, Diraison F., Diabetologa, 41; pp.212-220, 1998, William H. Martin, Proc. Natl. Acad. Sci. USA, 95, pp.1776-1781, 1998; Judith L., Abstracts from the ADA 61st Scientific Session JP 2004-002311 A JP 2002-536410 A Japanese translation of PCT publication No. 2002-515064 JP 2001-247565 A WO96 / 39384 (Japanese Patent Publication No. 10-511687) WO01 / 94300 A1 WO02 / 096864 A1 WO03 / 015774 A1 WO03 / 084922 A1 WO03 / 084923 A1 WO03 / 104188 A1 WO2004 / 007455 A1 WO2004 / 033416 A2 WO2004 / 065356 A1 WO2004 / 098589 A1 WO2004 / 098590 A1 WO2004 / 099155 A2 WO2004 / 072060 A1 WO2004 / 077873 A1

There are four types of targets for diabetes drugs currently in use: the pancreas (promoting insulin secretion), the periphery (improving insulin resistance), the small intestine (inhibiting sugar absorption) and the insulin itself. However, in recent years, development of a therapeutic drug for diabetes based on a new mechanism of action is desired, and development of a therapeutic drug for diabetes by inhibiting liver glycogen phosphorylase has attracted attention. However, it was still not satisfactory in terms of activity. In addition, oral absorption and metabolic stability have not yet been satisfactory.

Therefore, there has been a strong demand for the development of a liver glycogen phosphorylase inhibitor that is more active, has no side effects, and is excellent in oral absorption and metabolic stability as compared with conventional antidiabetic drugs.
An object of the present invention is to provide a hepatic glycogen phosphorylase inhibitor that is more active, has no side effects, and is excellent in oral absorption and metabolic stability as compared with conventional therapeutic agents for diabetes.
In addition, other purposes include insulin-resistant disease, diabetic neuropathy, diabetic nephropathy, diabetic retinopathy, cataract, hypercholesterolemia, hypertension, hyperinsulinemia, which contains liver glycogen phosphorylase inhibitor as an active ingredient. Treatment for hypertension, hyperlipidemia, atherosclerosis, tissue ischemia, myocardial ischemia; appetite control treatment and treatment for obesity; bacterial, fungal, parasitic or viral infections, etc. It is to provide a therapeutic agent for infectious diseases.

In view of the above-mentioned problems, the present invention has been intensively studied to search for a useful anti-diabetic agent having hepatic glycogen phosphorylase inhibitory activity. As a result, the present invention has been completed.
More specifically, it is as shown in 1 to 57 below.

[1] A pharmaceutical composition for treating or preventing diabetes comprising a pyrazole compound represented by the following general formula (I) or a pharmacologically acceptable salt thereof and a pharmaceutically acceptable carrier.

[here,
Ring Q means an aryl group or an aromatic heterocyclic group:
R ¹ represents a hydrogen atom, a halogen atom, a C _1-6 alkyl group or a C _1-6 alkoxy group:
R ² represents a halogen atom, a C _1-6 alkyl group, a C _1-6 alkoxy group or an azide group:
R ³ represents a halogen atom, a hydroxyl group, a C _1-6 alkyl group, a halo C _1-6 alkyl group, a C _1-6 alkoxy group, an azide group, an amino group, an acylamino group, or a C _1-6 alkylsulfonylamino group. And:
R ⁴ and R ⁵ are the same or different,
(1) a hydrogen atom;
(2) a C _1-6 alkyl group which may be substituted with one or more substituents selected from Group A below;
[Group A]
A1. Hydroxyl group,
A2. A C _1-6 alkoxy group,
A3. -N ( ^R41 ) ( ^{R41 '} ),
(Wherein R ⁴¹ and R ^{41 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹ and R ^{41 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered) A monocyclic saturated heterocyclic ring may be formed.)
A4. An aryl group,
A5. An aromatic heterocyclic group,
A6. -CO-N ( ^R411 ) ( ^{R411 '} ),
(Here, R ⁴¹¹ and R ^{411 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹¹ and R ^{411 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A7. A carboxy group,
as well as,
A8. C _1-6 alkoxycarbonyl group.
(3) a C _2-6 alkenyl group;
(4) a C _2-6 alkynyl group;
(5) a C _3-8 cycloalkyl group;
(The cycloalkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(6) a C _3-8 cycloalkyl C _1-6 alkyl group;
(The cycloalkyl group of the C _3-8 cycloalkyl C _1-6 alkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(7) a 5- or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the following group C;
[Group C]
C1. A C _1-6 alkyl group,
C2. An acyl group,
C3. A C _1-6 alkylsulfonyl group,
C4. A carboxy group,
C5. A C _1-6 alkoxycarbonyl group,
as well as,
C6. -CO- _(Alk) n -COOR ^52.
(Here, R ⁵² is a hydrogen atom or a C _1-6 alkyl group, Alk is a C _1-4 alkylene group, and n is 0 or an integer of 1 to 3.)
(8) an aryl group which may be substituted with one or more substituents selected from group D below;
[Group D]
D1. Hydroxyl group,
D2. A C _1-6 alkoxy group,
D3. A cyano group,
D4. A C _1-6 alkyl group,
(The C _1-6 alkyl group may be substituted with one or more substituents selected from the group consisting of a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group.)
D5. -N (R ⁵³ ) (R ^{53 '} ),
(Here, R ⁵³ and R ^{53 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D6. -CO-N (R ⁵³¹ ) (R ^{531 '} ),
(Here, R ⁵³¹ and R ^{531 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D7. -COOR ⁵⁴ ,
(Here, R ⁵⁴ is a hydrogen atom, a C _1-6 alkyl group, a C _1-6 alkylcarbonyloxy C _1-6 alkyl group or a C _3-8 cycloalkyloxycarbonyloxy C _1-6 alkyl group. )
D8. -C (NH (OH)) = N- ^R55 ,
(Here, R ⁵⁵ is a hydrogen atom or a C _1-6 alkylsulfonyl group.)
D9.5-membered or 6-membered monocyclic saturated heterocyclic group,
as well as,
D10. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
(9) an aromatic heterocyclic group which is a 5-membered or 6-membered monocyclic ring or an aromatic heterocyclic group obtained by condensing the aromatic heterocyclic group with a benzene ring;
(Here, the aromatic heterocyclic group may be substituted with one or more substituents selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group)
(10) C _7-14 aralkyl group (the alkyl group part of the C _7-14 aralkyl group may be substituted with one or two substituents selected from the following group E; And may be substituted with one or more substituents selected from
[Group E]
E1. A C _1-6 alkyl group which may be substituted with a hydroxyl group,
E2. A cyano group,
E3. A carboxy group,
E4. A C _1-6 alkoxycarbonyl group,
as well as,
E5. Phenyl group.
[Group F]
F1. A C _1-6 alkyl group,
F2. A halogen atom,
F3. A cyano group,
F4. Hydroxyl group,
F5. One or more may be substituted with a substituent C _1-6 alkoxy group selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group,
F6. A halo C _1-6 alkyl group,
F7. A carboxy group,
F8. A C _1-6 alkoxycarbonyl group,
F9. -CO-N ( ^R56a ) ( ^{R56a '} ),
Wherein R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or one selected from the following group f (It means a C _1-6 alkyl group which may be substituted with the above substituents.)
[Group f]
f1. An amino group,
f2. A mono C _1-6 alkylamino group,
f3. Di-C _1-6 alkylamino group,
f4. A carboxy group,
f5. A C _1-6 alkoxycarbonyl group,
f6. Hydroxyl group,
as well as,
f7. 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F10. -N (R ^56b ) (R ^{56b '} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F11. ^{-N = CR 57 (-N (R} 58) (R 58 ')),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-6 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-6 alkyl group.)
F12.5 or 6 membered monocyclic aromatic heterocyclic group,
as well as,
F13. Methylenedioxy group or ethylenedioxy group.
Or
(11) One or more same or different selected from the group consisting of an aromatic heterocyclic group which is a 5-membered or 6-membered monocyclic ring and an aromatic heterocyclic group in which the aromatic heterocyclic group is condensed with a benzene ring A C _1-6 alkyl group substituted with a substituent;
(Here, the aromatic heterocyclic group may be substituted with one or more substituents selected from the following group G).
[Group G]
G1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g;
[Group g]
g1. A halogen atom,
g2. An amino group,
g3. A mono C _1-6 alkylamino group,
g4. Di-C _1-6 alkylamino group,
g5. A C _1-6 alkoxycarbonylamino group,
as well as,
g6. Hydroxyimino group.
G2. A halogen atom,
G3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G4. An aryloxy group,
G5. A cyano group,
G6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic group is the same selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group and a diC _1-6 alkylamino group. Or it may be substituted with one or more different substituents.)
G7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G8. An aryl group,
as well as,
G9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
Means.
R ⁴ and R ⁵ together with the adjacent nitrogen atom may form a 5-membered or 6-membered monocyclic saturated heterocyclic ring (wherein the saturated heterocyclic ring is partially It may have a double bond, may be condensed with a benzene ring to form a condensed ring, or may be condensed with a benzene ring to form a condensed ring, It may be substituted with one or more substituents selected from the group consisting of an atom, a C _1-6 alkyl group, a C _1-6 alkoxy group, a carboxy group, and a C _1-6 alkoxycarbonyl group. ]

[2] Treatment or prevention of diabetes according to [1] above, comprising a pyrazole compound represented by the following general formula (I) or a pharmacologically acceptable salt thereof and a pharmaceutically acceptable carrier. Pharmaceutical composition.

[here,
Ring Q means an aryl group or an aromatic heterocyclic group:
R ¹ represents a hydrogen atom, a halogen atom, a C _1-6 alkyl group or a C _1-6 alkoxy group:
R ² represents a halogen atom, a C _1-6 alkyl group, a C _1-6 alkoxy group or an azide group:
R ³ represents a halogen atom, a hydroxyl group, a C _1-4 alkyl group, a halo C _1-6 alkyl group, a C _1-6 alkoxy group, an azide group, an amino group, an acylamino group, or a C _1-6 alkylsulfonylamino group. And:
R ⁴ is
(1) a hydrogen atom;
(2) a C _1-6 alkyl group which may be substituted with one or more substituents selected from Group A below;
[Group A]
A1. Hydroxyl group,
A2. A C _1-6 alkoxy group,
A3. -N ( ^R41 ) ( ^{R41 '} ),
(Wherein R ⁴¹ and R ^{41 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹ and R ^{41 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered) A monocyclic saturated heterocyclic ring may be formed.)
A4. An aryl group,
A5. An aromatic heterocyclic group,
A6. -CO-N ( ^R411 ) ( ^{R411 '} ),
(Here, R ⁴¹¹ and R ^{411 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹¹ and R ^{411 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A7. A carboxy group,
as well as,
A8. C _1-6 alkoxycarbonyl group.
(3) a C _2-6 alkenyl group;
(4) a C _2-6 alkynyl group;
(5) a C _3-8 cycloalkyl group;
(6) a C _3-8 cycloalkyl C _1-6 alkyl group; or
(7) aryl group;
Means:
R ⁵ is
(1) a C _1-6 alkyl group which may be substituted with one or more substituents selected from Group B below;
[Group B]
B1. Hydroxyl group,
B2. A C _1-6 alkoxy group,
B3. -N (R ⁵¹ ) (R ^{51 '} ),
(Here, R ⁵¹ and R ^{51 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁵¹ and R ^{51 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
as well as,
B4. -CO-N ( ^R511 ) ( ^{R511 '} ).
(Here, R ⁵¹¹ and R ^{511 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁵¹¹ and R ^{511 ′} together with an adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
(2) a C _3-8 cycloalkyl group;
(The cycloalkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(3) a C _3-8 cycloalkyl C _1-6 alkyl group;
(The cycloalkyl group of the C _3-8 cycloalkyl C _1-6 alkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(4) a 5- or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the following group C;
[Group C]
C1. A C _1-6 alkyl group,
C2. An acyl group,
C3. A C _1-6 alkylsulfonyl group,
C4. A carboxy group,
C5. A C _1-6 alkoxycarbonyl group,
as well as,
C6. -CO- _(Alk) n -COOR ^52.
(Here, R ⁵² is a hydrogen atom or a C _1-6 alkyl group, Alk is a C _1-4 alkylene group, and n is 0 or an integer of 1 to 3.)
(5) an aryl group which may be substituted with one or more substituents selected from group D below;
[Group D]
D1. Hydroxyl group,
D2. A C _1-6 alkoxy group,
D3. A cyano group,
D4. A C _1-6 alkyl group,
(The C _1-6 alkyl group may be substituted with one or more substituents selected from the group consisting of a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group.)
D5. -N (R ⁵³ ) (R ^{53 '} ),
(Here, R ⁵³ and R ^{53 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D6. -CO-N (R ⁵³¹ ) (R ^{531 '} ),
(Here, R ⁵³¹ and R ^{531 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D7. -COOR ⁵⁴ ,
(Here, R ⁵⁴ is a hydrogen atom, a C _1-6 alkyl group, a C _1-6 alkylcarbonyloxy C _1-6 alkyl group or a C _3-8 cycloalkyloxycarbonyloxy C _1-6 alkyl group. )
D8. -C (NH (OH)) = N- ^R55 ,
(Here, R ⁵⁵ is a hydrogen atom or a C _1-6 alkylsulfonyl group.)
D9.5-membered or 6-membered monocyclic saturated heterocyclic group, and
D10. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
(6) A 5-membered or 6-membered monocyclic aromatic heterocyclic group or an aromatic heterocyclic group obtained by condensing the aromatic heterocyclic group with a benzene ring;
(Here, the aromatic heterocyclic group may be substituted with one or more substituents selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group.)
(7) C _7-14 aralkyl group;
(The alkyl group part of the C _7-14 aralkyl group may be substituted with one or two substituents selected from the following group E, and the aryl group part is one or more substituents selected from the following group F: May be substituted.)
[Group E]
E1. A C _1-6 alkyl group which may be substituted with a hydroxyl group,
E2. A cyano group,
E3. A carboxy group,
E4. A C _1-6 alkoxycarbonyl group,
as well as,
E5. Phenyl group.
[Group F]
F1. A C _1-6 alkyl group,
F2. A halogen atom,
F3. A cyano group,
F4. Hydroxyl group,
F5. One or more may be substituted with a substituent C _1-6 alkoxy group selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group,
F6. A halo C _1-6 alkyl group,
F7. A carboxy group,
F8. A C _1-6 alkoxycarbonyl group,
F9. -CO-N ( ^R56a ) ( ^{R56a '} ),
Wherein R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or one selected from the following group f (It means a C _1-6 alkyl group which may be substituted with the above substituents.)
[Group f]
f1. An amino group,
f2. A mono C _1-6 alkylamino group,
f3. Di-C _1-6 alkylamino group,
f4. A carboxy group,
f5. A C _1-6 alkoxycarbonyl group,
f6. Hydroxyl group,
as well as,
f7. 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F10. -N (R ^56b ) (R ^{56b '} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F11. ^{-N = CR 57 (-N (R} 58) (R 58 ')),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-6 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-6 alkyl group.)
F12.5 or 6 membered monocyclic aromatic heterocyclic group,
as well as,
F13. Methylenedioxy group or ethylenedioxy group.
Or
(8) substituted with a C _1-6 alkyl group substituted with a 5-membered or 6-membered monocyclic aromatic heterocyclic group, or an aromatic heterocyclic group condensed with the aromatic heterocyclic group and the benzene ring A C _1-6 alkyl group;
(Here, the aromatic heterocyclic group may be substituted with one or more substituents selected from the following group G).
[Group G]
G1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g;
[Group g]
g1. A halogen atom,
g2. An amino group,
g3. A mono C _1-6 alkylamino group,
g4. Di-C _1-6 alkylamino group,
g5. A C _1-6 alkoxycarbonylamino group,
as well as,
g6. Hydroxyimino group.
G2. A halogen atom,
G3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G4. An aryloxy group,
G5. A cyano group,
G6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is the same or selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with one or more different substituents.)
G7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G8. An aryl group,
as well as,
G9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
Means.
R ⁴ and R ⁵ together with the adjacent nitrogen atom may form a 5-membered or 6-membered monocyclic saturated heterocyclic ring (wherein the saturated heterocyclic ring is partially It may have a double bond, may be condensed with a benzene ring to form a condensed ring, or may be condensed with a benzene ring to form a condensed ring, It may be substituted with one or more substituents selected from the group consisting of an atom, a C _1-6 alkyl group, a C _1-6 alkoxy group, a carboxy group, and a C _1-6 alkoxycarbonyl group. ]

[3] The pharmaceutical composition for treating or preventing diabetes according to the above [1], wherein the pyrazole compound is a pyrazole compound represented by the following general formula (II ').

(Here, R ¹ , R ² , R ³ , R ⁴ and R ⁵ are the same as 1 above.)

[4] The pharmaceutical composition for treating or preventing diabetes according to the above [1], wherein the pyrazole compound is a pyrazole compound represented by the following general formula (II).

(Here, R ⁴ and R ⁵ are the same as 1 above, R ^1a represents a halogen atom or a hydrogen atom, R ^2a represents a halogen atom, and R ^3a represents a halogen atom or C _1. Means a _-6 alkyl group.)

[5] Diabetes according to the above [4], wherein R ^1a is a hydrogen atom or a fluorine atom, R ^2a is a fluorine atom or a chlorine atom, and R ^3a is a chlorine atom or a C _1-6 alkyl group. A pharmaceutical composition for the treatment or prevention.

[6] The pharmaceutical composition for treating or preventing diabetes according to the above [5], wherein the pyrazole compound is a pyrazole compound represented by the following general formula (III).

(Here, R ⁴ and R ⁵ are the same as above.)

[7] The pharmaceutical composition for treating or preventing diabetes according to the above [2] to [6], wherein R ⁴ is a group selected from the following group.
(1) a hydrogen atom;
(2) a C _1-6 alkyl group which may be substituted with one or more substituents selected from the following group A ′;
[Group A ']
A'1. Hydroxyl group,
A'2. A C _1-4 alkoxy group,
A'3. -N ( ^R41 ) ( ^{R41 '} ),
(Here, R ⁴¹ and R ^{41 ′} are the same or different and each represents a hydrogen atom or a C _1-4 alkyl group, and R ⁴¹ and R ^{41 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A'4. Phenyl group,
A ′ 5.5-membered or 6-membered monocyclic aromatic heterocyclic group,
A'6. -CO-N ( ^R411 ) ( ^{R411 '} ),
(Here, R ⁴¹¹ and R ^{411 ′} are the same or different and each represents a hydrogen atom or a C _1-4 alkyl group, and R ⁴¹¹ and R ^{411 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A'7. A carboxy group, and
A'8. C _1-4 alkoxycarbonyl group.
(3) a C _2-6 alkenyl group;
(4) a C _2-6 alkynyl group;
(5) a C _3-8 cycloalkyl group;
as well as,
(6) a C _3-8 cycloalkyl C _1-4 alkyl group;

[8] The pharmaceutical composition for treating or preventing diabetes according to the above [2] to [7], wherein R ⁵ is a C _1-6 alkyl group.

[9] R ⁵ is a C _3-8 cycloalkyl group (the C _3-8 cycloalkyl group is one or more selected from the group consisting of a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group) The pharmaceutical composition for treating or preventing diabetes according to the above [2] to [7].

[10] The pharmaceutical composition for treating or preventing diabetes according to the above [2] to [7], wherein R ⁵ is a C _3-8 cycloalkyl C _1-6 alkyl group.

[11] R ⁵ is an acyl group and —CO— (Alk) _n —COOR ⁵² (wherein R ⁵² is a hydrogen atom or a C _1-6 alkyl group, Alk is a C _1-4 alkylene group, n is 0 or an integer of 1 to 3. The above [2], which is a 5-membered or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the group consisting of Thru | or [7] pharmaceutical composition for the treatment or prevention of diabetes.

[12] The pharmaceutical composition for treating or preventing diabetes according to the above [2] to [7], wherein R ⁵ is a phenyl group which may be substituted with one or more substituents selected from the following group D ′. .
[Group D ']
D'1. A C _1-4 alkyl group which may be substituted with a carboxy group,
D'2. -CO-N (R ⁵³ ) (R ^{53 '} ),
(Here, R ⁵³ and R ^{53 ′} are the same or different and each represents a hydrogen atom, a C _1-4 alkyl group or a C _1-4 alkylsulfonyl group.)
D'3. -COOR ⁵⁴ ,
(Here, R ⁵⁴ is a hydrogen atom, a C _1-4 alkyl group, a C _1-4 alkylcarbonyloxy C _1-4 alkyl group, or a C _3-8 cycloalkyloxycarbonyloxy C _1-4 alkyl group. )
as well as,
D'4. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.

[13] The above, wherein R ⁵ is a C _7-14 aralkyl group (the aryl group part of the C _7-14 aralkyl group may be substituted with one or more substituents selected from the following group F ′). [2] to [7] A pharmaceutical composition for treating or preventing diabetes according to [7].
[Group F ']
F'1. A C _1-6 alkyl group,
F'2. A halogen atom,
F'3. A cyano group,
F'4. Hydroxyl group,
F'5. One or more may be substituted with a substituent C _1-6 alkoxy group selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group,
F'6. A halo C _1-6 alkyl group,
F'7. A carboxy group,
F'8. A C _1-6 alkoxycarbonyl group,
F'9. -CO-N ( ^R56a ) ( ^{R56a '} ),
(Here, R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or 1 selected from the following group f ′: Means a C _1-6 alkyl group which may be substituted with one or more substituents.)
[Group F ']
f'1. An amino group,
f'2. A mono C _1-6 alkylamino group,
f'3. Di-C _1-6 alkylamino group,
f'4. A carboxy group,
f'5. A C _1-6 alkoxycarbonyl group,
f'6. Hydroxyl group,
as well as,
f'7. 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F'10. -N (R ^56b ) (R ^{56b '} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F'11. ^{-N = CR 57 (-N (R} 58) (R 58 ')),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-4 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-4 alkyl group.)
F ′ 12.5-membered or 6-membered monocyclic aromatic heterocyclic group,
as well as,
F'13. Methylenedioxy group or ethylenedioxy group.

[14] A C _1-6 alkyl group in which R ⁵ is substituted with a 5-membered or 6-membered monocyclic aromatic heterocyclic group (the aromatic heterocyclic group is one or more selected from the following group G ′) The pharmaceutical composition for treating or preventing diabetes according to the above [2] to [7], which may be substituted with a substituent.
[Group G ']
G'1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g ′:
[Group g ']
g'1. A halogen atom,
g'2. An amino group,
g'3. A mono C _1-6 alkylamino group,
g'4. Di-C _1-6 alkylamino group,
g'5. A C _1-6 alkoxycarbonylamino group,
as well as,
g'6. Hydroxyimino group.
G'2. A halogen atom,
G'3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G'4. An aryloxy group,
G'5. A cyano group,
G'6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G'7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G'8. An aryl group,
as well as,
G'9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.

[15] R ⁵ and R ⁴ together with the adjacent nitrogen atom are a 5-membered or 6-membered monocyclic saturated heterocyclic group (the saturated heterocyclic group has a double bond in part) The saturated heterocyclic group which may be condensed with a benzene ring to form a condensed ring and may be condensed with a benzene ring is a halogen atom, C _1-6 [2] to [6] above, which may be substituted with one or more substituents selected from the group consisting of an alkyl group, a C _1-6 alkoxy group, a carboxy group, and a C _1-6 alkoxycarbonyl group. ] The pharmaceutical composition for the treatment or prevention of diabetes mellitus.

[16] The pharmaceutical composition for treating or preventing diabetes according to the above [2], wherein the pyrazole compound is a pyrazole compound represented by the following general formula (IV).

(Wherein R ⁴ is the same as 2 above, R ^X1 , R ^X2 and R ^X3 are the same or different and each represents a hydrogen atom or a substituent selected from the following group F ″, and m is 0 or Means an integer of 1 to 2)
[Group F ”]
F ″ 1.C _1-6 alkyl group,
F ″ 2. A halogen atom,
F ″ 3. A cyano group,
F "4. Hydroxyl group,
F "5. Carboxy group and C _1-4 alkoxy one or more may be substituted with a substituent C _1-4 alkoxy group selected from the group consisting of a carbonyl group,
F ″ 6. A haloC _1-6 alkyl group,
F ″ 7. Carboxy group,
F ″ 8. C _1-6 alkoxycarbonyl group,
F ″ 9.-CO—N (R ^56a ) (R ^{56a ′} ),
(Wherein R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or 1 selected from the following group f ″) Means a C _1-6 alkyl group which may be substituted with one or more substituents.)
[Group f ”]
f ″ 1. amino group,
f ″ 2.mono C _1-6 alkylamino group,
f ″ 3. di-C _1-6 alkylamino group,
f ″ 4. a carboxy group,
f ″ 5. C _1-6 alkoxycarbonyl group,
f "6. hydroxyl group,
as well as,
f ″ 7. A 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F ″ 10.-N (R ^56b ) (R ^{56b ′} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F ″ 11. −N = CR ⁵⁷ (−N (R ⁵⁸ ) (R ^{58 ′} )),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-6 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-6 alkyl group.)
F ″ 12.5-membered or 6-membered monocyclic aromatic heterocyclic group,
as well as,
F ″ 13. A methylenedioxy group or an ethylenedioxy group.

[17] The pharmaceutical composition for treating or preventing diabetes according to the above [2], wherein the pyrazole compound is a pyrazole compound represented by the following general formula (V).

(Wherein R ⁴ is the same as 2 above, ring Het means a 5- or 6-membered monocyclic aromatic heterocyclic group, and R ^Y1 , R ^Y2 and R ^Y3 are the same or different, respectively. (This means a hydrogen atom or a substituent selected from the following group G ′, and m ′ means 0 or an integer of 1 to 2.)
[Group G ']
G'1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g ′:
[Group g ']
g'1. A halogen atom,
g'2. An amino group,
g'3. A mono C _1-6 alkylamino group,
g'4. Di-C _1-6 alkylamino group,
g'5. A C _1-6 alkoxycarbonylamino group,
as well as,
g'6. Hydroxyimino group.
G'2. A halogen atom,
G'3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G'4. An aryloxy group,
G'5. A cyano group,
G'6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G'7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G'8. An aryl group,
as well as,
G'9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.

[18] The pharmaceutical composition for treating or preventing diabetes according to the above [17], wherein the ring Het is a pyridine ring, a triazole ring or an oxazole ring.

[19] The pharmaceutical composition for treating or preventing diabetes according to the above [18], wherein the pyrazole compound is a pyrazole compound represented by the following general formula (VI).

(Here, R ⁴ , R ^Y1 , R ^Y2 , R ^Y3 , m ′ are the same as above.)

[20] The pharmaceutical composition for treating or preventing diabetes according to the above [2], wherein the pyrazole compound or a pharmacologically acceptable salt thereof is selected from the following group.
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide 3/2 hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) amide p-toluenesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) amide L-(+)-tartrate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide p-toluenesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid diethylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (pyridin-4-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (2-methoxy-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethoxycarbonyl-cyclohexyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,3-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,4-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,5-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,4-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,3-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,4-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,5-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,4-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,5-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-isopropoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-phenoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-difluoro-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-tert-butyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-isopropoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (2,2,2-trifluoro-ethoxy) -pyridin-3-ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (2-dimethylamino-ethylcarbamoyl) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-isopropyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-chloro-6-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-ethoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-4-ylmethyl) -amide;
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (2,2,2-trifluoro-ethoxy) -pyridin-3-ylmethyl] -amide 2 Hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dimethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (pyridin-3-yl) -thiazol-4-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1H-benzoimidazol-2-ylmethyl) -amide dihydrochloride,
[4-({[5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -acetic acid methyl ester,
3- [4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -propionic acid methyl ester,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [2-bis- (2-acetoxyethyl) -amino-ethylcarbamoyl] -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (2-hydroxy-ethylcarbamoyl) -benzylamide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- {2-[(2-acetoxyethyl)-(2-hydroxyethyl) -amino] -ethylcarbamoyl } -Benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1H-benzimidazol-2-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzothiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,5-dimethyl-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-yl) -thiazol-4-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,3,5-trimethyl-1H-pyrazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-chloro-6-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-dimethylamino-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1H-pyrrol-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,4-dimethoxy-pyridin-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-tert-butyl-thiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-2-phenyl-2H- [1,2,3] triazol-4-ylmethyl)- Amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4- (tert-butoxycarbonyl-amino) -methyl-pyridin-2-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4-methyl-2- (morpholin-4-yl) -thiazol-5-ylmethyl] -amide dihydrochloride salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide 3/2 hydrochloride 1/2 hydrate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethoxycarbonyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-carboxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid dibenzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (cyano-phenyl-methyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexylmethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-hydroxy-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid allyl-cyclohexyl-amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (pyridin-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- (1-methyl-piperidin-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [(3,4-methylenedioxyphenyl) -methyl] -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-butyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (4-hydroxy-butyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-cyclohexyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid dibutyramide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid bis- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (tetrahydro-pyran-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl)-(tetrahydro-pyran-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopentyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (3-methoxy-propyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-ethoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-isopropoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-propoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-ethyl-propyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-tert-butoxycarbonyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (tetrahydro-thiopyran-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-acetyl-piperidin-4-yl) -butyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-methanesulfonyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-ethoxalyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-oxalo-piperidin-4-yl) -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylate butyl- (1,1-dioxo-hexahydro-1λ ⁶ -Thiopyran-4-yl) -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylate butyl- (1-oxo-hexahydro-1λ ⁴ -Thiopyran-4-yl) -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -propyl-amide
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid propyl- (pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-diethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-diethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-ethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-carbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-oxalo-piperidin-4-yl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-carboxyacetyl-piperidin-4-yl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [1- (2-carboxypropionyl) -piperidin-4-yl] -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopropyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclobutyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopropylmethyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-carboxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-ethoxycarbonyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dichloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1H-pyrazol-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-hydroxy-piperidin-1-yl) -pyridin-3-ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-2-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-3-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-4-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4- [1,2,3] thiadiazol-4-yl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-pyrazin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid pyrazin-2-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-5-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-8-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isoquinolin-5-ylamide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [3-ethoxy-5- (1-ethoxycarbonyl-1-methyl-ethyl) -pyridin-2-yl ] -Amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [3-ethoxy-5- (1-ethoxycarbonyl-1-hydroxy-ethyl) -pyridin-2-yl ] -Amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [5- (1-carboxy-1-methyl-ethyl) -3-ethoxy-pyridin-2-yl] An amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [5- (1-carboxy-1-hydroxy-ethyl) -3-ethoxy-pyridin-2-yl] An amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyrazin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (thiomorpholin-4-yl) -pyridin-3-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1,1-dioxo-1λ ⁶ -Thiomorpholin-4-yl) -pyridin-3-ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,5-dibromo-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-chloro-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethyl-2-methyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethyl-4-methyl-oxazol-5-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ([2,2 ′] bithiophenyl-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-methoxy-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,5-dichloro-thiophen-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,5-dimethyl-oxazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-hexyl-4-methyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-thiophen-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-2-phenyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-4-phenyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-hexyl-2-methyl-oxazol-5-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazol-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazol-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-6-methyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-methyl-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-pyridin-2-ylmethyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-fluoro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-carboxy-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-phenyl-thiazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-phenoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [1- (pyridin-3-yl) -ethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-fluoro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (biphenyl-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((1R, 2S) -2-hydroxy-indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((1S, 2R) -2-hydroxy-indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-phenyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-2-pyridone-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethoxycarbonyl-piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-piperazin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxy-piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenethylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl-phenethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,2,3,4-tetrahydroisoquinolin-2-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -α-methoxycarbonyl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -α-methoxycarbonyl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,2,3,4-tetrahydroquinolin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenyl-propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid pentyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzhydryl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-2-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -2-hydroxy-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -2-hydroxy-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (furan-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-dimethylamino-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methoxycarbonyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-carboxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-trifluoromethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-dimethylamino-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (2-dimethylamino-ethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-dimethylamino-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,6-dimethoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methoxycarbonylmethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-carboxymethoxy-benzylamide,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethoxy-pyridin-4-ylmethyl) -amide,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxyphenyl) -methyl-amide,
4-{[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -methyl-amino} -benzoic acid sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isopropyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (ethoxycarbonyl-methyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (carboxy-methyl) -phenyl-amide,
5- (2-chloro-4-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2-oxo-2- (piperidin-1-yl) -ethyl] -phenyl-amide,
5- (5-fluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-methoxy-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-chloro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-ethyl) -phenyl-amide,
5- (2-fluoro-5-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (3-chloro-2,6-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-3-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethylcarbamoylmethyl-phenyl-amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isobutyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxycarbonyl-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-ethoxycarbonyl-propyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-carboxy-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-carboxy-propyl) -phenyl-amide,
5- (2-hydroxy-4-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-hydroxy-5-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-hydroxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-fluoro-2-trifluoromethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-trifluoromethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -phenyl-amide,
5- (2,5-dimethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-5-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-chloro-pyridine-2-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2,6-dichloro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-ethoxycarbonyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-carboxy-phenyl) -amide,
5- (2-methyl-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-6-methyl-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (3-chloro-pyridine-4-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-ethoxycarbonylmethyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-carboxymethyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxy-phenyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [2- (morpholin-4-yl) -ethylcarbamoyl] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (morpholin-4-ylcarbamoyl) -benzylamide dihydrochloride,
[4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -acetic acid sodium salt,
3- [4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -propionic acid sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,3,5-trimethyl-1H-pyrazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- [2- (morpholin-4-yl) -ethylcarbamoyl] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (morpholin-4-ylcarbamoyl) -benzylamide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {2- [2- (morpholin-4-yl) -ethylcarbamoyl] -pyridin-4-ylmethyl}- Amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-ylcarbamoyl) -pyridin-4-ylmethyl] -amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide 1 / 2sulfate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethoxy-pyridin-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-aminomethyl-pyridin-2-ylmethyl) -amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide 2 methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -propyl-amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (piperidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (morpholin-4-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -propyl-amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-diethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-2-dimethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4- [1,2,3] thiadiazol-4-yl-benzyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-thiazol-5-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-thiazol-5-ylmethyl) -amide hydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-hydroxy-piperidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 5-methyl-pyrazin-2-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-5-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-8-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isoquinolin-5-ylamide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-methylpiperazin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride ,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-dimethylamino-piperidin-1-yl) -pyridin-3-ylmethyl] -amide 2 Hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (pyrrolidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyrazin-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (thiomorpholin-4-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1,1-dioxo-1λ ⁶ -Thiomorpholin-4-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid carbamoylmethyl-amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carbamoyl-phenyl) -methyl-amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- (4-methylcarbamoyl-phenyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-dimethylcarbamoyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methanesulfonylaminocarbonyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methanesulfonylaminocarbonyl-phenyl) -methyl-amide sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-cyano-phenyl) -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylate methyl- [4- (4H- [1,2,4] triazol-3-yl) -phenyl]- Amide hydrochloride,
5- (4-azido-2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-cyano-phenyl) -methyl-amide,
5- (4-azido-2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (1H-tetrazol-5-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4- (N-hydroxycarbamimidoyl) -phenyl] -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-oxo-2,5-dihydro- [1,2,4] oxadi Azol-3-yl) -phenyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {4-[(2,2-dimethyl-propionyloxy) -methoxycarbonyl] -phenyl} -methyl-amide ,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [N- (methoxy-thiocarbonyloxy) -carbamimidoyl] -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-thioxo-4,5-dihydro- [1,2,4] oxadi Azol-3-yl) -phenyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-oxo-4,5-dihydro- [1,2,4] thiadiazole- 3-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {4- [1- (cyclohexyloxy-carbonyloxy) -ethoxycarbonyl] -phenyl} -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl acid (4-ethoxycarbonyl-thiazol-2-yl) -ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-cyano-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-[(2-fluoro-benzimidoyl) -amino] -benzylamide hydroiodide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-[(2-fluoro-benzimidoyl) -amino] -benzylamide hydroiodide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (3,3-dimethyl-ureido) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (3,3-dimethyl-ureido) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (toluene-4-sulfonylamino) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-6-fluoro-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-4,5-difluoro-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (indan-2-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazol-3-carboxylic acid (4H-quinazolin-3-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazol-3-carboxylic acid (4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (7-fluoro-4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-fluoro-4H-quinazolin-3-yl) -amide hydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-2-methyl-1,4-dihydro-2H-quinazolin-3-yl) -amide ,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-cyano-pyridin-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (N-hydroxycarbamimidoyl) -pyridin-4-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (5-oxo-4,5-dihydro- [1,2,4] oxadiazole- 3-yl) -pyridin-4-ylmethyl] -amide,
4-{[5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carbonyl] -methyl-amino} -benzoic acid sodium salt,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (1H-tetrazol-5-yl) -phenyl] -amide;
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2,6-dichloro-5-fluoro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5-[(3-chloro-benzo [b] thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-[(3-chloro-thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-benzoylamino-1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-phenylacetylamino-1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-amino-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (4,5-difluoro-2-methanesulfonylamino-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2-acetylamino-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5-[(3,4,5-trichloro-thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-cyano-pyridin-4-ylmethyl) -amide;
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (1H-tetrazol-5-yl) -pyridin-4-ylmethyl] -amide, and
1H-pyrazole-3,5-dicarboxylic acid 3-benzylamide 5-[(2,4-dichloro-phenyl) -amide].

[21] A medicament comprising a combination of the pharmaceutical composition for treating or preventing diabetes according to the above [1] to [20] and another therapeutic or preventive agent for diabetes.

[22] Other therapeutic or preventive agents for diabetes include insulin preparation (injection), low-molecular-weight insulin oral agent, sulfonylurea receptor agonist (SU agent), non-sulfonylurea insulin secretagogue, potassium-dependent ATP (KATP) Channel opener, alpha glucosidase inhibitor, alpha amylase inhibitor, insulin sensitivity enhancer, small molecule tGLP-1 receptor agonist, tGLP-1 peptide analog, dipeptidyl peptidase IV (DPP-IV) inhibitor, glucagon receptor antagonist , Glucocorticoid receptor antagonist, biguanite agent, SGLUT inhibitor, fructose-1,6-bisphosphatase (FBPase) inhibitor, glycogen synthase kinase 3 (GSK-3) inhibitor, phosphoenolpyruvate carboxylate Kinase (PEPCK) inhibitor, protein tyrosine phosphatase 1B (PTPase 1B) inhibitor, SH2 domain-containing inositol phosphatase (SHIP2) inhibitor, glycogen phosphorylase (GP) inhibitor, glucokinase activator, GPR40 receptor agonist, pyruvate Dehydrogenase kinase (PDHK) inhibitor, glutamine: fructose-6-phosphate aminotransferase (GFAT) inhibitor, antioxidant; nitric oxide scavenger, carnitine palmitoyltransferase 1 (CPT-1) inhibitor, growth hormone-releasing factor (GHRF), triacylglycerol lipase (hormone sensitive lipase) inhibitors, PPARγ receptor agonists, PPARγ receptor antagonists, PPARα / γ receptor receptors Marianist, AMP- activated protein kinase (AMPK) activator, medicament according to [21] is adiponectin receptor agonists or beta ₃ adrenergic receptor agonist.

[23] Other therapeutic or preventive agents for diabetes are insulin, tolbutamide, glyclopyramide, acetohexamide, chlorpropamide, glybsol, glibenclamide, gliclazide, glimepiride, mitiglinide, repaglinide, nateglinide, voglibose, acarbose, miglitol, malein The medicament according to [21] or [22] above, which is rosiglitazone acid, metformin hydrochloride, pioglitazone hydrochloride, or buformin hydrochloride.

[24] A medicament comprising a combination of the pharmaceutical composition for treating or preventing diabetes according to the above [1] to [20] and another therapeutic or preventive drug for diabetic complications.

[25] Other therapeutic or preventive agents for diabetic complications include protein kinase β (PKCβ) inhibitor, angiotensin II receptor antagonist, aldose reductase inhibitor, angiotensin converting enzyme (ACE) inhibitor, glycation end product ( AGE) The medicament according to [24] above, which is a production inhibitor, a neuropathy therapeutic agent or a diabetic nephropathy therapeutic agent.

[26] The medicament according to [24] or [25] above, wherein the other therapeutic or preventive agent for diabetic complications is epalrestat, mexiletine hydrochloride or imidapril hydrochloride.

[27] A medicament comprising a combination of the pharmaceutical composition for treating or preventing diabetes according to the above [1] to [20] and another therapeutic or prophylactic agent for hyperlipidemia.

[28] Other drugs for treating hyperlipidemia include fibrate drugs (PPARα receptor agonists), PPARδ receptor agonists, microsomal triglyceride transfer protein (MTP) inhibitors, cholesteryl ester transfer protein (CETP) inhibitors, statins Drugs (HMG-CoA reductase inhibitors), anion exchange resins, probucol, nicotinic acid drugs, plant sterols, apolipoprotein-A1 (Apo-A1) inducers, lipoprotein lipase (LPL) activators , An endothelial lipase inhibitor, ezetimibe, IBAT inhibitor, squalene synthase inhibitor, ACAT inhibitor, LXR receptor agonist, FXR receptor agonist, FXR receptor antagonist, or adenosine A1 agonist .

[29] Other therapeutic drugs for hyperlipidemia are clofibrate, bezafibrate, fenofibrate, lovastatin, simvastatin, pravastatin, fluvastatin, atorvastatin, pitavastatin, rosuvastatin, cerivastatin, cholestyramine, colestimide, tocopherol nicotinate, nicomol, niceri The medicament according to [27] or [28] above, which is trol, soysterol or gamma oryzanol.

[30] A medicament comprising a combination of the pharmaceutical composition for treating or preventing diabetes according to the above [1] to [20] and another anti-obesity therapeutic or preventive agent.

[31] Other anti-obesity therapeutic agents or preventive agents include leptin preparations, pancreatic lipase inhibitors, noradrenaline / serotonin reuptake inhibitors, cannabinoid receptor antagonists, monoamine reuptake inhibitors, diacylglycerol acyltransferase (DGAT) inhibition Agent, glucose-dependent insulinotropic polypeptide (GIP) receptor antagonist, leptin receptor agonist, bombesin receptor subtype 3 (BRS-3) agonist, perilipin inhibitor, acetyl-CoA carboxylase 1 (ACC1) inhibitor Acetyl-CoA carboxylase 2 (ACC2) inhibitor, fatty acid synthase inhibitor, sn-1-acyl-glycerol-3-phosphate acyltransferase (AGPAT) inhibitor, pancreatic phospholipase A2 (pPLA2) inhibitor, Lanocortin (MC) receptor agonist, neuropeptide Y5 (NPY5) receptor antagonist, uncoupling protein (UCP) inducer or activator, carnitine palmitoyltransferase 1 (CPT-1) activator, CCK1 (CCKA) agonist, Ciliary neurotrophic factor (CNTF), CRF2 agonist, neuropeptide Y2 (NPY2) receptor antagonist, neuropeptide Y4 (NPY4) receptor antagonist, thyroid hormone receptor beta agonist, growth hormone, ATP citrate lyase inhibitor, The medicament according to [30] above, which is a 5-HT6 antagonist or a 5-HT2C agonist.

[32] The medicament according to [30] or [31] above, wherein the other anti-obesity therapeutic agent or preventive agent is leptin, orlistat, sibutramine, rimonabant or mazindol.

[33] A medicament comprising a combination of the pharmaceutical composition for treating or preventing diabetes according to the above [1] to [20] and another therapeutic or preventive agent for hypertension.

[34] Other therapeutic or preventive agents for hypertension are thiazide diuretics, thiazide-like diuretics, loop diuretics, K-retaining diuretics, β-blockers, α, β-blockers, α-blockers, central Sexual sympathomimetic drugs, peripheral sympathetic nerve inhibitors (Lauorphia preparations), Ca antagonists (benzothiazepines), Ca antagonists (dihydropyridines), vasodilators, angiotensin converting enzyme (ACE) inhibitors, angiotensin II Receptor antagonist, nitrate, endothelin ETA receptor antagonist, endothelin-converting enzyme inhibitor; neprilysin inhibitor, prostaglandin; prostanoid FP agonist, renin inhibitor, NOS3 expression enhancer; prostacyclin analog, phosphodiesterase V (PDE5A) ) Inhibitors, prostacyclin analogs or The medicament according to [33] is a field progesterone antagonist.

[35] Other antihypertensive agents or preventive agents are hydrochlorothiazide, trichloromethiazide, benchylhydrochlorothiazide, meticran, indapamide, tripamide, chlorthalidone, mefluside, furosemide, spironolactone, triamterene, atenolol, bisoprolol fumarate, betaxolol hydrochloride, hydrochloric acid Bevantolol, metoprolol tartrate, acebutolol hydrochloride, seriprolol hydrochloride, nipradilol, tilisolol hydrochloride, nadolol, propranolol hydrochloride, indenolol hydrochloride, carteolol hydrochloride, pindolol, pindolol sustained release agent, bunitrolol hydrochloride, penbutolol sulfate, bopindolol malonate, amosuralol hydrochloride, Arotinolol hydrochloride, carvedilol, labetalol hydrochloride, urapidil, Terra hydrochloride Syn, doxazosin mesylate, bunazosin hydrochloride, prazosin hydrochloride, phentolamine mesylate, clonidine hydrochloride, guanfacine hydrochloride, guanabenz acetate, methyldopa, reserpine, resinamine, amlodipine besylate, alanidipine, efonidipine hydrochloride, cilnidipine hydrochloride, nicardipine hydrochloride, nisoldipine, nitrendipine, nitrendipine , Nifedipine sustained-release agent, nilvadipine, varnidipine hydrochloride, felodipine, benidipine hydrochloride, manidipine hydrochloride, azelnidipine hydrochloride, diltiazem hydrochloride, hydrazine, todralazine hydrochloride, budralazine, cadralazine, captopril, enalapril maleate, alacepril, delapril hydrochloride, cilazapril hydrochloride, Benazepril, imidapril hydrochloride, temocapril hydrochloride, quinapril hydrochloride, Randorapuriru, perindopril erbumine, candesartan cilexetil, valsartan, telmisartan, olmesartan medoxomil, sodium nitroprusside or medicament according to the above [33] or the [34] is nitroglycerin.

[36] A pyrazole compound represented by the following general formula (I) or a pharmacologically acceptable salt thereof.

[here,
Ring Q means an aryl group or an aromatic heterocyclic group:
R ¹ represents a hydrogen atom, a halogen atom, a C _1-6 alkyl group or a C _1-6 alkoxy group:
R ² represents a halogen atom, a C _1-6 alkyl group, a C _1-6 alkoxy group or an azide group:
R ³ represents a halogen atom, a hydroxyl group, a C _1-6 alkyl group, a halo C _1-6 alkyl group, a C _1-6 alkoxy group, an azide group, an amino group, an acylamino group, or a C _1-6 alkylsulfonylamino group. And:
R ⁴ and R ⁵ are the same or different,
(1) a hydrogen atom;
(2) a C _1-6 alkyl group which may be substituted with one or more substituents selected from Group A below;
[Group A]
A1. Hydroxyl group,
A2. A C _1-6 alkoxy group,
A3. -N ( ^R41 ) ( ^{R41 '} ),
(Wherein R ⁴¹ and R ^{41 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹ and R ^{41 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered) A monocyclic saturated heterocyclic ring may be formed.)
A4. An aryl group,
A5. An aromatic heterocyclic group,
A6. -CO-N ( ^R411 ) ( ^{R411 '} ),
(Here, R ⁴¹¹ and R ^{411 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹¹ and R ^{411 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A7. A carboxy group,
as well as,
A8. C _1-6 alkoxycarbonyl group.
(3) a C _2-6 alkenyl group;
(4) a C _2-6 alkynyl group;
(5) a C _3-8 cycloalkyl group;
(The cycloalkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(6) a C _3-8 cycloalkyl C _1-6 alkyl group;
(The cycloalkyl group of the C _3-8 cycloalkyl C _1-6 alkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(7) a 5- or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the following group C;
[Group C]
C1. A C _1-6 alkyl group,
C2. An acyl group,
C3. A C _1-6 alkylsulfonyl group,
C4. A carboxy group,
C5. A C _1-6 alkoxycarbonyl group,
as well as,
C6. -CO- _(Alk) n -COOR ^52.
(Here, R ⁵² is a hydrogen atom or a C _1-6 alkyl group, Alk is a C _1-4 alkylene group, and n is 0 or an integer of 1 to 3.)
(8) an aryl group which may be substituted with one or more substituents selected from group D below;
[Group D]
D1. Hydroxyl group,
D2. A C _1-6 alkoxy group,
D3. A cyano group,
D4. A C _1-6 alkyl group,
(The C _1-6 alkyl group may be substituted with one or more substituents selected from a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group.)
D5. -N (R ⁵³ ) (R ^{53 '} ),
(Here, R ⁵³ and R ^{53 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D6. -CO-N (R ⁵³¹ ) (R ^{531 '} ),
(Here, R ⁵³¹ and R ^{531 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D7. -COOR ⁵⁴ ,
(Here, R ⁵⁴ is a hydrogen atom, a C _1-6 alkyl group, a C _1-6 alkylcarbonyloxy C _1-6 alkyl group or a C _3-8 cycloalkyloxycarbonyloxy C _1-6 alkyl group. )
D8. -C (NH (OH)) = N- ^R55 ,
(Here, R ⁵⁵ is a hydrogen atom or a C _1-6 alkylsulfonyl group.)
D9.5-membered or 6-membered monocyclic saturated heterocyclic group,
as well as,
D10. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
(9) an aromatic heterocyclic group which is a 5-membered or 6-membered monocyclic ring or an aromatic heterocyclic group obtained by condensing the aromatic heterocyclic group with a benzene ring;
(Here, the aromatic heterocyclic group may be substituted with one or more substituents selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group.)
(10) C _7-14 aralkyl group;
(The alkyl group part of the C _7-14 aralkyl group may be substituted with one or two substituents selected from the following group E, and the aryl group part is one or more substituents selected from the following group F: May be substituted.)
[Group E]
E1. A C _1-6 alkyl group which may be substituted with a hydroxyl group,
E2. A cyano group,
E3. A carboxy group,
E4. A C _1-6 alkoxycarbonyl group,
as well as,
E5. Phenyl group.
[Group F]
F1. A C _1-6 alkyl group,
F2. A halogen atom,
F3. A cyano group,
F4. Hydroxyl group,
F5. One or more may be substituted with a substituent C _1-6 alkoxy group selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group,
F6. A halo C _1-6 alkyl group,
F7. A carboxy group,
F8. A C _1-6 alkoxycarbonyl group,
F9. -CO-N ( ^R56a ) ( ^{R56a '} ),
Wherein R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or one selected from the following group f (It means a C _1-6 alkyl group which may be substituted with the above substituents.)
[Group f]
f1. An amino group,
f2. A mono C _1-6 alkylamino group,
f3. Di-C _1-6 alkylamino group,
f4. A carboxy group,
f5. A C _1-6 alkoxycarbonyl group,
f6. Hydroxyl group,
as well as,
f7. 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F10. -N (R ^56b ) (R ^{56b '} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F11. ^{-N = CR 57 (-N (R} 58) (R 58 ')),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-6 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-6 alkyl group.)
F12.5 or 6 membered monocyclic aromatic heterocyclic group,
as well as,
F13. Methylenedioxy group or ethylenedioxy group.
Or
(11) One or more same or different selected from the group consisting of an aromatic heterocyclic group which is a 5-membered or 6-membered monocyclic ring and an aromatic heterocyclic group in which the aromatic heterocyclic group is condensed with a benzene ring A C _1-6 alkyl group substituted with a substituent;
(The aromatic heterocyclic group may be substituted with one or more substituents selected from the following group G.)
[Group G]
G1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g;
[Group g]
g1. A halogen atom,
g2. An amino group,
g3. A mono C _1-6 alkylamino group,
g4. Di-C _1-6 alkylamino group,
g5. A C _1-6 alkoxycarbonylamino group,
as well as,
g6. Hydroxyimino group.
G2. A halogen atom,
G3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G4. An aryloxy group,
G5. A cyano group,
G6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G8. An aryl group,
as well as,
G9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
Means.
R ⁴ and R ⁵ together with the adjacent nitrogen atom may form a 5-membered or 6-membered monocyclic saturated heterocyclic ring (the saturated heterocyclic ring is partially a double bond) And may be condensed with a benzene ring to form a condensed ring, and may be condensed with a benzene ring to form a condensed ring. _It may be substituted with one or more substituents selected from the group consisting of a _1-6 alkyl group, a C _1-6 alkoxy group, a carboxy group, and a C _1-6 alkoxycarbonyl group. ]

[37] The pyrazole compound of the above-mentioned [36] represented by the following general formula (I) or a pharmacologically acceptable salt thereof.

[here,
Ring Q means an aryl group or an aromatic heterocyclic group:
R ¹ represents a hydrogen atom, a halogen atom, a C _1-6 alkyl group or a C _1-6 alkoxy group:
R ² represents a halogen atom, a C _1-6 alkyl group, a C _1-6 alkoxy group or an azide group:
R ³ represents a halogen atom, a hydroxyl group, a C _1-4 alkyl group, a halo C _1-6 alkyl group, a C _1-6 alkoxy group, an azide group, an amino group, an acylamino group, or a C _1-6 alkylsulfonylamino group. And:
R ⁴ is
(1) a hydrogen atom;
(2) a C _1-6 alkyl group which may be substituted with one or more substituents selected from Group A below;
[Group A]
A1. Hydroxyl group,
A2. A C _1-6 alkoxy group,
A3. -N ( ^R41 ) ( ^{R41 '} ),
(Wherein R ⁴¹ and R ^{41 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹ and R ^{41 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered) A monocyclic saturated heterocyclic ring may be formed.)
A4. An aryl group,
A5. An aromatic heterocyclic group,
A6. -CO-N ( ^R411 ) ( ^{R411 '} ),
(Here, R ⁴¹¹ and R ^{411 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹¹ and R ^{411 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A7. A carboxy group,
as well as,
A8. C _1-6 alkoxycarbonyl group.
(3) a C _2-6 alkenyl group;
(4) a C _2-6 alkynyl group;
(5) a C _3-8 cycloalkyl group;
(6) a C _3-8 cycloalkyl C _1-6 alkyl group;
Or
(7) aryl group;
Means:
R ⁵ is
(1) a C _1-6 alkyl group which may be substituted with one or more substituents selected from Group B below;
[Group B]
B1. Hydroxyl group,
B2. A C _1-6 alkoxy group,
B3. -N (R ⁵¹ ) (R ^{51 '} ),
(Here, R ⁵¹ and R ^{51 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁵¹ and R ^{51 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
as well as,
B4. -CO-N ( ^R511 ) ( ^{R511 '} ).
(Here, R ⁵¹¹ and R ^{511 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁵¹¹ and R ^{511 ′} together with an adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
(2) a C _3-8 cycloalkyl group;
(The cycloalkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(3) a C _3-8 cycloalkyl C _1-6 alkyl group;
(The cycloalkyl group of the C _3-8 cycloalkyl C _1-6 alkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(4) a 5- or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the following group C;
[Group C]
C1. A C _1-6 alkyl group,
C2. An acyl group,
C3. A C _1-6 alkylsulfonyl group,
C4. A carboxy group,
C5. A C _1-6 alkoxycarbonyl group,
as well as,
C6. -CO- _(Alk) n -COOR ^52.
(Here, R ⁵² is a hydrogen atom or a C _1-6 alkyl group, Alk is a C _1-4 alkylene group, and n is 0 or an integer of 1 to 3.)
(5) an aryl group which may be substituted with one or more substituents selected from group D below;
[Group D]
D1. Hydroxyl group,
D2. A C _1-6 alkoxy group,
D3. A cyano group,
D4. A C _1-6 alkyl group,
(The C _1-6 alkyl group may be substituted with one or more substituents selected from the group consisting of a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group.)
D5. -N (R ⁵³ ) (R ^{53 '} ),
(Here, R ⁵³ and R ^{53 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D6. -CO-N (R ⁵³¹ ) (R ^{531 '} ),
(Here, R ⁵³¹ and R ^{531 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D7. -COOR ⁵⁴ ,
(Here, R ⁵⁴ is a hydrogen atom, a C _1-6 alkyl group, a C _1-6 alkylcarbonyloxy C _1-6 alkyl group or a C _3-8 cycloalkyloxycarbonyloxy C _1-6 alkyl group. )
D8. -C (NH (OH)) = N- ^R55 ,
(Here, R ⁵⁵ is a hydrogen atom or a C _1-6 alkylsulfonyl group.)
D9.5-membered or 6-membered monocyclic saturated heterocyclic group,
as well as,
D10. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
(6) A 5-membered or 6-membered monocyclic aromatic heterocyclic group or an aromatic heterocyclic group obtained by condensing the aromatic heterocyclic group with a benzene ring;
(Here, the aromatic heterocyclic group may be substituted with one or more substituents selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group.)
(7) C _7-14 aralkyl group;
(The alkyl group part of the C _7-14 aralkyl group may be substituted with one or two substituents selected from the following group E, and the aryl group part is one or more substituents selected from the following group F: May be substituted.)
[Group E]
E1. A C _1-6 alkyl group which may be substituted with a hydroxyl group,
E2. A cyano group,
E3. A carboxy group,
E4. A C _1-6 alkoxycarbonyl group,
as well as,
E5. Phenyl group.
[Group F]
F1. A C _1-6 alkyl group,
F2. A halogen atom,
F3. A cyano group,
F4. Hydroxyl group,
F5. May be substituted with one or more substituents selected from a carboxy group and a C _1-6 alkoxycarbonyl C _1-6 alkoxy group,
F6. A halo C _1-6 alkyl group,
F7. A carboxy group,
F8. A C _1-6 alkoxycarbonyl group,
F9. -CO-N ( ^R56a ) ( ^{R56a '} ),
Wherein R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or one selected from the following group f (It means a C _1-6 alkyl group which may be substituted with the above substituents.)
[Group f]
f1. An amino group,
f2. A mono C _1-6 alkylamino group,
f3. Di-C _1-6 alkylamino group,
f4. A carboxy group,
f5. A C _1-6 alkoxycarbonyl group,
f6. Hydroxyl group,
as well as,
f7. 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F10. -N (R ^56b ) (R ^{56b '} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F11. ^{-N = CR 57 (-N (R} 58) (R 58 ')),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-6 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-6 alkyl group.)
F12.5 or 6 membered monocyclic aromatic heterocyclic group,
as well as,
F13. Methylenedioxy group or ethylenedioxy group.
Or
(8) A C _1-6 alkyl group substituted with a 5-membered or 6-membered monocyclic aromatic heterocyclic group, or an aromatic heterocyclic group condensed with a benzene ring. A C _1-6 alkyl group;
(The aromatic heterocyclic group may be substituted with one or more substituents selected from the following group G.)
[Group G]
G1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g;
[Group g]
g1. A halogen atom,
g2. An amino group,
g3. A mono C _1-6 alkylamino group,
g4. Di-C _1-6 alkylamino group,
g5. A C _1-6 alkoxycarbonylamino group,
as well as,
g6. Hydroxyimino group.
G2. A halogen atom,
G3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G4. An aryloxy group,
G5. A cyano group,
G6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G8. An aryl group,
as well as,
G9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
Means.
R ⁴ and R ⁵ together with the adjacent nitrogen atom may form a 5-membered or 6-membered monocyclic saturated heterocyclic ring (wherein the saturated heterocyclic ring is partially It may have a double bond, may be condensed with a benzene ring to form a condensed ring, or may be condensed with a benzene ring to form a condensed ring, It may be substituted with one or more substituents selected from the group consisting of an atom, a C _1-6 alkyl group, a C _1-6 alkoxy group, a carboxy group, and a C _1-6 alkoxycarbonyl group. ]

[38] The pyrazole compound of the above-mentioned [36] represented by the following general formula (II ′) or a pharmacologically acceptable salt thereof.

(Here, R ¹ , R ² , R ³ , R ⁴ and R ⁵ are the same as [36] above.)

[39] The pyrazole compound of the above-mentioned [36] represented by the following general formula (II) or a pharmacologically acceptable salt thereof.

(Where R ⁴ and R ⁵ are the same as [36] above, R ^1a means a halogen atom or a hydrogen atom, R ^2a means a halogen atom, and R ^3a means a halogen atom or Means a C _1-6 alkyl group.)

[40] The pyrazole according to [39], wherein R ^1a is a hydrogen atom or a fluorine atom, R ^2a is a fluorine atom or a chlorine atom, and R ^3a is a chlorine atom or a C _1-6 alkyl group. Compound or a pharmacologically acceptable salt thereof.

[41] The pyrazole compound or the pharmaceutically acceptable salt thereof according to [40], wherein the pyrazole compound is a pyrazole compound represented by the following general formula (III).

(Here, R ⁴ and R ⁵ are the same as 37 above.)

[42] The pyrazole compound or a pharmacologically acceptable salt thereof according to [37] to [41], wherein R ⁴ is a group selected from the following group.
(1) a hydrogen atom;
(2) a C _1-6 alkyl group which may be substituted with one or more substituents selected from the following group A ′;
[Group A ']
A'1. Hydroxyl group,
A'2. A C _1-4 alkoxy group,
A'3. -N ( ^R41 ) ( ^{R41 '} ),
(Here, R ⁴¹ and R ^{41 ′} are the same or different and each represents a hydrogen atom or a C _1-4 alkyl group, and R ⁴¹ and R ^{41 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A'4. Phenyl group,
A ′ 5.5-membered or 6-membered monocyclic aromatic heterocyclic group,
A'6. -CO-N ( ^R411 ) ( ^{R411 '} ),
(Here, R ⁴¹¹ and R ^{411 ′} are the same or different and each represents a hydrogen atom or a C _1-4 alkyl group, and R ⁴¹¹ and R ^{411 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A'7. A carboxy group,
as well as,
A'8. C _1-4 alkoxycarbonyl group.
(3) a C _2-6 alkenyl group;
(4) a C _2-6 alkynyl group;
(5) a C _3-8 cycloalkyl group;
as well as,
(6) a C _3-8 cycloalkyl C _1-4 alkyl group;

[43] The pyrazole compound or a pharmacologically acceptable salt thereof according to the above [37] to [42], wherein R ⁵ is a C _1-6 alkyl group.

[44] R ⁵ represents a C _3-8 cycloalkyl group (the C _3-8 cycloalkyl group is one or more substituents selected from the group consisting of a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group. The pyrazole compound or the pharmacologically acceptable salt thereof according to [37] to [42], which may be substituted.

[45] The pyrazole compound or the pharmaceutically acceptable salt thereof according to any of [37] to [42], wherein R ⁵ is a C _3-8 cycloalkyl C _1-6 alkyl group.

[46] R ⁵ is an acyl group and —CO— (Alk) _n —COOR ⁵² (wherein R ⁵² is a hydrogen atom or a C _1-6 alkyl group, Alk is a C _1-4 alkylene group, n is 0 or an integer of 1 to 3. The above [37], which is a 5-membered or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the group consisting of Thru | or [42] pyrazole compound or its pharmacologically acceptable salt.

[47] The pyrazole compound according to the above [37] to [42] or a pharmacologically acceptable salt thereof, wherein R ⁵ is a phenyl group which may be substituted with one or more substituents selected from the following group D ′. Get salt.
[Group D ']
D'1. A C _1-4 alkyl group which may be substituted with a carboxy group,
D'2. -CO-N (R ⁵³ ) (R ^{53 '} ),
(Here, R ⁵³ and R ^{53 ′} are the same or different and each represents a hydrogen atom, a C _1-4 alkyl group or a C _1-4 alkylsulfonyl group.)
D'3. -COOR ⁵⁴ ,
(Here, R ⁵⁴ is a hydrogen atom, a C _1-4 alkyl group, a C _1-4 alkylcarbonyloxy C _1-4 alkyl group, or a C _3-8 cycloalkyloxycarbonyloxy C _1-4 alkyl group. )
D'4. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.

[48] The above, wherein R ⁵ is a C _7-14 aralkyl group (the aryl group portion of the C _7-14 aralkyl group may be substituted with one or more substituents selected from the following group F ′). The pyrazole compound or a pharmacologically acceptable salt thereof according to [37] to [42].
[Group F ']
F'1. A C _1-6 alkyl group,
F'2. A halogen atom,
F'3. A cyano group,
F'4. Hydroxyl group,
F'5. One or more may be substituted with a substituent C _1-6 alkoxy group selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group,
F'6. A halo C _1-6 alkyl group,
F'7. A carboxy group,
F'8. A C _1-6 alkoxycarbonyl group,
F'9. -CO-N ( ^R56a ) ( ^{R56a '} ),
(Here, R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or 1 selected from the following group f ′: Means a C _1-6 alkyl group which may be substituted with one or more substituents.)
[Group f ']
f'1. An amino group,
f'2. A mono C _1-6 alkylamino group,
f'3. Di-C _1-6 alkylamino group,
f'4. A carboxy group,
f'5. A C _1-6 alkoxycarbonyl group,
f'6. Hydroxyl group,
as well as,
f'7. 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F'10. -N (R ^56b ) (R ^{56b '} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F'11. ^{-N = CR 57 (-N (R} 58) (R 58 ')),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-4 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-4 alkyl group.)
F ′ 12.5-membered or 6-membered monocyclic aromatic heterocyclic group,
as well as,
F'13. Methylenedioxy group or ethylenedioxy group.

[49] A C _1-6 alkyl group in which R ⁵ is substituted with a 5-membered or 6-membered monocyclic aromatic heterocyclic group (the aromatic heterocyclic group is one or more selected from the following group G ′) The pyrazole compound or the pharmacologically acceptable salt thereof according to [37] to [42], which may be substituted with a substituent.
[Group G ']
G'1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g ′:
[Group g ']
g'1. A halogen atom,
g'2. An amino group,
g'3. A mono C _1-6 alkylamino group,
g'4. Di-C _1-6 alkylamino group,
g'5. A C _1-6 alkoxycarbonylamino group,
as well as,
g'6. Hydroxyimino group.
G'2. A halogen atom,
G'3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G'4. An aryloxy group,
G'5. A cyano group,
G'6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G'7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G'8. An aryl group,
as well as,
G'9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.

[50] R ⁵ and R ⁴ together with the adjacent nitrogen atom are a 5-membered or 6-membered monocyclic saturated heterocyclic group (the saturated heterocyclic group has a double bond in part) The saturated heterocyclic group which may be condensed with a benzene ring to form a condensed ring and may be condensed with a benzene ring is a halogen atom, C _1-6 [37] to [41] which may be substituted with one or more substituents selected from the group consisting of an alkyl group, a C _1-6 alkoxy group, a carboxy group, and a C _1-6 alkoxycarbonyl group. Or a pharmacologically acceptable salt thereof.

[51] The pyrazole compound or the pharmaceutically acceptable salt thereof according to [37], wherein the pyrazole compound is a pyrazole compound represented by the following general formula (IV).

(Wherein R ⁴ is the same as the above 37, R ^X1 , R ^X2 and R ^X3 are the same or different and each represents a hydrogen atom or a substituent selected from the following group F ″, and m is 0 or Means an integer of 1 to 2)
[Group F ”]
F ″ 1.C _1-6 alkyl group,
F ″ 2. A halogen atom,
F ″ 3. A cyano group,
F "4. Hydroxyl group,
F "5. Carboxy group and C _1-4 alkoxy one or more may be substituted with a substituent C _1-4 alkoxy group selected from the group consisting of a carbonyl group,
F ″ 6. A haloC _1-6 alkyl group,
F ″ 7. Carboxy group,
F ″ 8. C _1-6 alkoxycarbonyl group,
F ″ 9.-CO—N (R ^56a ) (R ^{56a ′} ),
(Wherein R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or 1 selected from the following group f ″) Means a C _1-6 alkyl group which may be substituted with one or more substituents.)
[Group f ”]
f ″ 1. amino group,
f ″ 2.mono C _1-6 alkylamino group,
f ″ 3. di-C _1-6 alkylamino group,
f ″ 4. a carboxy group,
f ″ 5. C _1-6 alkoxycarbonyl group,
f "6. hydroxyl group,
as well as,
f ″ 7. A 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F ″ 10.-N (R ^56b ) (R ^{56b ′} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F ″ 11. −N = CR ⁵⁷ (−N (R ⁵⁸ ) (R ^{58 ′} )),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-6 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-6 alkyl group.)
F ″ 12.5-membered or 6-membered monocyclic aromatic heterocyclic group,
as well as,
F ″ 13. A methylenedioxy group or an ethylenedioxy group.

[52] The pyrazole compound or the pharmaceutically acceptable salt thereof according to [37], wherein the pyrazole compound is a pyrazole compound represented by the following general formula (V).

(Wherein R ⁴ is the same as above, ring Het means a 5-membered or 6-membered monocyclic aromatic heterocyclic group, and R ^Y1 , R ^Y2 , R ^Y3 are the same or different and represent hydrogen (It means an atom or a substituent selected from the following group G ′, and m ′ means 0 or an integer of 1 to 2.)
[Group G ']
G'1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g ′:
[Group g ']
g'1. A halogen atom,
g'2. An amino group,
g'3. A mono C _1-6 alkylamino group,
g'4. Di-C _1-6 alkylamino group,
g'5. A C _1-6 alkoxycarbonylamino group,
as well as,
g'6. Hydroxyimino group.
G'2. A halogen atom,
G'3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G'4. An aryloxy group,
G'5. A cyano group,
G'6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G'7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G'8. An aryl group,
as well as,
G'9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.

[53] The pyrazole compound or the pharmaceutically acceptable salt thereof according to [52], wherein the ring Het is a pyridine ring, a triazole ring or an oxazole ring.

[54] The pyrazole compound or the pharmaceutically acceptable salt thereof according to [53], wherein the pyrazole compound is a pyrazole compound represented by the following general formula (VI).

(Here, R ⁴ , R ^Y1 , R ^Y2 , R ^Y3 , m ′ are the same as above.)

[55] The pyrazole compound or a pharmacologically acceptable salt thereof according to the above [37], wherein the pyrazole compound or a pharmacologically acceptable salt thereof is selected from the following group.
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide 3/2 hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) amide p-toluenesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) amide L-(+)-tartrate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide p-toluenesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid diethylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (pyridin-4-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (2-methoxy-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethoxycarbonyl-cyclohexyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,3-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,4-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,5-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,4-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,3-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,4-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,5-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,4-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,5-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-isopropoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-phenoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-difluoro-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-tert-butyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-isopropoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (2,2,2-trifluoro-ethoxy) -pyridin-3-ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (2-dimethylamino-ethylcarbamoyl) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-isopropyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-chloro-6-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-ethoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-4-ylmethyl) -amide;
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (2,2,2-trifluoro-ethoxy) -pyridin-3-ylmethyl] -amide 2 Hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dimethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (pyridin-3-yl) -thiazol-4-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1H-benzoimidazol-2-ylmethyl) -amide dihydrochloride,
[4-({[5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -acetic acid methyl ester,
3- [4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -propionic acid methyl ester,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [2-bis- (2-acetoxyethyl) -amino-ethylcarbamoyl] -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (2-hydroxy-ethylcarbamoyl) -benzylamide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- {2-[(2-acetoxyethyl)-(2-hydroxyethyl) -amino] -ethylcarbamoyl } -Benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1H-benzimidazol-2-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzothiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,5-dimethyl-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-yl) -thiazol-4-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,3,5-trimethyl-1H-pyrazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-chloro-6-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-dimethylamino-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1H-pyrrol-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,4-dimethoxy-pyridin-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-tert-butyl-thiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-2-phenyl-2H- [1,2,3] triazol-4-ylmethyl)- Amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4- (tert-butoxycarbonyl-amino) -methyl-pyridin-2-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4-Methyl-2- (morpholin-4-yl) -thiazole-5
-Ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide 3/2 hydrochloride 1/2 hydrate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethoxycarbonyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-carboxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid dibenzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (cyano-phenyl-methyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexylmethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-hydroxy-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid allyl-cyclohexyl-amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (pyridin-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- (1-methyl-piperidin-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [(3,4-methylenedioxyphenyl) -methyl] -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-butyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (4-hydroxy-butyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-cyclohexyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid dibutyramide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid bis- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (tetrahydro-pyran-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl)-(tetrahydro-pyran-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopentyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (3-methoxy-propyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-ethoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-isopropoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-propoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-ethyl-propyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-tert-butoxycarbonyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (tetrahydro-thiopyran-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-acetyl-piperidin-4-yl) -butyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-methanesulfonyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-ethoxalyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-oxalo-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1,1-dioxo-hexahydro-1λ ⁶ -thiopyran-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-oxo-hexahydro-1λ ⁴ -thiopyran- ⁴ -yl) -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -propyl-amide 5- (2-chloro-4,5 -Difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid propyl- (pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-diethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-diethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-ethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-carbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-oxalo-piperidin-4-yl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-carboxyacetyl-piperidin-4-yl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [1- (2-carboxypropionyl) -piperidin-4-yl] -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopropyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclobutyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopropylmethyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-carboxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-ethoxycarbonyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dichloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1H-pyrazol-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-hydroxy-piperidin-1-yl) -pyridin-3-ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-2-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-3-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-4-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4- [1,2,3] thiadiazol-4-yl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-pyrazin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid pyrazin-2-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-5-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-8-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isoquinolin-5-ylamide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [3-ethoxy-5- (1-ethoxycarbonyl-1-methyl-ethyl) -pyridin-2-yl ] -Amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [3-ethoxy-5- (1-ethoxycarbonyl-1-hydroxy-ethyl) -pyridin-2-yl ] -Amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [5- (1-carboxy-1-methyl-ethyl) -3-ethoxy-pyridin-2-yl] An amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [5- (1-carboxy-1-hydroxy-ethyl) -3-ethoxy-pyridin-2-yl] An amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyrazin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (thiomorpholin-4-yl) -pyridin-3-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1,1-dioxo-1λ ⁶ -thiomorpholin-4-yl) -pyridine-3- Ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,5-dibromo-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-chloro-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethyl-2-methyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethyl-4-methyl-oxazol-5-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ([2,2 ′] bithiophenyl-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-methoxy-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,5-dichloro-thiophen-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,5-dimethyl-oxazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-hexyl-4-methyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-thiophen-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-2-phenyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-4-phenyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-hexyl-2-methyl-oxazol-5-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazol-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazol-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-6-methyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-methyl-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-pyridin-2-ylmethyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-fluoro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-carboxy-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-phenyl-thiazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-phenoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [1- (pyridin-3-yl) -ethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-fluoro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (biphenyl-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((1R, 2S) -2-hydroxy-indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((1S, 2R) -2-hydroxy-indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-phenyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-2-pyridone-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethoxycarbonyl-piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-piperazin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxy-piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenethylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl-phenethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,2,3,4-tetrahydroisoquinolin-2-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -α-methoxycarbonyl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -α-methoxycarbonyl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,2,3,4-tetrahydroquinolin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenyl-propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid pentyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzhydryl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-2-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -2-hydroxy-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -2-hydroxy-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (furan-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-dimethylamino-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methoxycarbonyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-carboxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-trifluoromethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-dimethylamino-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (2-dimethylamino-ethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-dimethylamino-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,6-dimethoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methoxycarbonylmethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-carboxymethoxy-benzylamide,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethoxy-pyridin-4-ylmethyl) -amide,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxyphenyl) -methyl-amide,
4-{[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -methyl-amino} -benzoic acid sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isopropyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (ethoxycarbonyl-methyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (carboxy-methyl) -phenyl-amide,
5- (2-chloro-4-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2-oxo-2- (piperidin-1-yl) -ethyl] -phenyl-amide,
5- (5-fluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-methoxy-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-chloro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-ethyl) -phenyl-amide,
5- (2-fluoro-5-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (3-chloro-2,6-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-3-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethylcarbamoylmethyl-phenyl-amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isobutyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxycarbonyl-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-ethoxycarbonyl-propyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-carboxy-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-carboxy-propyl) -phenyl-amide,
5- (2-hydroxy-4-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-hydroxy-5-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-hydroxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-fluoro-2-trifluoromethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-trifluoromethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -phenyl-amide,
5- (2,5-dimethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-5-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-chloro-pyridine-2-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2,6-dichloro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-ethoxycarbonyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-carboxy-phenyl) -amide,
5- (2-methyl-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-6-methyl-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (3-chloro-pyridine-4-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-ethoxycarbonylmethyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-carboxymethyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxy-phenyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [2- (morpholin-4-yl) -ethylcarbamoyl] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (morpholin-4-ylcarbamoyl) -benzylamide dihydrochloride,
[4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -acetic acid sodium salt,
3- [4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -propionic acid sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,3,5-trimethyl-1H-pyrazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- [2- (morpholin-4-yl) -ethylcarbamoyl] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (morpholin-4-ylcarbamoyl) -benzylamide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {2- [2- (morpholin-4-yl) -ethylcarbamoyl] -pyridin-4-ylmethyl}- Amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-ylcarbamoyl) -pyridin-4-ylmethyl] -amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide 1 / 2sulfate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethoxy-pyridin-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-aminomethyl-pyridin-2-ylmethyl) -amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide 2 methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -propyl-amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (piperidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (morpholin-4-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -propyl-amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-diethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-2-dimethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4- [1,2,3] thiadiazol-4-yl-benzyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-thiazol-5-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-thiazol-5-ylmethyl) -amide hydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-hydroxy-piperidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 5-methyl-pyrazin-2-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-5-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-8-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isoquinolin-5-ylamide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-methylpiperazin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride ,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-dimethylamino-piperidin-1-yl) -pyridin-3-ylmethyl] -amide 2 Hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (pyrrolidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyrazin-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (thiomorpholin-4-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1,1-dioxo-1λ ⁶ -thiomorpholin-4-yl) -pyridine-3- Ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid carbamoylmethyl-amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carbamoyl-phenyl) -methyl-amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- (4-methylcarbamoyl-phenyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-dimethylcarbamoyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methanesulfonylaminocarbonyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methanesulfonylaminocarbonyl-phenyl) -methyl-amide sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-cyano-phenyl) -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylate methyl- [4- (4H- [1,2,4] triazol-3-yl) -phenyl]- Amide hydrochloride,
5- (4-azido-2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-cyano-phenyl) -methyl-amide,
5- (4-azido-2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (1H-tetrazol-5-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4- (N-hydroxycarbamimidoyl) -phenyl] -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-oxo-2,5-dihydro- [1,2,4] oxadi Azol-3-yl) -phenyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {4-[(2,2-dimethyl-propionyloxy) -methoxycarbonyl] -phenyl} -methyl-amide ,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [N- (methoxy-thiocarbonyloxy) -carbamimidoyl] -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-thioxo-4,5-dihydro- [1,2,4] oxadi Azol-3-yl) -phenyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-oxo-4,5-dihydro- [1,2,4] thiadiazole- 3-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {4- [1- (cyclohexyloxy-carbonyloxy) -ethoxycarbonyl] -phenyl} -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl acid (4-ethoxycarbonyl-thiazol-2-yl) -ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-cyano-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-[(2-fluoro-benzimidoyl) -amino] -benzylamide hydroiodide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-[(2-fluoro-benzimidoyl) -amino] -benzylamide hydroiodide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (3,3-dimethyl-ureido) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (3,3-dimethyl-ureido) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (toluene-4-sulfonylamino) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-6-fluoro-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-4,5-difluoro-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (indan-2-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazol-3-carboxylic acid (4H-quinazolin-3-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazol-3-carboxylic acid (4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (7-fluoro-4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-fluoro-4H-quinazolin-3-yl) -amide hydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-2-methyl-1,4-dihydro-2H-quinazolin-3-yl) -amide ,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-cyano-pyridin-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (N-hydroxycarbamimidoyl) -pyridin-4-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (5-oxo-4,5-dihydro- [1,2,4] oxadiazole- 3-yl) -pyridin-4-ylmethyl] -amide,
4-{[5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carbonyl] -methyl-amino} -benzoic acid sodium salt,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (1H-tetrazol-5-yl) -phenyl] -amide;
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2,6-dichloro-5-fluoro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5-[(3-chloro-benzo [b] thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-[(3-chloro-thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-benzoylamino-1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-phenylacetylamino-1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-amino-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (4,5-difluoro-2-methanesulfonylamino-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2-acetylamino-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5-[(3,4,5-trichloro-thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-cyano-pyridin-4-ylmethyl) -amide;
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (1H-tetrazol-5-yl) -pyridin-4-ylmethyl] -amide, and 1H- Pyrazole-3,5-dicarboxylic acid 3-benzylamide 5-[(2,4-dichloro-phenyl) -amide].

[56] Insulin resistance disease, diabetic neuropathy, diabetic nephropathy, diabetes comprising the pyrazole compound or pharmacologically acceptable salt thereof described in any of [36] to [55] as an active ingredient Retinopathy, cataract, hypercholesterolemia, hypertension, hyperinsulinemia, hyperlipidemia, atherosclerosis, tissue ischemia, myocardial ischemia, obesity, or bacterial, fungal, A therapeutic or prophylactic agent for parasitic or viral infections.

[57] A medicament comprising a combination of the therapeutic or prophylactic agent according to [56] above and another medicament.

The pyrazole compound of the present invention is more active than conventional antidiabetic drugs, has no side effects, and has a liver glycogen phosphorylase inhibitory action that is excellent in oral absorption and metabolic stability. Not only is it extremely useful as a pharmaceutical composition for the treatment or prevention of insulin resistance, diabetic neuropathy, diabetic nephropathy, diabetic retinopathy, cataract, hypercholesterolemia, hypertension, hyperinsulinemia Therapeutic agents for hyperlipidemia, atherosclerosis, tissue ischemia, myocardial ischemia; appetite regulating therapeutic agents and therapeutic agents for obesity; bacterial, fungal, parasitic or viral infections, etc. The usefulness as a therapeutic agent for infectious diseases is also greatly expected.

The pyrazole skeleton of the pyrazole compound of the present invention has the following structure:

As well as the following isomers.

Therefore, the pyrazole compound of the present invention is not limited to the pyrazole compound represented by the general formula (I), but also includes the following pyrazole compound (I ′).

Moreover, the definition of each substituent and each site | part used in this specification is as follows.

A “halogen atom” is a fluorine, chlorine, bromine or iodine atom. Preferable is a fluorine atom or a chlorine atom.

The “C _1-6 alkyl group” means a linear or branched alkyl group having 1 to 6 carbon atoms, for example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl. Group, sec-butyl group, tert-butyl group, pentyl group, isopentyl group, 2-methylbutyl group, neopentyl group, 1-ethylpropyl group, hexyl group, isohexyl group, 4-methylpentyl group, 3-methylpentyl group, 2-methylpentyl group, 1-methylpentyl group, 3,3-dimethylbutyl group, 2,2-dimethylbutyl group, 1,1-dimethylbutyl group, 1,2-dimethylbutyl group, 1,3-dimethylbutyl Group, 2,3-dimethylbutyl group, 1-ethylbutyl group, 2-ethylbutyl group. Preferred is a C _1-4 alkyl group.

The “C _1-4 alkyl group” means a linear or branched alkyl group having 1 to 4 carbon atoms, for example, methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl. Group, sec-butyl group, tert-butyl group. Preferably, it is a methyl group.

The “C _2-6 alkenyl group” means an alkenyl group having 2 to 6 carbon atoms which has at least one double bond and may be branched, and includes, for example, an ethenyl group (vinyl group), 1- Propenyl group, 2-propenyl group, 1-butenyl group, 2-butenyl group, 3-butenyl group, 2-methyl-1-propenyl group, 1-pentenyl group, 2-pentenyl group, 3-pentenyl group, 4-pentenyl group Group, 3-methyl-2-butenyl group, 1-hexenyl group, 3-hexenyl group, 2,4-hexadienyl group, 5-hexenyl group. Preferably, it is a C _2-4 alkenyl group having 2 to 4 carbon atoms, such as ethenyl group (vinyl group), 1-propenyl group, 2-propenyl group, 1-butenyl group, etc. Preferred are a vinyl group and a propenyl group.

The “C _2-6 alkynyl group” means an alkynyl group having 2 to 6 carbon atoms and having at least one triple bond, and examples thereof include ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, 2-pentynyl, 3-pentynyl, 4-pentynyl, 1-hexynyl, 2-hexynyl, 3-hexynyl, 4-hexynyl, 5-hexynyl. Preferable are C _2-4 alkynyl groups such as ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl and the like, which may be branched, having 2 to 4 carbon atoms.

The “C _1-6 alkylene group” means an alkylene group having 1 to 6 carbon atoms which may be branched. And preferably a C _1-4 alkylene group having 1 to 4 carbon atoms such as a methylene group, an ethylene group, a propylene group, or a butylene group.

The “halo C _1-6 alkyl group” refers to the above “C _1-6 alkyl group” substituted with 1 or more, preferably 1 to 6, particularly preferably 1 to 3, of the above “halogen atom”. Meaning, for example, trifluoromethyl group, trichloromethyl group, difluoromethyl group, dichloromethyl group, dibromomethyl group, fluoromethyl group, 2,2,2-trifluoroethyl group, 2,2,2-trichloroethyl group 2-bromoethyl group, 2-chloroethyl group, 2-fluoroethyl group, 2-iodoethyl group, 3-chloropropyl group, 4-fluorobutyl group, 6-iodohexyl group, 2,2-dibromoethyl group And preferably a halo C _1-4 alkyl group having 1 to 4 carbon atoms.

The “C _1-6 alkoxy group” means an alkoxy group having 1 to 6 carbon atoms whose alkyl moiety is a “C _1-6 alkyl group” which may be branched as defined above. Group, ethoxy group, propoxy group, isopropoxy group, butoxy group, isobutoxy group, sec-butoxy group, tert-butoxy group, pentyloxy group, isopentyloxy group, 2-methylbutoxy group, 1-ethylpropoxy group, 2 -Ethylpropoxy group, neopentyloxy group, hexyloxy group, 4-methylpentyloxy group, 3-methylpentyloxy group, 2-methylpentyloxy group, 3,3-dimethylbutoxy group, 2,2-dimethylbutoxy group 1,1-dimethylbutoxy group, 1,2-dimethylbutoxy group, 1,3-dimethylbutoxy group, 2,3-dimethylbutoxy group is there. Preferably, it is a C _1-4 alkoxy group having 1 to 4 carbon atoms such as a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group.

“C _1-6 alkyl group substituted by C _1-6 alkoxy group” or “C _1-6 alkoxy C _1-6 alkyl group” means “C _1-6 alkoxy group” which may be branched. Means a “C _1-6 alkyl group” which may be branched by, for example, methoxymethyl group, ethoxymethyl group, propoxymethyl group, isopropoxymethyl group, butoxymethyl group, isobutoxymethyl group , Sec-butoxymethyl group, tert-butoxymethyl group, 2-methoxyethyl group, 2-ethoxyethyl group, 2-propoxyethyl group, 2-isopropoxyethyl group, 2-butoxyethyl group, 2-isobutoxyethyl group 2- (sec-butoxy) ethyl group, 2- (tert-butoxy) ethyl group, 1-methoxyethyl group, 1-ethoxyethyl group, 1-propoxyethyl group, 1 Isopropoxyethyl group, a 1-butoxyethyl group, 1-iso-butoxyethyl group, 1-(sec-butoxy) ethyl group, 1- (tert-butoxy) ethyl group, 3- isopropoxypropyl group. Preferably, an alkoxy group such as a methoxymethyl group, an ethoxymethyl group, a 1-methoxyethyl group, a 2-methoxyethyl group, and a 2-butoxyethyl group, and a C ₁ -C 4 alkyl group having both 1 to 4 carbon atoms. _{4 is an} alkoxy C _1-4 alkyl group.

The “C _1-6 alkoxycarbonyl group” means a group in which an alkoxy group having 1 to 6 carbon atoms, which may be branched, as defined above is bonded to a carbonyl group, such as a methoxycarbonyl group or an ethoxycarbonyl group. , Propoxycarbonyl group, isopropoxycarbonyl group, butoxycarbonyl group, isobutoxycarbonyl group, sec-butoxycarbonyl group, tert-butoxycarbonyl group, pentyloxycarbonyl group, isopentyloxycarbonyl group, 2-methylbutoxycarbonyl group, neo Pentyloxycarbonyl group, 1-ethylpropoxycarbonyl group, hexyloxycarbonyl group, 4-methylpentyloxycarbonyl group, 3-methylpentyloxycarbonyl group, 2-methylpentyloxycarbonyl group, 1-methylpentyloxycarbo group Group, 3,3-dimethylbutoxycarbonyl group, 2,2-dimethylbutoxycarbonyl group, 1,1-dimethylbutoxycarbonyl group, 1,2-dimethylbutoxycarbonyl group, 1,3-dimethylbutoxycarbonyl group, 2, 3-dimethylbutoxycarbonyl group and 2-ethylbutoxycarbonyl group. Preferably, the alkoxy group moiety such as a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, and an isopropoxycarbonyl group is a (C _1-4 alkoxy) carbonyl group having 1 to 4 carbon atoms.

“C _1-6 alkoxycarbonyloxy group” means a group in which “C _1-6 alkoxycarbonyl group” which may be branched as defined above is bonded to an oxygen atom, for example, methoxycarbonyloxy group, ethoxy Carbonyloxy group, propoxycarbonyloxy group, isopropoxycarbonyloxy group, butoxycarbonyloxy group, isobutoxycarbonyloxy group, sec-butoxycarbonyloxy group, tert-butoxycarbonyloxy group, pentyloxycarbonyloxy group, isopentyloxycarbonyl Oxy group, 2-methylbutoxycarbonyloxy group, neopentyloxycarbonyloxy group, 1-ethylpropoxycarbonyloxy group, hexyloxycarbonyloxy group, 4-methylpentyloxycarbonyloxy group, 3-methyl Nthyloxycarbonyloxy group, 2-methylpentyloxycarbonyloxy group, 1-methylpentyloxycarbonyloxy group, 3,3-dimethylbutoxycarbonyloxy group, 2,2-dimethylbutoxycarbonyloxy group, 1,1-dimethyl A butoxycarbonyloxy group, a 1,2-dimethylbutoxycarbonyloxy group, a 1,3-dimethylbutoxycarbonyloxy group, a 2,3-dimethylbutoxycarbonyloxy group or a 2-ethylbutoxycarbonyloxy group. Preferably, the alkoxy group moiety such as methoxycarbonyloxy group, ethoxycarbonyloxy group, propoxycarbonyloxy group, isopropoxycarbonyloxy group, butoxycarbonyloxy group has 1 to 4 carbon atoms (C _1-4 alkoxy) carbonyl. It is an oxy group.

The “C _1-6 alkylcarbonyloxy group” means an alkylcarbonyloxy group in which the above-mentioned “C _1-6 alkyl group” which may be branched is bonded to a carbonyloxy group, such as an acetoxy group, a propionyloxy group. , Butyryloxy group, isobutyryloxy group, valeryloxy group, isovaleryloxy group, pivaloyloxy group, hexanoyloxy group and the like.

The _{"C 1-6} alkylcarbonyloxy _{C 1-6} alkyl group" is a substituted by the above _{"C 1-6} alkylcarbonyloxy", _{"C 1-6} alkyl group", preferably, _{C 1 -4} alkylcarbonyloxy _{C 1-4} alkyl group substituted by a group.

The _{"C 1-6} alkoxy also a _{C 1-6} alkoxy group substituted with a carbonyl group", an unsubstituted _{C 1-6} alkoxy group or a _{C 1-6} alkoxy _{C 1-6} alkoxy substituted with a carbonyl group And a C _1-6 alkoxy group substituted with a C _1-6 alkoxycarbonyl group means a “C _1-6 alkoxy group” substituted with a “C _1-6 alkoxycarbonyl group” as defined above. means. Preferred is an unsubstituted C _1-4 alkoxy group or a C _1-4 alkoxy group substituted with a C _1-4 alkoxycarbonyl group.

“Methylenedioxy group” and “ethylenedioxy group” mean —O—CH ₂ —O— and —O—C ₂ H ₄ —O—, respectively.

The “acyl group” means a branched C _2-7 aliphatic acyl group in which a saturated or unsaturated hydrocarbon group is bonded to a carbonyl group, or an aromatic acyl group. Examples of the aliphatic acyl group include an acetyl group, a propionyl group, a butyryl group, an isobutyryl group, a valeryl group, an isovaleryl group, a pivaloyl group, a hexanoyl group, an acryloyl group, a methacryloyl group, and a crotonoyl group. Examples of the aromatic acyl group include arylcarbonyl groups such as benzoyl group, α-naphthoyl group and β-naphthoyl group, halogenated arylcarbonyl groups such as 2-bromobenzoyl group and 4-chlorobenzoyl group, 4,6-trimethylbenzoyl group, C _1-6 alkylated arylcarbonyl group such as 4-toluoyl group, C _1-6 alkoxylated arylcarbonyl group such as 4-anisoyl group, 4-nitrobenzoyl group, 2- Nitrated arylcarbonyl group such as nitrobenzoyl group, C _1-6 alkoxycarbonylated arylcarbonyl group such as 2- (methoxycarbonyl) benzoyl group, arylated arylcarbonyl group such as 4-phenylbenzoyl group, etc. be able to.

The “C _1-6 alkylamino group” means the following “mono C _1-6 alkylamino group” or “di-C _1-6 alkylamino group”. Preferably, it is a C _1-4 alkylamino group having 1 to 4 carbon atoms.

“Mono C _1-6 alkylamino group” means an amino group substituted by one “C _1-6 alkyl group” as defined above, for example, methylamino group, ethylamino group, propyl Amino group, isopropylamino group, butylamino group, isobutylamino group, sec-butylamino group, tert-butylamino group, pentylamino group, isopentylamino group, 2-methylbutylamino group, neopentylamino group, 1- Ethylpropylamino group, hexylamino group, isohexylamino group, 4-methylpentylamino group, 3-methylpentylamino group, 2-methylpentylamino group, 1-methylpentylamino group, 3,3-dimethylbutylamino group 2,2-dimethylbutylamino group, 1,1-dimethylbutylamino group, 1,2-dimethylbutylamino group, , 3-dimethylbutyl group, 2,3-dimethylbutyl group, a _{mono--C 1-6} alkylamino groups such as 2-ethyl-butylamino group. Preferably, mono-C _1-4 alkyl substituted with one C _1-4 alkyl group such as methylamino group, ethylamino group, propylamino group, isopropylamino group, butylamino group, isobutylamino group, etc. It is an amino group.

“Di-C _1-6 alkylamino group” means an amino group substituted with two identical or different “C _1-6 alkyl groups” defined above, for example, dimethylamino group, diethylamino group Di-C _1-6 alkylamino groups such as N-ethyl-N-methylamino group, dipropylamino group, dibutylamino group, dipentylamino group, dihexylamino group. Preferably, dimethylamino group, a diethylamino group, a two C _1-4 have been di -C _1-4 alkylamino group substituted with an alkyl group.

The term “acylamino group” means an amino group substituted with the above “acyl group”, for example, acetylamino group, propionylamino group, butyrylamino group, isobutyrylamino group, valerylamino group, isovalerylamino group, C2-C7 branched lower aliphatic acylamino group such as pivaloylamino group, hexanoylamino group, acryloylamino group, methacryloylamino group, crotonoylamino group, or fragrance such as benzoylamino group Group acylamino group.

The “C _1-6 alkoxycarbonylamino group” means an amino group substituted with the above-defined “C _1-6 alkoxycarbonyl group”, and examples thereof include a methoxycarbonylamino group, an ethoxycarbonylamino group, and a propoxycarbonylamino group. Group, isopropoxycarbonylamino group and the like. (C _1-4 alkoxy) carbonylamino groups such as methoxycarbonylamino group, ethoxycarbonylamino group, propoxycarbonylamino group and the like are preferable.

The “carbamoyl group” means —CONH _{2 in} a narrow sense, and —CONH ₂ , “mono-C _1-6 alkylcarbamoyl group”, “di-C _1-6 alkylcarbamoyl group”, “diarylcarbamoyl group” in a broad sense. Group "or" N-C _1-6 alkyl-N-arylcarbamoyl group ".

The "mono--C _1-6 alkylcarbamoyl group", one of the "C _1-6 alkyl group" means a group attached to the carbamoyl group, for example, methylcarbamoyl group, ethylcarbamoyl group, propylcarbamoyl group , Isopropylcarbamoyl group, butylcarbamoyl group, isobutylcarbamoyl group, sec-butylcarbamoyl group, tert-butylcarbamoyl group, pentylcarbamoyl group, isopentylcarbamoyl group, 2-methylbutylcarbamoyl group, neopentylcarbamoyl group, 1-ethylpropyl Mono-C _1-6 alkylcarbamoyl groups such as carbamoyl group and hexylcarbamoyl group, preferably methylcarbamoyl group, ethylcarbamoyl group, propylcarbamoyl group, isopropylcarbamoyl group, butylcarbamoyl group It is a mono-C _1-4 alkylcarbamoyl group in which the alkyl group such as a group is an alkyl group having 1 to 4 carbon atoms.

The “di-C _1-6 alkylcarbamoyl group” means a group in which two identical or different “C _1-6 alkyl groups” are bonded to a carbamoyl group, such as a dimethylcarbamoyl group, a diethylcarbamoyl group. , N- ethyl-N- methylcarbamoyl group, dipropylcarbamoyl group, dibutylcarbamoyl group, di pentylcarbamoyl group, a di -C _1-6 alkylcarbamoyl group such as Hye alkoxy carbamoyl group, preferably, dimethylcarbamoyl group, diethyl It is a di-C _1-4 alkylcarbamoyl group in which an alkyl group such as a carbamoyl group is an alkyl group having 1 to 4 carbon atoms.

“N—C _1-6 alkyl-N-arylcarbamoyl group” means a group in which an “aryl group” and the above “C _1-6 alkyl group” are bonded to a nitrogen atom of a carbamoyl group. Methyl-N-phenylcarbamoyl group, N-ethyl-N-phenylcarbamoyl group, N-phenyl-N-propylcarbamoyl group, N-isopropyl-N-phenylcarbamoyl group, N-butyl-N-phenylcarbamoyl group, N- Pentyl-N-phenylcarbamoyl group, N-hexyl-N-phenylcarbamoyl group, N-methyl-N-naphthylcarbamoyl group, N-ethyl-N-naphthylcarbamoyl group, N-naphthyl-N-propylcarbamoyl group, N- Isopropyl-N-naphthylcarbamoyl group, N-butyl-N-naphthylcarbamoyl group, N-naphth R-N-pentylcarbamoyl group, N-hexyl-N-naphthylcarbamoyl group, preferably an alkyl group moiety such as N-methyl-N-phenylcarbamoyl group, N-ethyl-N-phenylcarbamoyl group is carbon It is an N—C _1-4 alkyl-N-phenylcarbamoyl group which is an alkyl group of several to four and the aryl group is a phenyl group.

The “C _1-6 alkylsulfonyl group” means a group in which the “C _1-6 alkyl group” is bonded to a sulfonyl group, such as a methylsulfonyl group, an ethylsulfonyl group, a propylsulfonyl group, an isopropylsulfonyl group, Butylsulfonyl group, isobutylsulfonyl group, sec-butylsulfonyl group, tert-butylsulfonyl group, pentylsulfonyl group, isopentylsulfonyl group, 2-methylbutylsulfonyl group, neopentylsulfonyl group, 1-ethylpropylsulfonyl group, hexylsulfonyl Group, isohexylsulfonyl group, 4-methylpentylsulfonyl group, 3-methylpentylsulfonyl group, 2-methylpentylsulfonyl group, 1-methylpentylsulfonyl group, 3,3-dimethylbutylsulfonyl group, 2,2-dimethylbutyl Sulfo Group, 1,1-dimethyl-butylsulfonyl group, 1,2-dimethyl-butylsulfonyl group, 1,3-dimethyl-butylsulfonyl group, 2,3-dimethylbutyl sulfonyl group, _{C 1,} such as 2-ethyl-butyl sulfonyl group _A C- ₆ alkylsulfonyl group, and preferably a C ₁ alkyl group such as a methylsulfonyl group, an ethylsulfonyl group, a propylsulfonyl group, an isopropylsulfonyl group, a butylsulfonyl group, or the like, which is an alkyl group having 1 to 4 carbon atoms. _-4 alkylsulfonyl group. More preferably, it is a methylsulfonyl group.

The “C _1-6 alkylsulfonylamino group” means a group in which the “C _1-6 alkylsulfonyl group” is bonded to an amino group, such as a methylsulfonylamino group, an ethylsulfonylamino group, a propylsulfonylamino group. , Isopropylsulfonylamino group, butylsulfonylamino group, isobutylsulfonylamino group, sec-butylsulfonylamino group, tert-butylsulfonylamino group, pentylsulfonylamino group, isopentylsulfonylamino group, 2-methylbutylsulfonylamino group, neo Pentylsulfonylamino group, 1-ethylpropylsulfonylamino group, hexylsulfonylamino group, isohexylsulfonylamino group, 4-methylpentylsulfonylamino group, 3-methylpentylsulfonylamino group, 2-methylpen Rusulfonylamino group, 1-methylpentylsulfonylamino group, 3,3-dimethylbutylsulfonylamino group, 2,2-dimethylbutylsulfonylamino group, 1,1-dimethylbutylsulfonylamino group, 1,2-dimethylbutylsulfonyl A C _1-6 alkylsulfonylamino group such as an amino group, 1,3-dimethylbutylsulfonylamino group, 2,3-dimethylbutylsulfonylamino group, 2-ethylbutylsulfonylamino group, preferably methylsulfonyl A C _1-4 alkylsulfonylamino group in which an alkyl group such as an amino group, an ethylsulfonylamino group, a propylsulfonylamino group, an isopropylsulfonylamino group, or a butylsulfonylamino group is an alkyl group having 1 to 4 carbon atoms.

The "C _3-8 cycloalkyl group" having 3 to 8 carbon atoms, preferably 3 to 6 saturated cycloalkyl group, C _3-8 containing a double bond one or two in the ring It may be a cycloalkenyl group. Examples of the “saturated C _3-8 cycloalkyl group” include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, and a cyclooctyl group. Further, here, the “C _3-8 cycloalkenyl group” means a cycloalkenyl group having 3 to 8 carbon atoms, preferably 5 to 7 carbon atoms, and has at least 1, preferably 1 or 2, carbon atoms in the ring. It contains a double bond. Specifically, cyclopropenyl group, cyclobutenyl group, cyclopentenyl group, cyclopentadienyl group, cyclohexenyl group, 2,4-cyclohexadien-1-yl group, 2,5-cyclohexadien-1-yl group, A cycloheptenyl group, a cyclooctenyl group, and the like.

The _{"C 3-8} cycloalkyl _{C 1-6} alkyl group" means the above _{"C 3-8} cycloalkyl group" have been the _{"C 1-6} alkyl group" substituted by, for example, cyclopropylmethyl group , Cyclopropylethyl group, cyclopentylmethyl group, cyclopentylethyl group, cyclohexylmethyl group, and cyclohexylethyl. Preferably, the “C _3-8 cycloalkyl C _1- ” is an alkyl group such as a cyclopropylmethyl group, a cyclopropylethyl group, a cyclopentylmethyl group, a cyclopentylethyl group, a cyclohexylmethyl group and the like, which is an alkyl group having 1 to 4 carbon atoms. ₄ alkyl group ".

The “C _3-8 cycloalkyloxy group” means a group in which the above-defined “C _3-8 cycloalkyl group” is bonded to an oxygen atom. For example, a cyclopropyloxy group, a cyclobutyloxy group, a cyclopentyloxy group, and the like. Group, cyclohexyloxy group, cycloheptyloxy group, and cyclooctyloxy group. Preferably, it is a C _3-6 cycloalkyloxy group in which the cycloalkyl group portion such as a cyclopropyloxy group, cyclobutyloxy group, cyclopentyloxy group, cyclohexyloxy group or the like is a cycloalkyl group having 3 to 6 carbon atoms.

The “C _3-8 cycloalkyloxycarbonyloxy group” or “C _3-8 cycloalkyloxycarbonyloxy group” is a group in which the “C _3-8 cycloalkyloxy group” defined above is bonded to a carbonyloxy group. Meaning, for example, a cyclopropyloxycarbonyloxy group, a cyclobutyloxycarbonyloxy group, a cyclopentyloxycarbonyloxy group, a cyclohexyloxycarbonyloxy group, a cycloheptyloxycarbonyloxy group, and a cyclooctyloxycarbonyloxy group. Preferably, the C ₃ -C ₃ is a C _3-6 cycloalkyl group such as a cyclopropyloxycarbonyloxy group, a cyclobutyloxycarbonyloxy group, a cyclopentyloxycarbonyloxy group, a cyclohexyloxycarbonyloxy group or the like. ₆ cycloalkyloxycarbonyloxy group.

The “C _3-8 cycloalkyloxycarbonyloxy C _1-6 alkyl group” is a “C _1-6 alkyl group” substituted with the above “C _3-8 cycloalkyloxycarbonyloxy group”, preferably Is a C _3-6 cycloalkyloxycarbonyloxy group in which the cycloalkyl group moiety is a cycloalkyl group having 3 to 6 carbon atoms, and the alkyl group moiety is a “C _1-4 alkyl group”. An alkyloxycarbonyloxyalkyl group;

The “aryl group” means an aromatic hydrocarbon group having 6 to 14 carbon atoms, and examples thereof include a phenyl group, a naphthyl group, an anthryl group, an indenyl group, an azulenyl group, a fluorenyl group, and a phenanthryl group. The aryl group may optionally be partially saturated. Examples of the partially saturated aryl group include dihydroindenyl and tetrahydronaphthyl. Preferred is a C _6-10 aryl group, more preferred is a phenyl or naphthyl group, and most preferred is a phenyl group.
Preferred as “Q” in formula (I) is a phenyl group.

“Aralkyl group” means benzyl group, naphthylmethyl group, indenylmethyl group, phenanthrenylmethyl group, anthracenylmethyl group, diphenylmethyl group, phenethyl group, naphthylethyl group, phenylpropyl group, naphthylpropyl group 1 or 2 of aryl groups having 6 to 14 carbon atoms, such as phenylbutyl group, naphthylbutyl group, phenylpentyl group, naphthylpentyl group or phenylhexyl group, is the above-mentioned “C _1-6 alkyl group”. An aryl group such as a benzyl group, a naphthylmethyl group, a diphenylmethyl group, or a phenethyl group is a phenyl group, and an alkyl group is a C _1-4 alkyl group; Preferred is a benzyl group or phenethyl group, and particularly preferred is a benzyl group.

The “aryloxy group” is a group in which an oxygen atom is bonded to the “aryl group” defined above, and examples thereof include a phenoxy group and a naphthoxy group. Preferred is a phenoxy group.
“Arylsulfonyl group” refers to a group in which the above “aryl group” is bonded to a sulfonyl group, such as a phenylsulfonyl group, an indenylsulfonyl group, a naphthylsulfonyl group, a phenanthrenylsulfonyl group, an anthracenylsulfonyl group. a C _6-14 arylsulfonyl group such as fluorenyl sulfonyl group, preferably a C _6-10 arylsulfonyl group which C _6-10 aryl is bonded to a sulfonyl group, and more preferably, phenyl A sulfonyl or naphthylsulfonyl group, most preferably a phenylsulfonyl group.

The “arylsulfonyl group optionally substituted with a C _1-6 alkyl group” is one or more, preferably 1 to 3 “C _1-6 alkyl groups” of the above “arylsulfonyl group”. , Preferably a group substituted with a “C _1-4 alkyl group”, for example, p-toluenesulfonyl group.

The “arylsulfonylamino group” means a group in which the above “arylsulfonyl group” is bonded to an amino group, such as a phenylsulfonylamino group, an indenylsulfonylamino group, a naphthylsulfonylamino group, a phenanthrenylsulfonylamino group. Group, an anthracenylsulfonylamino group, a C _6-14 arylsulfonylamino group such as a fluorenylsulfonylamino group, preferably a C _6-10 arylsulfonylamino group, more preferably a phenyl group. A sulfonylamino group or a naphthylsulfonylamino group, and most preferably a phenylsulfonylamino group.

The “phenyl group optionally substituted with a halogen atom” means one or more, preferably 1 to 3 halogen atoms selected from the group consisting of the same or different fluorine, chlorine, bromine and iodine atoms. Means a phenyl group substituted by

"Halo C _1-6 alkyl phenyl group which may be substituted with a group" refers to one or more of the same or different phenyl group substituted by the above "halo C _1-6 alkyl group".

The “heterocyclic group” has 1 to 4 heteroatoms which are the same or different from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom in addition to a carbon atom as atoms constituting the ring, It means a saturated ring, partially unsaturated ring or aromatic ring group having 3 to 14, preferably 5 to 7 atoms constituting the ring, and the ring constituting them is condensed even if it is a single ring. It may be a ring.

“Monocyclic saturated heterocyclic group” means a heterocyclic group which may be saturated or partially saturated. For example, pyrrolidinyl group, tetrahydrofuryl group, tetrahydrothienyl group, imidazolidinyl group, pyrazolidinyl group, 1 , 3-dioxolanyl group, 1,3-oxathiolanyl group, oxazolidinyl group, thiazolidinyl group, piperidyl group, piperazinyl group, tetrahydropyranyl group, tetrahydrothiopyranyl group, dioxanyl group, morpholinyl group, thiomorpholinyl group, 2-oxopyrrolidinyl group Group, 2-oxopiperidyl group, 4-oxopiperidyl group, 2,6-dioxopiperidyl group and the like. Preferably, it is a 5-membered to 6-membered saturated heterocyclic group such as a pyrrolidinyl group, piperidyl group and morpholinyl group.

The “5-membered or 6-membered monocyclic saturated heterocyclic group” refers to a 5-membered or 6-membered “monocyclic saturated heterocyclic group”. The heterocyclic ring constituting such a heterocyclic group, ie, “5-membered or 6-membered monocyclic saturated heterocyclic ring” includes, for example, tetrahydrofuran, 1,3-dioxolane, tetrahydrothiophene, pyrrolidine, pyrazolidine, imidazolidine and the like. A 5-membered heterocyclic ring, a 6-membered heterocyclic ring such as tetrahydropyran, 1,4-dioxane, thiane, 1,4-dithiane, piperidine, piperazine, and morpholine. The heterocyclic group may have a double bond in a part thereof.

The “5-membered heterocyclic group containing 1 to 4 heteroatoms selected from the group consisting of sulfur atom, oxygen atom and nitrogen atom” means, for example, furyl, thienyl, pyrrolyl, pyrazolyl, imidazolyl, oxazolyl, isoxazolyl, thiazolyl , Isothiazolyl, oxadiazolyl, triazolyl, tetrazolyl, thiadiazolyl, etc., as examples of saturated or partially saturated monocyclic heterocyclic groups, tetrahydrofuran-2-yl group, tetrahydrofuran-3-yl group Imidazolidin-1-yl group, imidazolidin-2-yl group, imidazolidin-4-yl group, pyrrolidin-1-yl group, pyrrolidin-2-yl group, pyrrolidin-3-yl group, 1,3- Oxazolidin-3-yl group, isothiazolidine-2-yl group, 1,3-thiazolidine-3 Yl group, 1,2-pyrazolidin-2-yl group, 1,2-pyrazolidin-1-yl group, and the like.

The “5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom” means at least one nitrogen atom, and from the group consisting of a nitrogen atom, a sulfur atom and an oxygen atom. It means a 5-membered or 6-membered monocyclic saturated heterocyclic group which may have 1 to 3 heteroatoms selected. The heterocyclic ring constituting the 5-membered heterocyclic group is, for example, pyrrolidine, pyrazolidine, imidazolidine, oxazolidine, thiazolidine, etc., and the heterocyclic ring constituting the 6-membered heterocyclic group is, for example, piperidine, piperazine, morpholine, Such as oxadiazine. A part of the saturated heterocyclic ring may have a double bond.

The “monocyclic aromatic heterocyclic group” means, for example, pyridyl group, pyrazinyl group, pyrimidinyl group, pyridazinyl group, 1,3,5-triazinyl group, pyrrolyl group, pyrazolyl group, imidazolyl group, 1,2, 4-triazolyl group, tetrazolyl group, thienyl group, furyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, thiadiazolyl group. A 5-membered or 6-membered aromatic heterocyclic group is preferred.

The “saturated heterocycle” in “may form a saturated heterocycle together with an adjacent nitrogen atom” includes, for example, at least one nitrogen atom other than a carbon atom as a ring-constituting atom, and oxygen Means a 5- to 7-membered nitrogen-containing heterocyclic ring optionally containing 1 to 2 heteroatoms selected from the group consisting of an atom, a sulfur atom and a nitrogen atom, such as pyrrolidine, imidazolidine, pyrazolidine, piperidine, Piperazine, morpholine, thiomorpholine and the like.

“A saturated heterocyclic group may be condensed with a benzene ring to form a condensed ring” means that, for example, the above “monocyclic saturated heterocyclic group” forms a condensed ring group condensed with a benzene ring. For example, indolinyl, isoindolinyl, 2,3-dihydrobenzofuranyl, benzothiazolinyl, chromanyl.

The “aromatic heterocyclic group” is a ring having 1 to 4 heteroatoms selected from an oxygen atom, a nitrogen atom and a sulfur atom in addition to a carbon atom as a ring-constituting atom. Means an aromatic ring group having 3 to 14, preferably 5 to 7, more preferably 5 to 6 atoms, or a condensed ring group thereof. These aromatic heterocyclic groups may be substituted with one or more oxo groups or thioxo groups. These aromatic heterocyclic groups substituted with an oxo group or a thioxo group include an aromatic heterocyclic group substituted with a hydroxyl group or a thiol group, and an oxo group or a thioxo group that is a keto-enol tautomer thereof. The heterocyclic group which has. Examples of aromatic heterocyclic groups include, but are not limited to, pyridyl, pyridazinyl, imidazolyl, pyrimidinyl, pyrazolyl, triazolyl, pyrazinyl, quinolyl, isoquinolyl, tetrazolyl, furyl Group, thienyl group, isoxazolyl group, thiazolyl group, oxazolyl group, isothiazolyl group, pyrrolyl group, quinolinyl group, isoquinolinyl group, indolyl group, benzoimidazolyl group, benzofuranyl group, cinnolinyl group, indazolyl group, indolizinyl group, phthalazinyl group, pyridazinyl group, Triazinyl group, isoindolyl group, purinyl group, oxadiazolyl group, thiazolyl group, thiadiazolyl group, furazanyl group, benzofurazanyl group, benzothiophenyl group, benzotriazolyl group, benzothiazolyl Group, benzoxazolyl group, quinazolinyl group, quinoxalinyl group, a naphthyridinyl group, dihydroquinolyl group, can be exemplified furopyridinyl group, pyrrolo pyrimidinyl, and azaindolyl group.

The “5-membered or 6-membered aromatic heterocyclic group” is the same or different 1 to 4 selected from the group consisting of an oxygen atom, a nitrogen atom and a sulfur atom in addition to a carbon atom as an atom constituting the ring. This means an aromatic ring group having 5 to 6 atoms having 5 heteroatoms and a condensed ring group thereof. For example, pyrrolyl group, furyl group, thienyl group, imidazolyl group, pyrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, 1,2,4-triazolyl group, 1,2,3-triazolyl group, tetrazolyl group, 1,3,4-oxadiazolyl group, 1,2,4-oxadiazolyl group, 1,3,4-thiadiazolyl group, 1,2,4-thiadiazolyl group, furazanyl group, pyridyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group 1,3,5-triazinyl group, imidazolinyl group, pyrazolinyl group, oxazolinyl group (2-oxazolinyl group, 3-oxazolinyl group, 4-oxazolinyl group), isoxazolinyl group, thiazolinyl group, isothiazolinyl group, pyranyl group, 2-oxopyranyl group, 2-oxo-2,5 It includes dihydrofuranyl group. Preferred are pyrrolyl group, furyl group, thienyl group, imidazolyl group, pyrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, pyridyl group, 2-oxo-2,5-dihydrofuranyl group.

The “5-membered or 6-membered aromatic heterocyclic group optionally substituted with an oxo group or a thioxo group” is the above-mentioned 5-membered or 6-membered aromatic heterocyclic group, which is the same or different An aromatic heterocyclic group which may be substituted with an oxo group (═O) or a thioxo group (═S). These 5-membered or 6-membered aromatic heterocyclic groups substituted with oxo groups or thioxo groups are 5-membered or 6-membered aromatic heterocyclic groups substituted with a hydroxyl group or a thiol group, and their keto-enols. It means a heterocyclic group having an oxo group or a thioxo group which is a tautomer.

The “5-membered or 6-membered aromatic heterocyclic group optionally substituted with a carboxy group or a C _1-6 alkoxycarbonyl group” means one or more carboxy groups or the above “C _1-6 alkoxycarbonyl group”. The above-mentioned “5-membered or 6-membered aromatic heterocyclic group” which may be substituted is meant.

“The aromatic heterocyclic group may be a monocyclic ring or a condensed ring” means a monocyclic aromatic heterocyclic group or a benzene ring having one or more monocyclic aromatic heterocyclic groups Means a group formed by condensation with an aromatic carbocyclic group or other heterocyclic group.

The term “monocyclic aromatic heterocyclic group or aromatic heterocyclic group condensed with a benzene ring” means, for example, thienyl group, furyl group, pyrrolyl group, imidazolyl group, pyrazolyl group, isothiazolyl group, isoxazolyl group, pyridyl group, “Monocyclic aromatic heterocyclic group” such as pyrazinyl group, pyrimidinyl group, pyridazinyl group, oxazolyl group, or benzofuranyl, isobenzofuranyl, benzo [b] thienyl, indolyl, isoindolyl, 1H-indazolyl, benzoimidazolyl, benzox An aromatic heterocyclic group condensed with a benzene ring such as zolyl, benzothiazolyl, 1H-benzotriazolyl, quinolyl, isoquinolyl, cinnolinyl, quinazolinyl, quinoxalinyl, phthalazinyl and the like.

“C _1-6 alkyl group substituted by a monocyclic aromatic heterocyclic group or an aromatic heterocyclic group condensed with a benzene ring” means “monocyclic aromatic heterocyclic group or benzene ring” as defined above. It means “C _1-6 alkyl group” substituted by “fused aromatic heterocyclic group”. Preferably, it is a “C _1-6 alkyl group” substituted with a “monocyclic aromatic heterocyclic group”.

Examples of the “fused heterocyclic group” include indolyl group (for example, 4-indolyl group, 7-indolyl group, etc.), isoindolyl group, 1,3-dihydro-1,3-dioxoisoindolyl group, benzofuranyl group. (For example, 4-benzofuranyl group, 7-benzofuranyl group, etc.), indazolyl group, isobenzofuranyl group, benzothiophenyl group (for example, 4-benzothiophenyl group, 7-benzothiophenyl group, etc.), benzo An oxazolyl group (for example, 4-benzoxazolyl group, 7-benzoxazolyl group, etc.), a benzimidazolyl group (for example, 4-benzoimidazolyl group, 7-benzimidazolyl group, etc.), a benzothiazolyl group (for example, 4 -Benzothiazolyl group, 7-benzothiazolyl group, etc.), indolizinyl group, quinolyl group, isoquinolyl 1,2-dihydro-2-oxoquinolyl group, quinazolinyl group, quinoxalinyl group, cinnolinyl group, phthalazinyl group, quinolidinyl group, purinyl group, pteridinyl group, indolinyl group, isoindolinyl group, 5,6,7,8-tetrahydroquinolyl Group, 1,2,3,4-tetrahydroquinolyl group, 2-oxo-1,2,3,4-tetrahydroquinolyl group, benzo [1,3] dioxolyl group, 3,4-methylenedioxypyridyl group 4,5-ethylenedioxypyrimidinyl group, chromenyl group, chromanyl group, isochromanyl group and the like.

“It may be substituted with one or more substituents” means that it may be substituted with one or more same or different substituents, preferably 1 to 6, particularly preferably 1 to It means that it may be substituted with 3 identical or different substituents. Further, even if the number of substituents is not specifically described, it means that “substituents may be substituted with one or more substituents”. “Same or different” means that all substituents are the same among a plurality of substituents, or all substituents are different from each other, or 2 or more of three or more substituents. This means that two substituents are the same.

Hereinafter, preferred groups in the general formula (I) and the like will be described, but the compound of the present invention is not limited thereto.

The “aryl group” in ring Q is preferably a C _6-10 aryl group, more preferably a phenyl or naphthyl group, and most preferably a phenyl group.

The “aromatic heterocyclic group” in ring Q is preferably “a 5- or 6-membered aromatic heterocyclic group containing 1 to 4 heteroatoms selected from the group consisting of a sulfur atom, an oxygen atom and a nitrogen atom. More preferably a thienyl group or a pyridyl group.

The ring Q is preferably a phenyl group or a pyridyl group, and particularly preferably a phenyl group.

R ¹ is preferably a hydrogen atom, a halogen atom, a C _1-4 alkyl group or a C _1-4 alkoxy group, more preferably a hydrogen atom or a halogen atom, particularly preferably a hydrogen atom, a fluorine atom or a chlorine atom. More preferably a hydrogen atom or a fluorine atom, and most preferably a fluorine atom.

R ² is preferably a halogen atom, a C _1-4 alkyl group, a C _1-4 alkoxy group or an azide group, more preferably a halogen atom, particularly preferably a fluorine atom or a chlorine atom, more preferably a fluorine atom. .

R ³ is preferably a halogen atom, a hydroxyl group, a C _1-6 alkyl group, a halo C _1-4 alkyl group, a C _1-4 alkoxy group, an azide group, an amino group, an acylamino group, or a C _1-6 alkylsulfonylamino group. More preferably a halogen atom or a C _1-4 alkyl group, particularly preferably a fluorine atom, a chlorine atom or a methyl group, still more preferably a chlorine atom or a methyl group.

Preferred as a substituent for ring Q (R ¹ , R ² and R ³ ) is that R ¹ is a hydrogen atom, a fluorine atom or a chlorine atom located at the 5-position, more preferably a fluorine atom or a hydrogen atom, and R ² Is a fluorine atom or a chlorine atom located at the 4-position, more preferably a fluorine atom, and R ³ is a chlorine atom or a methyl group located at the 2-position, preferably a chlorine atom.

Ring Q substituted with substituents R ¹ , R ² and R ³ is preferably as follows:

More preferably, it is the following 2-chloro-4,5-difluorophenyl group.

R ⁴ is preferably a group selected from the following 1 ′ to 7 ′.
1 '. Hydrogen atom;
2 '. A C _1-6 alkyl group, or a C _1-6 alkyl group substituted with a substituent selected from the following group A ′;
[Group A ']
A'1. Hydroxyl group,
A'2. C _1-4 alkoxy group (wherein the C _1-4 alkoxy group is, for example, a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, and particularly preferably a methoxy group, an ethoxy group, a propoxy group, or Isopropoxy group);
A'3. —N (R ⁴¹ ) (R ^{41 ′} ) (where R ⁴¹ and R ^{41 ′} are preferably the same or different and each is a hydrogen atom, a C _1-4 alkyl group or nitrogen adjacent to R ⁴¹ and R ^{41 ′.} A 5-membered or 6-membered monocyclic saturated heterocyclic ring formed together with an atom, more preferably -N (R ⁴¹ ) (R ^{41 ′} ) is an amino group, a methylamino group, an ethylamino group, Dimethylamino group, diethylamino group, piperidino group, morpholino group, pyrrolidino group, piperazino group, more preferably amino group, methylamino group, ethylamino group, dimethylamino group, diethylamino group, piperidino group, morpholino group, pyrrolidino group Group or piperazino group);
A'4. A phenyl group or a naphthyl group (preferably a phenyl group);
A ′ 5.5-membered or 6-membered aromatic heterocyclic group (preferably a pyridyl group);
A'6. —CO—N (R ⁴¹ ) (R ^{41 ′} ) (eg, —CONH ₂ , mono-C _1-4 alkylcarbamoyl group, di-C _1-4 alkylcarbamoyl group, N—C _1-4 alkyl N-ary) A rucarbamoyl group, a dimethylcarbamoyl group, a diethylcarbamoyl group, a morpholinocarbonyl group, a pyrrolidinocarbonyl group and a piperazinocarbonyl group, preferably a methylcarbamoyl group, an ethylcarbamoyl group, a dimethylcarbamoyl group or a diethylcarbamoyl group. ;
A'7. A carboxy group, and A′8. C _1-4 alkoxycarbonyl group (for example, methoxycarbonyl group, ethoxycarbonyl group, propoxycarbonyl group, isopropoxycarbonyl group, butoxycarbonyl group, isobutoxycarbonyl group, preferably methoxycarbonyl group, ethoxycarbonyl group, propoxy group) A carbonyl group or an isopropoxycarbonyl group);
3 '. C _2-4 alkenyl group (for example, ethenyl group (vinyl group), 1-propenyl group, 2-propenyl group, 1-butenyl group, 2-butenyl group, 3-butenyl group, 2-methyl-1-propenyl group) Yes, preferably an ethenyl group (vinyl group), 1-propenyl group or 2-propenyl group);
4 '. C _2-4 alkynyl group (for example, ethynyl group, 1-propynyl group, 2-propynyl group, 1-butynyl group, preferably ethynyl group, 1-propynyl group, 2-propynyl group);
5 '. A C _3-6 cycloalkyl group (more specifically, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, or a cyclohexyl group);
6 '. C _3-6 cycloalkyl C _1-4 alkyl group (preferably cyclopropylmethyl group, cyclopropylethyl group, cyclobutylmethyl group, cyclobutylethyl group, cyclopentylmethyl group, cyclopentylethyl group, cyclohexylmethyl group, cyclohexylethyl group) Group);
7 '. An aryl group (for example, a phenyl group, a naphthyl group, preferably a phenyl group);

R ⁵ is preferably a group selected from the following 1 ′ to 8 ′.
1 '. _{C 1-6} alkyl group substituted with a C _1-6 alkyl group or a substituent selected from the following group B'(more preferably a _{C 1-6} alkyl group.);
[Group B ']
B′1. Hydroxyl group;
B′2. A C _1-4 alkoxy group, (e.g., methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, _{C 1-4} alkoxy group such as isobutoxy group.);
B'3. —N (R ⁵¹ ) (R ^{51 ′} ) (R ⁵¹ and R ^{51 ′} are preferably the same or different and are a hydrogen atom, a C _1-4 alkyl group, or a nitrogen atom to which R ⁵¹ and R ^{51 ′} are adjacent to each other. A saturated heterocyclic ring formed together, for example, amino group, methylamino group, ethylamino group, dimethylamino group, diethylamino group, N-ethyl-N-methylamino group, dipropylamino group, piperidino group, A morpholino group, a pyrrolidino group and a piperazino group, preferably an amino group, a methylamino group, an ethylamino group, a dimethylamino group or a diethylamino group);
as well as,
B'4. —CO—N (R ⁵¹ ) (R ^{51 ′} ) (R ⁵¹ and R ^{51 ′} are the same as described above. Specifically, methylcarbamoyl group, ethylcarbamoyl group, dimethylcarbamoyl group, diethylcarbamoyl group, morpholino A carbonyl group, a pyrrolidinocarbonyl group, a piperazinocarbonyl group and the like, preferably a methylcarbamoyl group, an ethylcarbamoyl group, a dimethylcarbamoyl group or a diethylcarbamoyl group).
2 '. C _3-8 cycloalkyl group (for example, cyclopropyl group, cyclobutyl group, cyclopentyl group, cyclohexyl group, cycloheptyl group, cyclooctyl group, preferably consisting of cyclopropyl group, cyclobutyl group, cyclopentyl group or cyclohexyl group) A C _3-6 cycloalkyl group selected from the group).
(The cycloalkyl group may be substituted with a hydroxyl group, a carboxy group, or a C _1-4 alkoxycarbonyl group (preferably, a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, or an isopropoxycarbonyl group). The following groups may be formed by condensing with a ring.)

3 '. A C _1-6 alkyl group substituted with a C _3-8 cycloalkyl group (preferably a C _1-4 alkyl group substituted with a C _3-6 cycloalkyl group, particularly preferably a C _3-6 cycloalkyl group). C _1-2 alkyl group substituted with a group, specifically, cyclopropylmethyl group, cyclopropylethyl group, cyclobutylmethyl group, cyclobutylethyl group, cyclopentylmethyl group, cyclopentylethyl group, cyclohexylmethyl group , Cyclohexylethyl and the like.);
(The cycloalkyl group of the C _3-8 cycloalkyl C _1-6 alkyl group includes a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group (preferably a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, an isopropoxy group). And may be substituted with a substituent selected from C _1-4 alkoxycarbonyl groups such as a carbonyl group).
4 '. 5-membered or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the following group C ′ (wherein a suitable 5-membered or 6-membered monocyclic saturated heterocyclic ring) Groups include, for example, pyrrolidinyl, tetrahydrofuryl, tetrahydrothienyl, imidazolidinyl, pyrazolidinyl, 1,3-dioxolanyl, 1,3-oxathiolanyl, oxazolidinyl, thiazolidinyl, piperidyl, piperazinyl, tetrahydropyrani Group, tetrahydrothiopyranyl group, dioxanyl group, morpholinyl group, thiomorpholinyl group, 2-oxopyrrolidinyl group, 2-oxopiperidyl group, 4-oxopiperidyl group, 2,6-dioxopiperidyl group, Preferred are pyrrolidinyl group, piperidyl group, morpholinyl group and the like. The suitable, a saturated heterocyclic group of 6-membered such below).;

[Group C ']
C'1. A C _1-6 alkyl group (preferably a C _1-4 alkyl group such as a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group);
C'2. An acyl group (for example, an acetyl group, a propionyl group, a butyryl group, a benzoyl group, and preferably an acetyl group, a propionyl group, or a butyryl group);
C'3. C _1-6 alkylsulfonyl group (for example, methylsulfonyl group, ethylsulfonyl group, propylsulfonyl group, isopropylsulfonyl group, butylsulfonyl group, preferably methylsulfonyl group or ethylsulfonyl group);
C'4. A carboxy group;
C'5. A C _1-6 alkoxycarbonyl group (preferably a C _1-4 alkoxycarbonyl group such as a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, an isopropoxycarbonyl group, a butoxycarbonyl group, an isobutoxycarbonyl group);
as well as,
C'6. -CO- (Alk) _n -COOR ⁵² , (preferably R ⁵² is a hydrogen atom or a C _1-4 alkyl group, Alk is a C _1-4 alkylene group, and n is an integer of 0 or 1 to 2 .)
5 '. An aryl group or an aryl group substituted with 1 or more, preferably 1 to 3 substituents selected from the following group D ′, wherein the aryl group is, for example, a phenyl group or a naphthyl group, preferably A phenyl group);
[Group D ']
D'1. Hydroxyl group;
D'2. A C _1-6 alkoxy group (preferably a C _1-4 alkoxy group such as a methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, and an isobutoxy group);
D'3. A cyano group;
D'4. A C _1-6 alkyl group (preferably a C _1-4 alkyl group such as methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, sec-butyl group);
(The C _1-6 alkyl group is one or more substituents selected from a hydroxyl group, a carboxy group, and a C _1-4 alkoxycarbonyl group (for example, a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, an isopropoxycarbonyl group). May be substituted with groups);
D'5. —N (R ⁵³ ) (R ^{53 ′} ) (where R ⁵³ and R ^{53 ′} are preferably a hydrogen atom, a C _1-4 alkyl group, or a C _1-4 alkylsulfonyl group, specifically, And an amino group, a methylamino group, an ethylamino group, a dimethylamino group, a diethylamino group, a methylsulfonylamino group, and an ethylsulfonylamino group).
D'6. —CO—N (R ⁵³ ) (R ^{53 ′} ) (where R ⁵³ and R ^{53 ′} are preferably a hydrogen atom, a C _1-4 alkyl group, a C _1-4 alkylsulfonyl group, specifically, Carbamoyl group, dimethylcarbamoyl group, diethylcarbamoyl group, preferably methylcarbamoyl group, ethylcarbamoyl group, dimethylcarbamoyl group, diethylcarbamoyl group, methylsulfonylcarbamoyl group).
D'7. —COOR ⁵⁴ (wherein R ⁵⁴ is preferably a hydrogen atom, a C _1-4 alkyl group (eg, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, etc.), a C _1-4 alkylcarbonyloxy group, or the like. C _1-4 alkyl group (eg, methylcarbonyloxymethyl group, ethylcarbonyloxymethyl group, propylcarbonyloxymethyl group, etc.) or C _3-6 cycloalkyloxycarbonyloxy C _1-4 alkyl group (eg, cyclohexyloxycarbonyl) An oxymethyl group, a cyclohexyloxycarbonyloxyethyl group, etc. Particularly preferably, R ⁵⁴ is a hydrogen atom or a C _1-4 alkyl group).
D'8. —C (NH (OH)) ═N—R ⁵⁵ (wherein R ⁵⁵ is preferably a hydrogen atom or a C _1-4 alkylsulfonyl group (eg, a methylsulfonyl group));
D'9.5-membered or 6-membered monocyclic saturated heterocyclic group (for example, pyrrolidinyl group, tetrahydrofuryl group, tetrahydrothienyl group, imidazolidinyl group, pyrazolidinyl group, 1,3-dioxolanyl group, 1,3-oxathiolanyl group Oxazolidinyl group, thiazolidinyl group, piperidyl group, piperazinyl group, tetrahydropyranyl group, tetrahydrothiopyranyl group, dioxanyl group, morpholinyl group, thiomorpholinyl group, 2-oxopyrrolidinyl group, 2-oxopiperidyl group, 4-oxo A piperidyl group and a 2,6-dioxopiperidyl group, preferably a 5-membered to 6-membered saturated heterocyclic group such as a pyrrolidinyl group, piperidyl group and morpholinyl group having at least one nitrogen atom. Is a 6-membered saturated heterocyclic group such as .);

as well as,
D'10. 5-membered or 6-membered monocyclic aromatic heterocyclic group which may be substituted with oxo group or thioxo group (for example, pyrrolyl group, furyl group, thienyl group, imidazolyl group, pyrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group) Group, isothiazolyl group, 1,2,4-triazolyl group, 1,2,3-triazolyl group, tetrazolyl group, 1,3,4-oxadiazolyl group, 1,2,4-oxadiazolyl group, 1,3,4- Thiadiazolyl group, 1,2,4-thiadiazolyl group, furazanyl group, pyridyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, 1,3,5-triazinyl group, imidazolinyl group, pyrazolinyl group, oxazolinyl group (2-oxazolinyl group, 3-oxazolinyl group, 4-oxazolinyl group), isoxazolinyl group, thiazolyl Group, isothiazolinyl group, pyranyl group, 2-oxopyranyl group, 2-oxo-2,5-dihydrofuranyl group, preferably pyrrolyl group, furyl group, thienyl group, imidazolyl group, pyrazolyl group, oxazolyl group, An isoxazolyl group, a thiazolyl group, an isothiazolyl group, a pyridyl group, a 2-oxo-2,5-dihydrofuranyl group, and more preferably a 5-membered heterocyclic group having at least two nitrogen atoms as shown below. ,

More preferred are 5-membered heterocyclic groups as described below. ),

Of the substituents D′ 1 to D′ 10, particularly preferred is a substituent selected from the group consisting of D′ 4, D′ 6, D′ 7 and D′ 10. An unsubstituted phenyl group is also suitable as R ⁵ .
6 '. An aromatic heterocyclic group condensed with a 5- or 6-membered monocyclic or benzene ring which may be substituted with a substituent selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group (here, C _1-6 The alkoxycarbonyl group is preferably a C _1-4 alkoxycarbonyl group such as a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, an isopropoxycarbonyl group, a butoxycarbonyl group, etc. An aromatic heterocyclic group is, for example, pyrrolyl Group, furyl group, thienyl group, imidazolyl group, pyrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, 1,2,4-triazolyl group, 1,2,3-triazolyl group, tetrazolyl group, 1,3 , 4-oxadiazolyl group, 1,2,4-oxadiazolyl group, 1,3 4-thiadiazolyl group, 1,2,4-thiadiazolyl group, furazanyl group, pyridyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, 1,3,5-triazinyl group, imidazolinyl group, pyrazolinyl group, oxazolinyl group (2-oxazolinyl group) Group, 3-oxazolinyl group, 4-oxazolinyl group), isoxazolinyl group, thiazolinyl group, isothiazolinyl group, pyranyl group, 2-oxopyranyl group, 2-oxo-2,5-dihydrofuranyl group, preferably pyrrolyl Group, furyl group, thienyl group, imidazolyl group, pyrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, pyridyl group, 2-oxo-2,5-dihydrofuranyl group, preferably pyrrolyl group, Furyl group, thienyl group, imidazolyl , Pyrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, a 1,2,4-triazolyl group, a pyridyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, thiazolinyl group, isothiazolinyl group or pyranyl group).;
Particularly preferably, the 5-membered or 6-membered aromatic heterocyclic group is as follows.

7 '. C _7-14 aralkyl group (for example, a C _1-4 alkyl group substituted with a benzyl group or an aromatic hydrocarbon group of phenethyl group, such as benzyl group, naphthylmethyl group, indenylmethyl group, phenanthre Nylmethyl group, anthracenylmethyl group, diphenylmethyl group, phenethyl group, naphthylethyl group, phenylpropyl group, naphthylpropyl group, phenylbutyl group, naphthylbutyl group, preferably benzyl group, naphthylmethyl group, A diphenylmethyl group or a phenethyl group, and more preferably a benzyl group or a phenethyl group);
(The alkyl group moiety of the C _7-14 aralkyl group may be unsubstituted or substituted with one or two substituents selected from the following group E ′. Preferably, the alkyl group moiety is The aryl group part of the C _7-14 aralkyl group may be substituted with one or more, preferably 1 to 3 substituents selected from the following group F ′.
[Group E ']
E'1. A C _1-4 alkyl group which may be substituted with a hydroxyl group (for example, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a hydroxymethyl group or a hydroxyethyl group);
E'2. A cyano group;
E'3. A carboxy group;
E'4. C _1-6 alkoxycarbonyl group (preferably, methoxycarbonyl group, ethoxycarbonyl group, propoxycarbonyl group, isopropoxycarbonyl group, butoxycarbonyl group, isobutoxycarbonyl group, sec-butoxycarbonyl group, tert-butoxycarbonyl group, etc. (C _1-4 alkoxy) carbonyl group of).
as well as,
E'5. A phenyl group;
[Group F ']
F'1. A C _1-6 alkyl group (preferably a C _1-4 alkyl group such as methyl group, ethyl group, propyl group, isopropyl group, butyl group, isobutyl group, sec-butyl group);
F'2. Halogen atom (for example, fluorine, chlorine atom, bromine atom or iodine atom, preferably fluorine atom or chlorine atom);
F'3. A cyano group;
F'4. Hydroxyl group;
F'5. A C _1-6 alkoxy group, a C _1-6 alkoxy group substituted with a carboxy group, or a C _1-6 alkoxy group substituted with a C _1-6 alkoxycarbonyl group (wherein the C _1-6 alkoxy group is preferably methoxy group, an ethoxy group, a propoxy group, an isopropoxy group, a butoxy group, a _{C 1-4} alkoxy group such as _isobutoxy, preferably in the _{C 1-6} alkoxy group substituted with a _{C 1-6} alkoxycarbonyl group C _{The 1-6} alkoxycarbonyl group is a C _1-4 alkoxycarbonyl group such as a methoxycarbonyl group, an ethoxycarbonyl group, a propoxycarbonyl group, an isopropoxycarbonyl group, a butoxycarbonyl group);
F'6. A halo C _1-6 alkyl group (for example, a trifluoromethyl group, a fluoromethyl group, a 2,2,2-trifluoroethyl group, and preferably a halo C _1-4 alkyl group such as a trifluoromethyl group) is there.);
F'7. A carboxy group;
F'8. C _1-6 alkoxycarbonyl group (preferably C _1-4 alkoxycarbonyl such as methoxycarbonyl group, ethoxycarbonyl group, propoxycarbonyl group, isopropoxycarbonyl group, butoxycarbonyl group, isobutoxycarbonyl group, sec-butoxycarbonyl group, etc. Group);
F'9. —CO—N (R ^56a ) (R ^{56a ′} ) (wherein R ^56a and R ^{56a ′} are the same or different and each represents a hydrogen atom, a piperidino group having at least one nitrogen atom, a morpholino group, a pyrrolidino group, a piperazino group) A 5- or 6-membered monocyclic saturated heterocyclic group such as a group, or a C _1-6 alkyl group which may be substituted with one or more substituents selected from the following group F ′. Is preferably a 6-membered saturated heterocyclic group as described below.

The C _1-6 alkyl group is preferably a C _1-4 alkyl group such as a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, or a sec-butyl group. );
[Group F ']
F'1. An amino group;
F'2. Mono C _1-6 alkylamino group (for example, methylamino group, ethylamino group, propylamino group, isopropylamino group, butylamino group, isobutylamino group, sec-butylamino group, tert-butylamino group, pentylamino) Group, isopentylamino group, 2-methylbutylamino group, neopentylamino group, 1-ethylpropylamino group, hexylamino group, isohexylamino group, 4-methylpentylamino group, 3-methylpentylamino group, 2 -Methylpentylamino group, 1-methylpentylamino group, 3,3-dimethylbutylamino group, 2,2-dimethylbutylamino group, 1,1-dimethylbutylamino group, 1,2-dimethylbutylamino group, 1 , 3-dimethylbutylamino group, 2,3-dimethylbutylamino group, 2-ethylbutyl An amino group, preferably a _{mono--C 1-4} alkylamino group).;
F'3. DiC _1-6 alkylamino group (for example, dimethylamino group, diethylamino group, N-ethyl-N-methylamino group, dipropylamino group, dibutylamino group, dipentylamino group, dihexylamino group, and preferably Is a di-C _1-4 alkylamino group.);
F'4. A carboxy group;
F'5. C _1-6 alkoxycarbonyl group (preferably C _1-4 alkoxycarbonyl group such as methoxycarbonyl group, ethoxycarbonyl group, propoxycarbonyl group, isopropoxycarbonyl group, butoxycarbonyl group, isobutoxycarbonyl group, etc.) ;
F'6. Hydroxyl group;
as well as,
F'7. A 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom (for example, piperidino group, morpholino group, pyrrolidino group, piperazino group);
F'10. —N (R ^56b ) (R ^{56b ′} ) (wherein R ^56b and R ^{56b ′} are the same or different, a hydrogen atom, a C _1-6 alkyl group that may be substituted with an imino group, an imino group, and a halogen atom. An aralkyl group optionally substituted with one or more substituents selected from the group consisting of: an arylsulfonyl group optionally substituted with a C _1-6 alkyl group, a C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono _{C 1-6} alkylcarbamoyl group or a _{di-C 1-6} alkylcarbamoyl group. the _{C 1-6} alkyl group is preferably a methyl group, an ethyl group, a propyl group, an isopropyl group, A C _1-4 alkyl group such as a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, etc. The same group selected from the group consisting of an imino group and a halogen atom; An aralkyl group which may be substituted with one or more different substituents is, for example, an (imino-halogenated phenyl) methyl group, an arylsulfonyl group which may be substituted with a C _1-6 alkyl group. and it is, for example, a toluenesulfonyl group. _{C 1-6} alkyl group in mono _{C 1-6} alkylcarbamoyl group or a _{di-C 1-6} alkylcarbamoyl group is _{preferably, C 1-4} alkyl group.) ;
F'11. —N═CR ⁵⁷ (—N (R ⁵⁸ ) (R ^{58 ′} )) (R ⁵⁷ is preferably a hydrogen atom or a C _1-4 alkyl group, and R ⁵⁸ and R ^{58 ′} are preferably They are the same or different and are a hydrogen atom or a C _1-4 alkyl group.);
F′12.5-membered or 6-membered monocyclic aromatic heterocyclic group (preferably a group represented by the following formula);

as well as,
F'13. A methylenedioxy group bonded to two adjacent carbon atoms of a benzene ring constituting a C _7-14 aralkyl group (for example, benzyl group or phenethyl group):
as well as,
8 '. One or more substituents selected from the group consisting of a 5- or 6-membered monocyclic aromatic heterocyclic group and an aromatic heterocyclic group in which the aromatic heterocyclic group is condensed with a benzene ring; A substituted C _1-6 alkyl group;
(Here, the 5-membered or 6-membered monocyclic aromatic heterocyclic group includes, for example, pyrrolyl group, furyl group, thienyl group, imidazolyl group, pyrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, isothiazolyl group, 1 , 2,4-triazolyl group, 1,2,3-triazolyl group, tetrazolyl group, 1,3,4-oxadiazolyl group, 1,2,4-oxadiazolyl group, 1,3,4-thiadiazolyl group, 1,2 , 4-thiadiazolyl group, furazanyl group, pyridyl group, pyrimidinyl group, pyridazinyl group, pyrazinyl group, 1,3,5-triazinyl group, imidazolinyl group, pyrazolinyl group, oxazolinyl group (2-oxazolinyl group, 3-oxazolinyl group, 4 -Oxazolinyl group), isoxazolinyl group, thiazolinyl group, isothiazolinyl group, Nyl group, 2-oxopyranyl group, 2-oxo-2,5-dihydrofuranyl group, preferably pyrrolyl group, furyl group, thienyl group, imidazolyl group, pyrazolyl group, oxazolyl group, isoxazolyl group, thiazolyl group, An isothiazolyl group, a pyridyl group, a 2-oxo-2,5-dihydrofuranyl group, and an aromatic heterocyclic group obtained by condensing these aromatic heterocyclic groups with a benzene ring include, for example, benzofuranyl, isobenzofuranyl Benzo [b] thienyl, indolyl, isoindolyl, 1H-indazolyl, benzimidazolyl, benzoxazolyl, benzothiazolyl, 1H-benzotriazolyl, quinolyl, isoquinolyl, cinnolyl, quinazolyl, quinoxalinyl, phthalazinyl.

More preferably, the C _1-6 alkyl group moiety is a C _1-4 alkyl group such as a methyl group, an ethyl group, or a propyl group, and the aromatic heterocyclic group is a heterocyclic group as described below.

These aromatic heterocyclic groups are not particularly limited, but are particularly preferably a pyridyl group, an oxazolyl group, and a triazolyl group.
In addition, the aromatic heterocyclic group or the condensed aromatic heterocyclic group may be substituted with one or more, preferably 1 to 3 substituents selected from the following group G ′. );
[Group G ']
G'1. A C _1-6 alkyl group which may be substituted with one or more substituents selected from the following group g ′ (preferably a C _1-4 alkyl group);
[Group g ']
g'1. A halogen atom (for example, a fluorine atom, a chlorine atom, preferably a fluorine atom);
g'2. An amino group;
g'3. A mono C _1-6 alkylamino group (preferably a mono-C _1-4 alkylamino group such as a methylamino group, an ethylamino group, a propylamino group);
g'4. A di-C _1-6 alkylamino group (preferably a di-C _1-4 alkylamino group such as a dimethylamino group or a diethylamino group);
g'5. A C _1-6 alkoxycarbonylamino group (for example, a methoxycarbonylamino group, an ethoxycarbonylamino group, a propoxycarbonylamino group, an isopropoxycarbonylamino group, etc., preferably a (C _1-4 alkoxy) carbonylamino group; is there.);
as well as,
g'6. A hydroxyimino group;
G'2. A halogen atom (for example, a fluorine atom, a chlorine atom, preferably a fluorine atom);
G'3. A C _1-6 alkoxy group that may be substituted with a halogen atom (preferably a C _1-4 alkoxy group substituted with one or more fluorine atoms or chlorine atoms such as a trifluoroethoxy group, for example). );
G'4. An aryloxy group (preferably a phenoxy group);
G'5. A cyano group;
G'6. -N (R ^59a ) (R ^{59a '} )
(Here, R ^59a and R ^{59a ′} are preferably the same or different and each is a hydrogen atom or a C _1-4 alkyl group, and R ^59a and R ^{59a ′} are formed together with the adjacent nitrogen atom. The membered or 6-membered monocyclic saturated heterocyclic group is preferably a pyrrolidino group, an imidazolidino group, a pyrazolidino group, a piperazino group, a piperidino group, a morpholino group, or a thiomorpholino group, and the saturated heterocyclic group is a hydroxyl group. , An amino group, a mono C _1-4 alkylamino group and a di C _1-4 alkylamino group may be substituted with one or more substituents.
G'7. -CO-N ( ^R59b ) ( ^{R59b '} )
(Wherein R ^59b and R ^{59b ′} are the same or different and each is a hydrogen atom or a 5- or 6-membered pyrrolidino group, imidazolidino group, pyrazolidino group, piperidino group, piperazino group formed together with an adjacent nitrogen atom. A monocyclic saturated heterocyclic group such as a group, a morpholino group and a thiomorpholino group, or a C _1-4 alkyl group which may be substituted with the heterocyclic group).
G'8. An aryl group (for example, preferably a phenyl group);
as well as,
G'9. 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group (for example, pyridyl group, pyridazinyl group, imidazolyl group, pyrimidinyl group, pyrazolyl group, triazolyl group, pyrazinyl group, quinolyl group) Group, isoquinolyl group, tetrazolyl group, furyl group, thienyl group, isoxazolyl group, thiazolyl group, oxazolyl group, isothiazolyl group, pyrrolyl group, indolyl group, benzoimidazolyl group, benzofuranyl group, cinnolinyl group, indazolyl group, indolizinyl group, phthalazinyl group, Pyridazinyl group, triazinyl group, isoindolyl group, purinyl group, oxadiazolyl group, thiazolyl group, thiadiazolyl group, furazanyl group, benzofurazanyl group, benzothiophenyl group, benzotriazolyl group, benzothiazolyl , Benzoxazolyl group, quinazolinyl group, quinoxalinyl group, a naphthyridinyl group, dihydroquinolyl group, benzofuranyl group, furopyridinyl group, pyrrolo pyrimidinyl, and an azaindolyl group,
An aromatic heterocyclic group as described below is preferable. )

R ⁴ and R ⁵ may be combined with an adjacent nitrogen atom to form a 5-membered or 6-membered monocyclic saturated heterocyclic ring:
(Here, the “saturated heterocyclic ring” may have a double bond in a part of the ring, or may form a condensed ring with a benzene ring. For example, pyrrolidino group, imidazolidino group, pyrazolidino Group, a piperidino group, a piperazino group, a morpholino group, a thiomorpholino group, or a saturated heterocyclic group, or a 4H-quinazolinyl group formed by condensing these saturated heterocyclic group and a benzene ring. It is group represented by these.

In addition, these saturated heterocyclic groups may be substituted with one or more substituents selected from a halogen atom, a C _1-4 alkyl group, a C _1-4 alkoxy group, a carboxy group, and a C _1-4 alkoxycarbonyl group. Good. );

Preferred specific examples of the compound (I) of the present invention are as described in Examples described later. Particularly preferred pyrazole compounds are, for example, compounds selected from the group consisting of the following compounds, but are not limited thereto.
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide 3/2 hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) amide p-toluenesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) amide L-(+)-tartrate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide p-toluenesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid diethylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (pyridin-4-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (2-methoxy-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethoxycarbonyl-cyclohexyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,3-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,4-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,5-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,4-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,3-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,4-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,5-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,4-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,5-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-isopropoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-phenoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-difluoro-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-tert-butyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-isopropoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (2,2,2-trifluoro-ethoxy) -pyridin-3-ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (2-dimethylamino-ethylcarbamoyl) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-isopropyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-chloro-6-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-ethoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-4-ylmethyl) -amide;
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (2,2,2-trifluoro-ethoxy) -pyridin-3-ylmethyl] -amide 2 Hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dimethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (pyridin-3-yl) -thiazol-4-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1H-benzoimidazol-2-ylmethyl) -amide dihydrochloride,
[4-({[5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -acetic acid methyl ester,
3- [4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -propionic acid methyl ester,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [2-bis- (2-acetoxyethyl) -amino-ethylcarbamoyl] -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (2-hydroxy-ethylcarbamoyl) -benzylamide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- {2-[(2-acetoxyethyl)-(2-hydroxyethyl) -amino] -ethylcarbamoyl } -Benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1H-benzimidazol-2-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzothiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,5-dimethyl-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-yl) -thiazol-4-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,3,5-trimethyl-1H-pyrazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-chloro-6-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-dimethylamino-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1H-pyrrol-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,4-dimethoxy-pyridin-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-tert-butyl-thiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-2-phenyl-2H- [1,2,3] triazol-4-ylmethyl)- Amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4- (tert-butoxycarbonyl-amino) -methyl-pyridin-2-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4-Methyl-2- (morpholin-4-yl) -thiazole-5
-Ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide 3/2 hydrochloride 1/2 hydrate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethoxycarbonyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-carboxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid dibenzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (cyano-phenyl-methyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexylmethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-hydroxy-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid allyl-cyclohexyl-amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (pyridin-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- (1-methyl-piperidin-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [(3,4-methylenedioxyphenyl) -methyl] -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-butyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (4-hydroxy-butyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-cyclohexyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid dibutyramide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid bis- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (tetrahydro-pyran-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl)-(tetrahydro-pyran-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopentyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (3-methoxy-propyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-ethoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-isopropoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-propoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-ethyl-propyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-tert-butoxycarbonyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (tetrahydro-thiopyran-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-acetyl-piperidin-4-yl) -butyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-methanesulfonyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-ethoxalyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-oxalo-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1,1-dioxo-hexahydro-1λ ⁶ -thiopyran-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-oxo-hexahydro-1λ ⁴ -thiopyran- ⁴ -yl) -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -propyl-amide 5- (2-chloro-4,5 -Difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid propyl- (pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-diethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-diethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-ethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-carbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-oxalo-piperidin-4-yl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-carboxyacetyl-piperidin-4-yl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [1- (2-carboxypropionyl) -piperidin-4-yl] -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopropyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclobutyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopropylmethyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-carboxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-ethoxycarbonyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dichloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1H-pyrazol-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-hydroxy-piperidin-1-yl) -pyridin-3-ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-2-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-3-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-4-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4- [1,2,3] thiadiazol-4-yl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-pyrazin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid pyrazin-2-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-5-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-8-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isoquinolin-5-ylamide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [3-ethoxy-5- (1-ethoxycarbonyl-1-methyl-ethyl) -pyridin-2-yl ] -Amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [3-ethoxy-5- (1-ethoxycarbonyl-1-hydroxy-ethyl) -pyridin-2-yl ] -Amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [5- (1-carboxy-1-methyl-ethyl) -3-ethoxy-pyridin-2-yl] An amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [5- (1-carboxy-1-hydroxy-ethyl) -3-ethoxy-pyridin-2-yl] An amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyrazin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (thiomorpholin-4-yl) -pyridin-3-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1,1-dioxo-1λ ⁶ -thiomorpholin-4-yl) -pyridine-3- Ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,5-dibromo-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-chloro-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethyl-2-methyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethyl-4-methyl-oxazol-5-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ([2,2 ′] bithiophenyl-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-methoxy-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,5-dichloro-thiophen-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,5-dimethyl-oxazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-hexyl-4-methyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-thiophen-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-2-phenyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-4-phenyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-hexyl-2-methyl-oxazol-5-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazol-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazol-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-6-methyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-methyl-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-pyridin-2-ylmethyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-fluoro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-carboxy-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-phenyl-thiazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-phenoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [1- (pyridin-3-yl) -ethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-fluoro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (biphenyl-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((1R, 2S) -2-hydroxy-indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((1S, 2R) -2-hydroxy-indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-phenyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-2-pyridone-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethoxycarbonyl-piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-piperazin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxy-piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenethylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl-phenethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,2,3,4-tetrahydroisoquinolin-2-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -α-methoxycarbonyl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -α-methoxycarbonyl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,2,3,4-tetrahydroquinolin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenyl-propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid pentyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzhydryl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-2-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -2-hydroxy-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -2-hydroxy-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (furan-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-dimethylamino-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methoxycarbonyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-carboxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-trifluoromethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-dimethylamino-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (2-dimethylamino-ethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-dimethylamino-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,6-dimethoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methoxycarbonylmethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-carboxymethoxy-benzylamide,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethoxy-pyridin-4-ylmethyl) -amide,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxyphenyl) -methyl-amide,
4-{[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -methyl-amino} -benzoic acid sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isopropyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (ethoxycarbonyl-methyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (carboxy-methyl) -phenyl-amide,
5- (2-chloro-4-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2-oxo-2- (piperidin-1-yl) -ethyl] -phenyl-amide,
5- (5-fluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-methoxy-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-chloro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-ethyl) -phenyl-amide,
5- (2-fluoro-5-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (3-chloro-2,6-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-3-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethylcarbamoylmethyl-phenyl-amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isobutyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxycarbonyl-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-ethoxycarbonyl-propyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-carboxy-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-carboxy-propyl) -phenyl-amide,
5- (2-hydroxy-4-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-hydroxy-5-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-hydroxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-fluoro-2-trifluoromethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-trifluoromethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -phenyl-amide,
5- (2,5-dimethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-5-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-chloro-pyridine-2-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2,6-dichloro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-ethoxycarbonyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-carboxy-phenyl) -amide,
5- (2-methyl-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-6-methyl-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (3-chloro-pyridine-4-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-ethoxycarbonylmethyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-carboxymethyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxy-phenyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [2- (morpholin-4-yl) -ethylcarbamoyl] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (morpholin-4-ylcarbamoyl) -benzylamide dihydrochloride,
[4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -acetic acid sodium salt,
3- [4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -propionic acid sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,3,5-trimethyl-1H-pyrazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- [2- (morpholin-4-yl) -ethylcarbamoyl] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (morpholin-4-ylcarbamoyl) -benzylamide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {2- [2- (morpholin-4-yl) -ethylcarbamoyl] -pyridin-4-ylmethyl}- Amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-ylcarbamoyl) -pyridin-4-ylmethyl] -amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide 1 / 2sulfate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethoxy-pyridin-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-aminomethyl-pyridin-2-ylmethyl) -amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide 2 methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -propyl-amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (piperidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (morpholin-4-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -propyl-amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-diethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-2-dimethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4- [1,2,3] thiadiazol-4-yl-benzyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-thiazol-5-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-thiazol-5-ylmethyl) -amide hydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-hydroxy-piperidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 5-methyl-pyrazin-2-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-5-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-8-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isoquinolin-5-ylamide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-methylpiperazin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride ,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-dimethylamino-piperidin-1-yl) -pyridin-3-ylmethyl] -amide 2 Hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (pyrrolidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyrazin-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (thiomorpholin-4-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1,1-dioxo-1λ ⁶ -thiomorpholin-4-yl) -pyridine-3- Ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid carbamoylmethyl-amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carbamoyl-phenyl) -methyl-amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- (4-methylcarbamoyl-phenyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-dimethylcarbamoyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methanesulfonylaminocarbonyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methanesulfonylaminocarbonyl-phenyl) -methyl-amide sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-cyano-phenyl) -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylate methyl- [4- (4H- [1,2,4] triazol-3-yl) -phenyl]- Amide hydrochloride,
5- (4-azido-2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-cyano-phenyl) -methyl-amide,
5- (4-azido-2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (1H-tetrazol-5-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4- (N-hydroxycarbamimidoyl) -phenyl] -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-oxo-2,5-dihydro- [1,2,4] oxadi Azol-3-yl) -phenyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {4-[(2,2-dimethyl-propionyloxy) -methoxycarbonyl] -phenyl} -methyl-amide ,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [N- (methoxy-thiocarbonyloxy) -carbamimidoyl] -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-thioxo-4,5-dihydro- [1,2,4] oxadi Azol-3-yl) -phenyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-oxo-4,5-dihydro- [1,2,4] thiadiazole- 3-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {4- [1- (cyclohexyloxy-carbonyloxy) -ethoxycarbonyl] -phenyl} -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl acid (4-ethoxycarbonyl-thiazol-2-yl) -ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-cyano-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-[(2-fluoro-benzimidoyl) -amino] -benzylamide hydroiodide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-[(2-fluoro-benzimidoyl) -amino] -benzylamide hydroiodide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (3,3-dimethyl-ureido) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (3,3-dimethyl-ureido) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (toluene-4-sulfonylamino) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-6-fluoro-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-4,5-difluoro-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (indan-2-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazol-3-carboxylic acid (4H-quinazolin-3-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazol-3-carboxylic acid (4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (7-fluoro-4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-fluoro-4H-quinazolin-3-yl) -amide hydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-2-methyl-1,4-dihydro-2H-quinazolin-3-yl) -amide ,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-cyano-pyridin-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (N-hydroxycarbamimidoyl) -pyridin-4-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (5-oxo-4,5-dihydro- [1,2,4] oxadiazole- 3-yl) -pyridin-4-ylmethyl] -amide,
4-{[5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carbonyl] -methyl-amino} -benzoic acid sodium salt,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (1H-tetrazol-5-yl) -phenyl] -amide;
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2,6-dichloro-5-fluoro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5-[(3-chloro-benzo [b] thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-[(3-chloro-thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-benzoylamino-1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-phenylacetylamino-1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-amino-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (4,5-difluoro-2-methanesulfonylamino-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2-acetylamino-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5-[(3,4,5-trichloro-thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-cyano-pyridin-4-ylmethyl) -amide;
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (1H-tetrazol-5-yl) -pyridin-4-ylmethyl] -amide, and 1H- Pyrazole-3,5-dicarboxylic acid 3-benzylamide 5-[(2,4-dichloro-phenyl) -amide].

The “pharmacologically acceptable salt” may be any salt as long as it forms a salt with the pyrazole compound having the general formula (I) of the present invention, and examples thereof include the following salts. Hydrohalates such as hydrochloride, hydrobromide, hydroiodide, inorganic acid salts such as nitrate, perchlorate, sulfate, phosphate; methanesulfonate, trifluoromethanesulfone Acid salt, lower alkane sulfonate such as ethane sulfonate, benzene sulfonate, aryl sulfonate such as p-toluene sulfonate, acetate, malate, fumarate, succinate, Organic carboxylates such as citrate, ascorbate, tartrate, oxalate, maleate; and amino acid salts such as glycine, lysine, arginine, ornithine, glutamate, aspartate Etc. Further, alkali metal salts such as sodium salt, potassium salt and lithium salt, alkaline earth metal salts such as calcium salt and magnesium salt, metal salts such as aluminum salt; inorganic salt such as ammonium salt, tert-octylamine Salt, dibenzylamine salt, morpholine salt, glucosamine salt, phenylglycine alkyl ester salt, ethylenediamine salt, N-methylglucamine salt, guanidine salt, diethylamine salt, triethylamine salt, dicyclohexylamine salt, N, N'-dibenzylethylenediamine Amine salts such as organic salts such as salts, chloroprocaine salts, procaine salts, diethanolamine salts, N-benzylphenethylamine salts, piperazine salts, tetramethylammonium salts, tris (hydroxymethyl) aminomethane salts;

The compound represented by the general formula (I) according to the present invention may have various isomers, for example, optical isomers, stereoisomers, geometric isomers, tautomers and the like. The scope of the present invention includes all these isomers and mixtures thereof.

From the pyrazole derivatives having the general formula (I) according to the invention it is possible to derive their esters or other derivatives, their prodrugs and metabolites in a known manner.
In addition, the compound of the present invention or a pharmacologically acceptable salt thereof may have various solvates (for example, hydrates). These solvates are included within the scope of the present invention.

The “prodrug” in the present invention has a group that can be chemically or metabolically decomposed, and exhibits pharmacological activity by hydrolysis, solvolysis, or decomposition under physiological conditions. It is a derivative of compound (I). For example, for the hydroxyl group of the compound, -CO-alkyl, -COO-alkyl, -CONH-alkyl, -CO-alkenyl, -COO-alkenyl, -CONH-alkenyl, -CO-aryl, -COO-aryl,- CONH-aryl, -CO-heterocycle, -COO-heterocycle, -CONH-heterocycle (the alkyl, alkenyl, aryl and heterocycle are halogen atoms, alkyl groups, hydroxyl groups, alkoxy groups, carboxy groups, amino groups, amino acids _{, -PO 3 H 2, -SO 3} H, -OPO 3 H 2, may be substituted with -OSO ₃ H, etc.), -. CO- polyethylene glycol residue, -COO- polyethylene glycol residue, -CO -Polyethylene glycol monoalkyl ether residue, -COO-polyethylene glycol monoalkyl ether residue or PO ₃ which H ₂ or the like has been substituted, or to the amino group of the compound, -CO- alkyl, -COO- alkyl, -CO- alkenyl, -COO- alkenyl, -COO- aryl, -CO- aryl, - CO- heterocycle, -COO- heterocycle (wherein alkyl, alkenyl, aryl, heterocycle, halogen atom, an alkyl group, a hydroxyl group, an alkoxy group, a carboxy group, an amino group, an amino acid, -PO ₃ H _2, -SO ₃ H, -OPO ₃ H ₂ , -OSO ₃ H, etc.), -CO-polyethylene glycol residue, -COO-polyethylene glycol residue, -CO-polyethylene glycol monoalkyl ether residue,- COO- as polyethylene glycol monoalkyl ether residue or -PO ₃ H ₂ or the like has been substituted, or pairs carboxy group of the compound Te, an alkoxy group, an aryloxy group (the alkoxy group, aryloxy group halogen atom, an alkyl group, a hydroxyl group, an alkoxy group, a carboxy group, an amino group, an amino _{acid, -PO 3 H 2, -SO 3} H, -OPO 3 And may be substituted with H ₂ , —OSO ₃ H, etc.), a polyethylene glycol residue or a polyethylene glycol monoalkyl ether residue.

The pyrazole compound of the present invention or a salt thereof, an ester or other derivative thereof, a prodrug and a metabolite thereof, a hydrate or a solvate is mixed with a pharmaceutically acceptable carrier, and is used as a tablet, capsule or granule. It can be administered orally or parenterally as solid preparations such as pills and powders, or as liquid preparations such as syrups and injections.

As used herein, the term “pharmaceutical composition” refers to a pyrazole compound as an active ingredient, or a pharmaceutically acceptable salt, ester or other derivative thereof, prodrug and metabolite thereof, or hydrate or solvent thereof. Japanese and excipients, lubricants, binders used for the production of solid formulations, or solvents, solubilizers, suspending agents, isotonic agents used for the production of liquid formulations, It means a homogeneous mixture with a third component such as a buffer.
Administration is in any form of oral administration by tablets, pills, capsules, granules, powders, liquids, etc., or parenteral administration by injections such as intravenous injection and intramuscular injection, suppositories, and transdermal preparations. There may be. The parenteral administration includes intravenous, intramuscular, subcutaneous, intra-tissue, intranasal, intradermal, instillation, intracerebral, rectal, intravaginal, intraperitoneal administration and the like.

As the “solid composition for oral administration” according to the present invention, tablets, powders, granules and the like are used. In such solid compositions, one or more active substances are present in at least one inert excipient such as lactose, mannitol, glucose, hydroxypropylcellulose, microcrystalline cellulose, starch, polyvinylpyrrolidone, metasilicic acid. Mixed with magnesium aluminate or the like. The composition may contain additives other than inert excipients, for example, stabilizers such as lubricants, disintegrants and antioxidants, solubilizing agents, and the like according to a conventional method. Tablets or pills may be coated with sugar coating such as sucrose, gelatin, hydroxypropylcellulose, hydroxypropylmethylcellulose, hydroxypropylmethylcellulose phthalate, macrogol, titanium dioxide, talc, or a gastric or enteric film, if necessary.

“Liquid composition for oral administration” includes pharmaceutically acceptable emulsions, solutions, suspensions, syrups, elixirs, and the like, and generally used inert solvents such as purified water, Contains ethanol. In addition to the inert solvent, this composition may contain adjuvants such as solubilizers, wetting agents, and suspending agents, sweeteners, corrigents, fragrances, and preservatives.

As the “injection for parenteral administration”, a certain amount of an active ingredient is dispersed into a dispersant (for example, polysorbate 80, polyoxyethylene hydrogenated castor oil 60, polyethylene glycol, carboxymethylcellulose, sodium alginate, etc.), preservative (for example, , Methyl paraben, propyl paraben, benzyl alcohol, chlorobutanol, phenol, etc.), isotonic agents (eg, sodium chloride, glycerin, D-mannitol, D-sorbitol, glucose, etc.), etc. and aqueous solvents (eg, distilled water for injection) , Physiological saline, Ringer's solution, etc.) or oily solvents (for example, vegetable oils such as olive oil, sesame oil, cottonseed oil, corn oil, propylene glycol, etc.) and the like. At this time, additives such as a solubilizing agent (for example, sodium salicylate, sodium acetate, etc.), a stabilizer (for example, human serum albumin), a soothing agent (for example, benzyl alcohol, etc.) may be used as desired. Furthermore, you may contain an antioxidant, a coloring agent, etc. and another additive as needed.

Examples of the “pharmaceutically acceptable carrier” include various organic or inorganic carrier substances commonly used as pharmaceutical materials. In solid preparations, excipients, lubricants, binders, disintegrants, etc. In the preparation, a solvent, a solubilizing agent, a suspending agent, a tonicity agent, a buffering agent, a soothing agent and the like are appropriately blended. If necessary, formulation additives such as preservatives, antioxidants, colorants, sweeteners, adsorbents, gelling agents and the like can be used according to a conventional method.
Suitable examples of the “excipient” include, for example, lactose, corn starch, sucrose, D-mannitol, D-sorbitol, starch, dextrin, crystalline cellulose, low-substituted hydroxypropylcellulose, sodium carboxymethylcellulose, gum arabic, Examples include glucose and silicon dioxide.
Preferable examples of the “antioxidant” include sulfite and ascorbic acid.
Examples of the “disintegrant” include carboxymethyl cellulose, carboxymethyl cellulose calcium, carboxymethyl starch sodium, croscarmellose sodium, crospovidone, low-substituted hydroxypropyl cellulose, hydroxypropyl starch and the like.
Examples of the “binder” include hydroxypropylcellulose, hydroxypropylmethylcellulose, polyvinylpyrrolidone, crystalline cellulose, sucrose, gum arabic powder and the like. The binder is preferably hydroxypropylcellulose or polyvinylpyrrolidone.
Preferable examples of the “lubricant” include magnesium stearate, calcium stearate, talc, colloidal silica and the like.
Preferable examples of the “isotonic agent” include glucose, D-sorbitol, sodium chloride, glycerin, D-mannitol and the like.
Examples of the “pH adjuster” include citrate, phosphate, carbonate, tartrate, fumarate, acetate, amino acid salt and the like.
Preferable examples of the “solubilizing agent” include polyethylene glycol, propylene glycol, D-mannitol, benzyl benzoate, ethanol, trisaminomethane, cholesterol, triethanolamine, sodium carbonate, sodium citrate and the like. .
Preferable examples of the “solvent” include water for injection, alcohol, propylene glycol, macrogol, sesame oil, corn oil, olive oil and the like.
Preferable examples of the “suspending agent” include hydrophilic polymers such as polyvinyl alcohol, polyvinyl pyrrolidone, sodium carboxymethyl cellulose, methyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose and the like.
Examples of the “surfactant” include sodium lauryl sulfate, laurylaminopropionic acid, lecithin, benzalkonium chloride, benzethonium chloride, glyceryl monostearate and the like.
Preferable examples of the “soothing agent” include benzyl alcohol and the like.
Preferable examples of the “buffering agent” include, for example, buffers such as phosphate, acetate, carbonate, citrate and the like.
Preferable examples of the “preservative” include p-hydroxybenzoates, chlorobutanol, benzyl alcohol, phenethyl alcohol, dehydroacetic acid, sorbic acid and the like.

When the present invention is used as a therapeutic agent for diabetes, it is administered systemically or locally, orally or parenterally. The dosage varies depending on age, weight, symptoms, therapeutic effects, etc., but is usually administered once to several times a day in the range of 10 mg to 1 g per adult.

The compound (I) of the present invention comprises a diluent, a dispersant, an adsorbent, a solubilizer suitable for preparation of a solid composition and liquid composition for oral administration, or an injection for parenteral administration. Etc. can be mixed.

The compound (I) of the present invention can also be used for the treatment and prevention of diabetes in animals other than humans, for example, mammals, as well as humans.

The compound (I) of the present invention can be used in combination with one drug or a plurality of other drugs in a general manner usually performed in medicine. Although there are various drugs that can be used in combination with the compound (I) of the present invention, hyperlipidemia drugs and diabetes drugs are particularly preferable. Here, the combined use means a combined use of a drug containing the compound (I) of the present invention as an active ingredient and one or more other drugs, and is not particularly limited. The other drug may have the same drug efficacy / action mechanism as that of the drug containing the compound (I) of the present invention as an active ingredient, or may have a different drug efficacy / action mechanism. Each of these drugs may be administered as individual preparations or as a mixture. If desired, these preparations can be combined into a kit. Also, the administration timing is not particularly limited, and both preparations may be administered at the same time or may be administered at different times.

The compound, pharmaceutical composition or drug of the present invention can be used in combination with other pharmaceutical compositions or drugs (hereinafter also referred to as concomitant drugs).

The administration timing of the pharmaceutical composition or the drug and the concomitant drug of the present invention is not limited, and these may be administered simultaneously to the administration subject or may be administered with a time difference. The dose of the concomitant drug may be in accordance with the clinically used dose, and may be appropriately selected depending on the administration subject, age and weight of the administration subject, symptoms, administration time, dosage form, administration method, combination, etc. it can. The administration form of the concomitant drug is not particularly limited, as long as the pharmaceutical composition or drug of the present invention and the concomitant drug are combined at the time of administration.

As a concomitant drug,
(1) Hyperlipidemia treatment or prevention agent,
(2) Obesity treatment or prevention agent,
(3) Diabetes treatment or prevention agent,
(4) Treatment or prevention agent for diabetic complications,
(5) Hypertension treatment or prevention agent,
These 1 to 3 agents and the compound of the present invention can be used in combination.

As the “treatment or prevention agent for hyperlipidemia”, for example,
(1) Fibrate drugs (PPARα receptor agonists),
(2) a PPARδ receptor agonist,
(3) a microsomal triglyceride transfer protein (MTP) inhibitor,
(4) Cholesteryl ester transfer protein (CETP) inhibitor,
(5) Statin drugs (HMG-CoA reductase inhibitors),
(6) anion exchange resin,
(7) Probucol,
(8) nicotinic acid drugs,
(9) plant sterols,
(10) Apolipoprotein-A1 (Apo-A1) inducer,
(11) a lipoprotein lipase (LPL) activator,
(12) an endothelial lipase inhibitor,
(13) Ezetimibe,
(14) IBAT inhibitor,
(15) Squalene synthase inhibitor,
(16) ACAT inhibitor,
(17) LXR receptor agonist,
(18) FXR receptor agonist,
(19) FXR receptor antagonist,
(20) an adenosine A1 agonist,
Specifically, clofibrate, bezafibrate, fenofibrate, lovastatin, simvastatin, pravastatin, fluvastatin, atorvastatin, pitavastatin, rosuvastatin, cerivastatin, cholestyramine, colestimide, tocopherol nicotinate, nicomol, niceritrol, soysterol , And gamma oryzanol.

As the “obesity treatment or prevention agent”, for example,
(1) leptin formulation,
(2) pancreatic lipase inhibitor,
(3) Noradrenaline / serotonin reuptake inhibitor,
(4) cannabinoid receptor antagonist,
(5) monoamine reuptake inhibitor,
(6) a diacylglycerol acyltransferase (DGAT) inhibitor,
(7) a glucose-dependent insulinotropic polypeptide (GIP) receptor antagonist,
(8) a leptin receptor agonist,
(9) Bombesin receptor subtype 3 (BRS-3) agonist,
(10) a perilipin inhibitor,
(11) Acetyl-CoA carboxylase 1 (ACC1) inhibitor,
(12) Acetyl-CoA carboxylase 2 (ACC2) inhibitor,
(13) a fatty acid synthase inhibitor,
(14) sn-1-acyl-glycerol-3-phosphate acyltransferase (AGPAT) inhibitor,
(15) Pancreatic phospholipase A2 (pPLA2) inhibitor,
(16) a melanocortin (MC) receptor agonist,
(17) Neuropeptide Y5 (NPY5) receptor antagonist,
(18) Uncoupling protein (UCP) inducer or activator,
(19) carnitine palmitoyltransferase 1 (CPT-1) activator,
(20) CCK1 (CCKA) agonist,
(21) Ciliary neurotrophic factor (CNTF),
(22) CRF2 agonist,
(23) a neuropeptide Y2 (NPY2) receptor antagonist,
(24) Neuropeptide Y4 (NPY4) receptor antagonist,
(25) Thyroid hormone receptor beta agonist,
(26) growth hormone,
(27) ATP citrate triase inhibitor,
(28) 5-HT6 antagonists and (29) 5-HT2C agonists may be mentioned, and specific examples include leptin, orlistat, sibutramine, rimonabant, and mazindol.

As the “diabetes treatment or prevention agent”, for example,
(1) Insulin preparation (injection),
(2) oral low molecular insulin,
(3) sulfonylurea receptor agonist (SU agent),
(4) a non-sulfonylurea insulin secretagogue,
(5) potassium-dependent ATP (KATP) channel opener,
(6) α-glucosidase inhibitor,
(7) α-amylase inhibitor,
(8) an insulin sensitivity enhancer,
(9) a low molecular tGLP-1 receptor agonist,
(10) tGLP-1 peptide analog,
(11) Dipeptidyl peptidase IV (DPP-IV) inhibitor (12) Glucagon receptor antagonist,
(13) a glucocorticoid receptor antagonist,
(14) biguanite agent,
(15) SGLUT inhibitor,
(16) fructose-1,6-bisphosphatase (FBPase) inhibitor,
(17) Glycogen synthase kinase 3 (GSK-3) inhibitor,
(18) a phosphoenolpyruvate carboxykinase (PEPCK) inhibitor,
(19) Protein tyrosine phosphatase 1B (PTPase 1B) inhibitor,
(20) an SH2 domain-containing inositol phosphatase (SHIP2) inhibitor,
(21) a glycogen phosphorylase (GP) inhibitor,
(22) a glucokinase activator,
(23) GPR40 receptor agonist,
(24) pyruvate dehydrogenase kinase (PDHK) inhibitor,
(25) Glutamine: fructose-6-phosphate aminotransferase (GFAT) inhibitor,
(26) antioxidants; nitric oxide scavengers,
(27) carnitine palmitoyltransferase 1 (CPT-1) inhibitor,
(28) Growth hormone-releasing factor (GHRF),
(29) Triacylglycerol lipase (hormone sensitive lipase) inhibitor,
(30) a PPARγ receptor agonist,
(31) a PPARγ receptor antagonist,
(32) a PPARα / γ receptor agonist,
(33) an AMP-activated protein kinase (AMPK) activator,
(34) adiponectin receptor agonists, and (35) β ₃ adrenergic receptor agonists, specifically, insulin, tolbutamide, glyclopyramide, acetohexamide, chlorpropamide, glybsol, glibenclamide, gliclazide, glimepiride , Mitiglinide, repaglinide, nateglinide, voglibose, acarbose, miglitol, rosiglitazone maleate, metformin hydrochloride, pioglitazone hydrochloride, and buformin hydrochloride.

Examples of the “treatment or prevention agent for diabetic complications” include
(1) protein kinase β (PKCβ) inhibitor,
(2) angiotensin II receptor antagonist,
(3) aldose reductase inhibitor,
(4) angiotensin converting enzyme (ACE) inhibitor,
(5) Saccharification end product (AGE) production inhibitor,
(6) Neuropathy treatment agent, and (7) Diabetes nephropathy treatment agent, specifically, epalrestat (Kinedac), mexiletine hydrochloride, and imidapril hydrochloride.

As the “treatment or prevention agent for hypertension”, for example,
(1) thiazide diuretics,
(2) thiazide-like diuretics,
(3) loop diuretics,
(4) K-retaining diuretic,
(5) β-blocker,
(6) α, β blocker,
(7) α blocker,
(8) Central sympathetic nerve suppressant,
(9) Peripheral sympathetic nerve suppressant (laurophia preparation),
(10) Ca antagonist (benzothiazepine),
(11) Ca antagonist (dihydropyridine),
(12) a vasodilator,
(13) Angiotensin converting enzyme (ACE) inhibitor,
(14) an angiotensin II receptor antagonist,
(15) nitrates,
(16) an endothelin ETA receptor antagonist,
(17) endothelin-converting enzyme inhibitor; neprilysin inhibitor,
(18) prostaglandins; prostanoid FP agonists,
(19) renin inhibitor,
(20) NOS3 expression enhancer; prostacyclin analog,
(21) Phosphodiesterase V (PDE5A) inhibitor,
(22) prostacyclin analogs, and (23) aldosterone antagonists, specifically hydrochlorothiazide, trichlormethiazide, benchylhydrochlorothiazide, methiclan, indapamide, tripamide, chlorthalidone, mefluside, furosemide, spironolactone, triamterene, atenolol, Bisoprolol fumarate, betaxolol hydrochloride, bevantolol hydrochloride, metoprolol tartrate, acebutol hydrochloride, ceriprolol hydrochloride, nipradilol, chirisolol hydrochloride, nadolol, propranolol hydrochloride, indenolol hydrochloride, carteolol hydrochloride, pindolol, pindolol hydrochloride sustained release agent, bunitrolol hydrochloride, penbutolol sulfate , Bopindolol malonate, amosulalol hydrochloride, arotinolol hydrochloride , Carvedilol, labetalol hydrochloride, urapidil, terazosin hydrochloride, doxazosin mesylate, bunazosin hydrochloride, prazosin hydrochloride, phentolamine mesylate, clonidine hydrochloride, guanfacine hydrochloride, guanabenz acetate, methyldopa, reserpine, resinamine, amlodipine besylate, aranidipine hydrochloride, ehonidipine hydrochloride, Cirnidipine, nicardipine hydrochloride, nisoldipine, nitrendipine, nifedipine, nifedipine sustained release agent, nilvadipine, varnidipine hydrochloride, felodipine, benidipine hydrochloride, manidipine hydrochloride, azelnidipine hydrochloride, diltiazem hydrochloride, hydrazine hydrochloride, hydralazine hydrochloride, todralazine hydrochloride, cadralazine, capryrazine Alasepril, delapril hydrochloride, cilazapril, lisinopril, benaze hydrochloride Lil, hydrochloric imidapril, temocapril hydrochloride, quinapril hydrochloride, trandolapril, perindopril erbumine, candesartan cilexetil, valsartan, telmisartan, olmesartan medoxomil, and sodium nitroprusside, and nitroglycerine and the like.

Next, although the manufacturing method of the pyrazole compound represented by compound (I) is demonstrated, the manufacturing method of this invention is not limited to this. The amount of the solvent used in each step is not particularly limited as long as the reaction mixture can be stirred. Furthermore, in each step, the reaction may be carried out by a commonly performed method. For example, recrystallization, reprecipitation, or a method usually used for isolation and purification of organic compounds, for example, adsorption column chromatography. Can be isolated and purified by an appropriate combination of methods using chromatography, partition column chromatography, ion exchange chromatography, and gel filtration.

Next, although the manufacturing method of the compound shown with the general formula in connection with this invention is demonstrated concretely, this invention is not limited to these manufacturing methods. Therefore, although this invention compound may be manufactured according to the following manufacturing method A (A-1 thru | or A-3), B, or C (C-1 thru | or C-6), according to the below-mentioned Example or these manufacturing methods You may manufacture with reference to. In producing the compound of the present invention, the reaction sequence can be appropriately changed. The reaction may be performed from a process that seems reasonable. If necessary, protection and deprotection may be performed as appropriate. If necessary, reactions other than the respective steps may be appropriately performed. In order to promote the progress of the reaction, reagents other than the exemplified reagents can be used as appropriate.

The following production process flow is an example of a typical production method, but the production of the compound of the present invention is not particularly limited to the following method. All of the compounds obtained in each step can be isolated and purified by a conventional method, but in some cases, the next step can be proceeded without isolation and purification.

Production method A (Production methods A-1 to A-3) :
Production method A is shown below. Each symbol in the reaction formula is as defined above. The same applies hereinafter.

First step: production of compound (A2) Compound (A2) can be obtained by reducing the nitro group of compound (A1) to an amino group with hydrogen in the presence of a catalyst in a solvent.

Examples of the solvent used in the reaction include alcohol solvents such as methanol and ethanol; ether solvents such as dioxane and tetrahydrofuran; ester solvents such as ethyl acetate; polar solvents such as N, N-dimethylformamide; water and the like. These can be used alone or in combination.
Examples of the catalyst used in the reaction include palladium catalysts such as palladium black and palladium-carbon; nickel catalysts such as Raney nickel; platinum catalysts such as platinum oxide and platinum oxide-carbon. (References M. Hudlicky, Reductions in Organic Chemistry, Wiley-Interscience,
New York, 1984.)
The reaction temperature is about 0 ° C. to 100 ° C., preferably about 0 ° C. to room temperature.
The reaction time is about 10 minutes to 48 hours, preferably about 30 minutes to 24 hours.
In addition, hydrogen donors replacing hydrogen, for example, formic acid, ammonium formate, cyclohexene, hydrazine and the like can be mentioned. (Reference M. Hudlicky, Reductions in Organic Chemistry, Wiley-Interscience, New
York, 1984.)
Further, as other nitro group reduction methods, for example, reaction using zinc / hydrochloric acid, stannous chloride, sodium hydrosulfite, titanium trichloride and the like can be mentioned. (References M. Hudlicky, Reductions in Organic Chemistry, Wiley-Interscience, New
York, 1984.)

Second step: Production of compound (A5) Compound (A3) is converted into compound (A4) by a general acid chloride synthesis method, and this is used to convert the amino group of compound (A2) into a base in a solvent. Under the acylation, the compound (A5) can be obtained.

Examples of the reagent used for the acid chloride synthesis reaction include oxalyl chloride, thionyl chloride, phosphorus pentachloride and the like.
If necessary, N, N-dimethylformamide can be added to promote the reaction.
Further, if necessary, as a reaction solvent, for example, ether solvents such as diethyl ether, tetrahydrofuran, dioxane, 1,2-dimethoxyethane, diglyme; hydrocarbon solvents such as benzene, toluene, hexane, xylene; methylene chloride Halogenated hydrocarbon solvents such as chloroform, carbon tetrachloride and 1,2-dichloroethane; ester solvents such as ethyl acetate, methyl acetate and butyl acetate can be used alone or in combination.
The reaction temperature is about -20 ° C to 120 ° C, preferably about 0 ° C to 80 ° C.
The reaction time is about 10 minutes to 48 hours, preferably about 30 minutes to 24 hours.
Examples of the solvent used in the acylation reaction include ether solvents such as diethyl ether, tetrahydrofuran, dioxane, 1,2-dimethoxyethane, and diglyme; hydrocarbon solvents such as benzene, toluene, hexane, and xylene; methylene chloride, chloroform , Halogenated hydrocarbon solvents such as carbon tetrachloride and 1,2-dichloroethane; ester solvents such as ethyl acetate, methyl acetate and butyl acetate; polar solvents such as acetone, N, N-dimethylacetamide and dimethyl sulfoxide; water These can be used alone or in combination.
Examples of the base used in the reaction include organic bases such as triethylamine, pyridine, 4-dimethylaminopyridine, N-methylmorpholine; lithium hydroxide, sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium bicarbonate And inorganic bases such as potassium hydrogen carbonate.
The reaction temperature is about 0 ° C. to 120 ° C., preferably about 0 ° C. to 95 ° C.
The reaction time is about 10 minutes to 48 hours, preferably about 30 minutes to 24 hours.
Alternatively, the compound (A5) can be obtained by directly bonding the compound (A3) and the compound (A2) by an amide bond forming reaction other than those described here.
Usable methods include, for example, mixed acid anhydride method, acid azide method, DCC method, EDC method, EDC-HOBt method, EDC-HOSu method, other active ester methods, liquid phase synthesis method by CDI method, etc .; peptide Examples include solid phase synthesis.
(DCC; 1,3-dicyclohexylcarbodiimide)
(EDC; 1-ethyl-3- (3′-dimethylaminopropyl) carbodiimide)
(HOBt; 1-hydroxybenzotriazole)
(HOSu; 1-hydroxysuccinimide)
(CDI; 1,1′-carbonyldiimidazole)

Third step: Production of compound (A6) Compound (A6) can be obtained by converting the ester group of compound (A5) into a carboxylic acid under normal hydrolysis conditions in a solvent.

Examples of the solvent used in the reaction include alcohol solvents such as methanol and ethanol; ether solvents such as dioxane and tetrahydrofuran; ketone solvents such as acetone; polar solvents such as N, N-dimethylformamide and dimethyl sulfoxide; These may be used alone or in combination.
Examples of the base to be used include alkali metal hydroxides such as sodium hydroxide and potassium hydroxide; alkaline earth metal hydroxides such as barium hydroxide.
The reaction temperature is about 0 ° C. to 100 ° C., preferably about 0 ° C. to room temperature. The reaction time is about 10 minutes to 48 hours, preferably about 30 minutes to 24 hours.

4th process-8th process; manufacture of compound (I) The outline is demonstrated about the 4th-8th process below.
The compound represented by the general formula (I) is an activity of a compound in which the carboxyl group of the compound (A6) is activated, for example, imidazolide (compound (A7); fourth and fifth steps of production method A-1). Amides; HOBt ester (compound (A8); sixth and seventh steps of production method A-2), isolated as active ester such as HOSu ester, etc., then compound (A9) which is an amine and amide bond Can be produced.
In addition, a normal amide bond forming reaction directly from the compound (A6) without isolating the active carbonyl compound, for example, mixed acid anhydride method, acid azide method, DCC method, EDC method, EDC-HOBt method , EDC-HOSu method, other active ester method, liquid phase synthesis method by CDI method, etc .; peptide solid phase synthesis method, etc., can also be produced by forming an amide bond with compound (A9) which is an amine (Eighth step of production method A-3 below).
(Reference E. Gross, The Peptides, Academic Press, 1981.)

Production method A-1: Production method of compound (I) via compound (A7)
Fourth step: Production of compound (A7) Compound (A7) can be obtained by reacting compound (A6) with CDI in a solvent.

Examples of the solvent used in the reaction include ether solvents such as tetrahydrofuran; halogenated hydrocarbon solvents such as chloroform; hydrocarbon solvents such as toluene; and polar solvents such as N, N-dimethylformamide. These can be used alone or in combination.
The reaction temperature is about 0 ° C. to 100 ° C., preferably room temperature to about 80 ° C.
The reaction time is about 10 minutes to 48 hours, preferably about 30 minutes to 24 hours.
In addition, the corresponding active amides can be obtained by using an analogous compound such as 1,1′-carbonylbis (2-methylimidazole) instead of CDI.
Also, the compound (A7) or the corresponding active amide can be obtained by using another active amide synthesis reaction.

Step 5: Production of compound (I) from compound (A7) By reacting compound (A7) with compound (A9) which is an amine in a solvent, it is represented by general formula (I). Compounds can be obtained.

Examples of the solvent used in the reaction include ether solvents such as tetrahydrofuran; ester solvents such as ethyl acetate; halogenated hydrocarbon solvents such as chloroform; hydrocarbon solvents such as toluene; N, N-dimethylformamide and the like. A polar solvent etc. are mentioned, These can be used individually or in mixture.
The reaction temperature is about 0 ° C. to 100 ° C., preferably about 0 ° C. to room temperature.
The reaction time is about 10 minutes to 48 hours, preferably about 30 minutes to 24 hours.

Production method A-2: Production method of compound (I) via compound (A8)

Step 6: Production of compound (A8) from compound (A6) Compound (A6) is condensed with HOBt in the presence of a condensing agent in a solvent to obtain compound (A8) which is an active ester. be able to.

Examples of the condensing agent include carbodiimides such as EDC and DCC; haloformates such as ethyl chloroformate and the like.
Examples of the solvent used in the reaction include ether solvents such as tetrahydrofuran; ester solvents such as ethyl acetate; halogenated hydrocarbon solvents such as chloroform; hydrocarbon solvents such as toluene; N, N-dimethylformamide and the like. Polar solvent; water etc. are mentioned, These can be used individually or in mixture.
The reaction temperature is about 0 ° C. to 100 ° C., preferably about 0 ° C. to room temperature.
The reaction time is about 10 minutes to 48 hours, preferably about 30 minutes to 24 hours.
If N-hydroxyimides such as HOSu are used instead of HOBt, the corresponding active esters can be obtained.

Seventh step: Production of compound (I) from compound (A8) Compound (A8) is reacted with compound (A9) which is an amine in a solvent, and is represented by general formula (I). Compounds can be obtained.

Examples of the solvent used in the reaction include ether solvents such as tetrahydrofuran; ester solvents such as ethyl acetate; halogenated hydrocarbon solvents such as chloroform; hydrocarbon solvents such as toluene; N, N-dimethylformamide and the like. Polar solvent; water etc. are mentioned, These can be used individually or in mixture.
The reaction temperature is about 0 ° C. to 100 ° C., preferably about 0 ° C. to room temperature.
The reaction time is about 10 minutes to 48 hours, preferably about 30 minutes to 24 hours.

Production method A-3; Method for producing compound (I) directly from compound (A6)

Step 8: Production of compound (I) from compound (A6) The compound represented by general formula (I) is converted into a more general amide bond-forming reaction than compound (A6), for example, a mixed acid anhydride method, Liquid amide synthesis methods such as acid azide method, DCC method, EDC method, EDC-HOB method, other active ester methods, CDI method, etc .; form amide bonds with appropriate amines using peptide solid phase synthesis method, etc. Can be manufactured.

Examples of the solvent used in the reaction include ether solvents such as tetrahydrofuran; ester solvents such as ethyl acetate; halogenated hydrocarbon solvents such as chloroform; hydrocarbon solvents such as toluene; N, N-dimethylformamide and the like. Polar solvent; water etc. are mentioned, These can be used individually or in mixture.
The reaction temperature is about 0 ° C. to 100 ° C., preferably about 0 ° C. to room temperature.
The reaction time is about 10 minutes to 48 hours, preferably about 30 minutes to 24 hours.

Production method B ;
Manufacturing method B is shown in the figure below. Each symbol in the formula is as defined above. The same applies hereinafter.

First step: Production of compound (B2) In the same manner as in the acid chloride synthesis reaction in the second step of production method A, compound (B2) can be obtained from compound (B1).

Second step: Production of compound (B4) Compound (B4) can be obtained by reacting compound (B2) with compound (B3) in a solvent in the presence of a base, if necessary.

Examples of the solvent used in the reaction include ether solvents such as diethyl ether, tetrahydrofuran, dioxane, 1,2-dimethoxyethane, and diglyme; hydrocarbon solvents such as benzene, toluene, hexane, and xylene; methylene chloride, chloroform, and four Halogenated hydrocarbon solvents such as carbon chloride and 1,2-dichloroethane; ester solvents such as ethyl acetate, methyl acetate and butyl acetate; polar solvents such as acetone and N, N-dimethylformamide; These can be used alone or in combination.
Examples of the base used include organic bases such as triethylamine, pyridine, 4-dimethylaminopyridine, N-methylmorpholine; lithium hydroxide, sodium hydroxide, potassium hydroxide, sodium carbonate, potassium carbonate, sodium hydrogen carbonate, carbonic acid And inorganic bases such as potassium hydrogen.
The reaction temperature is about 0 ° C to 120 ° C, preferably about 0 ° C to 60 ° C.
The reaction time is about 10 minutes to 48 hours, preferably about 30 minutes to 24 hours.

Third step: Production of compound (B6) In the same manner as in the first step of production method A, the nitro group of compound (B4) is reduced with hydrogen in the presence of a catalyst in a solvent to give compound (B6). ) Can be obtained.

Fourth step: Production of compound (I) from compound (B6) In the same manner as in the second step of production method A, the amino group of compound (B6) is removed from compound (A4) in a solvent in the presence of a base. To give a compound represented by the general formula (I).

Production method C; production method of salt of pyrazole compound

Production method C-1 ;
The compound represented by the general formula (I) is dissolved in the solvent A, and an acid or a base (by itself or a solution) is added thereto. This is allowed to stand, and the precipitated solid is collected by filtration to obtain a salt of the compound represented by the general formula (I).

Production Method C-2 ;
The compound represented by the general formula (I) is dissolved in the solvent A, and an acid or a base (by itself or a solution) is added thereto. This is concentrated and allowed to stand. The precipitated solid can be collected by filtration to obtain a salt of the compound represented by the general formula (I).

Production Method C-3 ;
The compound represented by the general formula (I) is dissolved in the solvent A, and an acid or a base (by itself or a solution) is added thereto. Solvent B is added to this and left to stand. The precipitated solid can be collected by filtration to obtain a salt of the compound represented by the general formula (I).

Production Method C-4 ;
A compound represented by the general formula (I) is suspended in a solvent A, and an acid or a base (as it is or a solution) is added thereto to form a solution. This is allowed to stand, and the precipitated solid is collected by filtration to obtain a salt of the compound represented by the general formula (I).

Production method C-5 ;
A compound represented by the general formula (I) is suspended in a solvent A, and an acid or a base (as it is or a solution) is added thereto to form a solution. This is concentrated and allowed to stand. The precipitated solid can be collected by filtration to obtain a salt of the compound represented by the general formula (I).

Production method C-6 ;
A compound represented by the general formula (I) is suspended in a solvent A, and an acid or a base (as it is or a solution) is added thereto to form a solution. Solvent B is added to this and left to stand. The precipitated solid can be collected by filtration to obtain a salt of the compound represented by the general formula (I).

Moreover, the monoacid addition salt can also be obtained by dissolving or suspending the diacid addition salt produced according to the production method C (C-1 to C-6) in the solvent A and allowing it to stand. Examples of the diacid addition salt include dihydrochloride and dimethanesulfonate, and examples of the monoacid addition salt include monohydrochloride and monomethanesulfonate.

In the production methods C-1 to C-6, examples of the “solvent A” used include alcohol solvents such as methanol, ethanol, propanol; diethyl ether, tetrahydrofuran, dioxane, 1,2-dimethoxyethane, diglyme. Ether solvents such as benzene, toluene, hexane, xylene, etc .; hydrocarbon solvents such as methylene chloride, chloroform, carbon tetrachloride, 1,2-dichloroethane; ethyl acetate, methyl acetate, acetic acid Examples include ester solvents such as butyl; polar solvents such as acetone, N, N-dimethylformamide, and dimethyl sulfoxide; water and the like.

Examples of the “solvent B” used include ether solvents such as diethyl ether, tetrahydrofuran, dioxane, 1,2-dimethoxyethane and diglyme; hydrocarbon solvents such as benzene, toluene, hexane and xylene; methylene chloride, chloroform, Halogenated hydrocarbon solvents such as carbon tetrachloride and 1,2-dichloroethane; and ester solvents such as ethyl acetate, methyl acetate, and butyl acetate.

Examples of the “acid” used include inorganic acids such as hydrochloric acid, hydrobromic acid and sulfuric acid, carboxylic acids such as malic acid, citric acid and oxalic acid, methanesulfonic acid, benzenesulfonic acid and p-toluenesulfonic acid. Examples include sulfonic acids. Preferred are hydrochloric acid and p-toluenesulfonic acid. Examples of the “base” to be used include inorganic bases such as sodium hydroxide, sodium hydride, potassium hydroxide and calcium carbonate and solutions thereof; organic amines such as ethanolamine and triethylamine. A sodium hydroxide aqueous solution is preferable.

EXAMPLES Hereinafter, although an Example is given and this invention is demonstrated in detail, this invention is not limited to these.

Reference Example 1 ; 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid imidazolide and 5- (2-chloro-4,5-difluoro-benzoylamino) -1H- Preparation of pyrazole-3-carboxylic acid (benzotriazol-1-yl) -ester ;

(Step 1) Production of 2-chloro-4,5-difluorobenzoyl chloride ;

To a solution of 2-chloro-4,5-difluorobenzoic acid (508.20 g) in toluene (250 mL) was added N, N-dimethylformamide (0.2 mL) and heated to 65 ° C., and then thionyl chloride (230 mL). Was dripped. After stirring at 120 ° C. for 3 hours, the reaction mixture was concentrated under reduced pressure, and the resulting residue was distilled under reduced pressure (bp 51-64 ° C. (130-140 Pa)) to give the title compound (534.45 g) as an oil. Obtained.

(Step 2) Production of 5-nitro-3-pyrazolecarboxylic acid ethyl ester ;

Methanesulfonic acid (143 mL) was added to a solution of 5-nitro-3-pyrazolecarboxylic acid (310.24 g) in ethanol (3 L), and the mixture was stirred at 94 ° C. overnight. After the reaction solution was concentrated under reduced pressure, water (1.5 L) was added to the resulting residue, and then an aqueous potassium carbonate solution (prepared by dissolving 153.07 g of potassium carbonate in 750 mL of water) was added under ice cooling. The precipitated solid was collected by filtration to give the title compound (343.09 g) as white crystals.

(Step 3) Production of 5-amino-3-pyrazolecarboxylic acid ethyl ester ;

To a solution of 5-nitro-3-pyrazolecarboxylic acid ethyl ester (331.48 g) in tetrahydrofuran (1.5 L) and ethyl acetate (1.5 L), 7.5% palladium-carbon (30.036 g) was added, and hydrogen was added. Stir overnight at room temperature under atmosphere. After removing the catalyst by filtration, the filtrate was concentrated under reduced pressure, and the resulting solid was recrystallized from ethyl acetate-hexane to obtain the title compound (265.38 g) as white crystals.

(Step 4) Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl ester ;

Pyridine (153 mL) was added to a tetrahydrofuran (1.33 L) solution of 5-amino-3-pyrazolecarboxylic acid ethyl ester (265.38 g). Under cooling with ice, 2-chloro-4,5-difluorobenzoyl chloride (362.00 g) obtained in Step 1 of Reference Example 1 was added dropwise to the solution, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure and recrystallized from 2-propanol-water to give the title compound (538.85 g) as white crystals.

(Step 5) Production of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ;

Water (1 L) is added to an ethanol suspension (1 L) of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl ester (568.22 g) and then iced. Under cooling, 4N aqueous sodium hydroxide solution (500 mL) was added dropwise. Stir at room temperature for 3 days. The reaction mixture was added dropwise to 3N hydrochloric acid (1.2 L) under ice cooling. Water (2 L) was added to the obtained suspension, and the mixture was stirred at room temperature. The precipitated solid was collected by filtration and dried at 110 ° C. under reduced pressure to obtain the title compound (504.71 g) as white crystals. It was.

(Step 6) Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzotriazol-1-yl) -ester ;

To a solution of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4.88 g) in N, N-dimethylformamide (70 mL) was added 1-hydroxybenzotriazole monohydrate. The Japanese product (2.73 g) was added followed by EDC hydrochloride (3.42 g). After stirring at room temperature for 24 hours, 120 mL of water was added to the reaction solution in several portions over about 2 hours. The precipitated solid was collected by filtration to give the title compound (5.84 g) as a yellow solid.
¹ H NMR (400MHz, DMSO-d ₆ )
δ: 13.52 (3H, br s), 11.25 (2H, s),
8.01-7.82 (4H, m), 7.75-7.71 (1H, m), 7.60-7.54 (1H, m), 7.45-7.41 (1H, m), 7.04 (1H,
s).

(Step 7) Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid imidazolide ;

To a suspension of 1,1′-carbonyldiimidazole (64.65 g) in tetrahydrofuran (1.3 L) was added 5- (2-chloro-4,5-difluorobenzoylamino) -1H-pyrazole-3-carboxylic acid (100 .05 g) in tetrahydrofuran (700 mL) was added dropwise at 55 ° C. After stirring at 73 ° C. for 1 hour, ethyl acetate (500 mL) was added to the reaction mixture, and the mixture was concentrated under reduced pressure. To a suspension obtained by adding ethyl acetate (1 L) and hexane (2 L) to the residue, cold water (1 L) was added and stirred for 10 minutes under ice cooling. The precipitated solid was collected by filtration to give the title compound (110.42 g) as white crystals.
¹ H NMR (400MHz, DMSO-d ₆ )
δ: 13.97 (1H, br s), 11.66 (1H,
br s), 8.76 (1H, s), 8.05-7.87 (3H, m), 7.18 (1H, s), 6.90 (1H, s).

Reference Example 2; Production of 3-aminomethyl-2-isopropoxy-pyridine

(Step 1) Production of 2-isopropoxy-nicotinic acid amide ;

To a solution of 2-chloronicotinic acid amide (1.50 g) in 2-propanol (45 mL) was added 60% sodium hydride (640 mg). After stirring at 100 ° C. for 2 days, the reaction mixture was poured into water (50 mL) and extracted with ethyl acetate (80 mL). The organic layer was washed with 1N hydrochloric acid, dried over anhydrous sodium sulfate, and concentrated. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate, 5: 1 → 2: 1) to give the title compound (1.64 g) as colorless crystals.

(Step 2) Production of 2-isopropoxy-nicotinonitrile ;

Triethylamine (2.8 mL) was added to a solution of 2-isopropoxy-nicotinic acid amide (1.64 g) in chloroform (16 mL), and then trichloroacetyl chloride (1.1 mL) was added dropwise under ice cooling. After stirring at room temperature overnight, a saturated aqueous sodium hydrogen carbonate solution was added to the reaction solution, and the mixture was stirred for 30 minutes. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (1.37 g) as a brown oil.

(Step 3) Production of 3-aminomethyl-2-isopropoxy-pyridine ;

Concentrated hydrochloric acid (2.1 mL) and 7.5% palladium-carbon (780 mg) were added to a solution of 2-isopropoxy-nicotinonitrile (1.37 g) in methanol (25 mL), and 18% at room temperature under a hydrogen atmosphere. Stir for hours. The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure. The oily substance obtained was dissolved in water and washed with ethyl acetate. The aqueous layer was made alkaline and then extracted with chloroform. The residue obtained by concentrating the organic layer was purified by silica gel column chromatography (chloroform-methanol, 8: 1) to obtain the title compound (545 mg) as a brown oil.

Next, the following compounds were produced according to the production method A-1.

[Example 1-1]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide ;

N, N-dimethylformamide (50 mL) of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid imidazolide (6.00 g) obtained in Step 7 of Reference Example 1 To the suspension, 3-picolylamine (1.72 mL) was added under ice cooling. After stirring at room temperature overnight, an aqueous solution (25 mL) and a saturated aqueous sodium hydrogen carbonate solution (50 mL) were added to the reaction mixture. The precipitated solid was collected by filtration to give the title compound (4.49 g) as a white solid.

[Example 1-1-1]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide (1.05 g) of methanol (1.05 g) obtained in Example 1-1. 10N) 4N hydrochloric acid-ethyl acetate (1.8 mL) was added to the suspension. The reaction mixture was concentrated under reduced pressure until the residue was about 5 mL, and the precipitated solid was collected by filtration to give the title compound (1.13 g) as white crystals.

[Example 1-1-2]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide hydrochloride ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide (700 mg) methanol (15 mL) obtained in Example 1-1 To the suspension was added 4N hydrochloric acid-ethyl acetate (1.5 mL). The reaction mixture was concentrated under reduced pressure, methanol (7.5 mL) was added to the residue, and the mixture was stirred at 80 ° C. for 8 hr. After cooling to room temperature, the solid was collected by filtration to give the title compound (638 mg) as white crystals.

[Example 1-2]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide ;

(Step 1) Production of 5-chloromethyl-4-methyl-oxazole ;

Triethylamine (1.4 mL) was added to a solution of 5-hydroxymethyl-4-methyl-oxazole (1.01 g) in chloroform (10 mL). Methanesulfonyl chloride (0.83 mL) was added to this solution under ice cooling, and the mixture was stirred overnight at room temperature. A saturated aqueous sodium hydrogen carbonate solution was added to the reaction solution, and the mixture was stirred for 30 minutes, and then the organic layer was separated. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (955 mg) as a brown oil.

(Step 2) Production of 5-aminomethyl-4-methyl-oxazole ;

To a solution of 5-chloromethyl-4-methyl-oxazole (955 mg) in dioxane (20 mL) was added 28% aqueous ammonia (100 mL), and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated under reduced pressure, 8N aqueous potassium hydroxide solution (20 mL) was added, and the organic matter was extracted with tetrahydrofuran (20 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound (502 mg) as a brown oil.
(Reference Synth. Commun., 22 (13), 1939-1948, 1992.)

(Step 3) Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid imidazolide (2.00 g) obtained in Step 7 of Reference Example 1 in N, N-dimethylformamide (6 mL) 5-Aminomethyl-4-methyl-oxazole (502 mg) was added to the suspension and stirred at room temperature overnight. To the reaction mixture was added saturated aqueous sodium bicarbonate (30 mL), then water (30 mL). The precipitated solid was collected by filtration to give the title compound (1.11 g) as a white solid.

[Example 1-2-1a]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide 3/2 hydrochloride ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide (200 mg) obtained in Example 1-2 To a suspension of methanol (2 mL) was added 4N hydrochloric acid-ethyl acetate (0.15 mL). Ethyl acetate was added to the mixture, and the precipitated solid was collected by filtration to give the title compound (53 mg) as a white solid.

[Example 1-2-1b]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide p-toluenesulfonate ;

To a solution of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide (828 mg) in acetone (8 mL) was added p- Toluenesulfonic acid monohydrate salt (380 mg) in ethanol (1.9 ml) was added at 55 ° C. After 2 hours, the reaction solution was cooled to room temperature and stirred for 2 hours, and the precipitated crystals were collected by filtration to give the title compound (1.052 g) as a white solid.

[Example 1-2-1c]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide L-(+)-tartrate ;

To a solution of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide (100 mg) in acetone (1.1 mL). , L-(+)-tartaric acid (45 mg) was added and the reaction mixture was stirred at room temperature for 1 day. The precipitated solid was collected by filtration to give the title compound (70 mg) as a white solid.

[Example 1-2-2]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide p-toluenesulfonate ;

(Step 1) Production of 2,4-dimethyl-oxazole-5-carboxylic acid ethyl ester ;

Acetamide (17.01 g) was added to ethyl 2-chloroacetoacetate (22.91 g), and the mixture was stirred at 120 ° C. for 28 hours. Water (75 mL) and ethanol (7.5 mL) were added to the reaction mixture, and the mixture was ice-cooled. The precipitated solid was collected by filtration to give the title compound (10.82 g) as a brown solid.

(Step 2) Production of 2,4-dimethyl-5-hydroxymethyl-oxazole ;

A solution of 2,4-dimethyl-oxazole-5-carboxylic acid ethyl ester (7.845 g) in tetrahydrofuran (30 mL) was added dropwise to a suspension of lithium aluminum hydride (1.82 g) in tetrahydrofuran (30 mL) under ice cooling. did. After stirring for 1 hour and 30 minutes, water (1.8 mL), 15% aqueous sodium hydroxide solution (1.8 mL), and water (5.4 mL) were sequentially added to the reaction mixture, and the mixture was stirred at room temperature. The extract was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound (5.539 g) as a yellow oil.

(Step 3) Production of 5-chloromethyl-2,4-dimethyl-oxazole hydrochloride ;

To a solution of 2,4-dimethyl-5-hydroxymethyl-oxazole (5.539 g) in chloroform (50 mL) was added dropwise thionyl chloride (4.2 mL) under ice cooling. After stirring at room temperature for 3 hours, the reaction mixture was concentrated under reduced pressure to give the title compound (6.626 g) as a brown solid.

(Step 4) Production of 5-azidomethyl-2,4-dimethyl-oxazole ;

To a solution of 5-chloromethyl-2,4-dimethyl-oxazole hydrochloride (6.626 g) in N, N-dimethylformamide (18 mL) was added triethylamine (6 mL) and then 20% aqueous lithium azide (10 mL). Stir at 6 ° C. for 6 hours. To the reaction mixture was added ethyl acetate (100 mL), washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (4.31 g) as a brown oil.

(Step 5) Production of 5-aminomethyl-2,4-dimethyl-oxazole dihydrochloride ;

To a solution of 5-azidomethyl-2,4-dimethyl-oxazole (4.31 g) in tetrahydrofuran (45 mL) at 50 ° C., a solution of triphenylphosphine (8.27 g) in tetrahydrofuran (25 mL), then water (1.2 mL) And stirred overnight. The reaction mixture was concentrated under reduced pressure, diethyl ether (50 mL) was added to the residue, and the precipitated solid was removed by filtration. The filtrate was concentrated under reduced pressure, dissolved in ethyl acetate (20 mL), 4N hydrochloric acid-ethyl acetate (15 mL) was added, and the precipitated solid was collected by filtration to give the title compound (5.30 g) as a yellow solid. .

(Step 6) Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide ;

A solution of 5-aminomethyl-2,4-dimethyl-oxazole dihydrochloride (772 mg) in N, N-dimethylformamide (3 mL) was obtained by triethylamine (1.14 mL) and Step 7 of Reference Example 1 under ice-cooling. 5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid imidazolide (1.37 g) was added, and the mixture was stirred at room temperature overnight. Water (24 mL) was added to the reaction mixture, and the precipitated solid was collected by filtration to give the title compound (1.47 g) as a white solid.

(Step 7) 5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide p-toluenesulfonate Manufacturing of ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide (1.00 g) to 1-propanol (6 mL) was added and heated to reflux. To this solution was added p-toluenesulfonic acid monohydrate (466 mg) in 1-propanol (0.5 mL), and the mixture was stirred for 30 minutes under reflux, then cooled to room temperature and stirred overnight. The precipitated crystals were collected by filtration to give the title compound (1.36 g) as colorless crystals.

[Example 1-3]

Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) -amide ;

(Step 1) Production of 3-hydroxymethyl-2,4-dimethylpyridine ;

To a solution of 2,4-dimethylpyridine-3-carboxylic acid ethyl ester (3.00 g) in tetrahydrofuran (30 mL) was added lithium aluminum hydride (1.21 g) little by little under ice cooling. After stirring for 2 hours, water (1.2 mL), 15% aqueous sodium hydroxide solution (1.2 mL), and water (3.6 mL) were sequentially added to the reaction mixture, and the mixture was stirred at room temperature. The organic layer was separated, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (2.26 g) as white crystals.

(Step 2) Production of 3-chloromethyl-2,4-dimethylpyridine ;

Thionyl chloride (2.8 mL) was added dropwise to a solution of 3-hydroxymethyl-2,4-dimethylpyridine (3.00 g) in chloroform (30 mL) under ice cooling. After stirring at room temperature for 1 hour and 30 minutes, a saturated aqueous sodium hydrogen carbonate solution (60 mL) was added to the reaction mixture under ice cooling. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (3.45 g) as a brown oil.

(Step 3) Production of 3-azidomethyl-2,4-dimethylpyridine ;

To a solution of 3-chloromethyl-2,4-dimethylpyridine (3.45 g) in N, N-dimethylformamide (15 mL) was added 20% aqueous lithium azide solution (5.5 mL), and the mixture was stirred at 60 ° C. overnight. To the reaction mixture was added ethyl acetate (100 mL), washed successively with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (3.18 g) as a brown oil.

(Step 4) Production of 3-aminomethyl-2,4-dimethylpyridine ;

Platinum oxide-carbon (613 mg) was added to a solution of 3-azidomethyl-2,4-dimethylpyridine (3.18 g) in ethanol (45 mL), and the mixture was stirred at room temperature for 30 minutes in a hydrogen atmosphere of 4 atm. After removing the catalyst by filtration, the filtrate was concentrated under reduced pressure to give the title compound (2.53 g) as a brown oil.

(Step 5) Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) -amide ;

5- (2-Chloro-4,5-difluoro) obtained in Step 7 of Reference Example 1 was added to a solution of 3-aminomethyl-2,4-dimethylpyridine (2.53 g) in N, N-dimethylformamide (15 mL). -Benzoylamino) -1H-pyrazole-3-carboxylic acid imidazolide (6.21 g) was added and stirred at room temperature overnight. Water (50 mL) and then 10% aqueous potassium hydroxide solution (15 mL) were added to the reaction mixture, and the precipitated solid was collected by filtration to give the title compound (7.02 g) as a white solid.

[Example 1-3-1]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) -amide (120 mg) obtained in Example 1-3 ) In methanol (1 mL) was added 4N hydrochloric acid-ethyl acetate (0.2 mL). Ethyl acetate was added to the reaction mixture, and the precipitated solid was collected by filtration to give the title compound (135 mg) as a white solid.

In the same manner as in Examples 1-1 to 1-3-1, the compounds of Examples 1-4 to 1-167 were produced. The structural formulas and NMR data of these compounds are shown in Tables 1 to 24 below.

Next, the following compounds were produced according to the production method A-2.

[Example 2-1]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide ;

Of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzotriazol-1-yl) -ester (2.15 g) obtained in Step 6 of Reference Example 1. Commercially available 3-aminomethyl-6-chloro-pyridine (0.77 g) was added to a N, N-dimethylformamide (11 mL) solution, and the mixture was stirred at room temperature for 3 hours. After 10 mL of water was added dropwise to the reaction mixture, the precipitated white solid was collected by filtration to obtain the title compound (2.10 g).

[Example 2-1-1]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide dihydrochloride ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide (1.16 g) obtained in Example 2-1. ) In methanol (10 mL) -tetrahydrofuran (10 mL) was added 4N hydrochloric acid-ethyl acetate solution (1.7 mL) and allowed to stand. The precipitated solid was collected by filtration to give the title compound (1.07 g).

[Example 2-2]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazol-3-ylmethyl) -amide ;

In the same manner as in Example 2-1, 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzotriazol-1-yl) -ester (160 mg), The title compound (50 mg) was obtained from (4H- [1,2,4] triazol-3-ylmethyl) -amine (42 mg) prepared according to the literature (Bioorg. Med. Chem. Lett., 4, 2441, 1994.). It was.

[Example 2-2-1]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazol-3-ylmethyl) -amide dihydrochloride ;

In the same manner as in Example 2-1-1, 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazole-3 The title compound (30 mg) was obtained from -ylmethyl) -amide (37 mg).

[Example 2-3]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -amide ;

In the same manner as in Example 2-1, 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzotriazol-1-yl) -ester (210 mg), The title compound (155 mg) was obtained from 5-fluoro-3,4-dihydro-quinazoline (150 mg) prepared according to the literature (J. Heterocyclic Chem., 12, 883, 1975.).

[Example 2-3-1]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -amide dihydrochloride ;

In the same manner as in Example 2-1-1, 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -The title compound (23 mg) was obtained from the amide (48 mg).

[Example 2-4]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide ;

(Step 1) Production of 3-aminomethyl-4,6-dimethyl-pyridine ;

Production of 3-cyano-4,6-dimethylpyridine (1.23 g) from 2-chloro-3-cyano-4,6-dimethylpyridine (2.00 g) according to the literature (Tetrahedron, 22, 3417, 1966.) did.
In addition, the title compound (436 mg) was produced from 3-cyano-4,6-dimethylpyridine according to the literature (J. Heterocyclic Chem., 30, 473, 1993.).

(Step 2) Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide ;

In the same manner as in Example 2-1, 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzotriazol-1-yl) -ester (140 mg), The title compound (110 mg) was obtained from 3-aminomethyl-4,6-dimethyl-pyridine (70 mg) obtained in Step 1.

[Example 2-4-1]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide (430 mg) in methanol (0.5 mL) -A 4N hydrochloric acid-ethyl acetate solution (0.64 mL) was added to a suspension of tetrahydrofuran (25 mL). The resulting solution was concentrated to about 1/6 under reduced pressure, then allowed to stand and the precipitated solid was collected by filtration to give the title compound (444 mg).

[Example 2-5]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-6-methyl-pyridin-3-ylmethyl) -amide ;

(Step 1) Production of 3-aminomethyl-2-methoxy-6-methyl-pyridine ;

According to the literature (J. Heterocyclic Chem., 36, 653, 1999.), 2-chloro-3-cyano-6-methylpyridine (3.00 g) to 3-cyano-2-methoxy-6-methylpyridine (2. 74 g) was produced. Further, the title compound (608 mg) was produced from 3-cyano-2-methoxy-6-methylpyridine (739 mg) according to the literature (J. Heterocyclic Chem., 30, 473, 1993.).

(Step 2) Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-6-methyl-pyridin-3-ylmethyl) -amide ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzotriazol-1-yl) -ester (1.66 g) in the same manner as in Example 2-1. The title compound (501 mg) was obtained from 3-aminomethyl-2-methoxy-6-methyl-pyridine (603 mg) obtained in Step 1.

[Example 2-6]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide ;

(Step 1) Production of 4-methoxy-6-methylnicotinic acid ethyl ester ;

According to the literature (Synthesis, 6, 479, 1988.), 2,4-dichloro-6-methylnicotinic acid ethyl ester (1.00 g) to 2-chloro-4-methoxy-6-methylnicotinic acid ethyl ester) (387 mg And the title compound (217 mg) was produced according to the same literature.

(Step 2); Preparation of 3-hydroxymethyl-4-methoxy-6-methylpyridine ;

The title compound (61 mg) was prepared from 4-methoxy-6-methylnicotinic acid ethyl ester (212 mg) according to the literature (Synthesis, 26, 2257, 1996.).

(Step 3) Production of 3-aminomethyl-4-methoxy-6-methyl-pyridine ;

Preparation of 3-chloromethyl-4-methoxy-6-methylpyridine from 3-hydroxymethyl-4-methoxy-6-methylpyridine (553 mg) according to the literature (J. Med. Chem., 46, 453, 2003.) did. This was reacted with sodium azide without purification to give 3-azidomethyl-4-methoxy-6-methylpyridine (403 mg), and then the title compound (331 mg) was produced according to the same document.

(Step 4) Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide ;

In the same manner as in Example 2-1, 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzotriazol-1-yl) -ester (413 mg); The title compound (368 mg) was produced from 3-aminomethyl-4-methoxy-6-methyl-pyridine (150 mg) obtained in Step 3.

[Example 2-6-1]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide dihydrochloride ;

In the same manner as in Example 2-4-1, 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridine-3- The title compound (124 mg) was prepared from (ylmethyl) -amide (363 mg).

[Example 2-7]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide ;
(Step 1) Production of 3-aminomethyl-2-methoxy-4,6-dimethyl-pyridine ;

According to the literature (J. Heterocyclic Chem., 36, 653, 1999.) 3-cyano-2-chloro-4,6-dimethylpyridine (1.50 g) to 3-cyano-2-methoxy-4,6- Dimethylpyridine) (1.31 g) was prepared. Further, the title compound (826 mg) was produced from 3-cyano-2-methoxy-4,6-dimethylpyridine (809 mg) according to the literature (J. Heterocyclic Chem., 30, 473, 1993.).

(Step 2) Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzotriazol-1-yl) -ester (1.26 g) as in Example 2-1. The title compound (1.23 g) was prepared from 3-aminomethyl-2-methoxy-4,6-dimethyl-pyridine (500 mg) obtained in Step 1.

[Example 2-7-1]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride ;

In the same manner as in Example 2-1-1, 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridine- The title compound (288 mg) was prepared from 3-ylmethyl) -amide (261 mg).

In the same manner as in Example 2-1 to Example 2-7-1, compounds of Example 2-8 to Example 2-33 shown in the table below were produced.

The following compounds were produced according to the production method A-3.

[Example 3-1]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-methyl-amide ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (70 mg), N-methylbenzylamine (0.033 mL) and 1 prepared according to Step 5 of Reference Example 1 To a solution of -hydroxybenzotriazole monohydrate (43 mg) in N, N-dimethylformamide (1 mL) was added EDC hydrochloride (50 mg), and the mixture was stirred at room temperature overnight. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution (2 mL), then water (5 mL), and the precipitated solid was collected by filtration to give the title compound (76 mg) as a white solid.

[Example 3-2]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (70 mg), benzylamine (0.028 mL) and 1-hydroxybenzo produced according to step 5 of Reference Example 1 To a solution of triazole monohydrate (45 mg) in N, N-dimethylformamide (1 mL), EDC hydrochloride (50 mg) was added and stirred at room temperature overnight. 0.1N aqueous sodium hydroxide solution (1 mL) and then water (3 mL) were added to the reaction mixture, and the precipitated solid was collected by filtration to give the title compound (66 mg) as a white solid.

In the same manner as in Example 3-1 to Example 3-2 above, the compounds of Example 3-3 to Example 3-53 were produced.

According to the production method B, the following compounds were produced.

[Example 4-1]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl) -methyl-amide ;

(Step 1) Preparation of 4- [methyl- (5-nitro-1H-pyrazole-3-carbonyl) -amino] -benzoic acid methyl ester ;

Oxalyl chloride (0.27 mL) and N, N-dimethylformamide (1 drop) were added to a solution of 5-nitro-3-pyrazolecarboxylic acid (400 mg) in chloroform (10 mL) under ice cooling. After stirring overnight at room temperature, the reaction solution was concentrated under reduced pressure to obtain 5-nitro-3-pyrazolecarbonyl chloride.
Subsequently, triethylamine (1.2 mL) was added to a suspension of 5-nitro-3-pyrazolecarbonyl chloride and methyl 4-methylaminobenzoate (410 mg) in chloroform (25 mL), and the mixture was stirred overnight at room temperature. The reaction mixture was washed successively with saturated aqueous sodium hydrogen carbonate solution, 1N hydrochloric acid and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform-ethyl acetate, 5: 1 → 3: 1 → 2: 1) to give the title compound (394 mg) as white crystals.

(Step 2) Preparation of 4-[(5-amino-1H-pyrazole-3-carbonyl) -methyl-amino] -benzoic acid methyl ester ;

4- [Methyl- (5-nitro-1H-pyrazole-3-carbonyl) -amino] -benzoic acid methyl ester (394 mg) in tetrahydrofuran (10 mL) -ethyl acetate (10 mL) was added to 7.5% palladium-carbon. (60 mg) was added, and the mixture was stirred overnight at room temperature under a hydrogen atmosphere. After removing the catalyst from the reaction mixture by filtration, the filtrate was concentrated under reduced pressure to obtain the title compound (244 mg) as a white solid.

(Step 3) Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl) -methyl-amide ;

4-[(5-Amino-1H-pyrazole-3-carbonyl) -methyl-amino] -benzoic acid methyl ester (244 mg) in tetrahydrofuran (5 mL) was added with pyridine (0.1 mL), and the mixture was cooled under ice cooling. 2-Chloro-4,5-difluorobenzoyl chloride (0.135 mL) obtained in Step 1 of Example 1 was added dropwise. After stirring at room temperature overnight, the reaction mixture was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (chloroform-ethyl acetate, 5: 1 → 1: 1) to give the title compound (228 mg) as white crystals. Got as.

[Example 4-2]
Preparation of 5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxyphenyl) -methyl-amide ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl) -methyl-amide (100 mg) of methanol prepared according to Example 4-1. (2 mL) To the solution was added 1N aqueous sodium hydroxide solution (0.7 mL), and the mixture was stirred at room temperature overnight. 1N Hydrochloric acid (1.5 mL) was added to the reaction mixture, and the precipitated solid was collected by filtration to give the title compound (78 mg) as a white solid.

[Example 4-2-1]
Preparation of 4-{[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -methyl-amino} -benzoic acid sodium salt ;

5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxyphenyl) -methyl-amide (49.4 mg) of ethanol prepared according to Example 4-2 To the (0.81 mL) suspension was added 4N aqueous sodium hydroxide (0.025 mL). The resulting solution was allowed to stand at room temperature, and the precipitated solid was collected by filtration to give the title compound (36 mg).

The compounds of Examples 4-3 to 4-48 shown in the following table were produced in the same manner as in Examples 4-1 to 4-2-1.

The compounds of Examples 5-1 to 5-44 shown in the following table were produced in the same manner as in the above production methods A, B, C, and the respective examples.

Similarly, the compounds of Examples 6-1 to 6-50 and the compounds of Examples 7-1 to 7-17 shown in the following table were produced.

[Pharmacological test]
1. Test Example (1) Method for measuring liver glycogen phosphorylase activity Glycogen phosphorylase activity was measured by a method using a forward reaction system.
The measurement of glycogen phosphorylase activity using a forward reaction system was performed by the following method. Glucose-1-phosphate produced from glycogen by glycogen phosphorylase is converted to phosphoglucomutase and glucose-6-phosphate dehydrogenase (glucose-6-phosphate dehydrogenase (G6PDH)). Phosphoryl transfer reaction and dehydrogenation reaction were carried out to convert to glucono-δ-lactone 6-phosphate (glucono-δ-lactone 6-phosphate). At this time, NADPH produced from NADP was detected during the dehydrogenation reaction of G6PDH.
As an enzyme solution for human liver glycogen phosphorylase, a cell disruption solution of Sf9 cells in which recombinant human liver glycogen phosphorylase was forcibly expressed was added at 100 mmol / L.
Diluted with BES buffer (pH 6.8, containing 2 mmol / L EDTA) was used. As a substrate solution, phosphate buffer (16 mmol / L KH ₂ PO ₄ , 24 mmol / L
Na ₂ HPO ₄ containing) was used. 8 U / mL phosphoglucomutase, 60 U / mL
G6PDH mixture was prepared in BES buffer. Reaction buffer (1.4 mmol / L NADP, 30 mmol / L MgCl ₂ , 8 μmol / L glucose-1,6-diphosphate), 8 mg / mL
Glycogen, 40 mmol / L BES, 0.8 mmol / L EDTA) and glucose solution (75 mmol / L glucose, 100 mmol / L BES, 2 mmol / L)
Each containing EDTA). The test substance was dissolved in 1% DMSO aqueous solution.
Enzyme reaction is started by adding 20 μL of recombinant human liver glycogen phosphorylase solution, 20 μL of phosphoglucomutase and 20 μL of G6PDH to a mixture of 20 μL glucose solution, 20 μL substrate solution, 100 μL reaction buffer, and 20 μL test substance. It was. 1% instead of test substance as a control
DMSO aqueous solution was added. A blank to which no substrate was added was used as a blank. Immediately after the start of the reaction, the absorbance at 340 nm was measured. After reacting at room temperature for 75 minutes, the absorbance at 340 nm was measured again. The enzyme activity was a value obtained by subtracting the amount of change in absorbance for 75 minutes from the amount of change in absorbance for 75 minutes.

2. Test Example (2) Method for measuring plasma glucose concentration Using db / db mice, an obese diabetes model, the effect of the compound (1) of the present invention on plasma glucose concentration was examined. The plasma glucose concentrations of db / db mice (9-18 weeks of age) were measured and divided into groups of 5 or 8 mice so that there was no difference in the average value of plasma glucose concentrations in each group. After fasting for 4 hours, the Example compound or solvent (0.5% methylcellulose) was orally administered to db / db mice, and plasma glucose concentrations were measured 1 and 3 hours after administration. Evaluation of the hypoglycemic effect of the Example compound was performed by performing a significant difference test between the solvent administration group and the Example compound administration group every time (Dunnett test).

The biological activity data of the example compounds are shown in Tables 65 to 79 below.

The inhibition rate (%) of the test substance was calculated by “(1− (enzyme activity of test substance) / (enzyme activity of control)) × 100”.
The IC ₅₀ value was calculated from the concentration obtained from the intersection with the inhibition rate of 50% by calculating a linear formula from the concentration points before and after the inhibition rate of 50%.
“IC ₅₀ ” represents the enzyme inhibitory activity against liver glycogen phosphorylase, and IC ₅₀ of less than 100 nmol / L is indicated by ++, and that of 100 nmol / L or more and less than 300 nmol / L is indicated by +. When the IC ₅₀ is 300 nmol / L or more, the inhibition rate (%) at a constant concentration (nmol) of the inventive compound is shown in the table. For example, if the inhibition rate is 20% at 300 nmol, it is expressed as 20% (300).
“Vivo” represents a hypoglycemic effect on db / db mice, and a compound that showed a statistically significant hypoglycemic effect at a dose of 10 mg / kg or less is indicated by ++ and is not significant. Shows a positive sign for compounds that showed a clear hypoglycemic effect at a dose of 10 mg / kg.

As is clear from the above test results, the compound of the present invention and its pharmacologically acceptable salt strongly suppressed human liver glycogen phosphorylase. Therefore, the compound of the present invention is useful as a novel therapeutic agent for diabetes based on a new action mechanism called GP inhibitory action. In addition, the compound of the present invention is not only expected to be effective in combination with other antidiabetics or antihyperlipidemic agents, but also includes insulin resistance disease, diabetic neuropathy, diabetic nephropathy, diabetic retina. Treatment for cataract, cataract, hypercholesterolemia, hypertension, hyperinsulinemia, hyperlipidemia, atherosclerosis, tissue ischemia, myocardial ischemia; appetite regulating therapeutic agent and therapeutic agent for obesity; The usefulness as a therapeutic agent for infectious diseases such as bacterial, fungal, parasitic or viral infections is also greatly expected.

Claims (57)

A pharmaceutical composition for treating or preventing diabetes comprising a pyrazole compound represented by the following general formula (I) or a pharmacologically acceptable salt thereof and a pharmaceutically acceptable carrier.
[here,
Ring Q means an aryl group or an aromatic heterocyclic group:
R ¹ represents a hydrogen atom, a halogen atom, a C _1-6 alkyl group or a C _1-6 alkoxy group:
R ² represents a halogen atom, a C _1-6 alkyl group, a C _1-6 alkoxy group or an azide group:
R ³ represents a halogen atom, a hydroxyl group, a C _1-6 alkyl group, a halo C _1-6 alkyl group, a C _1-6 alkoxy group, an azide group, an amino group, an acylamino group, or a C _1-6 alkylsulfonylamino group. And:
R ⁴ and R ⁵ are the same or different,
(1) a hydrogen atom;
(2) a C _1-6 alkyl group which may be substituted with one or more substituents selected from Group A below;
[Group A]
A1. Hydroxyl group,
A2. A C _1-6 alkoxy group,
A3. -N ( ^R41 ) ( ^{R41 '} ),
(Wherein R ⁴¹ and R ^{41 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹ and R ^{41 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered) A monocyclic saturated heterocyclic ring may be formed.)
A4. An aryl group,
A5. An aromatic heterocyclic group,
A6. -CO-N ( ^R411 ) ( ^{R411 '} ),
(Here, R ⁴¹¹ and R ^{411 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹¹ and R ^{411 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A7. A carboxy group,
as well as,
A8. C _1-6 alkoxycarbonyl group.
(3) a C _2-6 alkenyl group;
(4) a C _2-6 alkynyl group;
(5) a C _3-8 cycloalkyl group;
(The cycloalkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(6) a C _3-8 cycloalkyl C _1-6 alkyl group;
(The cycloalkyl group of the C _3-8 cycloalkyl C _1-6 alkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(7) a 5- or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the following group C;
[Group C]
C1. A C _1-6 alkyl group,
C2. An acyl group,
C3. A C _1-6 alkylsulfonyl group,
C4. A carboxy group,
C5. A C _1-6 alkoxycarbonyl group,
as well as,
C6. -CO- _(Alk) n -COOR ^52.
(Here, R ⁵² is a hydrogen atom or a C _1-6 alkyl group, Alk is a C _1-4 alkylene group, and n is 0 or an integer of 1 to 3.)
(8) an aryl group which may be substituted with one or more substituents selected from group D below;
[Group D]
D1. Hydroxyl group,
D2. A C _1-6 alkoxy group,
D3. A cyano group,
D4. A C _1-6 alkyl group,
(The C _1-6 alkyl group may be substituted with one or more substituents selected from the group consisting of a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group.)
D5. -N (R ⁵³ ) (R ^{53 '} ),
(Here, R ⁵³ and R ^{53 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D6. -CO-N (R ⁵³¹ ) (R ^{531 '} ),
(Here, R ⁵³¹ and R ^{531 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D7. -COOR ⁵⁴ ,
(Here, R ⁵⁴ is a hydrogen atom, a C _1-6 alkyl group, a C _1-6 alkylcarbonyloxy C _1-6 alkyl group or a C _3-8 cycloalkyloxycarbonyloxy C _1-6 alkyl group. )
D8. -C (NH (OH)) = N- ^R55 ,
(Here, R ⁵⁵ is a hydrogen atom or a C _1-6 alkylsulfonyl group.)
D9.5-membered or 6-membered monocyclic saturated heterocyclic group,
as well as,
D10. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
(9) an aromatic heterocyclic group which is a 5-membered or 6-membered monocyclic ring or an aromatic heterocyclic group obtained by condensing the aromatic heterocyclic group with a benzene ring;
(Here, the aromatic heterocyclic group may be substituted with one or more substituents selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group)
(10) C _7-14 aralkyl group;
(The alkyl group part of the C _7-14 aralkyl group may be substituted with one or two substituents selected from the following group E, and the aryl group part is one or more substituents selected from the following group F: May be substituted.)
[Group E]
E1. A C _1-6 alkyl group which may be substituted with a hydroxyl group,
E2. A cyano group,
E3. A carboxy group,
E4. A C _1-6 alkoxycarbonyl group,
as well as,
E5. Phenyl group.
[Group F]
F1. A C _1-6 alkyl group,
F2. A halogen atom,
F3. A cyano group,
F4. Hydroxyl group,
F5. One or more may be substituted with a substituent C _1-6 alkoxy group selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group,
F6. A halo C _1-6 alkyl group,
F7. A carboxy group,
F8. A C _1-6 alkoxycarbonyl group,
F9. -CO-N ( ^R56a ) ( ^{R56a '} ),
Wherein R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or one selected from the following group f (It means a C _1-6 alkyl group which may be substituted with the above substituents.)
[Group f]
f1. An amino group,
f2. A mono C _1-6 alkylamino group,
f3. Di-C _1-6 alkylamino group,
f4. A carboxy group,
f5. A C _1-6 alkoxycarbonyl group,
f6. Hydroxyl group,
as well as,
f7. 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F10. -N (R ^56b ) (R ^{56b '} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F11. ^{-N = CR 57 (-N (R} 58) (R 58 ')),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-6 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-6 alkyl group.)
F12.5 or 6 membered monocyclic aromatic heterocyclic group,
as well as,
F13. Methylenedioxy group or ethylenedioxy group.
Or
(11) one or more same or different selected from the group consisting of an aromatic heterocyclic group which is a 5-membered or 6-membered monocyclic ring and an aromatic heterocyclic group in which the aromatic heterocyclic group is condensed with a benzene ring A C _1-6 alkyl group substituted with a substituent;
(Here, the aromatic heterocyclic group may be substituted with one or more substituents selected from the following group G).
[Group G]
G1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g;
[Group g]
g1. A halogen atom,
g2. An amino group,
g3. A mono C _1-6 alkylamino group,
g4. Di-C _1-6 alkylamino group,
g5. A C _1-6 alkoxycarbonylamino group,
as well as,
g6. Hydroxyimino group.
G2. A halogen atom,
G3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G4. An aryloxy group,
G5. A cyano group,
G6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G8. An aryl group,
as well as,
G9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
Means.
R ⁴ and R ⁵ together with the adjacent nitrogen atom may form a 5-membered or 6-membered monocyclic saturated heterocyclic ring (wherein the saturated heterocyclic ring is partially It may have a double bond, may be condensed with a benzene ring to form a condensed ring, or may be condensed with a benzene ring to form a condensed ring, It may be substituted with one or more substituents selected from the group consisting of an atom, a C _1-6 alkyl group, a C _1-6 alkoxy group, a carboxy group, and a C _1-6 alkoxycarbonyl group. ] The pharmaceutical composition for the treatment or prevention of diabetes according to claim 1, comprising a pyrazole compound represented by the following general formula (I) or a pharmacologically acceptable salt thereof and a pharmaceutically acceptable carrier. .
[here,
Ring Q means an aryl group or an aromatic heterocyclic group:
R ¹ represents a hydrogen atom, a halogen atom, a C _1-6 alkyl group or a C _1-6 alkoxy group:
R ² represents a halogen atom, a C _1-6 alkyl group, a C _1-6 alkoxy group or an azide group:
R ³ represents a halogen atom, a hydroxyl group, a C _1-4 alkyl group, a halo C _1-6 alkyl group, a C _1-6 alkoxy group, an azide group, an amino group, an acylamino group, or a C _1-6 alkylsulfonylamino group. And:
R ⁴ is
(1) a hydrogen atom;
(2) a C _1-6 alkyl group which may be substituted with one or more substituents selected from Group A below;
[Group A]
A1. Hydroxyl group,
A2. A C _1-6 alkoxy group,
A3. -N ( ^R41 ) ( ^{R41 '} ),
(Wherein R ⁴¹ and R ^{41 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹ and R ^{41 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered) A monocyclic saturated heterocyclic ring may be formed.)
A4. An aryl group,
A5. An aromatic heterocyclic group,
A6. -CO-N ( ^R411 ) ( ^{R411 '} ),
(Here, R ⁴¹¹ and R ^{411 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹¹ and R ^{411 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A7. A carboxy group,
as well as,
A8. C _1-6 alkoxycarbonyl group.
(3) a C _2-6 alkenyl group;
(4) a C _2-6 alkynyl group;
(5) a C _3-8 cycloalkyl group;
(6) a C _3-8 cycloalkyl C _1-6 alkyl group; or
(7) aryl group;
Means:
R ⁵ is
(1) a C _1-6 alkyl group which may be substituted with one or more substituents selected from Group B below;
[Group B]
B1. Hydroxyl group,
B2. A C _1-6 alkoxy group,
B3. -N (R ⁵¹ ) (R ^{51 '} ),
(Here, R ⁵¹ and R ^{51 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁵¹ and R ^{51 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
as well as,
B4. -CO-N ( ^R511 ) ( ^{R511 '} ).
(Here, R ⁵¹¹ and R ^{511 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁵¹¹ and R ^{511 ′} together with an adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
(2) a C _3-8 cycloalkyl group;
(The cycloalkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(3) a C _3-8 cycloalkyl C _1-6 alkyl group;
(The cycloalkyl group of the C _3-8 cycloalkyl C _1-6 alkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(4) a 5- or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the following group C;
[Group C]
C1. A C _1-6 alkyl group,
C2. An acyl group,
C3. A C _1-6 alkylsulfonyl group,
C4. A carboxy group,
C5. A C _1-6 alkoxycarbonyl group,
as well as,
C6. -CO- _(Alk) n -COOR ^52.
(Here, R ⁵² is a hydrogen atom or a C _1-6 alkyl group, Alk is a C _1-4 alkylene group, and n is 0 or an integer of 1 to 3.)
(5) an aryl group which may be substituted with one or more substituents selected from group D below;
[Group D]
D1. Hydroxyl group,
D2. A C _1-6 alkoxy group,
D3. A cyano group,
D4. A C _1-6 alkyl group,
(The C _1-6 alkyl group may be substituted with one or more substituents selected from the group consisting of a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group.)
D5. -N (R ⁵³ ) (R ^{53 '} ),
(Here, R ⁵³ and R ^{53 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D6. -CO-N (R ⁵³¹ ) (R ^{531 '} ),
(Here, R ⁵³¹ and R ^{531 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D7. -COOR ⁵⁴ ,
(Here, R ⁵⁴ is a hydrogen atom, a C _1-6 alkyl group, a C _1-6 alkylcarbonyloxy C _1-6 alkyl group or a C _3-8 cycloalkyloxycarbonyloxy C _1-6 alkyl group. )
D8. -C (NH (OH)) = N- ^R55 ,
(Here, R ⁵⁵ is a hydrogen atom or a C _1-6 alkylsulfonyl group.)
D9.5-membered or 6-membered monocyclic saturated heterocyclic group, and
D10. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
(6) A 5-membered or 6-membered monocyclic aromatic heterocyclic group or an aromatic heterocyclic group obtained by condensing the aromatic heterocyclic group with a benzene ring;
(Here, the aromatic heterocyclic group may be substituted with one or more substituents selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group.)
(7) C _7-14 aralkyl group;
(The alkyl group part of the C _7-14 aralkyl group may be substituted with one or two substituents selected from the following group E, and the aryl group part is one or more substituents selected from the following group F: May be substituted.)
[Group E]
E1. A C _1-6 alkyl group which may be substituted with a hydroxyl group,
E2. A cyano group,
E3. A carboxy group,
E4. A C _1-6 alkoxycarbonyl group,
as well as,
E5. Phenyl group.
[Group F]
F1. A C _1-6 alkyl group,
F2. A halogen atom,
F3. A cyano group,
F4. Hydroxyl group,
F5. One or more may be substituted with a substituent C _1-6 alkoxy group selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group,
F6. A halo C _1-6 alkyl group,
F7. A carboxy group,
F8. A C _1-6 alkoxycarbonyl group,
F9. -CO-N ( ^R56a ) ( ^{R56a '} ),
Wherein R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or one selected from the following group f (It means a C _1-6 alkyl group which may be substituted with the above substituents.)
[Group f]
f1. An amino group,
f2. A mono C _1-6 alkylamino group,
f3. Di-C _1-6 alkylamino group,
f4. A carboxy group,
f5. A C _1-6 alkoxycarbonyl group,
f6. Hydroxyl group,
as well as,
f7. 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F10. -N (R ^56b ) (R ^{56b '} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F11. ^{-N = CR 57 (-N (R} 58) (R 58 ')),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-6 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-6 alkyl group.)
F12.5 or 6 membered monocyclic aromatic heterocyclic group,
as well as,
F13. Methylenedioxy group or ethylenedioxy group.
Or
(8) C _1-6 alkyl group substituted with a 5-membered or 6-membered monocyclic aromatic heterocyclic group or C substituted with an aromatic heterocyclic group condensed with the aromatic heterocyclic group and a benzene ring _{A 1-6} alkyl group;
(Here, the aromatic heterocyclic group may be substituted with one or more substituents selected from the following group G).
[Group G]
G1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g;
[Group g]
g1. A halogen atom,
g2. An amino group,
g3. A mono C _1-6 alkylamino group,
g4. Di-C _1-6 alkylamino group,
g5. A C _1-6 alkoxycarbonylamino group,
as well as,
g6. Hydroxyimino group.
G2. A halogen atom,
G3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G4. An aryloxy group,
G5. A cyano group,
G6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G8. An aryl group,
as well as,
G9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
Means.
R ⁴ and R ⁵ together with the adjacent nitrogen atom may form a 5-membered or 6-membered monocyclic saturated heterocyclic ring (wherein the saturated heterocyclic ring is partially It may have a double bond, may be condensed with a benzene ring to form a condensed ring, or may be condensed with a benzene ring to form a condensed ring, It may be substituted with one or more substituents selected from the group consisting of an atom, a C _1-6 alkyl group, a C _1-6 alkoxy group, a carboxy group, and a C _1-6 alkoxycarbonyl group. ] The pharmaceutical composition for treating or preventing diabetes according to claim 1, wherein the pyrazole compound is a pyrazole compound represented by the following general formula (II ').
(Where R ¹ , R ² , R ³ , R ⁴ and R ⁵ are the same as in claim 1). The pharmaceutical composition for treatment or prevention of diabetes according to claim 1, wherein the pyrazole compound is a pyrazole compound represented by the following general formula (II).
(Wherein R ⁴ and R ⁵ are the same as in claim 1, R ^1a represents a halogen atom or a hydrogen atom, R ^2a represents a halogen atom, and R ^3a represents a halogen atom or C Means a _1-6 alkyl group.) The treatment or prevention of diabetes according to claim 4, wherein R ^1a is a hydrogen atom or a fluorine atom, R ^2a is a fluorine atom or a chlorine atom, and R ^3a is a chlorine atom or a C _1-6 alkyl group. Pharmaceutical composition. The pharmaceutical composition for treating or preventing diabetes according to claim 5, wherein the pyrazole compound is a pyrazole compound represented by the following general formula (III).
(Here, R ⁴ and R ⁵ are the same as above.) 7. The pharmaceutical composition for treating or preventing diabetes according to claim 2, wherein R ⁴ is a group selected from the following group.
(1) a hydrogen atom;
(2) a C _1-6 alkyl group which may be substituted with one or more substituents selected from the following group A ′;
[Group A ']
A'1. Hydroxyl group,
A'2. A C _1-4 alkoxy group,
A'3. -N ( ^R41 ) ( ^{R41 '} ),
(Here, R ⁴¹ and R ^{41 ′} are the same or different and each represents a hydrogen atom or a C _1-4 alkyl group, and R ⁴¹ and R ^{41 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A'4. Phenyl group,
A ′ 5.5-membered or 6-membered monocyclic aromatic heterocyclic group,
A'6. -CO-N ( ^R411 ) ( ^{R411 '} ),
(Here, R ⁴¹¹ and R ^{411 ′} are the same or different and each represents a hydrogen atom or a C _1-4 alkyl group, and R ⁴¹¹ and R ^{411 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A'7. A carboxy group, and
A'8. C _1-4 alkoxycarbonyl group.
(3) a C _2-6 alkenyl group;
(4) a C _2-6 alkynyl group;
(5) a C _3-8 cycloalkyl group;
as well as,
(6) a C _3-8 cycloalkyl C _1-4 alkyl group; The pharmaceutical composition for treating or preventing diabetes according to claim 2 to 7, wherein R ⁵ is a C _1-6 alkyl group. R ⁵ is a C _3-8 cycloalkyl group (the C _3-8 cycloalkyl group is substituted with one or more substituents selected from the group consisting of a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group. The pharmaceutical composition for treating or preventing diabetes according to claim 2 to 7. The pharmaceutical composition for treating or preventing diabetes according to any one of claims 2 to 7, wherein R ⁵ is a C _3-8 cycloalkyl C _1-6 alkyl group. R ⁵ is an acyl group and —CO— (Alk) _n —COOR ⁵² (wherein R ⁵² is a hydrogen atom or a C _1-6 alkyl group, Alk is a C _1-4 alkylene group, and n is 0 Or an integer of 1 to 3, which is a 5-membered or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the group consisting of: A pharmaceutical composition for treating or preventing diabetes. The pharmaceutical composition for the treatment or prevention of diabetes according to claims 2 to 7, wherein R ⁵ is a phenyl group which may be substituted with one or more substituents selected from the following group D '.
[Group D ']
D'1. A C _1-4 alkyl group which may be substituted with a carboxy group,
D'2. -CO-N (R ⁵³ ) (R ^{53 '} ),
(Here, R ⁵³ and R ^{53 ′} are the same or different and each represents a hydrogen atom, a C _1-4 alkyl group or a C _1-4 alkylsulfonyl group.)
D'3. -COOR ⁵⁴ ,
(Here, R ⁵⁴ is a hydrogen atom, a C _1-4 alkyl group, a C _1-4 alkylcarbonyloxy C _1-4 alkyl group, or a C _3-8 cycloalkyloxycarbonyloxy C _1-4 alkyl group. )
as well as,
D'4. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group. R ⁵ is a C _7-14 aralkyl group (the aryl group part of the C _7-14 aralkyl group may be substituted with one or more substituents selected from the following group F ′). 8. A pharmaceutical composition for treating or preventing diabetes according to 7.
[Group F ']
F'1. A C _1-6 alkyl group,
F'2. A halogen atom,
F'3. A cyano group,
F'4. Hydroxyl group,
F'5. One or more may be substituted with a substituent C _1-6 alkoxy group selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group,
F'6. A halo C _1-6 alkyl group,
F'7. A carboxy group,
F'8. A C _1-6 alkoxycarbonyl group,
F'9. -CO-N ( ^R56a ) ( ^{R56a '} ),
(Here, R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or 1 selected from the following group f ′: Means a C _1-6 alkyl group which may be substituted with one or more substituents.)
[Group f ']
f'1. An amino group,
f'2. A mono C _1-6 alkylamino group,
f'3. Di-C _1-6 alkylamino group,
f'4. A carboxy group,
f'5. A C _1-6 alkoxycarbonyl group,
f'6. Hydroxyl group,
as well as,
f'7. 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F'10. -N (R ^56b ) (R ^{56b '} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F'11. ^{-N = CR 57 (-N (R} 58) (R 58 ')),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-4 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-4 alkyl group.)
F ′ 12.5-membered or 6-membered monocyclic aromatic heterocyclic group,
as well as,
F'13. Methylenedioxy group or ethylenedioxy group. R ⁵ is a C _1-6 alkyl group substituted with a 5-membered or 6-membered monocyclic aromatic heterocyclic group (the aromatic heterocyclic group is one or more substituents selected from the following group G ′) The pharmaceutical composition for treating or preventing diabetes according to any one of claims 2 to 7, which may be substituted.
[Group G ']
G'1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g ′:
[Group g ']
g'1. A halogen atom,
g'2. An amino group,
g'3. A mono C _1-6 alkylamino group,
g'4. Di-C _1-6 alkylamino group,
g'5. A C _1-6 alkoxycarbonylamino group,
as well as,
g'6. Hydroxyimino group.
G'2. A halogen atom,
G'3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G'4. An aryloxy group,
G'5. A cyano group,
G'6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G'7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G'8. An aryl group,
as well as,
G'9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group. R ⁵ and R ⁴ together with the adjacent nitrogen atom are a 5-membered or 6-membered monocyclic saturated heterocyclic group (the saturated heterocyclic group may partially have a double bond, The saturated heterocyclic group which may be condensed with a benzene ring to form a condensed ring and may be condensed with a benzene ring is a halogen atom, a C _1-6 alkyl group, 7. It may be substituted with one or more substituents selected from the group consisting of a C _1-6 alkoxy group, a carboxy group, and a C _1-6 alkoxycarbonyl group. A pharmaceutical composition for treatment or prevention. The pharmaceutical composition for treating or preventing diabetes according to claim 2, wherein the pyrazole compound is a pyrazole compound represented by the following general formula (IV).
(Wherein R ⁴ is the same as in claim 2, R ^X1 , R ^X2 and R ^X3 are the same or different and each represents a hydrogen atom or a substituent selected from the following group F ″; Or an integer of 1 to 2.)
[Group F ”]
F ″ 1.C _1-6 alkyl group,
F ″ 2. A halogen atom,
F ″ 3. A cyano group,
F "4. Hydroxyl group,
F "5. Carboxy group and C _1-4 alkoxy one or more may be substituted with a substituent C _1-4 alkoxy group selected from the group consisting of a carbonyl group,
F ″ 6. A haloC _1-6 alkyl group,
F ″ 7. Carboxy group,
F ″ 8. C _1-6 alkoxycarbonyl group,
F ″ 9.-CO—N (R ^56a ) (R ^{56a ′} ),
(Wherein R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or 1 selected from the following group f ″) Means a C _1-6 alkyl group which may be substituted with one or more substituents.)
[Group f ”]
f ″ 1. amino group,
f ″ 2.mono C _1-6 alkylamino group,
f ″ 3. di-C _1-6 alkylamino group,
f ″ 4. a carboxy group,
f ″ 5. C _1-6 alkoxycarbonyl group,
f "6. hydroxyl group,
as well as,
f ″ 7. A 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F ″ 10.-N (R ^56b ) (R ^{56b ′} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F ″ 11. −N = CR ⁵⁷ (−N (R ⁵⁸ ) (R ^{58 ′} )),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-6 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-6 alkyl group.)
F ″ 12.5-membered or 6-membered monocyclic aromatic heterocyclic group,
as well as,
F ″ 13. A methylenedioxy group or an ethylenedioxy group. The pharmaceutical composition for treating or preventing diabetes according to claim 2, wherein the pyrazole compound is a pyrazole compound represented by the following general formula (V).
(Wherein R ⁴ is the same as in claim 2, ring Het means a 5-membered or 6-membered monocyclic aromatic heterocyclic group, and R ^Y1 , R ^Y2 , R ^Y3 are the same or different, respectively. A hydrogen atom or a substituent selected from the following group G ′, and m ′ represents 0 or an integer of 1 to 2.)
[Group G ']
G'1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g ′:
[Group g ']
g'1. A halogen atom,
g'2. An amino group,
g'3. A mono C _1-6 alkylamino group,
g'4. Di-C _1-6 alkylamino group,
g'5. A C _1-6 alkoxycarbonylamino group,
as well as,
g'6. Hydroxyimino group.
G'2. A halogen atom,
G'3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G'4. An aryloxy group,
G'5. A cyano group,
G'6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G'7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G'8. An aryl group,
as well as,
G'9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group. The pharmaceutical composition for treating or preventing diabetes according to claim 17, wherein the ring Het is a pyridine ring, a triazole ring or an oxazole ring. The pharmaceutical composition for treating or preventing diabetes according to claim 18, wherein the pyrazole compound is a pyrazole compound represented by the following general formula (VI).
(Here, R ⁴ , R ^Y1 , R ^Y2 , R ^Y3 , m ′ are the same as above.) The pharmaceutical composition for treating or preventing diabetes according to claim 2, wherein the pyrazole compound or a pharmacologically acceptable salt thereof is selected from the following group.
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide 3/2 hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) amide p-toluenesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) amide L-(+)-tartrate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide p-toluenesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid diethylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (pyridin-4-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (2-methoxy-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethoxycarbonyl-cyclohexyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,3-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,4-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,5-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,4-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,3-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,4-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,5-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,4-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,5-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-isopropoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-phenoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-difluoro-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-tert-butyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-isopropoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (2,2,2-trifluoro-ethoxy) -pyridin-3-ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (2-dimethylamino-ethylcarbamoyl) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-isopropyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-chloro-6-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-ethoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-4-ylmethyl) -amide;
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (2,2,2-trifluoro-ethoxy) -pyridin-3-ylmethyl] -amide 2 Hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dimethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (pyridin-3-yl) -thiazol-4-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1H-benzoimidazol-2-ylmethyl) -amide dihydrochloride,
[4-({[5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -acetic acid methyl ester,
3- [4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -propionic acid methyl ester,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [2-bis- (2-acetoxyethyl) -amino-ethylcarbamoyl] -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (2-hydroxy-ethylcarbamoyl) -benzylamide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- {2-[(2-acetoxyethyl)-(2-hydroxyethyl) -amino] -ethylcarbamoyl } -Benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1H-benzimidazol-2-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzothiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,5-dimethyl-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-yl) -thiazol-4-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,3,5-trimethyl-1H-pyrazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-chloro-6-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-dimethylamino-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1H-pyrrol-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,4-dimethoxy-pyridin-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-tert-butyl-thiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-2-phenyl-2H- [1,2,3] triazol-4-ylmethyl)- Amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4- (tert-butoxycarbonyl-amino) -methyl-pyridin-2-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4-Methyl-2- (morpholin-4-yl) -thiazole-5
-Ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide 3/2 hydrochloride 1/2 hydrate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethoxycarbonyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-carboxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid dibenzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (cyano-phenyl-methyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexylmethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-hydroxy-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid allyl-cyclohexyl-amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (pyridin-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- (1-methyl-piperidin-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [(3,4-methylenedioxyphenyl) -methyl] -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-butyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (4-hydroxy-butyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-cyclohexyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid dibutyramide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid bis- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (tetrahydro-pyran-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl)-(tetrahydro-pyran-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopentyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (3-methoxy-propyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-ethoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-isopropoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-propoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-ethyl-propyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-tert-butoxycarbonyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (tetrahydro-thiopyran-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-acetyl-piperidin-4-yl) -butyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-methanesulfonyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-ethoxalyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-oxalo-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1,1-dioxo-hexahydro-1λ ⁶ -thiopyran-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-oxo-hexahydro-1λ ⁴ -thiopyran- ⁴ -yl) -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -propyl-amide 5- (2-chloro-4,5 -Difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid propyl- (pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-diethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-diethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-ethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-carbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-oxalo-piperidin-4-yl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-carboxyacetyl-piperidin-4-yl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [1- (2-carboxypropionyl) -piperidin-4-yl] -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopropyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclobutyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopropylmethyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-carboxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-ethoxycarbonyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dichloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1H-pyrazol-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-hydroxy-piperidin-1-yl) -pyridin-3-ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-2-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-3-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-4-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4- [1,2,3] thiadiazol-4-yl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-pyrazin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid pyrazin-2-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-5-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-8-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isoquinolin-5-ylamide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [3-ethoxy-5- (1-ethoxycarbonyl-1-methyl-ethyl) -pyridin-2-yl ] -Amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [3-ethoxy-5- (1-ethoxycarbonyl-1-hydroxy-ethyl) -pyridin-2-yl ] -Amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [5- (1-carboxy-1-methyl-ethyl) -3-ethoxy-pyridin-2-yl] An amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [5- (1-carboxy-1-hydroxy-ethyl) -3-ethoxy-pyridin-2-yl] An amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyrazin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (thiomorpholin-4-yl) -pyridin-3-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1,1-dioxo-1λ ⁶ -thiomorpholin-4-yl) -pyridine-3- Ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,5-dibromo-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-chloro-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethyl-2-methyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethyl-4-methyl-oxazol-5-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ([2,2 ′] bithiophenyl-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-methoxy-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,5-dichloro-thiophen-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,5-dimethyl-oxazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-hexyl-4-methyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-thiophen-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-2-phenyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-4-phenyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-hexyl-2-methyl-oxazol-5-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazol-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazol-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-6-methyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-methyl-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-pyridin-2-ylmethyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-fluoro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-carboxy-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-phenyl-thiazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-phenoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [1- (pyridin-3-yl) -ethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-fluoro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (biphenyl-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((1R, 2S) -2-hydroxy-indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((1S, 2R) -2-hydroxy-indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-phenyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-2-pyridone-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethoxycarbonyl-piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-piperazin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxy-piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenethylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl-phenethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,2,3,4-tetrahydroisoquinolin-2-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -α-methoxycarbonyl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -α-methoxycarbonyl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,2,3,4-tetrahydroquinolin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenyl-propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid pentyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzhydryl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-2-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -2-hydroxy-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -2-hydroxy-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (furan-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-dimethylamino-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methoxycarbonyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-carboxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-trifluoromethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-dimethylamino-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (2-dimethylamino-ethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-dimethylamino-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,6-dimethoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methoxycarbonylmethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-carboxymethoxy-benzylamide,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethoxy-pyridin-4-ylmethyl) -amide,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxyphenyl) -methyl-amide,
4-{[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -methyl-amino} -benzoic acid sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isopropyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (ethoxycarbonyl-methyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (carboxy-methyl) -phenyl-amide,
5- (2-chloro-4-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2-oxo-2- (piperidin-1-yl) -ethyl] -phenyl-amide,
5- (5-fluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-methoxy-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-chloro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-ethyl) -phenyl-amide,
5- (2-fluoro-5-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (3-chloro-2,6-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-3-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethylcarbamoylmethyl-phenyl-amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isobutyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxycarbonyl-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-ethoxycarbonyl-propyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-carboxy-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-carboxy-propyl) -phenyl-amide,
5- (2-hydroxy-4-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-hydroxy-5-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-hydroxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-fluoro-2-trifluoromethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-trifluoromethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -phenyl-amide,
5- (2,5-dimethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-5-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-chloro-pyridine-2-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2,6-dichloro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-ethoxycarbonyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-carboxy-phenyl) -amide,
5- (2-methyl-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-6-methyl-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (3-chloro-pyridine-4-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-ethoxycarbonylmethyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-carboxymethyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxy-phenyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [2- (morpholin-4-yl) -ethylcarbamoyl] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (morpholin-4-ylcarbamoyl) -benzylamide dihydrochloride,
[4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -acetic acid sodium salt,
3- [4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -propionic acid sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,3,5-trimethyl-1H-pyrazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- [2- (morpholin-4-yl) -ethylcarbamoyl] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (morpholin-4-ylcarbamoyl) -benzylamide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {2- [2- (morpholin-4-yl) -ethylcarbamoyl] -pyridin-4-ylmethyl}- Amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-ylcarbamoyl) -pyridin-4-ylmethyl] -amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide 1 / 2sulfate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethoxy-pyridin-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-aminomethyl-pyridin-2-ylmethyl) -amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide 2 methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -propyl-amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (piperidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (morpholin-4-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -propyl-amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-diethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-2-dimethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4- [1,2,3] thiadiazol-4-yl-benzyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-thiazol-5-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-thiazol-5-ylmethyl) -amide hydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-hydroxy-piperidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 5-methyl-pyrazin-2-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-5-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-8-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isoquinolin-5-ylamide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-methylpiperazin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride ,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-dimethylamino-piperidin-1-yl) -pyridin-3-ylmethyl] -amide 2 Hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (pyrrolidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyrazin-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (thiomorpholin-4-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1,1-dioxo-1λ ⁶ -thiomorpholin-4-yl) -pyridine-3- Ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid carbamoylmethyl-amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carbamoyl-phenyl) -methyl-amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- (4-methylcarbamoyl-phenyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-dimethylcarbamoyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methanesulfonylaminocarbonyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methanesulfonylaminocarbonyl-phenyl) -methyl-amide sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-cyano-phenyl) -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylate methyl- [4- (4H- [1,2,4] triazol-3-yl) -phenyl]- Amide hydrochloride,
5- (4-azido-2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-cyano-phenyl) -methyl-amide,
5- (4-azido-2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (1H-tetrazol-5-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4- (N-hydroxycarbamimidoyl) -phenyl] -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-oxo-2,5-dihydro- [1,2,4] oxadi Azol-3-yl) -phenyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {4-[(2,2-dimethyl-propionyloxy) -methoxycarbonyl] -phenyl} -methyl-amide ,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [N- (methoxy-thiocarbonyloxy) -carbamimidoyl] -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-thioxo-4,5-dihydro- [1,2,4] oxadi Azol-3-yl) -phenyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-oxo-4,5-dihydro- [1,2,4] thiadiazole- 3-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {4- [1- (cyclohexyloxy-carbonyloxy) -ethoxycarbonyl] -phenyl} -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl acid (4-ethoxycarbonyl-thiazol-2-yl) -ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-cyano-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-[(2-fluoro-benzimidoyl) -amino] -benzylamide hydroiodide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-[(2-fluoro-benzimidoyl) -amino] -benzylamide hydroiodide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (3,3-dimethyl-ureido) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (3,3-dimethyl-ureido) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (toluene-4-sulfonylamino) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-6-fluoro-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-4,5-difluoro-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (indan-2-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazol-3-carboxylic acid (4H-quinazolin-3-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazol-3-carboxylic acid (4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (7-fluoro-4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-fluoro-4H-quinazolin-3-yl) -amide hydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-2-methyl-1,4-dihydro-2H-quinazolin-3-yl) -amide ,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-cyano-pyridin-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (N-hydroxycarbamimidoyl) -pyridin-4-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (5-oxo-4,5-dihydro- [1,2,4] oxadiazole- 3-yl) -pyridin-4-ylmethyl] -amide,
4-{[5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carbonyl] -methyl-amino} -benzoic acid sodium salt,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (1H-tetrazol-5-yl) -phenyl] -amide;
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2,6-dichloro-5-fluoro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5-[(3-chloro-benzo [b] thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-[(3-chloro-thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-benzoylamino-1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-phenylacetylamino-1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-amino-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (4,5-difluoro-2-methanesulfonylamino-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2-acetylamino-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5-[(3,4,5-trichloro-thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-cyano-pyridin-4-ylmethyl) -amide;
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (1H-tetrazol-5-yl) -pyridin-4-ylmethyl] -amide, and 1H- Pyrazole-3,5-dicarboxylic acid 3-benzylamide 5-[(2,4-dichloro-phenyl) -amide]. 21. A pharmaceutical comprising a combination of the pharmaceutical composition for treating or preventing diabetes according to claim 1 and another therapeutic or preventive for diabetes. Other therapeutic or preventive agents for diabetes include insulin preparation (injection), low molecular weight oral insulin, sulfonylurea receptor agonist (SU agent), non-sulfonylurea insulin secretagogue, potassium-dependent ATP (KATP) channel opener , Α-glucosidase inhibitor, α-amylase inhibitor, insulin sensitivity enhancer, small molecule tGLP-1 receptor agonist, tGLP-1 peptide analog, dipeptidyl peptidase IV (DPP-IV) inhibitor, glucagon receptor antagonist, glucocorticoid Receptor antagonist, biguanite agent, SGLUT inhibitor, fructose-1,6-bisphosphatase (FBPase) inhibitor, glycogen synthase kinase 3 (GSK-3) inhibitor, phosphoenolpyruvate carboxykinase ( PEPCK) inhibitor, protein tyrosine phosphatase 1B (PTPase 1B) inhibitor, SH2 domain-containing inositol phosphatase (SHIP2) inhibitor, glycogen phosphorylase (GP) inhibitor, glucokinase activator, GPR40 receptor agonist, pyruvate dehydrogenase kinase (PDHK) inhibitor, glutamine: fructose-6-phosphate aminotransferase (GFAT) inhibitor, antioxidant; nitric oxide scavenger, carnitine palmitoyltransferase 1 (CPT-1) inhibitor, growth hormone-releasing factor (GHRF) ), Triacylglycerol lipase (hormone sensitive lipase) inhibitor, PPARγ receptor agonist, PPARγ receptor antagonist, PPARα / γ receptor agonist AMP- activated protein kinase (AMPK) activator, medicament according to claim 21 which is adiponectin receptor agonists or beta ₃ adrenergic receptor agonist. Other diabetes therapeutics or preventives are insulin, tolbutamide, glyclopyramide, acetohexamide, chlorpropamide, glybazole, glibenclamide, gliclazide, glimepiride, mitiglinide, repaglinide, nateglinide, voglibose, acarbose, miglitol, rosiglitazone maleate The medicament according to claim 21 or 22, which is metformin hydrochloride, pioglitazone hydrochloride, or buformin hydrochloride. 21. A pharmaceutical comprising a combination of the pharmaceutical composition for treating or preventing diabetes according to claim 1 and another therapeutic or prophylactic agent for diabetic complications. Other diabetic complication treatment or prevention drugs include protein kinase β (PKCβ) inhibitor, angiotensin II receptor antagonist, aldose reductase inhibitor, angiotensin converting enzyme (ACE) inhibitor, glycation end product (AGE) production The medicament according to claim 24, which is an inhibitor, a therapeutic agent for neuropathy, or a therapeutic agent for diabetic nephropathy. 26. The medicament according to claim 24 or claim 25, wherein the other therapeutic or preventive agent for diabetic complications is epalrestat, mexiletine hydrochloride or imidapril hydrochloride. 21. A pharmaceutical comprising a combination of the pharmaceutical composition for treating or preventing diabetes according to claim 1 and another therapeutic or prophylactic agent for hyperlipidemia. Other drugs for treating hyperlipidemia include fibrate drugs (PPARα receptor agonists), PPARδ receptor agonists, microsomal triglyceride transfer protein (MTP) inhibitors, cholesteryl ester transfer protein (CETP) inhibitors, statin drugs (HMG-CoA reductase inhibitor), anion exchange resin, probucol, nicotinic acid-based drug, plant sterol, apolipoprotein-A1 (Apo-A1) inducer, lipoprotein lipase (LPL) activator, endothelial lipase 28. The medicament according to claim 27, which is an inhibitor, ezetimibe, IBAT inhibitor, squalene synthase inhibitor, ACAT inhibitor, LXR receptor agonist, FXR receptor agonist, FXR receptor antagonist or adenosine A1 agonist. Other antihyperlipidemic drugs are clofibrate, bezafibrate, fenofibrate, lovastatin, simvastatin, pravastatin, fluvastatin, atorvastatin, pitavastatin, rosuvastatin, cerivastatin, cholestyramine, colestimide, tocopherol nicotinate, nicomol, niceritrol, soy 29. The medicament according to claim 27 or claim 28, which is sterol or gamma oryzanol. 21. A medicament comprising a combination of the pharmaceutical composition for treating or preventing diabetes according to claim 1 and another anti-obesity therapeutic agent or prophylactic agent. Other anti-obesity therapeutic agents or preventive agents include leptin preparations, pancreatic lipase inhibitors, noradrenaline / serotonin reuptake inhibitors, cannabinoid receptor antagonists, monoamine reuptake inhibitors, diacylglycerol acyltransferase (DGAT) inhibitors, glucose Dependent insulin secretion-promoting polypeptide (GIP) receptor antagonist, leptin receptor agonist, bombesin receptor subtype 3 (BRS-3) agonist, perilipin inhibitor, acetyl-CoA carboxylase 1 (ACC1) inhibitor, acetyl- CoA carboxylase 2 (ACC2) inhibitor, fatty acid synthase inhibitor, sn-1-acyl-glycerol-3-phosphate acyltransferase (AGPAT) inhibitor, pancreatic phospholipase A2 (pPLA2) inhibitor, melanocose A tin (MC) receptor agonist, a neuropeptide Y5 (NPY5) receptor antagonist, an uncoupling protein (UCP) inducer or activator, a carnitine palmitoyltransferase 1 (CPT-1) activator, a CCK1 (CCKA) agonist, Ciliary neurotrophic factor (CNTF), CRF2 agonist, neuropeptide Y2 (NPY2) receptor antagonist, neuropeptide Y4 (NPY4) receptor antagonist, thyroid hormone receptor beta agonist, growth hormone, ATP citrate lyase inhibitor, The medicament according to claim 30, which is a 5-HT6 antagonist or a 5-HT2C agonist. The medicament according to claim 30 or 31, wherein the other anti-obesity therapeutic agent or preventive agent is leptin, orlistat, sibutramine, rimonabant or mazindol. 21. A medicament comprising a combination of the pharmaceutical composition for treating or preventing diabetes according to claim 1 and another therapeutic or preventing agent for hypertension. Other antihypertensive agents or preventive agents are thiazide diuretics, thiazide-like diuretics, loop diuretics, K-retaining diuretics, beta blockers, alpha, beta blockers, alpha blockers, central sympathetic nerves Suppressor, Peripheral sympathetic nerve inhibitor (Lauorphia preparation), Ca antagonist (benzothiazepine), Ca antagonist (dihydropyridine), vasodilator, angiotensin converting enzyme (ACE) inhibitor, angiotensin II receptor antagonist Drug, nitrate drug, endothelin ETA receptor antagonist, endothelin-converting enzyme inhibitor; neprilysin inhibitor, prostaglandin; prostanoid FP agonist, renin inhibitor, NOS3 expression enhancer; prostacyclin analog, phosphodiesterase V (PDE5A) inhibitor , Prostacyclin analog or aldos The medicament of claim 33 which is a Ron antagonist. Other antihypertensive agents or prophylactic agents are hydrochlorothiazide, trichlormethiazide, benchylhydrochlorothiazide, methiclan, indapamide, tripamide, chlorthalidone, mefluside, furosemide, spironolactone, triamterene, atenolol, bisoprolol fumarate, betaxolol hydrochloride, bevantolol hydrochloride hydrochloride, bevantolol hydrochloride hydrochloride Metoprolol, acebutolol hydrochloride, seriprolol hydrochloride, nipradilol, tilisolol hydrochloride, nadolol, propranolol hydrochloride, indenolol hydrochloride, carteolol hydrochloride, pindolol, pindolol hydrochloride sustained release agent, bunitrolol hydrochloride, penbutolol sulfate, bopindolol malonate, amosulalol hydrochloride, arotinolol hydrochloride, Carvedilol, labetalol hydrochloride, urapidil, terazosin hydrochloride, Doxazosin sylate, bunazosin hydrochloride, prazosin hydrochloride, phentolamine mesylate, clonidine hydrochloride, guanfacine hydrochloride, guanabenz acetate, methyldopa, reserpine, resinamine, amlodipine besylate, aranidipine, efonidipine hydrochloride, cilnidipine hydrochloride, nicardipine hydrochloride, nisoldipine, diphendipine, diphendipine Sustained release agent, nilvadipine, varnidipine hydrochloride, felodipine, benidipine hydrochloride, manidipine hydrochloride, azelnidipine, diltiazem hydrochloride, hydrazine, todralazine hydrochloride, budarazine, kadralazine, captopril, enalapril maleate, alacepril, delapril hydrochloride, cilazapril hydrochloride, ricinapril hydrochloride Imidapril hydrochloride, temocapril hydrochloride, quinapril hydrochloride, Toland Prills, perindopril erbumine, candesartan cilexetil, valsartan, telmisartan, olmesartan medoxomil, sodium nitroprusside or medicament according to claim 33 or claim 34 which is nitroglycerin. A pyrazole compound represented by the following general formula (I) or a pharmacologically acceptable salt thereof.
[here,
Ring Q means an aryl group or an aromatic heterocyclic group:
R ¹ represents a hydrogen atom, a halogen atom, a C _1-6 alkyl group or a C _1-6 alkoxy group:
R ² represents a halogen atom, a C _1-6 alkyl group, a C _1-6 alkoxy group or an azide group:
R ³ represents a halogen atom, a hydroxyl group, a C _1-6 alkyl group, a halo C _1-6 alkyl group, a C _1-6 alkoxy group, an azide group, an amino group, an acylamino group, or a C _1-6 alkylsulfonylamino group. And:
R ⁴ and R ⁵ are the same or different,
(1) a hydrogen atom;
(2) a C _1-6 alkyl group which may be substituted with one or more substituents selected from Group A below;
[Group A]
A1. Hydroxyl group,
A2. A C _1-6 alkoxy group,
A3. -N ( ^R41 ) ( ^{R41 '} ),
(Wherein R ⁴¹ and R ^{41 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹ and R ^{41 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered) A monocyclic saturated heterocyclic ring may be formed.)
A4. An aryl group,
A5. An aromatic heterocyclic group,
A6. -CO-N ( ^R411 ) ( ^{R411 '} ),
(Here, R ⁴¹¹ and R ^{411 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹¹ and R ^{411 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A7. A carboxy group,
as well as,
A8. C _1-6 alkoxycarbonyl group.
(3) a C _2-6 alkenyl group;
(4) a C _2-6 alkynyl group;
(5) a C _3-8 cycloalkyl group;
(The cycloalkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(6) a C _3-8 cycloalkyl C _1-6 alkyl group;
(The cycloalkyl group of the C _3-8 cycloalkyl C _1-6 alkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(7) a 5- or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the following group C;
[Group C]
C1. A C _1-6 alkyl group,
C2. An acyl group,
C3. A C _1-6 alkylsulfonyl group,
C4. A carboxy group,
C5. A C _1-6 alkoxycarbonyl group,
as well as,
C6. -CO- _(Alk) n -COOR ^52.
(Here, R ⁵² is a hydrogen atom or a C _1-6 alkyl group, Alk is a C _1-4 alkylene group, and n is 0 or an integer of 1 to 3.)
(8) an aryl group which may be substituted with one or more substituents selected from group D below;
[Group D]
D1. Hydroxyl group,
D2. A C _1-6 alkoxy group,
D3. A cyano group,
D4. A C _1-6 alkyl group,
(The C _1-6 alkyl group may be substituted with one or more substituents selected from a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group.)
D5. -N (R ⁵³ ) (R ^{53 '} ),
(Here, R ⁵³ and R ^{53 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D6. -CO-N (R ⁵³¹ ) (R ^{531 '} ),
(Here, R ⁵³¹ and R ^{531 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D7. -COOR ⁵⁴ ,
(Here, R ⁵⁴ is a hydrogen atom, a C _1-6 alkyl group, a C _1-6 alkylcarbonyloxy C _1-6 alkyl group or a C _3-8 cycloalkyloxycarbonyloxy C _1-6 alkyl group. )
D8. -C (NH (OH)) = N- ^R55 ,
(Here, R ⁵⁵ is a hydrogen atom or a C _1-6 alkylsulfonyl group.)
D9.5-membered or 6-membered monocyclic saturated heterocyclic group,
as well as,
D10. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
(9) A 5-membered or 6-membered monocyclic aromatic heterocyclic group or an aromatic heterocyclic group obtained by condensing these aromatic heterocyclic groups with a benzene ring;
(Here, the aromatic heterocyclic group may be substituted with one or more substituents selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group.)
(10) C _7-14 aralkyl group;
(The alkyl group part of the C _7-14 aralkyl group may be substituted with one or two substituents selected from the following group E, and the aryl group part is one or more substituents selected from the following group F: May be substituted.)
[Group E]
E1. A C _1-6 alkyl group which may be substituted with a hydroxyl group,
E2. A cyano group,
E3. A carboxy group,
E4. A C _1-6 alkoxycarbonyl group,
as well as,
E5. Phenyl group.
[Group F]
F1. A C _1-6 alkyl group,
F2. A halogen atom,
F3. A cyano group,
F4. Hydroxyl group,
F5. One or more may be substituted with a substituent C _1-6 alkoxy group selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group,
F6. A halo C _1-6 alkyl group,
F7. A carboxy group,
F8. A C _1-6 alkoxycarbonyl group,
F9. -CO-N ( ^R56a ) ( ^{R56a '} ),
Wherein R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or one selected from the following group f (It means a C _1-6 alkyl group which may be substituted with the above substituents.)
[Group f]
f1. An amino group,
f2. A mono C _1-6 alkylamino group,
f3. Di-C _1-6 alkylamino group,
f4. A carboxy group,
f5. A C _1-6 alkoxycarbonyl group,
f6. Hydroxyl group,
as well as,
f7. 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F10. -N (R ^56b ) (R ^{56b '} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F11. ^{-N = CR 57 (-N (R} 58) (R 58 ')),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-6 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-6 alkyl group.)
F12.5 or 6 membered monocyclic aromatic heterocyclic group,
as well as,
F13. Methylenedioxy group or ethylenedioxy group.
Or
(11) one or more same or different selected from the group consisting of an aromatic heterocyclic group which is a 5-membered or 6-membered monocyclic ring and an aromatic heterocyclic group in which the aromatic heterocyclic group is condensed with a benzene ring A C _1-6 alkyl group substituted with a substituent;
(The aromatic heterocyclic group may be substituted with one or more substituents selected from the following group G.)
[Group G]
G1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g;
[Group g]
g1. A halogen atom,
g2. An amino group,
g3. A mono C _1-6 alkylamino group,
g4. Di-C _1-6 alkylamino group,
g5. A C _1-6 alkoxycarbonylamino group,
as well as,
g6. Hydroxyimino group.
G2. A halogen atom,
G3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G4. An aryloxy group,
G5. A cyano group,
G6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G8. An aryl group,
as well as,
G9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
Means.
R ⁴ and R ⁵ together with the adjacent nitrogen atom may form a 5-membered or 6-membered monocyclic saturated heterocyclic ring (the saturated heterocyclic ring is partially a double bond) And may be condensed with a benzene ring to form a condensed ring, and may be condensed with a benzene ring to form a condensed ring. _It may be substituted with one or more substituents selected from the group consisting of a _1-6 alkyl group, a C _1-6 alkoxy group, a carboxy group, and a C _1-6 alkoxycarbonyl group. ] The pyrazole compound or pharmacologically acceptable salt thereof according to claim 36 represented by the following general formula (I):
[here,
Ring Q means an aryl group or an aromatic heterocyclic group:
R ¹ represents a hydrogen atom, a halogen atom, a C _1-6 alkyl group or a C _1-6 alkoxy group:
R ² represents a halogen atom, a C _1-6 alkyl group, a C _1-6 alkoxy group or an azide group:
R ³ represents a halogen atom, a hydroxyl group, a C _1-4 alkyl group, a halo C _1-6 alkyl group, a C _1-6 alkoxy group, an azide group, an amino group, an acylamino group, or a C _1-6 alkylsulfonylamino group. And:
R ⁴ is
(1) a hydrogen atom;
(2) a C _1-6 alkyl group which may be substituted with one or more substituents selected from Group A below;
[Group A]
A1. Hydroxyl group,
A2. A C _1-6 alkoxy group,
A3. -N ( ^R41 ) ( ^{R41 '} ),
(Wherein R ⁴¹ and R ^{41 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹ and R ^{41 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered) A monocyclic saturated heterocyclic ring may be formed.)
A4. An aryl group,
A5. An aromatic heterocyclic group,
A6. -CO-N ( ^R411 ) ( ^{R411 '} ),
(Here, R ⁴¹¹ and R ^{411 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁴¹¹ and R ^{411 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A7. A carboxy group,
as well as,
A8. C _1-6 alkoxycarbonyl group.
(3) a C _2-6 alkenyl group;
(4) a C _2-6 alkynyl group;
(5) a C _3-8 cycloalkyl group;
(6) a C _3-8 cycloalkyl C _1-6 alkyl group;
Or
(7) aryl group;
Means:
R ⁵ is
(1) a C _1-6 alkyl group which may be substituted with one or more substituents selected from Group B below;
[Group B]
B1. Hydroxyl group,
B2. A C _1-6 alkoxy group,
B3. -N (R ⁵¹ ) (R ^{51 '} ),
(Here, R ⁵¹ and R ^{51 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁵¹ and R ^{51 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
as well as,
B4. -CO-N ( ^R511 ) ( ^{R511 '} ).
(Here, R ⁵¹¹ and R ^{511 ′} are the same or different and each represents a hydrogen atom or a C _1-6 alkyl group, and R ⁵¹¹ and R ^{511 ′} together with an adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
(2) a C _3-8 cycloalkyl group;
(The cycloalkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(3) a C _3-8 cycloalkyl C _1-6 alkyl group;
(The cycloalkyl group of the C _3-8 cycloalkyl C _1-6 alkyl group may be substituted with a hydroxyl group, a carboxy group or a C _1-6 alkoxycarbonyl group, or may be condensed with a pyridine ring.)
(4) a 5- or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the following group C;
[Group C]
C1. A C _1-6 alkyl group,
C2. An acyl group,
C3. A C _1-6 alkylsulfonyl group,
C4. A carboxy group,
C5. A C _1-6 alkoxycarbonyl group,
as well as,
C6. -CO- _(Alk) n -COOR ^52.
(Here, R ⁵² is a hydrogen atom or a C _1-6 alkyl group, Alk is a C _1-4 alkylene group, and n is 0 or an integer of 1 to 3.)
(5) an aryl group which may be substituted with one or more substituents selected from group D below;
[Group D]
D1. Hydroxyl group,
D2. A C _1-6 alkoxy group,
D3. A cyano group,
D4. A C _1-6 alkyl group,
(The C _1-6 alkyl group may be substituted with one or more substituents selected from the group consisting of a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group.)
D5. -N (R ⁵³ ) (R ^{53 '} ),
(Here, R ⁵³ and R ^{53 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D6. -CO-N (R ⁵³¹ ) (R ^{531 '} ),
(Here, R ⁵³¹ and R ^{531 ′} are the same or different and each represents a hydrogen atom, a C _1-6 alkyl group or a C _1-6 alkylsulfonyl group.)
D7. -COOR ⁵⁴ ,
(Here, R ⁵⁴ is a hydrogen atom, a C _1-6 alkyl group, a C _1-6 alkylcarbonyloxy C _1-6 alkyl group or a C _3-8 cycloalkyloxycarbonyloxy C _1-6 alkyl group. )
D8. -C (NH (OH)) = N- ^R55 ,
(Here, R ⁵⁵ is a hydrogen atom or a C _1-6 alkylsulfonyl group.)
D9.5-membered or 6-membered monocyclic saturated heterocyclic group,
as well as,
D10. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
(6) A 5-membered or 6-membered monocyclic aromatic heterocyclic group or an aromatic heterocyclic group obtained by condensing the aromatic heterocyclic group with a benzene ring;
(Here, the aromatic heterocyclic group may be substituted with one or more substituents selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group.)
(7) C _7-14 aralkyl group;
(The alkyl group part of the C _7-14 aralkyl group may be substituted with one or two substituents selected from the following group E, and the aryl group part is one or more substituents selected from the following group F: May be substituted.)
[Group E]
E1. A C _1-6 alkyl group which may be substituted with a hydroxyl group,
E2. A cyano group,
E3. A carboxy group,
E4. A C _1-6 alkoxycarbonyl group,
as well as,
E5. Phenyl group.
[Group F]
F1. A C _1-6 alkyl group,
F2. A halogen atom,
F3. A cyano group,
F4. Hydroxyl group,
F5. May be substituted with one or more substituents selected from a carboxy group and a C _1-6 alkoxycarbonyl C _1-6 alkoxy group,
F6. A halo C _1-6 alkyl group,
F7. A carboxy group,
F8. A C _1-6 alkoxycarbonyl group,
F9. -CO-N ( ^R56a ) ( ^{R56a '} ),
Wherein R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or one selected from the following group f (It means a C _1-6 alkyl group which may be substituted with the above substituents.)
[Group f]
f1. An amino group,
f2. A mono C _1-6 alkylamino group,
f3. Di-C _1-6 alkylamino group,
f4. A carboxy group,
f5. A C _1-6 alkoxycarbonyl group,
f6. Hydroxyl group,
as well as,
f7. 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F10. -N (R ^56b ) (R ^{56b '} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F11. ^{-N = CR 57 (-N (R} 58) (R 58 ')),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-6 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-6 alkyl group.)
F12.5 or 6 membered monocyclic aromatic heterocyclic group,
as well as,
F13. Methylenedioxy group or ethylenedioxy group.
Or
(8) C _1-6 alkyl group substituted with a 5-membered or 6-membered monocyclic aromatic heterocyclic group, or an aromatic heterocyclic group condensed with a benzene ring. A C _1-6 alkyl group;
(The aromatic heterocyclic group may be substituted with one or more substituents selected from the following group G.)
[Group G]
G1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g;
[Group g]
g1. A halogen atom,
g2. An amino group,
g3. A mono C _1-6 alkylamino group,
g4. Di-C _1-6 alkylamino group,
g5. A C _1-6 alkoxycarbonylamino group,
as well as,
g6. Hydroxyimino group.
G2. A halogen atom,
G3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G4. An aryloxy group,
G5. A cyano group,
G6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G8. An aryl group,
as well as,
G9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group.
Means.
R ⁴ and R ⁵ together with the adjacent nitrogen atom may form a 5-membered or 6-membered monocyclic saturated heterocyclic ring (wherein the saturated heterocyclic ring is partially It may have a double bond, may be condensed with a benzene ring to form a condensed ring, or may be condensed with a benzene ring to form a condensed ring, It may be substituted with one or more substituents selected from the group consisting of an atom, a C _1-6 alkyl group, a C _1-6 alkoxy group, a carboxy group, and a C _1-6 alkoxycarbonyl group. ] The pyrazole compound of Claim 36 represented by the following general formula (II ') or a pharmacologically acceptable salt thereof.
(Here, R ¹ , R ² , R ³ , R ⁴ and R ⁵ are in agreement with claim 36.) The pyrazole compound according to claim 36 represented by the following general formula (II) or a pharmacologically acceptable salt thereof.
(Wherein R ⁴ and R ⁵ are the same as in claim 36, R ^1a represents a halogen atom or a hydrogen atom, R ^2a represents a halogen atom, and R ^3a represents a halogen atom or a C atom. Means a _1-6 alkyl group.) 40. The pyrazole compound or drug thereof according to claim 39, wherein R ^1a is a hydrogen atom or a fluorine atom, R ^2a is a fluorine atom or a chlorine atom, and R ^3a is a chlorine atom or a C _1-6 alkyl group. Physiologically acceptable salt. The pyrazole compound or a pharmacologically acceptable salt thereof according to claim 40, wherein the pyrazole compound is a pyrazole compound represented by the following general formula (III).
(Where R ⁴ and R ⁵ are in agreement with claim 37). 42. The pyrazole compound or a pharmacologically acceptable salt thereof according to claim 37 to 41, wherein R ⁴ is a group selected from the following group.
(1) a hydrogen atom;
(2) a C _1-6 alkyl group which may be substituted with one or more substituents selected from the following group A ′;
[Group A ']
A'1. Hydroxyl group,
A'2. A C _1-4 alkoxy group,
A'3. -N ( ^R41 ) ( ^{R41 '} ),
(Here, R ⁴¹ and R ^{41 ′} are the same or different and each represents a hydrogen atom or a C _1-4 alkyl group, and R ⁴¹ and R ^{41 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A'4. Phenyl group,
A ′ 5.5-membered or 6-membered monocyclic aromatic heterocyclic group,
A'6. -CO-N ( ^R411 ) ( ^{R411 '} ),
(Here, R ⁴¹¹ and R ^{411 ′} are the same or different and each represents a hydrogen atom or a C _1-4 alkyl group, and R ⁴¹¹ and R ^{411 ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed.)
A'7. A carboxy group,
as well as,
A'8. C _1-4 alkoxycarbonyl group.
(3) a C _2-6 alkenyl group;
(4) a C _2-6 alkynyl group;
(5) a C _3-8 cycloalkyl group;
as well as,
(6) a C _3-8 cycloalkyl C _1-4 alkyl group; Salt R ⁵ is acceptable pyrazole compound or its pharmacologically according to claim 37 or 42 is a C _1-6 alkyl group. R ⁵ is a C _3-8 cycloalkyl group (the C _3-8 cycloalkyl group is substituted with one or more substituents selected from the group consisting of a hydroxyl group, a carboxy group, and a C _1-6 alkoxycarbonyl group. 43. The pyrazole compound or a pharmacologically acceptable salt thereof according to claim 37 to 42. R ⁵ _{is, C 3-8} cycloalkyl _{C 1-6} pyrazole compound or a salt may be acceptable pharmacologically according to claim 37 or 42 is an alkyl group. R ⁵ is an acyl group and —CO— (Alk) _n —COOR ⁵² (wherein R ⁵² is a hydrogen atom or a C _1-6 alkyl group, Alk is a C _1-4 alkylene group, and n is 0 Or an integer of 1 to 3.) A 5-membered or 6-membered monocyclic saturated heterocyclic group which may be substituted with one or more substituents selected from the group consisting of: Or a pharmacologically acceptable salt thereof. 43. The pyrazole compound or a pharmacologically acceptable salt thereof according to claim 37 to 42, wherein R ⁵ is a phenyl group which may be substituted with one or more substituents selected from the following group D ′.
[Group D ']
D'1. A C _1-4 alkyl group which may be substituted with a carboxy group,
D'2. -CO-N (R ⁵³ ) (R ^{53 '} ),
(Here, R ⁵³ and R ^{53 ′} are the same or different and each represents a hydrogen atom, a C _1-4 alkyl group or a C _1-4 alkylsulfonyl group.)
D'3. -COOR ⁵⁴ ,
(Here, R ⁵⁴ is a hydrogen atom, a C _1-4 alkyl group, a C _1-4 alkylcarbonyloxy C _1-4 alkyl group, or a C _3-8 cycloalkyloxycarbonyloxy C _1-4 alkyl group. )
D'4. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group. R ⁵ is a C _7-14 aralkyl group (the aryl group part of the C _7-14 aralkyl group may be substituted with one or more substituents selected from the following group F ′). 43. A pyrazole compound or a pharmacologically acceptable salt thereof according to 42.
[Group F ']
F'1. A C _1-6 alkyl group,
F'2. A halogen atom,
F'3. A cyano group,
F'4. Hydroxyl group,
F'5. One or more may be substituted with a substituent C _1-6 alkoxy group selected from the group consisting of a carboxy group and a C _1-6 alkoxycarbonyl group,
F'6. A halo C _1-6 alkyl group,
F'7. A carboxy group,
F'8. A C _1-6 alkoxycarbonyl group,
F'9. -CO-N ( ^R56a ) ( ^{R56a '} ),
(Here, R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or 1 selected from the following group f ′: Means a C _1-6 alkyl group which may be substituted with one or more substituents.)
[Group f ']
f'1. An amino group,
f'2. A mono C _1-6 alkylamino group,
f'3. Di-C _1-6 alkylamino group,
f'4. A carboxy group,
f'5. A C _1-6 alkoxycarbonyl group,
f'6. Hydroxyl group,
as well as,
f'7. 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F'10. -N (R ^56b ) (R ^{56b '} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F'11. ^{-N = CR 57 (-N (R} 58) (R 58 ')),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-4 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-4 alkyl group.)
F ′ 12.5-membered or 6-membered monocyclic aromatic heterocyclic group,
as well as,
F'13. Methylenedioxy group or ethylenedioxy group. R ⁵ is a C _1-6 alkyl group substituted with a 5-membered or 6-membered monocyclic aromatic heterocyclic group (the aromatic heterocyclic group is one or more substituents selected from the following group G ′) 43. The pyrazole compound or a pharmaceutically acceptable salt thereof according to claim 37 to 42, which may be substituted.
[Group G ']
G'1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g ′:
[Group g ']
g'1. A halogen atom,
g'2. An amino group,
g'3. A mono C _1-6 alkylamino group,
g'4. Di-C _1-6 alkylamino group,
g'5. A C _1-6 alkoxycarbonylamino group,
as well as,
g'6. Hydroxyimino group.
G'2. A halogen atom,
G'3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G'4. An aryloxy group,
G'5. A cyano group,
G'6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G'7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G'8. An aryl group,
as well as,
G'9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group. R ⁵ and R ⁴ together with the adjacent nitrogen atom are a 5-membered or 6-membered monocyclic saturated heterocyclic group (the saturated heterocyclic group may partially have a double bond, The saturated heterocyclic group which may be condensed with a benzene ring to form a condensed ring and may be condensed with a benzene ring is a halogen atom, a C _1-6 alkyl group, 42. The pyrazole compound according to claim 37 to 41, which may be substituted with one or more substituents selected from the group consisting of a C _1-6 alkoxy group, a carboxy group, and a C _1-6 alkoxycarbonyl group. Or a pharmacologically acceptable salt thereof. The pyrazole compound or a pharmacologically acceptable salt thereof according to claim 37, wherein the pyrazole compound is a pyrazole compound represented by the following general formula (IV).
(Wherein R ⁴ is the same as in claim 37, R ^X1 , R ^X2 and R ^X3 are the same or different and each represents a hydrogen atom or a substituent selected from the following group F ″; Or an integer of 1 to 2.)
[Group F ”]
F ″ 1.C _1-6 alkyl group,
F ″ 2. A halogen atom,
F ″ 3. A cyano group,
F "4. Hydroxyl group,
F "5. Carboxy group and C _1-4 alkoxy one or more may be substituted with a substituent C _1-4 alkoxy group selected from the group consisting of a carbonyl group,
F ″ 6. A haloC _1-6 alkyl group,
F ″ 7. Carboxy group,
F ″ 8. C _1-6 alkoxycarbonyl group,
F ″ 9.-CO—N (R ^56a ) (R ^{56a ′} ),
(Wherein R ^56a and R ^{56a ′} are the same or different and each is a hydrogen atom, a 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom, or 1 selected from the following group f ″) Means a C _1-6 alkyl group which may be substituted with one or more substituents.)
[Group f ”]
f ″ 1. amino group,
f ″ 2.mono C _1-6 alkylamino group,
f ″ 3. di-C _1-6 alkylamino group,
f ″ 4. a carboxy group,
f ″ 5. C _1-6 alkoxycarbonyl group,
f "6. hydroxyl group,
as well as,
f ″ 7. A 5- or 6-membered monocyclic saturated heterocyclic group having at least one nitrogen atom.
F ″ 10.-N (R ^56b ) (R ^{56b ′} ),
(Here, R ^56b and R ^{56b ′} are the same or different 1 selected from the group consisting of a C _1-6 alkyl group, an imino group and a halogen atom which may be substituted with a hydrogen atom or an imino group. pieces or more substituents in an optionally substituted aralkyl group, C _1-6 alkyl optionally substituted arylsulfonyl group group, C _1-6 alkylsulfonyl group, an acyl group, a carbamoyl group, a mono C _1-6 alkyl A carbamoyl group or a di-C _1-6 alkylcarbamoyl group.)
F ″ 11. −N = CR ⁵⁷ (−N (R ⁵⁸ ) (R ^{58 ′} )),
(Here, R ⁵⁷ is a hydrogen atom or a C _1-6 alkyl group, and R ⁵⁸ and R ^{58 ′} are the same or different and each is a hydrogen atom or a C _1-6 alkyl group.)
F ″ 12.5-membered or 6-membered monocyclic aromatic heterocyclic group,
as well as,
F ″ 13. A methylenedioxy group or an ethylenedioxy group. The pyrazole compound or a pharmacologically acceptable salt thereof according to claim 37, wherein the pyrazole compound is a pyrazole compound represented by the following general formula (V).
(Wherein R ⁴ is the same as above, ring Het means a 5-membered or 6-membered monocyclic aromatic heterocyclic group, and R ^Y1 , R ^Y2 , R ^Y3 are the same or different and represent hydrogen (It means an atom or a substituent selected from the following group G ′, and m ′ means 0 or an integer of 1 to 2.)
[Group G ']
G'1. A C _1-6 alkyl group that may be substituted with one or more substituents selected from the following group g ′:
[Group g ']
g'1. A halogen atom,
g'2. An amino group,
g'3. A mono C _1-6 alkylamino group,
g'4. Di-C _1-6 alkylamino group,
g'5. A C _1-6 alkoxycarbonylamino group,
as well as,
g'6. Hydroxyimino group.
G'2. A halogen atom,
G'3. A C _1-6 alkoxy group which may be substituted with a halogen atom,
G'4. An aryloxy group,
G'5. A cyano group,
G'6. -N (R ^59a ) (R ^{59a '} ),
(Wherein R ^59a and R ^{59a ′} are the same or different and are a hydrogen atom or a C _1-6 alkyl group, and R ^59a and R ^{59a ′} together with the adjacent nitrogen atom are 5-membered or 6-membered. A monocyclic saturated heterocyclic ring may be formed, and the saturated heterocyclic ring is one selected from the group consisting of a hydroxyl group, an amino group, a mono C _1-6 alkylamino group, and a di C _1-6 alkylamino group. It may be substituted with the above substituents.)
G'7. -CO-N ( ^R59b ) ( ^{R59b '} ),
Wherein R ^59b and R ^{59b ′} are the same or different and each represents a hydrogen atom, a 5-membered or 6-membered monocyclic saturated heterocyclic group, or a C _1-6 alkyl group which may be substituted with the heterocyclic group .)
G'8. An aryl group,
as well as,
G'9. A 5- or 6-membered monocyclic aromatic heterocyclic group which may be substituted with an oxo group or a thioxo group. 53. The pyrazole compound or a pharmacologically acceptable salt thereof according to claim 52, wherein the ring Het is a pyridine ring, a triazole ring or an oxazole ring. 54. The pyrazole compound or a pharmacologically acceptable salt thereof according to claim 53, wherein the pyrazole compound is a pyrazole compound represented by the following general formula (VI).
(Here, R ⁴ , R ^Y1 , R ^Y2 , R ^Y3 , m ′ are the same as above.) The pyrazole compound or pharmacologically acceptable salt thereof according to claim 37, wherein the pyrazole compound or pharmacologically acceptable salt thereof is selected from the following group.
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) -amide 3/2 hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) amide p-toluenesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-oxazol-5-ylmethyl) amide L-(+)-tartrate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide p-toluenesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid diethylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (pyridin-4-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (2-methoxy-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethoxycarbonyl-cyclohexyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,3-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,4-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,5-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,4-dimethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,3-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,4-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,5-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,4-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3,5-difluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-isopropoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-phenoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-difluoro-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-trifluoromethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-tert-butyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-isopropoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (2,2,2-trifluoro-ethoxy) -pyridin-3-ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (2-dimethylamino-ethylcarbamoyl) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-isopropyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-chloro-6-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-ethoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-4-ylmethyl) -amide;
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (2,2,2-trifluoro-ethoxy) -pyridin-3-ylmethyl] -amide 2 Hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dimethyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (pyridin-3-yl) -thiazol-4-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1H-benzoimidazol-2-ylmethyl) -amide dihydrochloride,
[4-({[5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -acetic acid methyl ester,
3- [4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -propionic acid methyl ester,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [2-bis- (2-acetoxyethyl) -amino-ethylcarbamoyl] -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (2-hydroxy-ethylcarbamoyl) -benzylamide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- {2-[(2-acetoxyethyl)-(2-hydroxyethyl) -amino] -ethylcarbamoyl } -Benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1H-benzimidazol-2-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (benzothiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,5-dimethyl-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-yl) -thiazol-4-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,3,5-trimethyl-1H-pyrazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-chloro-6-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-dimethylamino-thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1H-pyrrol-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,4-dimethoxy-pyridin-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-tert-butyl-thiazol-2-ylmethyl) -amide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-2-phenyl-2H- [1,2,3] triazol-4-ylmethyl)- Amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4- (tert-butoxycarbonyl-amino) -methyl-pyridin-2-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4-Methyl-2- (morpholin-4-yl) -thiazole-5
-Ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide 3/2 hydrochloride 1/2 hydrate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-fluoro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethoxycarbonyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-carboxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid dibenzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (cyano-phenyl-methyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexylmethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-hydroxy-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid allyl-cyclohexyl-amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (pyridin-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- (1-methyl-piperidin-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [(3,4-methylenedioxyphenyl) -methyl] -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-butyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (4-hydroxy-butyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl-propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-cyclohexyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid dibutyramide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid bis- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (tetrahydro-pyran-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl)-(tetrahydro-pyran-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopentyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (3-methoxy-propyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-ethoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-isopropoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-propoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-ethyl-propyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-tert-butoxycarbonyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (tetrahydro-thiopyran-4-yl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-acetyl-piperidin-4-yl) -butyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-methanesulfonyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-ethoxalyl-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-oxalo-piperidin-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1,1-dioxo-hexahydro-1λ ⁶ -thiopyran-4-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (1-oxo-hexahydro-1λ ⁴ -thiopyran- ⁴ -yl) -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -propyl-amide 5- (2-chloro-4,5 -Difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid propyl- (pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-diethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-diethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-ethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-ethylcarbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-carbamoyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-oxalo-piperidin-4-yl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-carboxyacetyl-piperidin-4-yl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [1- (2-carboxypropionyl) -piperidin-4-yl] -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopropyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclobutyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclopropylmethyl- (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-carboxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl- (2-ethoxycarbonyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2,6-dichloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1H-pyrazol-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-hydroxy-piperidin-1-yl) -pyridin-3-ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-2-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-3-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-pyridin-4-yl-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4- [1,2,3] thiadiazol-4-yl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-pyrazin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid pyrazin-2-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-5-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-8-ylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isoquinolin-5-ylamide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [3-ethoxy-5- (1-ethoxycarbonyl-1-methyl-ethyl) -pyridin-2-yl ] -Amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [3-ethoxy-5- (1-ethoxycarbonyl-1-hydroxy-ethyl) -pyridin-2-yl ] -Amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [5- (1-carboxy-1-methyl-ethyl) -3-ethoxy-pyridin-2-yl] An amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [5- (1-carboxy-1-hydroxy-ethyl) -3-ethoxy-pyridin-2-yl] An amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyrazin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (thiomorpholin-4-yl) -pyridin-3-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1,1-dioxo-1λ ⁶ -thiomorpholin-4-yl) -pyridine-3- Ylmethyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,5-dibromo-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-chloro-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethyl-2-methyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethyl-4-methyl-oxazol-5-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ([2,2 ′] bithiophenyl-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-methoxy-thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,5-dichloro-thiophen-2-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,5-dimethyl-oxazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-hexyl-4-methyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-thiophen-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-2-phenyl-oxazol-5-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-4-phenyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-hexyl-2-methyl-oxazol-5-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazol-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4H- [1,2,4] triazol-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-fluoro-4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4,6-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-6-methyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-6-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-4,6-dimethyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-methyl-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (5-methyl-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-pyridin-2-ylmethyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-fluoro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-carboxy-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-phenyl-thiazol-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-phenoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-chloro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [1- (pyridin-3-yl) -ethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-fluoro-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (biphenyl-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((1R, 2S) -2-hydroxy-indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((1S, 2R) -2-hydroxy-indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-phenyl-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methyl-2-pyridone-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-ethoxycarbonyl-piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-piperazin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxy-piperidin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenethylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl-phenethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,2,3,4-tetrahydroisoquinolin-2-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -α-methoxycarbonyl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -α-methoxycarbonyl-benzyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,2,3,4-tetrahydroquinolin-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid phenyl-propyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid pentyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzhydryl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-2-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((R) -2-hydroxy-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ((S) -2-hydroxy-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (furan-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiophen-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-dimethylamino-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-amino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-dimethylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-chloro-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-methoxycarbonyl-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-carboxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-trifluoromethyl-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-pyridin-3-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-dimethylamino-ethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethyl- (2-dimethylamino-ethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid cyclohexyl- (2-dimethylamino-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxy-pyridin-2-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,6-dimethoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methoxycarbonylmethoxy-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-carboxymethoxy-benzylamide,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide;
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethoxy-pyridin-4-ylmethyl) -amide,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-oxazol-5-ylmethyl) -amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxyphenyl) -methyl-amide,
4-{[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -methyl-amino} -benzoic acid sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isopropyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (ethoxycarbonyl-methyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (carboxy-methyl) -phenyl-amide,
5- (2-chloro-4-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1-methyl-1-phenyl-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2-oxo-2- (piperidin-1-yl) -ethyl] -phenyl-amide,
5- (5-fluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-methoxy-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-chloro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-ethyl) -phenyl-amide,
5- (2-fluoro-5-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-chloro-2-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (3-chloro-2,6-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-3-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid ethylcarbamoylmethyl-phenyl-amide;
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isobutyl-phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxycarbonyl-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-ethoxycarbonyl-propyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-carboxy-ethyl) -phenyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3-carboxy-propyl) -phenyl-amide,
5- (2-hydroxy-4-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-hydroxy-5-methoxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-hydroxy-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-fluoro-2-trifluoromethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (5-fluoro-2-trifluoromethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-methoxy-ethyl) -phenyl-amide,
5- (2,5-dimethyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-5-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (4-chloro-pyridine-2-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2,6-dichloro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-ethoxycarbonyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-carboxy-phenyl) -amide,
5- (2-methyl-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-6-methyl-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (3-chloro-pyridine-4-carbonylamino) -1H-pyrazole-3-carboxylic acid benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-ethoxycarbonylmethyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid butyl- (4-carboxymethyl-phenyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methoxycarbonyl-phenyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carboxy-phenyl)-(2-methoxy-ethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (thiazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [2- (morpholin-4-yl) -ethylcarbamoyl] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (morpholin-4-ylcarbamoyl) -benzylamide dihydrochloride,
[4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -acetic acid sodium salt,
3- [4-({[5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl] -amino} -methyl) -benzoylamino] -propionic acid sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (1,3,5-trimethyl-1H-pyrazol-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethyl-isoxazol-4-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- [2- (morpholin-4-yl) -ethylcarbamoyl] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (morpholin-4-ylcarbamoyl) -benzylamide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {2- [2- (morpholin-4-yl) -ethylcarbamoyl] -pyridin-4-ylmethyl}- Amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (morpholin-4-ylcarbamoyl) -pyridin-4-ylmethyl] -amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -amide 1 / 2sulfate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dimethoxy-pyridin-4-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-aminomethyl-pyridin-2-ylmethyl) -amide trihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-pyridin-3-ylmethyl) -amide 2 methanesulfonate,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-methoxy-pyridin-3-ylmethyl) -propyl-amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (piperidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (morpholin-4-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (3,5-dichloro-pyridin-4-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-dimethylamino-pyridin-3-ylmethyl) -propyl-amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-diethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-chloro-2-dimethylamino-pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4- [1,2,3] thiadiazol-4-yl-benzyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methyl-thiazol-5-ylmethyl) -amide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2,4-dimethyl-thiazol-5-ylmethyl) -amide hydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-hydroxy-piperidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 5-methyl-pyrazin-2-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-5-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid quinolin-8-ylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid isoquinolin-5-ylamide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-methylpiperazin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride ,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (4-dimethylamino-piperidin-1-yl) -pyridin-3-ylmethyl] -amide 2 Hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (pyrrolidin-1-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyrazin-2-ylmethyl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (thiomorpholin-4-yl) -pyridin-3-ylmethyl] -amide dihydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [6- (1,1-dioxo-1λ ⁶ -thiomorpholin-4-yl) -pyridine-3- Ylmethyl] -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid carbamoylmethyl-amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-carbamoyl-phenyl) -methyl-amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- (4-methylcarbamoyl-phenyl) -amide;
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-dimethylcarbamoyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methanesulfonylaminocarbonyl-phenyl) -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-methanesulfonylaminocarbonyl-phenyl) -methyl-amide sodium salt,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-cyano-phenyl) -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylate methyl- [4- (4H- [1,2,4] triazol-3-yl) -phenyl]- Amide hydrochloride,
5- (4-azido-2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (4-cyano-phenyl) -methyl-amide,
5- (4-azido-2-chloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (1H-tetrazol-5-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [4- (N-hydroxycarbamimidoyl) -phenyl] -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-oxo-2,5-dihydro- [1,2,4] oxadi Azol-3-yl) -phenyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {4-[(2,2-dimethyl-propionyloxy) -methoxycarbonyl] -phenyl} -methyl-amide ,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [N- (methoxy-thiocarbonyloxy) -carbamimidoyl] -methyl-amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-thioxo-4,5-dihydro- [1,2,4] oxadi Azol-3-yl) -phenyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (5-oxo-4,5-dihydro- [1,2,4] thiadiazole- 3-yl) -phenyl] -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid {4- [1- (cyclohexyloxy-carbonyloxy) -ethoxycarbonyl] -phenyl} -methyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carbonyl acid (4-ethoxycarbonyl-thiazol-2-yl) -ethyl-amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-methanesulfonylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-acetylamino-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (dimethylamino-methyleneamino) -benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- [1- (dimethylamino) ethylideneamino] -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (diethylamino-methyleneamino) -benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-acetimidoylamino-benzylamide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-cyano-benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3-[(2-fluoro-benzimidoyl) -amino] -benzylamide hydroiodide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4-[(2-fluoro-benzimidoyl) -amino] -benzylamide hydroiodide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 3- (3,3-dimethyl-ureido) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 4- (3,3-dimethyl-ureido) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2- (toluene-4-sulfonylamino) -benzylamide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-6-fluoro-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid 2-amino-4,5-difluoro-benzylamide hydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (indan-1-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (indan-2-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazol-3-carboxylic acid (4H-quinazolin-3-yl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazol-3-carboxylic acid (4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (7-fluoro-4H-quinazolin-3-yl) -amide dihydrochloride,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (6-fluoro-4H-quinazolin-3-yl) -amide hydrochloride,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-ethoxy-2-methyl-1,4-dihydro-2H-quinazolin-3-yl) -amide ,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-cyano-pyridin-4-ylmethyl) -amide,
5- (2-chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (N-hydroxycarbamimidoyl) -pyridin-4-ylmethyl] -amide,
5- (2-Chloro-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (5-oxo-4,5-dihydro- [1,2,4] oxadiazole- 3-yl) -pyridin-4-ylmethyl] -amide,
4-{[5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carbonyl] -methyl-amino} -benzoic acid sodium salt,
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid methyl- [4- (1H-tetrazol-5-yl) -phenyl] -amide;
5- (2,4-dichloro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (2,4-dichloro-5-fluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2,6-dichloro-5-fluoro-pyridine-3-carbonylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5-[(3-chloro-benzo [b] thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-[(3-chloro-thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-benzoylamino-1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5-phenylacetylamino-1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (2-methyl-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide dihydrochloride,
5- (2-amino-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide,
5- (4,5-difluoro-2-methanesulfonylamino-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (2-acetylamino-4,5-difluoro-benzoylamino) -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5-[(3,4,5-trichloro-thiophen-2-carbonyl) -amino] -1H-pyrazole-3-carboxylic acid (pyridin-3-ylmethyl) -amide;
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid (2-cyano-pyridin-4-ylmethyl) -amide;
5- (4,5-difluoro-2-methyl-benzoylamino) -1H-pyrazole-3-carboxylic acid [2- (1H-tetrazol-5-yl) -pyridin-4-ylmethyl] -amide, and 1H- Pyrazole-3,5-dicarboxylic acid 3-benzylamide 5-[(2,4-dichloro-phenyl) -amide]. An insulin resistance disease, diabetic neuropathy, diabetic nephropathy, diabetic retinopathy, cataract, comprising the pyrazole compound according to any one of claims 36 to 55 or a pharmacologically acceptable salt thereof as an active ingredient. Hypercholesterolemia, hypertension, hyperinsulinemia, hyperlipidemia, atherosclerosis, tissue ischemia, myocardial ischemia, obesity, or bacterial, fungal, parasitic or viral A therapeutic or prophylactic agent for infectious diseases. 57. A pharmaceutical comprising the therapeutic or prophylactic agent according to claim 56 in combination with another pharmaceutical agent.