JPH0687747A - Oxytocin antagonist - Google Patents

Abstract

PURPOSE:To obtain an oxytocin antagonist useful for preventing and treating premature birth, dysmenorrhea, delivery inhibition before Caesarean operation, etc., comprising a carbostyril derivative as an active ingredient. CONSTITUTION:An oxytocin antagonist comprises 1-70wt.% compound of the formula (R<1> is H, nitro, lower alkoxy, etc.; R is phenyl, piperidin-4-yl in which nitrogen in the ring is substitutable with alkanoyl, etc.; m is 0-3) such as 1-[1-(4- dimethylaminobenzoyl)-4-piperidinyl]-3,4-dihydrocarbostyril as an active ingredient. The oxytocin antagonist can be pharmaceutically manufactured into a dosage form such as tablet, pill, solution, suspension, emulsion, granule, capsule, injection or suppository. A dose is 0.6-50mg of the compound of the formula based on 1kg weight daily. 10-1,000mg of the compound of the formula is preferably contained in a preparation in an administration unit form. The oxytocin antagonist has inhibitory action on contraction of material smooth muscle, inhibitory action on milk release, inhibitory action on synthesis and release of prostaglandin and vasodilator action.

Description

Detailed Description of the Invention

[0001]

FIELD OF THE INVENTION The present invention relates to oxytocin antagonists.

[0002]

BACKGROUND OF THE INVENTION The carbostyril derivative which is an active ingredient of the oxytocin antagonist of the present invention is a known compound having a vasopressin antagonistic action (JP-A-3-173).
870). As a result of further studies on the carbostyril derivative, the present inventor has found that the derivative is effective as an oxytocin antagonist. The present invention has been completed based on such knowledge.

[0003]

The oxytocin antagonist of the present invention contains a carbostill derivative represented by the following general formula (1) or a salt thereof as an organic component.

[0004]

[Chemical 5]

[Wherein R ¹ is a hydrogen atom, a nitro group, a lower alkoxy group, a lower alkoxycarbonyl group, a lower alkyl group, a halogen atom, a lower alkanoyl group as a substituent, a lower alkyl group, a benzoyl group and a phenyl lower alkoxycarbonyl group] It represents an amino group, a hydroxyl group, a cyano group, a carboxy group, a lower alkanoyloxy group or a hydrazinocarbonyl group which may have 1 or 2 groups selected from the groups. q shows the integer of 1-3. R is the base

[0006]

[Chemical 6]

Is shown. R ² is a hydrogen atom, a lower alkoxycarbonyl group; an amino group or a nitro group which may have 1 or 2 groups selected from the group consisting of a lower alkanoyl group, a lower alkyl group and a benzoyl group on the phenyl ring as a substituent. A phenoxycarbonyl group which may have 1 to 3 groups selected from the group; a phenyl lower alkenylcarbonyl group; a phenyl which may have an amino group which may have a lower alkoxycarbonyl group as a substituent on the lower alkanoyl group Lower alkanoyl group; alkanoyl group; alkenylcarbonyl group; phenylsulfonyl group which may have a lower alkoxy group as a substituent on the phenyl ring; group -CONR ⁸ R ⁹ (in the formula, R ⁸ and R
⁹ is the same or different and is a hydrogen atom or a group selected from the group consisting of a lower alkoxy group, a lower alkyl group, a halogen atom, a lower alkyl group and a lower alkanoyl group as a substituent on the phenyl ring. 1 to 1 selected from the group consisting of an amino group and a nitro group that may have
A phenyl group which may have 3 is shown. ); Heterocyclic carbonyl group (1 to 3 groups selected from the group consisting of a phenyl lower alkoxycarbonyl group, a phenyl lower alkoxy group, an oxo group, a lower alkyl group and a lower alkylenedioxy group as a substituent in the heterocyclic ring) You may have);
Basis

[0008]

[Chemical 7]

Naphthylcarbonyl group; thienyl lower alkanoyl group; tricyclo [3.3.1.1] decanyl lower alkanoyl group; tricyclo [3.3.1.
1] decanylcarbonyl group; or group

[0010]

[Chemical 8]

(P represents 0 or an integer of 1 to 3; R
¹³ is a hydroxyl group; an alkoxy group; a hydroxyl group, a lower alkanoyloxy group, a tri-lower alkylammonium group, a lower alkoxy group and a group —NR ¹⁴ R ¹⁵ (R ¹⁴ and R ¹⁵ are the same or different and each is a hydrogen atom, a lower alkyl group. , A hydroxyl-substituted lower alkyl group, a lower alkanoyl group, a tetrahydropyranyl lower alkyl group, a phenyl group, a phenyl group which may have a hydroxyl group on the lower alkyl group, and a phenyl ring which may have a lower alkoxy group as a substituent on the phenyl ring. A lower alkyl group or a pyridyl lower alkyl group is shown.
R ¹⁴ and R ¹⁵ may be bonded together with the nitrogen atom to which they are bonded to each other via a nitrogen atom, an oxygen atom or a sulfur atom, or may be bonded to each other to form a saturated 5- or 6-membered heterocycle. . The heterocycle may have a substituent selected from the group consisting of a carbamoyl group, a lower alkyl group, a phenyl lower alkyl group, a phenyl group and a hydroxyl group-substituted lower alkyl group. An alkoxy group having 1 to 2 groups selected from the group consisting of: carboxy group-substituted alkoxy group; halogen-substituted lower alkoxy group; lower alkoxycarbonyl group-substituted alkoxy group; lower alkanoyloxy group-substituted lower alkoxy group; lower alkenyloxy group Substituted lower alkoxy group; Lower alkoxy lower alkoxy group; Lower alkylsulfonyloxy group substituted lower alkoxy group; Benzoyloxy group substituted lower alkoxy group; Tricyclo [3.3.1.1] decanyl substituted lower alkoxy group; Hydroxyl group and substituent group 1 to 2 is a group selected from the group consisting of an amino group which may have a lower alkyl group as
A lower alkoxy lower alkoxy group having 1; a morpholinyl substituted lower alkoxy group which may have a lower alkyl group as a substituent and a group selected from the group consisting of an oxo group;
Benzimidazolylthio-substituted lower alkoxy group; benzimidazolylsulfinyl-substituted lower alkoxy group; group-
O-A- (E) ₁ -NR ⁴ R ⁵ (A represents an alkylene group. _L represents an integer of 0 or 1. E represents a group —CO— or a group —OCO—. R ⁴ and R ⁵ Are the same or different and each have a hydrogen atom, a lower alkyl group which may have a hydroxyl group or a cyano group as a substituent, a lower alkenyl group, a lower alkynyl group, a phenyl lower alkyl group, and 1 to 3 halogen atoms as a substituent. An optionally lower alkanoyl group, a lower alkyl group as a substituent on the phenyl ring,
A benzoyl group, a phenyl group, and a lower alkoxy group which may have one or two groups selected from the group consisting of a lower alkanoyl group and a phenyl lower alkoxycarbonyl group, and which may have a group selected from the group consisting of an amino group and a nitro group. A carbonyl group, a lower alkyl group which may have a hydroxyl group on the lower alkyl group or an amino group which may have a phenyl lower alkoxycarbonyl group as a substituent, and an amide group which may have a lower alkyl group as a substituent , A pyrrolidinylcarbonyl group that may have a phenyl lower alkoxycarbonyl group as a substituent on the pyrrolidine ring, a phenyl lower alkoxycarbonylamino group as a substituent on the lower alkanoyl group, a hydroxyl group, and a hydroxyl group as a substituent on the phenyl ring. May have Eniru group, a carbamoyl group, may have a imidazolyl group or a lower alkylthio group,
Further, as a substituent on the amino group, a lower alkyl group, a lower alkenyl group, which may have a hydroxyl group as a substituent,
A phenyl lower alkyl group which may have a lower alkoxy group as a substituent on the phenyl ring, a lower alkylsulfonyl group, an lower alkanoyl group which may have a lower alkanoyl group or a phenyl lower alkoxycarbonyl group, a hydroxyl group-substituted lower alkanoyl group, Lower alkanoyloxy lower alkanoyl group, lower alkylsulfonyl group, lower alkyl group as a substituent on the phenyl ring,
On a phenylsulfonyl group or a lower alkyl group which may have a group selected from the group consisting of an amino group which may have 1 or 2 groups selected from the group consisting of a nitro group, a lower alkyl group and a lower alkanoyl group It may have a phenyl group which may have a hydroxyl group as a substituent on the phenyl ring, an imidazolyl group, a carbamoyl group or a lower alkylthio group as a substituent, and may have a lower alkyl group as a substituent on the amide group. Amido lower alkyl group, amino lower alkyl group which may have a group selected from the group consisting of lower alkyl group and lower alkanoyl group as a substituent, anilinocarbonyl group, piperidinyl which can have phenyl lower alkyl group as a substituent Group, cycloalkyl group, cycloalkenylcarbonyl group, cycloal A hydroxyl group and a lower alkanoyloxy group consisting a group selected from the group as a substituent on the Le group 1-3
A cycloalkylcarbonyl group which may have 1 to 4 tetrahydropyranyl lower alkyl groups which may have 1 to 4 groups selected from the group consisting of a hydroxyl group and a lower alkoxy group as a substituent on the tetrahydropyranyl ring, pyrrolidinyl, piperazinyl , A lower alkanoyl group having a 5- to 6-membered saturated heterocycle selected from the group consisting of piperidinyl and morpholinyl groups (wherein the heterocycle has a group selected from the group consisting of a lower alkyl group and a phenyl group as a substituent). Amino acid residue capable of forming an amide group with a piperidinyl carbonyl group, a lower alkanoyloxy lower alkyl group, a pyridyl lower alkyl group or a amino group to which the lower alkanoyloxy lower alkyl group, which may have a lower alkanoyl group as a substituent, or an amide group to which it is bound. Indicates a group. R ⁴ and R ⁵ together with the nitrogen atom to which they are bonded are bonded to each other via a nitrogen atom, an oxygen atom or a sulfur atom or not to form a saturated or unsaturated heterocyclic ring of 5 to 6 members. May be. The heterocyclic group may have a substituent selected from the group consisting of a lower alkoxy group and a halogen atom on the phenyl ring as a substituent, a phenyl group, an oxo group, a hydroxyl group, a lower alkenyl group, a carboxy group, A phenyl lower alkyl group which may have a hydroxyl group on the lower alkyl group, a lower alkanoyl group, a lower alkyl group which may have a hydroxyl group as a substituent, a benzoyl group, an amide group which may have a lower alkyl group as a substituent, It may have a group selected from the group consisting of an anilinocarbonyl group, benzoyl lower alkyl group, lower alkylsulfonyl group, piperidinyl group, pyrimidyl group, pyridyl group and lower alkoxycarbonyl group. ); Carbamoyloxy group-substituted lower alkoxy group; lower alkylthio-substituted lower alkoxy group; lower alkylsulfonyl-substituted lower alkoxy group; lower alkylsulfinyl-substituted lower alkoxy group; alkenyloxy group; phenoxy group; lower alkanoyloxy group; lower alkylsulfonyloxy group Lower alkynyloxy group; phenyl lower alkoxy group; cycloalkyl group; cycloalkyloxy group; cycloalkenyloxy group; imidazo [4,5-c] pyridylcarbonyl lower alkoxy group; group-(B) ₁ NR ⁶ R ⁷ ( l is the same as above.
B represents a lower alkylene group or a group -CO-. R ⁶ and R ⁷ are the same or different and each is a hydrogen atom, a lower alkyl group, a lower alkanoyl group which may have 1 to 3 halogen atoms as a substituent, a carboxy lower alkyl group,
A lower alkoxycarbonyl group, a lower alkoxycarbonyl lower alkyl group, a lower alkenyl group, an amido lower alkyl group which may have a lower alkyl group as a substituent, or a phenyl lower alkoxycarbonyl group. Also, R ⁶ and R ⁷ together with the nitrogen atom to which they are bound,
You may combine with each other through a nitrogen atom, an oxygen atom, or a sulfur atom, or may form a 5- or 6-membered saturated or unsaturated heterocycle. The heterocycle may have a lower alkoxycarbonyl group, a lower alkyl group, a lower alkylthio group or an oxo group as a substituent. ); Nitro group; halogen atom; lower alkylsulfonyl group; lower alkyl group which may have 1 to 3 groups selected from the group consisting of halogen atom, hydroxyl group, phenyl group and lower alkoxy group as a substituent; cyano-substituted lower group Alkoxy group; oxiranyl-substituted lower alkoxy group; phthalimide-substituted alkoxy group; amidino-substituted lower alkoxy group; pyrrolyl-substituted lower alkoxy group; cyano group; lower alkoxycarbonyl group; amidino group; carbamoyl group; carboxy group; lower alkanoyl group; benzoyl group; Lower alkoxycarbonyl lower alkyl group; carboxy lower alkyl group; lower alkoxy lower alkyl group; lower alkanoyloxy lower alkyl group; hydroxyimino lower alkyl group; phenyl group; lower alkylthio group; lower alkylsulfini Group; a lower alkenyl group which may have a hydroxyl group as a substituent; a lower alkylenedioxy group; a lower alkylsilyl group; a pyrimidylthio lower alkoxy group; a pyrimidylsulfinyl lower alkoxy group; a pyrimidylsulfonyl lower alkoxy group; a substituent An imidazolylthio lower alkoxy group which may have a lower alkyl group; an imidazolylsulfonyl lower alkoxy group which may have a lower alkyl group as a substituent; a group selected from the group consisting of a lower alkyl group, a lower alkenyl group and an oxo group, 3 Ammonium lower alkoxy group having phenylthio lower alkoxy group which may have a group selected from the group consisting of a nitro group and an amino group on the phenyl ring; a nitro group and a lower group as a substituent on the phenyl ring Alkanoyl And a phenylsulfonyl lower alkoxy group which may have a group selected from the group consisting of amino groups which may have 1 or 2 groups selected from the group consisting of lower alkyl groups; pyridylthio lower alkoxy group or oxo on the pyridine ring. A pyridylsulfonyl lower alkoxy group which may have a group is shown. ) N is 1 or 2
, And m is 0 or an integer of 1 to 3, respectively. R ³
Represents a lower alkyl group. R ¹⁰ is a group — (CO) ₁ NR ¹¹
R ¹² (l is the same as above. R ¹¹ and R ¹² are the same or different and each is a hydrogen atom, a lower alkyl group, a phenyl lower alkyl group, a lower alkenyl group, a benzoyl group which may have a lower alkoxy group on the phenyl ring, Tricyclo [3.3.1.1] decanyl group, a phenyl group which may have a lower alkoxy group on the phenyl ring, or a cycloalkyl group, wherein R ¹¹ and R ¹² are a nitrogen atom to which they are bonded. And a nitrogen atom, an oxygen atom or a sulfur atom may be bonded to each other to form a saturated or unsaturated heterocycle, which may have a benzoyl group, a lower alkanoyl group or phenyl as a substituent. A lower alkyl group and a group which may have a group selected from the group consisting of a lower alkoxy group and a lower alkanoyl group on the phenyl ring as a substituent. It may have a group selected from the group consisting of a phenyl group). The bonds at the 3rd and 4th positions of the carbostyril skeleton represent a single bond or a double bond. However,
R ¹ is a hydrogen atom and the group — (CO) ₁ —NR ¹¹ R ¹²
When 1 in 1 is 0, R ¹¹ and R ¹² must not be hydrogen atoms at the same time. According to the research conducted by the present inventors, it was found that the carbostyril derivative represented by the above general formula (1) and a salt thereof each have an excellent oxytocin antagonism.

The oxytocin antagonist of the present invention has, for example, a uterine smooth muscle contraction inhibitory action, a milk release inhibitory action, a prostaglandin synthesis and release inhibitory action, and a vasodilatory action,
It is effective in the prevention and treatment of oxytocin-related diseases, especially preterm labor, dysmenorrhea, and prevention of childbirth before cesarean section.

More specifically, the respective groups shown in the above general formula (1) are as follows.

Examples of the alkoxy group include methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy,
Examples thereof include linear or branched alkoxy groups having 1 to 12 carbon atoms such as decyloxy, undecyloxy and dodecyloxy groups.

As the lower alkyl group, for example, methyl, ethyl, propyl, isopropyl, butyl, tert-
Examples thereof include linear or branched alkyl groups having 1 to 6 carbon atoms such as butyl, pentyl and hexyl groups.

The halogen atom is, for example, a fluorine atom,
Examples thereof include chlorine atom, bromine atom and iodine atom.

The amino group which may have 1 or 2 groups selected from a lower alkanoyl group, a lower alkyl group and a benzoyl group as a substituent is, for example, amino, methylamino, ethylamino, propylamino or isopropylamino. , Butylamino, tert-butylamino, pentylamino, hexylamino, dimethylamino, diethylamino, dipropylamino, dibutylamino, dipentylamino, dihexylamino, N-methyl-N-ethylamino, N-ethyl-N-propylamino , N-methyl-N-butylamino, N-methyl-N-hexylamino, N-methyl-N-acetylamino, N-acetylamino, N-formylamino, N-propionylamino,
N-butyrylamino, N-isobutyrylamino, N-pentanoylamino, N-tert-butylcarbonylamino, N-hexanoylamino, N-ethyl-N-acetylamino, benzoylamino, N-methyl-N-benzoyl A linear or branched alkyl group having 1 to 6 carbon atoms, a linear or branched alkanoyl group having 1 to 6 carbon atoms, and a benzoyl group as a substituent such as amino and N-ethyl-N-benzoylamino group. Examples thereof include amino groups which may have 1 or 2 groups selected from

Examples of the amino group which may have 1 or 2 groups selected from a lower alkanoyl group and a lower alkyl group as a substituent include, for example, amino, methylamino, ethylamino, propylamino, isopropylamino and butylamino. , Tert-butylamino, pentylamino, hexylamino, dimethylamino, diethylamino, dipropylamino, dibutylamino, dipentylamino, dihexylamino, N-methyl-N-ethylamino, N-
Ethyl-N-propylamino, N-methyl-N-butylamino, N-methyl-N-hexylamino, N-methyl-N-acetylamino, N-acetylamino, N-formylamino, N-propionylamino, N -Butyrylamino, N-isobutyrylamino, N-pentanoylamino, N-tert-butylcarbonylamino, N-hexanoylamino, N-ethyl-N-acetylamino group having 1 to 6 carbon atoms as a substituent. Examples thereof include an amino group which may have 1 or 2 groups selected from a linear or branched alkyl group and a linear or branched alkanoyl group having 1 to 6 carbon atoms.

Examples of the phenyl lower alkyl group include benzyl, 2-phenylethyl, 1-phenylethyl,
The alkyl moiety such as 3-phenylpropyl, 4-phenylbutyl, 5-phenylpentyl, 6-phenylhexyl, 1,1-dimethyl-2-phenylethyl, 2-methyl-3-phenylpropyl group has 1 to 6 carbon atoms. And a phenylalkyl group which is a linear or branched alkyl group.

As the substituent, 1 is selected from the group consisting of a lower alkyl group, a phenyl group and a phenyl lower alkyl group.
As the amino group which may have 2 to 2, for example, amino, phenylamino, diphenylamino, methylamino, ethylamino, propylamino, isopropylamino, butylamino, tert-butylamino, pentylamino, hexylamino, dimethylamino, Diethylamino, dipropylamino, dibutylamino, dipentylamino, dihexylamino, N-methyl-N-ethylamino, N-ethyl-N-propylamino, N-methyl-N
-Butylamino, N-methyl-N-hexylamino, N
-Methyl-N-phenylamino, N-ethyl-N-phenylamino, N-benzylamino, N- (2-phenylethyl) amino, N- (1-phenylethyl) amino,
N- (3-phenylpropyl) amino, N- (4-phenylbutyl) amino, N- (5-phenylpentyl) amino, N- (6-phenylhexyl) amino, N-
(1,1-dimethyl-2-phenylethyl) amino, N
-(2-methyl-3-phenylpropyl) amino, N-
As a substituent of methyl-N-benzylamino, N-ethyl-N-benzylamino, N-phenyl-N-benzylamino group, etc., a linear or branched alkyl group having 1 to 6 carbon atoms, a phenyl group and an alkyl group. Examples thereof include an amino group which may have 1 or 2 groups selected from the group consisting of a phenylalkyl group which is a linear or branched alkyl group having 1 to 6 carbon atoms.

Examples of the alkoxy group having 1 to 2 groups selected from the group consisting of a hydroxyl group, a lower alkanoyloxy group, a tri-lower alkylammonium group, a lower alkoxy group, and a group —NR ¹⁴ R ¹⁵ include hydroxymethoxy,
2-hydroxyethoxy, 1-hydroxyethoxy, 3
-Hydroxypropoxy, 2,3-dihydroxyethoxy, 4-hydroxybutoxy, 3,4-dihydroxybutoxy, 1,1-dimethyl-2-hydroxyethoxy,
5,6-dihydroxyhexyloxy, 5-hydroxypentyloxy, 6-hydroxyhexyloxy, 7-
Hydroxyheptyloxy, 8-hydroxyoctyloxy, 9-hydroxynonyloxy, 10-hydroxydecyloxy, 6- (3,4-dimethoxybenzylamino) -5-hydroxyhexyloxy, 6- (3-methoxybenzylamino)- 5-hydroxyhexyloxy, 6- [2- (2-pyridyl) ethylamino] -5-
Hydroxyhexyloxy, 6- [N-methyl-N-
(2-Pyridylmethyl) amino] -5-hydroxyhexyloxy, 6- {N-ethyl-N-2- (2-pyridyl) ethyl] amino} -5-hydroxyhexyloxy, 6- [N-ethyl-N -(4-Pyridylmethyl) amino] -5-hydroxyhexyloxy, 6- (3-pyridylmethylamino) -5-hydroxyhexyloxy, 6- (2-pyridylmethylamino) -5-hydroxyhexyloxy, 6- (Diethyl, methylammonium) -5-methoxyhexyloxy, 4- (trimethylammonium) -3-hydroxyhexyloxy, 5-
(Dipropyl, ethylammonium) -4-acetyloxypentyloxy, 7- (2-ethoxybenzylamino) -6-acetyloxyheptyloxy, 8- (3,
4,5-Trimethoxybenzylamino) -7-ethoxyoctyloxy, 5- [3- (2-pyridyl) propyl] -4-acetyloxypentyloxy, 7- [4-
(3-Pyridyl) butyl] -6-propoxyheptyloxy, 2-methyl-3-hydroxypropoxy, aminomethoxy, 1-aminoethoxy, 2-aminoethoxy,
3-aminopropoxy, 4-aminobutoxy, 5-aminopentyloxy, 6-aminohexyloxy, 1,1
-Dimethyl-2-aminoethoxy, 2-methyl-3-aminopropoxy, methylaminomethoxy, ethylaminomethoxy, propylaminomethoxy, isopropylaminomethoxy, butylaminomethoxy, tert-butylaminomethoxy, pentylaminomethoxy, hexylaminomethoxy , Dimethylaminomethoxy, diethylaminomethoxy, dipropylaminomethoxy, dibutylaminomethoxy, dipentylaminomethoxy, dihexylaminomethoxy, N-methyl-N-ethylaminomethoxy, N
-Methyl-N-propylaminomethoxy, N-methyl-
N-butylaminomethoxy, N-methyl-N-hexylaminomethoxy, 1-methylaminoethoxy, 2-ethylaminoethoxy, 3-propylaminopropoxy, 4
-Butylaminobutoxy, 1,1-dimethyl-2-pentylaminoethoxy, 5-hexylaminopentyloxy, 6-dimethylaminohexyloxy, 7-methylaminoheptyloxy, 8-dimethylaminooctyloxy, 4-dimethylaminobutoxy , 2-diethylaminoethoxy, 1- (N-methyl-N-hexylamino) ethoxy, 3-dihexylaminopropoxy, 6-diethylaminohexyloxy, 4-dibutylaminobutoxy, 9- (N-methyl-N-propylamino) Nonyloxy, 2- (N-methyl-N-pentylamino) ethoxy, 7-hydroxy-8-dimethylaminooctyloxy, 2-hydroxy-3-diethylaminopropoxy,
7-hydroxy-8-diethylaminooctyloxy,
2-hydroxy-3- (N-phenyl-N-benzylamino) propoxy, 7-hydroxy-8-ethylaminooctyloxy, 3-hydroxy-4-methylaminobutoxy, 5-hydroxy-6-diethylaminohexyloxy, 3 -Hydroxy-4-phenylaminobutoxy, 8-hydroxy-9-dimethylaminononyloxy, 4-hydroxy-5-dimethylaminopentyloxy, 9-hydroxy-10-diethylaminodecyloxy, 4-hydroxy-5-methylaminopentyl Oxy, 4-hydroxy-5-diethylaminopentyloxy, phenylaminomethoxy, diphenylaminomethoxy, benzylaminomethoxy, 5-hydroxy-6-benzylaminohexyloxy, 5-hydroxy-6-
[N-methyl-N- (2-phenylethyl) amino] hexyloxy, 5-hydroxy-6-ethylaminohexyloxy, 5-hydroxy-6-isopropylaminohexyloxy, 5-hydroxy-6- (N-methyl −
N-benzylamino) hexyloxy, 5-hydroxy-6-aminohexyloxy, (N-methyl-N-benzylamino) methoxy, (N-ethyl-N-benzylamino) methoxy, (N-phenyl-N-benzyl) Amino) methoxy, 2- (phenylamino) ethoxy, 3-
(2-Phenylethylamino) propoxy, 4- (3-
Phenylpropylamino) butoxy, 1,1-dimethyl-2- (4-phenylbutylamino) ethoxy, 5-
(5-phenylpentylamino) pentyloxy, 6-
(6-Phenylhexylamino) hexyloxy, 7-
Hydroxy-8- (N-phenyl-N-benzylamino) octyloxy, 8-hydroxy-9- [N- (2
-Phenylethyl) amino] nonyloxy, 9-hydroxy-10- (N-ethyl-N-benzylamino) decyloxy, acetyloxymethoxy, 2-propionyloxyethoxy, 1-butyryloxyethoxy, 3-acetyloxypropoxy, 4 -Isobutyryloxybutoxy, 5-pentanoyloxypentyloxy, 6-te
rt-Butylcarbonyloxyhexyloxy, 1,1-
Dimethyl-2-hexanoyloxyethoxy, 2-methyl-3-acetyloxypropoxy, 7-acetyloxyheptyloxy, 8-acetyloxyoctyloxy, 9-acetyloxynonyloxy, 10-acetyloxydecyloxy, (hydroxymethyl ) Aminomethoxy, 1- [N, N-di- (2-hydroxyethyl) amino] ethoxy, 2- (3-hydroxypropyl) aminoethoxy, 3- (4-hydroxybutyl) aminopropoxy, 4- (5- Hydroxypentyl) aminobutoxy, 5- (6-hydroxyhexyl) aminopentyloxy, 6- [N- (2-hydroxyethyl) -N-methylamino] hexyloxy, 5-hydroxy-6- [N
-(2-Hydroxyethyl) -N-methylamino] hexyloxy, 5-hydroxy-6- [N, N-di (2-
Hydroxyethyl) amino] hexyloxy, 6-hydroxy-7- [N- (2-hydroxyethyl) -N-benzylamino] heptyloxy, 7-hydroxy-8-
[N- (3-hydroxypropyl) -N-phenylamino] octyloxy, 7-hydroxy-9- {N- (4
-Hydroxybutyl) -N-[(tetrahydropyranyl-2-yl) methyl] amino} nonyloxy, 8-hydroxy-10- [N- (2-hydroxyethyl) -N-
Acetylamino] decyloxy, acetylaminomethoxy, 2- (formylamino) ethoxy, 1- (propionylamino) ethoxy, 3- (butyrylamino) propoxy, 4- (isobutyrylamino) butoxy, 5- (pentanoylamino) pentyl Oxy, 6- (hexanoylamino) hexyloxy, 5-acetyloxy-6-
Acetylaminohexyloxy, 5-hydroxy-6-
Acetylaminohexyloxy, 6-hydroxy-7-
(N-methyl-N-acetylamino) heptyloxy,
7-Hydroxy-8- (N-benzyl-N-acetylamino) octyloxy, 8-hydroxy-9- (N-phenyl-N-acetylamino) nonyloxy, 9-acetyloxy-10- [N- (tetrahydro- 2-Pyranylmethyl) -N-acetylamino] decyloxy, (tetrahydro-2-pyranyl) methylaminomethoxy, 2
-(Tetrahydro-3-pyranylmethylamino) ethoxy, 1- (Tetrahydro-4-pyranylmethylamino)
Ethoxy, 3- [2- (tetrahydro-2-pyranyl)
Ethylamino] propoxy, 4- [3- (tetrahydro-2-pyranyl) propylamino] butoxy, 5- [4
-(Tetrahydro-2-pyranyl) butylamino] pentyloxy, 5-hydroxy-6- [N-ethyl-N-
Tetrahydro-2-pyranylmethylamino] hexyloxy, 6-hydroxy-7- {N-phenyl-N- [5
-(Tetrahydro-2-pyranyl) pentylamino} heptyloxy, 7-hydroxy-8- {N-benzyl-
N- [6- (tetrahydro-2-pyranyl) hexylamino} octyloxy, (2-hydroxy-2-phenylethyl) aminomethoxy, 2-[(3-hydroxy-
3-phenylpropyl) amino] ethoxy, 3-[(2
-Hydroxy-4-phenylbutyl) amino] propoxy, 4-[(6-hydroxy-6-phenylhexyl)
Amino] butoxy, 5-[(2-hydroxy-2-phenylethyl) amino] pentyloxy, 5-hydroxy-6-[(2-hydroxy-2-phenylethyl) amino] hexyloxy, 6-hydroxy-7- [N- (2
-Hydroxy-2-phenylethyl) -N-methylamino] heptyloxy, 7-hydroxy-8- [N- (2
-Hydroxy-2-phenylethyl) -N-phenylamino] octyloxy, 8-hydroxy-9- [N-
(2-Hydroxy-2-phenylethyl) -N-benzylamino] nonyloxy, 9-hydroxy-10- [N
-(2-Hydroxy-2-phenylethyl) -N-acetylamino] decyloxy, (piperazin-1-yl)
Methoxy, 2- (pyrrolidin-1-yl) ethoxy, 3
-(Piperidin-1-yl) propoxy, 4-morpholinobutoxy, 5-thiomorpholinopentyloxy, 6-
(Piperazin-1-yl) hexyloxy, 5-hydroxy-6- (4-benzyl-1-piperazinyl) hexyloxy, 5-hydroxy-6- (1-piperazinyl)
Hexyloxy, 5-hydroxy-6- (4-methyl-
1-piperazinyl) hexyloxy, 4-hydroxy-
5- (1-pyrrolidinyl) pentyloxy, 4-hydroxy-5- (1-piperidinyl) pentyloxy, 4-
Hydroxy-5-morpholinopentyloxy, 5-hydroxy-6- (1-pyrrolidinyl) hexyloxy, 5
-Hydroxy-6- (1-piperidinyl) hexyloxy, 5-hydroxy-6- (4-phenyl-1-piperazinyl) hexyloxy, 5-hydroxy-6- (2-
Carbamoyl-1-pyrrolidinyl) hexyloxy, 7
-Hydroxy-8- (1-pyrrolidinyl) octyloxy, 5-hydroxy-6- (2-hydroxymethyl-1)
-Pyrrolidinyl) hexyloxy, 7- (2-carbamoylmorpholino) -6-hydroxyheptyloxy, 8
-Hydroxy-9- (4-benzyl-1-piperazinyl) nonyloxy, 4- (3-carbamoyl-1-piperidinyl) -3-humanroxybutoxy, 9-hydroxy-10- (4-ethyl-1-piperazinyl) decyloxy , 6- (4-carbamoyl-1-piperazinyl) -5
-Hydroxyl group such as hydroxyhexyloxy group, having 1 to 1 carbon
6 straight-chain or branched alkanoyloxy group, trialkylammonium group whose alkyl moiety is a straight-chain or branched-chain alkyl group having 1 to 6 carbon atoms, straight-chain or branched having 1 to 6 carbon atoms Chain alkoxy group, and group -NR ¹⁴ R ¹⁵ (R
¹⁴ and R ¹⁵ are the same or different and each is a hydrogen atom or a carbon number 1
-6 straight-chain or branched-chain alkyl group, C1-C6 straight-chain or branched-chain alkanoyl group, and hydroxyl group whose alkyl moiety is a C1-C6 straight-chain or branched-chain alkyl group. A substituted alkyl group, a tetrahydropyranylalkyl group in which the alkyl portion is a linear or branched alkyl group having 1 to 6 carbon atoms, a phenyl group, and a hydroxyl group may be present on the alkyl group, and a substituted on the phenyl ring. A phenylalkyl group in which the alkyl moiety having 1 to 6 carbon atoms as a group may have 1 to 3 linear or branched alkoxy groups, or 1 to 6 carbon atoms of which is a linear or branched alkyl group, or The pyridylalkyl group which is a linear or branched alkyl group having 1 to 6 carbon atoms in the alkyl portion is shown. R ¹⁴ and R ¹⁵ are bonded to each other together with the nitrogen atom to which they are bonded through a nitrogen atom, an oxygen atom or a sulfur atom, or 5
A saturated 6-membered heterocycle may be formed. On the heterocyclic ring, a carbamoyl group as a substituent, a linear or branched alkyl group having 1 to 6 carbon atoms, and an alkyl moiety having 1 to 6 carbon atoms.
6 selected from the group consisting of a phenylalkyl group which is a linear or branched alkyl group, a phenyl group and a hydroxyl group-substituted alkyl group in which the alkyl portion is a linear or branched alkyl group having 1 to 6 carbon atoms. It may have 1 to 3 groups. )
1 to 10 carbon atoms having 1 to 2 groups selected from the group consisting of
The alkoxy group can be exemplified.

As the carboxy group-substituted alkoxy group,
For example, carboxymethoxy, 2-carboxyethoxy, 1-carboxyethoxy, 3-carboxypropoxy, 4-carboxybutoxy, 5-carboxypentyloxy, 6-carboxyhexyloxy, 1,1-dimethyl-2-carboxyethoxy, 2- Methyl-3-carboxypropoxy, 7-carboxyheptyloxy, 8
-Carboxyoctyloxy, 9-carboxynonyloxy, 10-carboxydecyloxy, 11-carboxyundecyloxy, 12-carboxydodecyloxy and other straight-chain or branched-chain alkoxy having 1 to 12 carbon atoms in the alkoxy moiety The carboxyalkoxy group which is a group can be mentioned.

Lower alkoxycarbonyl group As the substituted alkoxy group, for example, methoxycarbonylmethoxy, 3
-Methoxycarbonylpropoxy, ethoxycarbonylmethoxy, 3-ethoxycarbonylpropoxy, 4-ethoxycarbonylbutoxy, 5-isopropoxycarbonylpentyloxy, 6-propoxycarbonylhexyloxy, 1,1-dimethyl-2-butoxycarbonylethoxy, 2- Methyl-3-tert-butoxycarbonylpropoxy, 2-pentyloxycarbonylethoxy,
Hexyloxycarbonylmethoxy, 7-methoxycarbonylheptyloxy, 8-ethoxycarbonyloctyloxy, 9-propoxycarbonylnonyloxy, 1
1 to 1 carbon atoms in which an alkoxycarbonyl moiety such as 0-butoxycarbonyldecyloxy, 11-methoxycarbonylundecyloxy, 12-ethoxycarbonyldodecyloxy group is a linear or branched alkoxycarbonyl group having 1 to 6 carbon atoms There may be mentioned 12 straight-chain or branched alkoxycarbonylalkoxy groups.

Examples of the lower alkanoyloxy group-substituted lower alkoxy group include acetyloxymethoxy and 2-
Propionyloxyethoxy, 1-butyryloxyethoxy, 3-acetyloxypropoxy, 4-isobutyryloxybutoxy, 5-pentanoyloxypentyloxy, 6-tert-butylcarbonyloxyhexyloxy, 1,1-dimethyl-2 -C2-C6 linear or branched alkanoyloxy group-substituted C6-C6 linear or branched alkoxy group such as hexanoyloxyethoxy, 2-methyl-3-acetyloxypropoxy group Can be mentioned.

Lower alkenyloxy group-substituted lower alkoxy groups include, for example, vinyloxymethoxy, 2-allyloxyethoxy, 1- (2-butenyloxy) ethoxy, 3-allyloxypropoxy, 4- (3-butenyloxy) butoxy, 5 Such as-(1-methylallyloxy) pentyloxy, 6- (2-pentenyloxy) hexyloxy, 1,1-dimethyl-2- (2-hexenyloxy) ethoxy, 2-methyl-3-allyloxypropoxy group. A straight-chain or branched alkenyloxy group having a carbon number of 2 to 6 may be a straight-chain or branched alkoxy group having a carbon number of 1 to 6.

Examples of lower alkoxy lower alkoxy groups include methoxymethoxy, 3-methoxypropoxy, 4-ethoxybutoxy, 6-propoxyhexyloxy, 5-isopropoxypentyloxy, 1,1-dimethyl-2-butoxyethoxy, 2 -Methyl-3-tert
-Butoxypropoxy, 2-pentyloxyethoxy,
A straight-chain or branched-chain alkoxy group having 1 to 6 carbon atoms such as a hexyloxymethoxy group, and a straight-chain or branched-chain alkoxy group having 1 to 6 carbon atoms can be mentioned.

Examples of the lower alkoxy group substituted with a lower alkylsulfonyloxy group include methylsulfonyloxymethoxy, 3-methylsulfonyloxypropoxy, and 4
-Ethylsulfonyloxybutoxy, 2-methylsulfonyloxyethoxy, 6-propylsulfonyloxyhexyloxy, 5-isopropylsulfonyloxypentyloxy, 1,1-dimethyl-2-butylsulfonyloxyethoxy, 2-methyl-3-methylsulfonyl A straight-chain or branched alkylsulfonyloxy group having 1 to 6 carbon atoms such as an oxypropoxy group and a straight-chain or branched alkoxy group having 1 to 6 carbon atoms substituted can be mentioned.

Examples of the lower alkoxy group substituted with a benzoyloxy group include benzoyloxymethoxy, 2-benzoyloxyethoxy, 1-benzoyloxyethoxy, 3-benzoyloxypropoxy, 4-benzoyloxybutoxy, 6-benzoyloxyhexyloxy, 5 -Benzoyloxypentyloxy, 1,1-dimethyl-2-benzoyloxyethoxy, 2-methyl-
Examples thereof include a benzoyloxyalkoxy group in which the alkoxy moiety such as a 3-benzoyloxypropoxy group is a linear or branched alkoxy group having 1 to 6 carbon atoms.

Examples of the tricyclo [3.3.1.1] decanyl-substituted lower alkoxy group include tricyclo [3.3.1.1] decanylmethoxy and 2-tricyclo [3.3.1.1]. ] Decanyl ethoxy, 1-tricyclo [3.3.1.1] decanyl ethoxy, 3-tricyclo [3.3.1.1] decanyl propoxy, 4-tricyclo [3.3.1. 1] decanyl butoxy, 5-
Tricyclo [3.3.1.1] decanylpentyloxy, 6-tricyclo [3.3.1.1] decanylhexyloxy, 1,1-dimethyl-2-tricyclo [3.3.1] .1] decanylethoxy, 2-methyl-3
Tricyclo [3.3.1.1] decanyl-substituted tricyclo [3.3.1.1] decanylpropoxy group and the like straight chain or branched chain alkoxy group having 1 to 6 carbon atoms. it can.

Examples of the lower alkylene group include methylene, ethylene, trimethylene, 2-methyltrimethylene, 2,2-dimethyltrimethylene, 1-methyltrimethylene, methylmethylene, ethylmethylene, tetramethylene, pentamethylene and hexamethylene. Number of carbon atoms such as 1
Examples of the straight-chain or branched-chain alkylene group of ~ 6 can be mentioned.

Examples of the lower alkanoyl group include linear or branched alkanoyl groups having 1 to 6 carbon atoms such as formyl, acetyl, propionyl, butyryl, isobutyryl, pentanoyl, tert-butylcarbonyl and hexanoyl groups.

The amino group which may have 1 or 2 groups selected from the group consisting of a lower alkyl group, a lower alkanoyl group and a phenyl lower alkoxycarbonyl group as a substituent is, for example, amino, methylamino, ethylamino or propyl. Amino, isopropylamino, butylamino, tert-butylamino, pentylamino, hexylamino, dimethylamino, diethylamino, dipropylamino, dibutylamino, dipentylamino, dihexylamino, N-methyl-N-ethylamino, N-ethyl-
N-propylamino, N-methyl-N-butylamino,
N-methyl-N-hexylamino, N-benzyloxycarbonylamino, N- (2-phenylethoxycarbonyl) amino, N- (1-phenylethoxycarbonyl) amino, N- (3-phenylpropoxycarbonyl) amino, N -(4-phenylbutoxycarbonyl)
Amino, N- (5-phenylpentyloxycarbonyl) amino, N- (6-phenylhexyloxycarbonyl) amino, N- (1,1-dimethyl-2-phenylethoxycarbonyl) amino, N- (2-methyl- 3-
Phenylpropoxycarbonyl) amino, N-methyl-
N-benzyloxycarbonylamino, N-ethyl-N
-Benzyloxycarbonylamino, acetylamino,
Formylamino, propionylamino, butyrylamino, isobutyrylamino, pentanoylamino, tert-
A straight chain having 1 to 6 carbon atoms as a substituent such as butylcarbonylamino, hexanoylamino, N-methyl-N-acetylamino, N-ethyl-N-acetylamino, N-benzyloxycarbonyl-N-acetylamino group. Or a group consisting of a branched alkyl group, a linear or branched alkanoyl group having 1 to 6 carbon atoms, and a phenylalkoxycarbonyl group in which the alkoxy moiety is a linear or branched alkoxy group having 1 to 6 carbon atoms An amino group which may have 1 or 2 groups selected from the group can be exemplified.

A group selected from the group consisting of an amino group and a nitro group which may have 1 or 2 groups selected from the group consisting of a lower alkyl group, a lower alkanoyl group and a phenyl lower alkoxycarbonyl group on the phenyl ring. Examples of the benzoyl group which may have a group include benzoyl, 2-aminobenzoyl, 4-aminobenzoyl, 4
-Methylaminobenzoyl, 3-ethylaminobenzoyl, 2- (N-methyl-N-ethylamino) benzoyl, 3- (N-methyl-N-hexylamino) benzoyl, 4-dimethylaminobenzoyl, 4-dipentylaminobenzoyl , 2-isopropylaminobenzoyl,
3-butylaminobenzoyl, 4- (N-methyl-N-
Benzyloxycarbonylamino) benzoyl, 2-
[N- (2-phenylethoxycarbonyl) amino] benzoyl, 2,3-bis (dimethylamino) benzoyl, 3,4-bis (methylamino) benzoyl, 3,
4,5-Tri (methylamino) benzoyl, 2,6-di (N-methyl-N-benzyloxycarbonylamino)
Benzoyl, 3- [N- (3-phenylpropoxycarbonyl) amino] benzoyl, 4- [N- (5-phenylpentyloxycarbonyl) amino] benzoyl, 2
-[N- (6-phenylhexyloxycarbonyl) amino] benzoyl, 3- [N- (4-phenylbutoxycarbonyl) amino] benzoyl, 4-acetylaminobenzoyl, 3- (N-methyl-N-acetylamino)
Benzoyl, 2- (N-benzyloxycarbonyl-N
-Acetylamino) benzoyl, 4-nitrobenzoyl, 4-nitro-3-methylaminobenzoyl, 2,4
-A straight-chain or branched alkyl group having 1 to 6 carbon atoms, a straight-chain or branched alkyl group having 1 to 6 carbon atoms as a substituent on the phenyl ring such as dinitrobenzoyl, 2,4,6-trinitrobenzoyl group A chain alkanoyl group and a group selected from the group consisting of a phenylalkoxycarbonyl group, which is a linear or branched alkoxy group having 1 to 6 carbon atoms in the alkoxy moiety, are 1 to 2 groups.
Examples thereof include a benzoyl group which may have 1 to 3 groups selected from the group consisting of an amino group and a nitro group which may be present.

The lower alkoxycarbonyl group is, for example, a straight chain having 1 to 6 carbon atoms such as methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, tert-butoxycarbonyl, pentyloxycarbonyl and hexyloxycarbonyl groups. Alternatively, a branched alkoxycarbonyl group can be exemplified.

As the lower alkoxycarbonyl lower alkyl group, for example, methoxycarbonylmethyl, 3-methoxycarbonylpropyl, ethoxycarbonylmethyl,
4-ethoxycarbonylbutyl, 1-ethoxycarbonylethyl, 1-methoxycarbonylethyl, 6-propoxycarbonylhexyl, 5-isopropoxycarbonylpentyl, 1,1-dimethyl-2-butoxycarbonylethyl, 2-methyl-3-tert. -C1 having an alkyl moiety such as butoxycarbonylpropyl, 2-pentyloxycarbonylethyl, hexyloxycarbonylmethyl group which is a linear or branched alkyl group having 1 to 6 carbon atoms
The straight-chain or branched-chain alkoxycarbonylalkyl group of -6 can be mentioned.

Examples of the amide group which may have a lower alkyl group as a substituent include carbamoyl, methylamide, ethylamide, propylamide, isopropylamide, butylamide, tert-butylamide, pentylamide, hexylamide, dimethylamide, diethylamide and diamide. Propylamide, dibutylamide, dipentylamide, dihexylamide, N-methyl-N-ethylamide, N-ethyl-N-propylamide, N-methyl-
Examples of the substituent such as N-butylamide, N-methyl-N-hexylamide group and the like include an amide group which may have 1 or 2 linear or branched alkyl groups having 1 to 6 carbon atoms.

Examples of the lower alkylsulfonyl group include straight-chain or branched-chain alkyl having 1 to 6 carbon atoms such as methylsulfonyl, ethylsulfonyl, isopropylsulfonyl, butylsulfonyl, tert-butylsulfonyl, pentylsulfonyl and hexylsulfonyl groups. A sulfonyl group can be exemplified.

With the nitrogen atom to which R ⁴ and R ⁵ are attached,
Examples of the saturated or unsaturated heterocyclic ring of a 5- or 6-membered ring formed by bonding to each other with or without a nitrogen atom, an oxygen atom or a sulfur atom, include, for example, pyrrolidinyl, piperidinyl, piperazinyl, morpholino, thiomorpholino, pyrrolyl, Pyrazolyl, imidazolyl, imidazolidinyl,
1,2,4-triazolyl, 1,2,3,4-tetrazolyl, pyrrolinyl, imidazolinyl, pyrazolinyl, pyrazolidinyl, oxazolidinyl, oxazolinyl, isoxazolinyl, isoxazolidinyl, thiazolinyl, thiazolidinyl, isothiazolinyl, isothiazolidinini Group, etc. can be exemplified.

The phenyl group which may have a lower alkoxy group as a substituent and a group selected from the group consisting of halogen atoms on the phenyl ring is, for example, phenyl, 2-methoxyphenyl, 3-methoxyphenyl or 4-methoxyphenyl. , 2-ethoxyphenyl, 3-ethoxyphenyl, 4-ethoxyphenyl, 4-isopropoxyphenyl, 4-pentyloxyphenyl, 2,4-dimethoxyphenyl, 4-hexyloxyphenyl, 3,4-dimethoxyphenyl, 3- Ethoxy-4-methoxyphenyl, 2,3-dimethoxyphenyl, 3,4-diethoxyphenyl, 2,5-dimethoxyphenyl, 2,6-dimethoxyphenyl, 3,5-dimethoxyphenyl, 3,4
-Dipentyloxyphenyl, 3,4,5-trimethoxyphenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2-fluorophenyl, 3-
Fluorophenyl, 4-fluorophenyl, 2-bromophenyl, 3-bromophenyl, 4-bromophenyl,
2-iodophenyl, 3-iodophenyl, 4-iodophenyl, 3,4-dichlorophenyl, 3,5-dichlorophenyl, 2,6-dichlorophenyl, 2,3-dichlorophenyl, 2,4-dichlorophenyl, 3,4-difluoro Phenyl, 3,5-dibromophenyl, 3,
1 carbon atom as a substituent on the phenyl ring such as 4,5-trichlorophenyl and 2-methoxy-3-chlorophenyl group
Examples thereof include a phenyl group which may have 1 to 3 groups selected from the group consisting of linear or branched alkoxy groups of to 6 and halogen atoms.

A phenyl group which may have a lower alkoxy group as a substituent and a group selected from the group consisting of a halogen atom on the phenyl ring, an oxo group, a hydroxyl group, a lower alkenyl group, a carboxy group, and a hydroxyl group on the lower alkyl group. Phenyl lower alkyl group that may have, lower alkanoyl group, lower alkyl group that may have a hydroxyl group as a substituent, benzoyl group, amide group that may have a lower alkyl group as a substituent, anilinocarbonyl group, benzoyl lower group Alkyl group, lower alkylsulfonyl group,
The heterocyclic group substituted with a group selected from the group consisting of a piperidinyl group, a pyrimidyl group, a pyridyl group and a lower alkoxycarbonyl group is 4-phenylpiperazinyl, 4
-(4-Methoxyphenyl) piperazinyl, 4- (4-
Chlorophenyl) piperazinyl, 3- (2-ethoxyphenyl) pyrrolidinyl, 2- (4-isopropoxyphenyl) pyrrolidinyl, 4- (4-pentyloxyphenyl) piperidinyl, 3- (4-hexyloxyphenyl) piperidinyl, 3- ( 2,3-dimethoxyphenyl) morpholino, 2- (2-methoxyphenyl) morpholino, 3- (3-ethoxyphenyl) thiomorpholino,
2- (3,4,5-trimethoxyphenyl) thiomorpholino, 4- (3,4-dimethoxyphenyl) piperazinyl, 4- (3,4,5-trimethoxyphenyl) piperazinyl, 3- (2-fluorophenyl) ) Pyrrolidinyl,
2- (3-bromophenyl) pyrrolidinyl, 4- (3-
Iodophenyl) piperidinyl, 3- (4-bromophenyl) piperidinyl, 2- (3,4-dichlorophenyl) morpholino, 3- (3-chlorophenyl) morpholino, 3- (2-bromophenyl) thiomorpholino, 2-
(4-fluorophenyl) thiomorpholino, 4- (3,
4,5-Trichlorophenyl) piperazinyl, 4-
(2,6-dichlorophenyl) piperazinyl, 4-benzylpiperazinyl, 3- (2-phenylethyl) pyrrolidinyl, 2- (3-phenylpropyl) pyrrolidinyl,
4- (4-phenylbutyl) piperidinyl, 3- (5-
Phenylpentyl) morpholino, 2- (6-phenylhexyl) thiomorpholino, 4- (2-phenyl-2-hydroxyethyl) piperazinyl, 3- (1-hydroxy-1-phenylmethyl) pyrrolidinyl, 2- (3-hydroxy -3-Phenylpropyl) pyrrolidinyl, 4-
(2-Hydroxy-4-phenylbutyl) piperidinyl, 2- (5-hydroxy-5-phenylpentyl) thiomorpholino, 3- (6-hydroxy-6-phenylhexyl) morpholino, 4-acetylpiperazinyl, 3-
Formylpyrrolidinyl, 2-propionylpyrrolidinyl, 4-butyrylpiperidinyl, 3-pentanoylthiomorpholino, 2-hexanoylmorpholino, 4-methylpiperazinyl, 3,4-dimethylpiperazinyl, 3- Ethylpyrrolidinyl, 2-propylpyrrolidinyl, 3,
4,5-trimethylpiperidinyl, 4-butylpiperidinyl, 3-pentylmorpholino, 2-hexylthiomorpholino, 4-benzoylpiperazinyl, 3-benzoylpyrrolidinyl, 3-benzoylmorpholino, 2-benzoylthio Morpholino, 3-benzoylpiperidinyl, 4
-Anilinocarbonylpiperazinyl, 2-anilinocarbonylpyrrolidinyl, 3-anilinocarbonylpiperidinyl, 2-anilinocarbonylmorpholino, 3-anilinocarbonylthiomorpholino, 4- (benzoylmethyl) piperazinyl, 3 -(1-benzoylethyl) pyrrolidinyl, 2- (3-benzoylpropyl) pyrrolidinyl, 4- (4-benzoylbutyl) piperidinyl, 3-
(5-benzoylpentyl) morpholino, 2- (6-benzoylhexyl) thiomorpholino, 3-methyl-4-
Benzoylpiperazinyl, 3-ethyl-4-acetylpiperidinyl, 3-methyl-4-benzylpyrrolidinyl,
3-propyl-4-anilinocarbonylpyrrolidinyl,
3-methyl-5- (benzoylmethyl) morpholino, 3
-Methyl-5- (2-phenyl-2-hydroxyethyl) thiomorpholino, 4-methylsulfonylpiperazinyl, 4-methoxycarbonylpiperazinyl, 3-ethylsulfonylpyrrolidinyl, 3-ethoxycarbonylpyrrolidinyl, 4-propylsulfonylpiperidinyl, 3-
Propoxycarbonylpiperidinyl, 3-butylsulfonylmorpholino, 2-pentyloxycarbonylmorpholino, 2-hexylsulfonylthiomorpholino, 3-hexyloxycarbonylthiomorpholino, 4-allylpiperazinyl, 4-ethoxycarbonylpiperidinyl, 4
-Carboxypiperidinyl, 4-dimethylamidopiperidinyl, 4-carbamoylpiperidinyl, 4- (1-piperidinyl) piperidinyl, 3-hydroxypiperidinyl, 2-carbamoylpyrrolidinyl, 2-hydroxymethylpiperidin Nil, 2-hydroxymethylpyrrolidinyl, 3-hydroxymethylpiperidinyl, 3-hydroxypyrrolidinyl, 4- (2-hydroxyethyl) piperidinyl, 2-methoxycarbonylpyrrolidinyl, 2-
(2-hydroxyethyl) piperidinyl, (2-pyrimidyl) piperazinyl, (2-pyridyl) piperazinyl,
4-oxothiomorpholino, 4,4-dioxothiomorpholino, 2-methylimidazolyl, 3-methyl-1,
2,4-triazolyl, 5-methyl-1,2,3,4-
Tetrazolyl, 4-hydroxymethylimidazolyl, 3
-Allyl-1,2,4-triazolyl, 5-phenyl-
1,2,3,4-tetrazolyl, 3-carboxypyrrolyl, 2-hydroxyoxazolidinyl, 2-carbamoylthiazolidinyl group and the like, or a straight chain having 1 to 6 carbon atoms as a substituent on the phenyl ring or A phenyl group which may have 1 to 3 groups selected from the group consisting of a branched alkoxy group and a halogen atom, an oxo group, a hydroxyl group, a linear or branched alkenyl group having 2 to 6 carbon atoms, and carboxy. Group, a phenylalkyl group which is a linear or branched alkyl group having 1 to 6 carbon atoms in the alkyl part which may have a hydroxyl group on the alkyl group, a linear or branched chain group having 1 to 6 carbon atoms Alkanoyl group, linear or branched alkyl group having 1 to 6 carbon atoms which may have 1 to 3 hydroxyl groups as a substituent, benzoyl group, linear or branched chain having 1 to 6 carbon atoms as a substituent 1 to 2 alkyl groups Amido group, anilinocarbonyl group, benzoylalkyl group whose alkyl moiety is a linear or branched alkyl group having 1 to 6 carbon atoms, linear or branched alkyl group having 1 to 6 carbon atoms A sulfonyl group,
Examples thereof include the above-mentioned heterocyclic groups in which 1 to 3 groups selected from the group consisting of a piperidinyl group, a pyrimidyl group, a pyridyl group, and a linear or branched alkoxycarbonyl group having 1 to 6 carbon atoms are substituted.

Examples of the phenyl lower alkyl group which may have a hydroxyl group on the lower alkyl group and may have a lower alkoxy group on the phenyl ring as a substituent include, for example, in addition to the above phenyl lower alkyl group, 1-
Hydroxy-1-phenylmethyl, 1-phenyl-2-
Hydroxyethyl, 2-phenyl-2-hydroxyethyl, 3-hydroxy-3-phenylpropyl, 2-hydroxy-4-phenylbutyl, 6-hydroxy-6-phenylhexyl, 3,4-dimethoxybenzyl, 3-methoxybenzyl , 1- (2-methoxyphenyl) ethyl, 2- (4-methoxyphenyl) ethyl, 3- (2-
Ethoxyphenyl) propyl, 4- (3-ethoxyphenyl) butyl, 5- (4-ethoxyphenyl) pentyl, 6- (4-isopropoxyphenyl) hexyl,
1,1-dimethyl-2- (4-pentyloxyphenyl) ethyl, 2-methyl-3- (4-hexyloxyphenyl) propyl, 3-ethoxy-4-methoxybenzyl, 2,3-dimethoxybenzyl, 3, 4-diethoxybenzyl, 3,4,5-trimethoxybenzyl, 1-hydroxy-1- (3-methoxyphenyl) methyl, 1-
Alkyl group such as (2,5-dimethoxyphenyl) -2-hydroxyethyl, 2- (2,6-dimethoxyphenyl) -2-hydroxyethyl, 5-hydroxy-5- (3,4-dipentyloxy) pentyl group The alkyl moiety which may have a hydroxyl group on the phenyl ring and may have 1 to 3 linear or branched alkoxy groups having 1 to 6 carbon atoms as a substituent on the phenyl ring has 1 to 6 carbon atoms. A phenylalkyl group which is a linear or branched alkyl group can be mentioned.

Examples of the benzoyl lower alkyl group include benzoylmethyl, 1-benzoylethyl, 2-benzoylethyl, 3-benzoylpropyl, 4-benzoylbutyl, 5-benzoylpentyl, 6-benzoylhexyl and 1,1-dimethyl-. 2-benzoylethyl, 2
Examples thereof include a benzoylalkyl group in which an alkyl moiety such as -methyl-3-benzoylpropyl group is a linear or branched alkyl group having 1 to 6 carbon atoms.

Examples of the lower alkoxy group substituted with a carbamoyloxy group include carbamoyloxymethoxy and 2-
Carbamoyloxyethoxy, 1-carbamoyloxyethoxy, 3-carbamoyloxypropoxy, 4-carbamoyloxybutoxy, 5-carbamoyloxypentyloxy, 6-carbamoyloxyhexyloxy, 1,1-dimethyl-2-carbamoyloxyethoxy, 2- Examples thereof include a carbamoyloxyalkoxy group in which an alkoxy moiety such as a methyl-3-carbamoyloxypropoxy group is a linear or branched alkoxy group having 1 to 6 carbon atoms.

As the lower alkylthio-substituted lower alkoxy group, for example, methylthiomethoxy, 3-ethylthiopropoxy, 4-methylthiobutoxy, 2-methylthioethoxy, 6-propylthiohexyloxy, 5-isopropylthiopentyloxy, 1,1- Linear or branched alkylthio group having 1 to 6 carbon atoms such as dimethyl-2-butylthioethoxy, 2-methyl-3-methylthiopropoxy group, etc. Substituted linear or branched alkoxy group having 1 to 6 carbon atoms Can be mentioned.

Examples of the lower alkylsulfonyl-substituted lower alkoxy group include methylsulfonylmethoxy and 3-
Ethylsulfonylpropoxy, 4-methylsulfonylbutoxy, 2-methylsulfonylethoxy, 6-propylsulfonylhexyloxy, 5-isopropylsulfonylpentyloxy, 1,1-dimethyl-2-butylsulfonylethoxy, 2-methyl-3-methylsulfonyl. A straight-chain or branched-chain alkylsulfonyl group having 1 to 6 carbon atoms such as a propoxy group and a substituted straight-chain or branched-chain alkoxy group having 1 to 6 carbon atoms can be mentioned.

As the lower alkylsulfinyl-substituted lower alkoxy group, for example, methylsulfinylmethoxy,
3-ethylsulfinylpropoxy, 4-methylsulfinylbutoxy, 2-methylsulfinylethoxy, 6
-Propylsulfinylhexyloxy, 5-isopropylsulfinylpentyloxy, 1,1-dimethyl-
2-butylsulfinylethoxy, 2-methyl-3-methylsulfinylpropoxy group, and other straight-chain or branched alkylsulfinyl groups having 1 to 6 carbon atoms, substituted with 1 to 6 carbon atoms
The straight-chain or branched-chain alkoxy group can be mentioned.

Examples of the alkenyloxy group include vinyloxy, allyloxy, 3-methyl-2-butenyloxy, 2-butenyloxy, 3-butenyloxy, 1-
Methylallyloxy, 2-pentenyloxy, 2-hexenyloxy, 1-heptenyloxy, 1-octenyloxy, 1-nonenyloxy, 1-decenyloxy, 1
-Undecenyloxy, 1-dodecenyloxy, 2-heptenyloxy, 3-heptenyloxy, 2-methyl-
4-heptenyloxy, 2-methyl-5-heptenyloxy, 4-methyl-2-heptenyloxy, 3-methyl-1-heptenyloxy, 1,3-heptadienyloxy, 1,4-heptadienyloxy, 1,5- Heptadienyloxy, 1,6-heptadienyloxy, 2,4
-Heptadienyloxy, 2-methyl-2,4-heptadienyloxy, 2,6-dimethyl-2,4-heptadienyloxy, 2,5-dimethyl-1,3-heptadienyloxy, 2 , 4,6-Trimethyl-2,4-heptadienyloxy, 2-octenyloxy, 3-octenyloxy, 4-octenyloxy, 2-methyl-5-octenyloxy, 2-methyl-6- Octenyloxy,
2-Methyl-7-octenyloxy, 1,3-octadienyloxy, 1,4-octadienyloxy, 1,5
-Octadienyloxy, 1,6-octadienyloxy, 1,7-octadienyloxy, 2,4-octadienyloxy, 3,7-octadienyloxy, 4,8
-Dimethyl-3,7-octadienyloxy, 2,4
6-trimethyl-3,7-octadienyloxy, 3,
4-dimethyl-2,5-octadienyloxy, 3,7
-Dimethyl-2,6-octadienyloxy, 4,8-
Dimethyl-2,6-octadienyloxy, 2-nonenyloxy, 3-nonenyloxy, 4-nonenyloxy,
2-methyl-5-nonenyloxy, 2-methyl-6-nonenyloxy, 2-methyl-7-nonenyloxy, 2-
Methyl-8-nonenyloxy, 1,3-nonadienyloxy, 1,4-nonadienyloxy, 1,5-nonadienyloxy, 1,6-nonadienyloxy, 1,7-nonadienyloxy , 1,8-nonadienyloxy, 2,
4-nonadienyloxy, 3,7-nonadienyloxy, 4,8-dimethyl-3,7-nonadienyloxy,
2,4,6-trimethyl-3,7-nonadienyloxy, 3,4-dimethyl-2,5-nonadienyloxy,
4,8-Dimethyl-2,6-nonadienyloxy, 2-
Decenyloxy, 3-decenyloxy, 4-decenyloxy, 5-decenyloxy, 2-methyl-6-decenyloxy, 3-methyl-7-decenyloxy, 4-methyl-8-decenyloxy, 5-methyl-9-decenyloxy, 1,3- Decadienyloxy, 1,4-decadienyloxy, 1,5-decadienyloxy, 1,6-decadienyloxy, 1,7-decadienyloxy, 1,8
-Decadienyloxy, 1,9-decadienyloxy,
2-methyl-2,4-decadienyloxy, 3-methyl-2,5-decadienyloxy, 4,8-dimethyl-
2,6-decadienyloxy, 2,4,6-trimethyl-3,7-decadienyloxy, 2,9-dimethyl-
3,7-decadienyloxy, 2-undecenyloxy, 3-undecenyloxy, 4-undecenyloxy, 5-undecenyloxy, 2-methyl-6-undecenyloxy, 3- Methyl-7-undecenyloxy,
4-methyl-8-undecenyloxy, 5-methyl-9
-Undecenyloxy, 2-methyl-10-undecenyloxy, 1,3-undecadienyloxy, 1,4-
Undecadienyloxy, 1,5-undecadienyloxy, 1,6-undecadienyloxy, 1,7-undecadienyloxy, 1,8-undecadienyloxy, 1,9-undecadienyloxy, 1,10-undecadienyloxy, 2-methyl-2,4-undecadienyloxy, 3-methyl-2,5-undecadienyloxy, 4,8-dimethyl-2,6-undecadienyloxy, 2,4,6-Trimethyl-3,8-undecadienyloxy, 2,9-dimethyl-3,8-undecadienyloxy, 2-dodecenyloxy, 3-dodecenyloxy, 4-dodecenyloxy, 5-dodecenyloxy, 6- Dodecenyloxy, 2-methyl-7-dodecenyloxy, 3-methyl-8-dodecenyloxy, 4-methyl-9-dodecenyl Carboxymethyl, 5-methyl-10-Dodeseniruokishi, 6-methyl-11-Dodeseniruokishi,
2-Methyl-2,4-dodecadienyloxy, 3-methyl-2,5-dodecadienyloxy, 4,8-dimethyl-2,6-dodecadienyloxy, 2,4,6-trimethyl-2 , 7-dodecadienyloxy, 2,10-dimethyl-2,8-dodecadienyloxy, 2,5-dimethyl-3,7-dodecadienyloxy, 4,8,12-trimethyl-3,7, 11-dodecatrienyloxy,
1,3,5-heptatrienyloxy, 2,4,6-octatrienyloxy, 1,3,6-nonatrienyloxy, 2,6,8-dodecatrienyloxy, 1,5
Examples thereof include an alkenyl group having 1 to 3 linear or branched double bonds having 2 to 12 carbon atoms such as a 7-undecatrienyloxy group.

The lower alkanoyloxy group includes, for example, formyloxy, acetyloxy, propionyloxy, butyryloxy, isobutyryloxy, pentanoyloxy, tert-butylcarbonyloxy, and hexanoyloxy groups having 1 to 6 carbon atoms. Mention may be made of chain or branched alkanoyloxy groups.

The lower alkylsulfonyloxy group is, for example, a methylsulfonyloxy, ethylsulfonyloxy, isopropylsulfonyloxy, butylsulfonyloxy, tert-butylsulfonyloxy, pentylsulfonyloxy, hexylsulfonyloxy group having 1 to 6 carbon atoms. A straight chain or branched chain alkyl sulfonyloxy group can be illustrated.

Examples of the lower alkynyloxy group include carbon numbers such as ethynyloxy, 2-propynyloxy, 2-butynyloxy, 3-butynyloxy, 1-methyl-2-propynyloxy, 2-pentynyloxy and 2-hexynyloxy groups. 2-6 linear or branched alkynyloxy groups can be illustrated.

As the phenyl lower alkoxy group, for example, benzyloxy, 2-phenylethoxy, 1-phenylethoxy, 3-phenylpropoxy, 4-phenylbutoxy, 5-phenylpentyloxy, 6-phenylhexyloxy, 1,1- Examples thereof include a phenylalkoxy group which is a linear or branched alkoxy group having 1 to 6 carbon atoms in the alkoxy portion such as dimethyl-2-phenylethoxy and 2-methyl-3-phenylpropoxy group.

Examples of the cycloalkyloxy group include cycloalkyloxy groups having 3 to 8 carbon atoms such as cyclopropyloxy, cyclopentyloxy, cyclohexyloxy, cycloheptyloxy and cyclooctyloxy groups.

The cycloalkenyloxy group is, for example, a cycloalkenyloxy group having 3 to 8 carbon atoms such as cyclopropenyloxy, cyclobutenyloxy, cyclopentenyloxy, cyclohexenyloxy, cycloheptenyloxy and cyclooctenyloxy groups. Can be mentioned.

Examples of the lower alkanoyl group which may have 1 to 3 halogen atoms as a substituent include, for example, 2,2,2-trifluoroacetyl and 2,2,2-trichloroacetyl in addition to the above lower alkanoyl group. , 2-chloroacetyl, 2-bromoacetyl, 2-fluoroacetyl, 2-iodoacetyl, 2,2-difluoroacetyl, 2,2-dibromoacetyl, 3,3,3-trifluoropropionyl, 3,3,3 -Trichloropropionyl, 3-chloropropionyl, 2,3-dichloropropionyl, 4,4,4-trichlorobutyryl, 4-fluorobutyryl, 5-chloropentanoyl, 3-chloro-2
-Methylpropionyl, 6-bromohexanoyl, 5,
As a substituent such as a 6-dibromohexanoyl group, a linear or branched alkanoyl group having 1 to 6 carbon atoms which may have 1 to 3 halogen atoms can be mentioned.

Examples of the lower alkenyl group include straight-chain or branched-chain alkenyl having 2 to 6 carbon atoms such as vinyl, allyl, 2-butenyl, 3-butenyl, 1-methylallyl, 2-pentenyl and 2-hexenyl groups. A group can be mentioned.

Examples of the lower alkylthio group include linear or branched alkylthio groups having 1 to 6 carbon atoms such as methylthio, ethylthio, propylthio, isopropylthio, butylthio, tert-butylthio, pentylthio and hexylthio groups.

With the nitrogen atom to which R ⁶ and R ⁷ are attached,
Examples of the saturated or unsaturated 5- or 6-membered heterocyclic ring formed by bonding to each other with or without a nitrogen atom, an oxygen atom or a sulfur atom include, for example, pyrrolidinyl, piperidinyl, piperazinyl, morpholino, thiomorpholino, pyrrolyl, pyrazolyl. , Imidazolyl, imidazolidinyl, pyrrolinyl, imidazolinyl, pyrazolinyl, pyrazolidinyl, oxazolinyl, oxazolidinyl, isoxazolinyl, isoxazolidinyl, thiazolinyl, thiazolidinyl, isothiazolinyl and isothiazolidinyl groups.

Examples of the above heterocycle having a lower alkoxycarbonyl group, a lower alkyl group, a lower alkylthio group or an oxo group as a substituent include 4-tert-butoxycarbonylpiperazinyl, 4-methylpiperazinyl and 2-ethylthio. Imidazolyl, 2-oxopyrrolidinyl, 2-
Oxooxazolidinyl, 3-oxopiperazinyl, 4
-Methoxycarbonylpiperazinyl, 3-ethoxycarbonylpiperidinyl, 2-propoxycarbonylpyrrolidinyl, 3-pentyloxycarbonylthiomorpholino, 2-hexyloxycarbonylthiomorpholino, 3
-Ethoxycarbonylpyrrolyl, 3-methoxycarbonylimidazolyl, 3-ethylpiperidinyl, 3-propylpyrrolidinyl, 3-butylpyrrolyl, 2-pentylimidazolyl, 3-hexylmorpholino, 2-methylthiomorpholino, 2-methyloxazoli Dinyl, 2-ethylthiazolinyl, 3-methylisoxazolinyl, 2-methylthioimidazolyl, 2-propylthioimidazolinyl, 2-butylthioimidazolidinyl, 3-pentylthiopyrrolyl, 3-hexylthio A linear or branched alkoxycarbonyl having 1 to 6 carbon atoms as a substituent such as pyrrolinyl, 3-methylthiopyrrolidinyl, 3-ethylthiomorpholino, 2-methylthiomorpholino, 2-methylthioisoxazolidinyl group. Group, linear or branched alkyl group having 1 to 6 carbon atoms It can be exemplified the above heterocyclic rings having a straight-chain or branched alkylthio group or an oxo group having 1 to 6 carbon atoms.

As the substituent, 1 is selected from the group consisting of halogen atom, hydroxyl group, phenyl group and lower alkoxy group.
As the lower alkyl group which may have 3 to 3, for example, hydroxymethyl, 2
-Hydroxyethyl, 1-hydroxyethyl, 3-hydroxypropyl, 2,3-dihydroxypropyl, 4-
Hydroxybutyl, 1,1-dimethyl-2-hydroxyethyl, 5,5,4-trihydroxypentyl, 5-hydroxypentyl, 6-hydroxyhexyl, 1-hydroxyisopropyl, 2-methyl-3-hydroxypropyl, trifluoro Methyl, trichloromethyl, chloromethyl, bromomethyl, fluoromethyl, iodomethyl, difluoromethyl, dibromomethyl, 2-chloroethyl, 2,2,2-trifluoroethyl, 2,2,2-
Trichloroethyl, 3-chloropropyl, 2,3-dichloropropyl, 4,4,4-trichlorobutyl, 4-fluorobutyl, 5-chloropentyl, 3-chloro-2-
Methylpropyl, 5-bromohexyl, 5,6-dichlorohexyl, benzyl, 1-phenylethyl, 2-phenylethyl, 3-phenylpropyl, 4-phenylbutyl, 1,1-dimethyl-2-phenylethyl, 5- Phenylpentyl, 6-phenylhexyl, 2-methyl-3
-Phenylpropyl, methoxymethyl, 3-methoxypropyl, 4-ethoxybutyl, 6-propoxyhexyl, 5-isopropoxypentyl, 1,1-dimethyl-
2-butoxyethyl, 2-methyl-3-tert-butoxypropyl, 2-pentyloxyethyl, hexyloxymethyl, dimethoxymethyl, 2,3-dimethoxyethyl, 6,6,5-trimethoxyhexyl, 1-hydroxy- 1-phenylmethyl, 1-hydroxy-2-phenylethyl, 1-hydroxy-3-phenylpropyl, 1
A group selected from the group consisting of a halogen atom, a hydroxyl group, a phenyl group, and a linear or branched alkoxy group having 1 to 6 carbon atoms as a substituent such as -methoxy-1-phenylmethyl group is 1
Examples of the linear or branched alkyl group having 1 to 6 carbon atoms which may have 3 to 3 carbon atoms can be given.

Examples of the cyano-substituted lower alkoxy group include cyanomethoxy, 2-cyanoethoxy, 1-cyanoethoxy, 3-cyanopropoxy, 4-cyanobutoxy, 5-cyanopentyloxy, 6-cyanohexyloxy, 1,1. Examples thereof include a cyano-substituted alkoxy group which is a linear or branched alkoxy group having 1 to 6 carbon atoms in the alkoxy moiety such as dimethyl-2-cyanoethoxy and 2-methyl-3-cyanopropoxy group.

Examples of the lower alkoxy group substituted with oxiranyl include glycidoxy, 2-oxiranylethoxy,
1-oxiranylethoxy, 3-oxiranylpropoxy, 4-oxiranylbutoxy, 5-oxiranylpentyloxy, 6-oxiranylhexyloxy, 1,1
-Dimethyl-2-oxiranylethoxy, 2-methyl-
Examples thereof include an oxiranyl-substituted alkoxy group in which an alkoxy moiety such as a 3-oxiranylpropoxy group is a linear or branched alkoxy group having 1 to 6 carbon atoms.

As the phthalimide-substituted alkoxy group,
For example, phthalimidomethoxy, 2-phthalimidoethoxy, 1-phthalimidoethoxy, 3-phthalimidopropoxy, 4-phthalimidobutoxy, 5-phthalimidopentyloxy, 6-phthalimidohexyloxy,
1,1-dimethyl-2-phthalimidoethoxy, 2-methyl-3-phthalimidopropoxy, 7-phthalimidoheptyloxy, 8-phthalimidooctyloxy, 9
-Phthalimidononyloxy, 10-phthalimidodecyloxy, 11-phthalimidoundecyloxy, 12
Examples thereof include a phthalimide-substituted alkoxy group in which an alkoxy moiety such as a phthalimidododecyloxy group is a linear or branched alkoxy group having 1 to 12 carbon atoms.

As the pyrrolyl-substituted lower alkoxy group,
For example, (1-pyrrolyl) methoxy, 2- (2-pyrrolyl) ethoxy, 1- (3-pyrrolyl) ethoxy, 3-
(1-pyrrolyl) propoxy, 4- (1-pyrrolyl) butoxy, 5- (2-pyrrolyl) pentyloxy, 6-
(3-Pyrrolyl) hexyloxy, 1,1-dimethyl-
2- (1-pyrrolyl) ethoxy, 2-methyl-3- (1
Examples thereof include a pyrrolyl-substituted alkoxy group in which the alkoxy moiety such as -pyrrolyl) propoxy group is a linear or branched alkoxy group having 1 to 6 carbon atoms.

As the amidino-substituted lower alkoxy group,
For example, amidinomethoxy, 2-amidinoethoxy, 1-
Alkoxy moieties such as amidinoethoxy, 3-amidinopropoxy, 2-amidinobutoxy, 5-amidinopentyloxy, 6-amidinohexyloxy, 1,1-dimethyl-2-amidinoethoxy, 2-methyl-3-amidinopropoxy group An amidino-substituted alkoxy group which is a linear or branched alkoxy group having 1 to 6 carbon atoms can be exemplified.

Examples of the lower alkanoyloxy lower alkyl group include acetyloxymethyl, 2-propionyloxyethyl, 1-butyryloxyethyl, 3-acetyloxypropyl, 4-isobutyryloxybutyl,
A straight chain having 2 to 6 carbon atoms such as 5-pentanoyloxypentyl, 6-tert-butylcarbonyloxyhexyl, 1,1-dimethyl-2-hexanoyloxyethyl, 2-methyl-3-acetyloxypropyl group or the like. Branched chain alkanoyloxy group Substituted straight chain or branched chain alkyl groups having 1 to 6 carbon atoms can be mentioned.

Examples of the lower alkylsulfinyl group include straight-chain or branched-chain alkyl having 1 to 6 carbon atoms such as methylsulfinyl, ethylsulfinyl, isopropylsulfinyl, butylsulfinyl, tert-butylsulfinyl, pentylsulfinyl and hexylsulfinyl groups. A sulfinyl group can be exemplified.

Examples of the lower alkenyl group which may have a hydroxyl group as a substituent include 1-hydroxyallyl, 4-hydroxy-1-butenyl, 4-hydroxy-2-butenyl and 2-hydroxy, in addition to the above lower alkenyl group. -3-butenyl, 5-hydroxy-2-pentenyl, 6
Examples thereof include linear or branched alkenyl groups having 2 to 6 carbon atoms, which may have a hydroxyl group as a substituent such as a hydroxy-2-hexenyl group.

The lower alkylenedioxy group includes, for example, methylenedioxy, ethylenedioxy, trimethylenedioxy, tetramethylenedioxy groups and the like having 1 to 4 carbon atoms.
And a straight chain or branched chain alkylenedioxy group.

The lower alkylsilyl group is, for example, methylsilyl, ethylsilyl, propylsilyl, isopropylsilyl, butylsilyl, tert-butylsilyl, pentylsilyl, hexylsilyl, dimethylsilyl, trimethylsilyl, dimethyl-tert-butylsilyl group having 1 to 1 carbon atoms. The silyl group which has 1-3 linear or branched alkyl groups of 6 can be illustrated.

As the amino group which may have a lower alkanoyl group, for example, amino, formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino, pentanoylamino, tert-butylcarbonylamino, hexanoylamino group, etc. Carbon number 1
The amino group which may have a linear or branched alkanoyl group of 6 to 6 can be exemplified.

One group selected from the group consisting of an amino group and a nitro group which may have 1 or 2 groups selected from the group consisting of a lower alkanoyl group, a lower alkyl group and a benzoyl group on the phenyl ring as a substituent. As the phenoxycarbonyl group which may have 3 to 3, for example, phenoxycarbonyl, 2-nitrophenoxycarbonyl, 3-nitrophenoxycarbonyl, 4-nitrophenoxycarbonyl, 3,4-dinitrophenoxycarbonyl, 2,5-
Dinitrophenoxycarbonyl, 2,6-dinitrophenoxycarbonyl, 3,4,5-trinitrophenoxycarbonyl, 2-aminophenoxycarbonyl, 3-aminophenoxycarbonyl, 4-aminophenoxycarbonyl, 3-acetylaminophenoxycarbonyl, 4
-Formylaminophenoxycarbonyl, 4-isobutyrylaminophenoxycarbonyl, 2-pentanoylaminophenoxycarbonyl, 3-hexanoylaminophenoxycarbonyl, 3,4-diacetylaminophenoxycarbonyl, 3,4-diaminophenoxycarbonyl, 2, 6-diaminophenoxycarbonyl, 2,5-
Diaminophenoxycarbonyl, 2,4,6-triaminophenoxycarbonyl, 4-acetylaminophenoxycarbonyl, 4-dimethylaminophenoxycarbonyl, 4-benzoylaminophenoxycarbonyl, 3-
Linear or branched chain having 1 to 6 carbon atoms as a substituent on the phenyl ring such as (N-methyl-N-benzoylamino) phenoxycarbonyl, 2- (N-ethyl-N-acetylamino) phenoxycarbonyl group An alkanoyl group, a linear or branched alkyl group having 1 to 6 carbon atoms, a group selected from the group consisting of an amino group and a nitro group which may have 1 or 2 groups selected from the group consisting of benzoyl group, Mention may be made of 1 to 3 phenoxycarbonyl groups.

Examples of the phenyl lower alkenylcarbonyl group include cinnamoyl, 4-phenyl-3-butenoyl, 4-phenyl-2-butenoyl and 5-phenyl-
4-pentenoyl, 5-phenyl-3-pentenoyl,
5-phenyl-2-pentenoyl, 6-phenyl-5-
Hexenoyl, 6-phenyl-4-hexenoyl, 6-
The alkenylcarbonyl moiety such as phenyl-3-hexenoyl, 6-phenyl-2-hexenoyl, 2-methyl-4-phenyl-3-butenoyl group is a straight or branched alkenylcarbonyl group having 3 to 6 carbon atoms. An example is a phenylalkenylcarbonyl group.

Examples of the amino group which may have a lower alkoxycarbonyl group include amino, methoxycarbonylamino, ethoxycarbonylamino, propoxycarbonylamino, isopropoxycarbonylamino,
Examples thereof include an amino group which may have a linear or branched alkoxycarbonyl group having 1 to 6 carbon atoms such as butoxycarbonylamino, tert-butoxycarbonylamino, pentyloxycarbonylamino, hexyloxycarbonylamino group.

Examples of the phenyl lower alkanoyl group which may have an amino group which may have a lower alkoxycarbonyl group on the lower alkanoyl group include phenylacetyl, 3-phenylpropionyl, and 2
-Phenylpropionyl, 4-phenylbutyryl, 2,
2-Dimethyl-3-phenylpropionyl, 5-phenylpentanoyl, 6-phenylhexanoyl, 3-methyl-4-phenylbutyryl, 2-amino-4-phenylacetyl, 2-tert-butoxycarbonylamino-2-
Phenylacetyl, 2-methoxycarbonylamino-2
-Phenylacetyl, 2-ethoxycarbonylamino-
Substitution on alkanoyl groups such as 3-phenylpropionyl, 2-propoxycarbonylamino-4-phenylbutyryl, 2-pentyloxycarbonylamino-5-phenylpentanoyl, 2-hexyloxycarbonylamino-6-phenylhexanoyl groups 1 to 6 carbon atoms as base
And a phenylalkanoyl group which is a linear or branched alkanoyl group having 2 to 6 carbon atoms in the alkanoyl group part which may have an amino group which may have a linear or branched alkoxycarbonyl group it can.

As the alkanoyl group, in addition to the lower alkanoyl group, a linear or branched alkanoyl group having 1 to 12 carbon atoms such as heptyl, octanoyl, nonanoyl, decanoyl, undecanoyl, dodecanoyl and neopentanoyl groups. It can be illustrated.

Examples of the alkenylcarbonyl group include vinylcarbonyl, acrylcarbonyl and 3-methyl-
2-butenylcarbonyl, 2-butenylcarbonyl, 1
-Methylallylcarbonyl, 2-pentenylcarbonyl, 2-hexenylcarbonyl, 1-heptenylcarbonyl, 1-octenylcarbonyl, 1-nonenylcarbonyl, 1-decenylcarbonyl, 1-undecenylcarbonyl, 1-do Decenylcarbonyl, 1-heptenylcarbonyl, 3-heptenylcarbonyl, 2-methyl-4
-Heptenylcarbonyl, 2-methyl-5-heptenylcarbonyl, 4-methyl-2-heptenylcarbonyl,
3-methyl-1-heptenylcarbonyl, 1,3-heptadienylcarbonyl, 1,4-heptadienylcarbonyl, 1,5-heptadienylcarbonyl, 1,6-heptadienylcarbonyl, 2,4- Heptadienylcarbonyl, 2-methyl-2,4-heptadienylcarbonyl, 2,6-dimethyl-2,4-heptadienylcarbonyl, 2,6-dimethyl-1,5-heptadienylcarbonyl, 2, 5-dimethyl-1,3-heptadienylcarbonyl, 2,4,6-trimethyl-2,4-heptadienylcarbonyl, 2-octenylcarbonyl, 3-octenylcarbonyl, 4-octenylcarbonyl, 2-
Methyl-5-octenylcarbonyl, 2-methyl-6-
Octenylcarbonyl, 2-methyl-7-octenylcarbonyl, 1,3-octadienylcarbonyl, 1,4
-Octadienylcarbonyl, 1,5-octadienylcarbonyl, 1,6-octadienylcarbonyl, 1,
7-octadienylcarbonyl, 2,4-octadienylcarbonyl, 3,7-octadienylcarbonyl,
4,8-Dimethyl-3,7-octadienylcarbonyl, 2,4,6-trimethyl-3,7-octadienylcarbonyl, 3,4-dimethyl-2,5-octadienylcarbonyl, 4,8 -Dimethyl-2,6-octadienylcarbonyl, 2-nonenylcarbonyl, 3-nonenylcarbonyl, 4-nonenylcarbonyl, 2-methyl-
5-nonenylcarbonyl, 2-methyl-6-nonenylcarbonyl, 2-methyl-7-nonenylcarbonyl, 2-
Methyl-8-nonenylcarbonyl, 1,3-nonadienylcarbonyl, 1,4-nonadienylcarbonyl, 1,
5-nonadienylcarbonyl, 1,6-nonadienylcarbonyl, 1,7-nonadienylcarbonyl, 1,8-
Nonadienylcarbonyl, 2,4-nonadienylcarbonyl, 3,7-nonadienylcarbonyl, 4,8-dimethyl-3,7-nonadienylcarbonyl, 2,4,6-
Trimethyl-3,7-nonadienylcarbonyl, 3,4
-Dimethyl-2,5-nonadienylcarbonyl, 4,8
-Dimethyl-2,6-nonadienylcarbonyl, 2-decenylcarbonyl, 3-decenylcarbonyl, 4-decenylcarbonyl, 5-decenylcarbonyl, 2-methyl-6-decenylcarbonyl , 3-methyl-7-decenylcarbonyl, 4-methyl-8-decenylcarbonyl, 5
-Methyl-9-decenylcarbonyl, 1,3-decadienylcarbonyl, 1,4-decadienylcarbonyl,
1,5-decadienylcarbonyl, 1,6-decadienylcarbonyl, 1,7-decadienylcarbonyl, 1,
8-decadienylcarbonyl, 1,9-decadienylcarbonyl, 2-methyl-2,4-decadienylcarbonyl, 3-methyl-2,5-decadienylcarbonyl,
4,8-dimethyl-2,6-decadienylcarbonyl,
2,4,6-Trimethyl-3,7-decadienylcarbonyl, 2,9-dimethyl-3,7-decadienylcarbonyl, 2-undecenylcarbonyl, 3-undecenylcarbonyl, 4-undece Nylcarbonyl, 5-undecenylcarbonyl, 2-methyl-6-undecenylcarbonyl, 3-methyl-7-undecenylcarbonyl, 4
-Methyl-8-undecenylcarbonyl, 5-methyl-
9-undecenylcarbonyl, 2-methyl-10-undecenylcarbonyl, 1,3-undecadienylcarbonyl, 1,4-undecadienylcarbonyl, 1,5-
Undecadienylcarbonyl, 1,6-undecadienylcarbonyl, 1,7-undecadienylcarbonyl,
1,8-undecadienylcarbonyl, 1,9-undecadienylcarbonyl, 1,10-undecadienylcarbonyl, 2-methyl-2,4-undecadienylcarbonyl, 3-methyl-2,5-undecadiene Enylcarbonyl, 4,8-dimethyl-2,6-undecadienylcarbonyl, 2,4,6-trimethyl-3,8-undecadienylcarbonyl, 2,9-dimethyl-3,8-undecadienylcarbonyl, 2-dodecenylcarbonyl,
3-dodecenylcarbonyl, 4-dodecenylcarbonyl, 5-dodecenylcarbonyl, 6-dodecenylcarbonyl, 2-methyl-7-dodecenylcarbonyl, 3-methyl-8- Dodecenyl carbonyl, 4-methyl-9-dodecenyl carbonyl, 5-methyl-10-dodecenyl carbonyl, 6-methyl-11-dodecenyl carbonyl,
2-methyl-2,4-dodecadienylcarbonyl, 3-
Methyl-2,5-dodecadienylcarbonyl, 4,8-
Dimethyl-2,6-dodecadienylcarbonyl, 2,
4,6-Trimethyl-2,7-dodecadienylcarbonyl, 2,10-dimethyl-2,8-dodecadienylcarbonyl, 2,5-dimethyl-3,7-dodecadienylcarbonyl, 4,8,12 -Trimethyl-3,7,11-
Dodecatrienyl carbonyl, 1,3,5-heptatrienyl carbonyl, 2,4,6-octatrienyl carbonyl, 1,3,6-nonatrienyl carbonyl, 2,
Examples thereof include an alkenylcarbonyl group having 1 to 3 linear or branched double bonds having 2 to 12 carbon atoms such as a 6,8-dodecatrienylcarbonyl group and a 1,5,7-undecatrienylcarbonyl group. .

The phenylsulfonyl group which may have a lower alkoxy group as a substituent on the phenyl ring is, for example, phenylsulfonyl, 2-methoxyphenylsulfonyl, 3-methoxyphenylsulfonyl, 4-methoxyphenylsulfonyl or 2-ethoxyphenyl. Sulfonyl, 3-ethoxyphenylsulfonyl, 4-ethoxyphenylsulfonyl, 4-isopropoxyphenylsulfonyl, 4-pentyloxyphenylsulfonyl, 4
-Hexyloxyphenylsulfonyl, 3,4-dimethoxyphenylsulfonyl, 3-ethoxy-4-methoxyphenylsulfonyl, 2,3-dimethoxyphenylsulfonyl, 3,4-diethoxyphenylsulfonyl, 2,
Substituents on the phenyl ring such as 5-dimethoxyphenylsulfonyl, 2,6-dimethoxyphenylsulfonyl, 3,5-dimethoxyphenylsulfonyl, 3,4-dipentyloxyphenylsulfonyl and 3,4,5-trimethoxyphenylsulfonyl groups Can be exemplified by a phenylsulfonyl group which may have 1 to 3 linear or branched alkoxy groups having 1 to 6 carbon atoms.

An amino group which may have 1 or 2 groups selected from the group consisting of a lower alkoxy group, a lower alkyl group, a halogen atom, a lower alkyl group and a lower alkanoyl group as a substituent on the phenyl ring; Examples of the phenyl group which may have 1 to 3 groups selected from the group consisting of a nitro group include phenyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl and 2
-Ethoxyphenyl, 3-ethoxyphenyl, 4-ethoxyphenyl, 4-isopropoxyphenyl, 3-butoxyphenyl, 4-pentyloxyphenyl, 4-hexyloxyphenyl, 3,4-dimethoxyphenyl, 3
-Ethoxy-4-methoxyphenyl, 2,3-dimethoxyphenyl, 3,4-diethoxyphenyl, 2,4-diethoxyphenyl, 2,5-dimethoxyphenyl, 2,
6-dimethoxyphenyl, 3,5-dimethoxyphenyl, 3,4-dipentyloxyphenyl, 3,4,5-
Trimethoxyphenyl, 2-methylphenyl, 3-methylphenyl, 4-methylphenyl, 2-ethylphenyl, 3-ethylphenyl, 4-ethylphenyl, 4-isopropylphenyl, 3-butylphenyl, 4-pentylphenyl, 4 -Hexylphenyl, 3,4-dimethylphenyl, 3,4-diethylphenyl, 2,5-dimethylphenyl, 2,6-dimethylphenyl, 3,4,5-
Trimethylphenyl, 2-chlorophenyl, 3-chlorophenyl, 4-chlorophenyl, 2-fluorophenyl, 3-fluorophenyl, 4-fluorophenyl, 2
-Bromophenyl, 3-bromophenyl, 4-bromophenyl, 2-iodophenyl, 3-iodophenyl, 4
-Iodophenyl, 3,4-dichlorophenyl, 3,5
-Dichlorophenyl, 2,6-dichlorophenyl, 2,
3-dichlorophenyl, 2,4-dichlorophenyl,
3,4-difluorophenyl, 3,5-dibromophenyl, 3,4,5-trichlorophenyl, 2-nitrophenyl, 3-nitrophenyl, 4-nitrophenyl, 3,
4-dinitrophenyl, 2,5-dinitrophenyl,
2,6-dinitrophenyl, 3,4,5-trinitrophenyl, 2-aminophenyl, 3-aminophenyl, 4
-Aminophenyl, 3- (N-acetylamino) phenyl, 4- (N-formylamino) phenyl, 4- (N-
Isobutyrylamino) phenyl, 2- (N-pentanoylamino) phenyl, 3,4-diaminophenyl, 3,
4-di (N-acetylamino) phenyl, 3,4,5-
Triaminophenyl, 2,6-diaminophenyl, 2,
5-diaminophenyl, 3,5-di-t-butyl-4-
Hydroxyphenyl, 3-hydroxy-4-pentyloxyphenyl, 2-hydroxy-5-t-butylphenyl, 3,5-dichloro-4-aminophenyl, 3-amino-4-hydroxyphenyl, 3-acetylamino-4.
-Methoxyphenyl, 3-nitro-4-acetylaminophenyl, 3-nitro-4-chlorophenyl, 3-chloro-4-methylphenyl, 3-methoxy-4-methyl-
5-iodophenyl, 3,4-dimethoxy-5-bromophenyl, 3,5-diiodo-4-methoxyphenyl,
4-dimethylaminophenyl, 3-methylaminophenyl, 2-butylaminophenyl, 4-diethylaminophenyl, 3-dipropylaminophenyl, 2- (N-methyl-N-hexylamino) phenyl, 4- (N-methyl -N-acetylamino) phenyl, 2,4-dimethylaminophenyl group or other phenyl ring as a substituent, a linear or branched alkoxy group having 1 to 6 carbon atoms, or 1 to 6 carbon atoms
A linear or branched alkyl group having 6 carbon atoms, a halogen atom, a linear or branched alkyl group having 1 to 6 carbon atoms as a substituent, and a linear or branched alkanoyl group having 1 to 6 carbon atoms. Examples thereof include a phenyl group which may have 1 to 2 groups selected from the group, and an amino group which may have 1 to 2 groups and a group which may have 1 to 3 groups selected from the group consisting of nitro group.

Examples of the heterocyclic carbonyl group include 2-
Pyrrolidinylcarbonyl, 3-pyrrolidinylcarbonyl, 1-piperidinylcarbonyl, 1-piperazinylcarbonyl, morpholinocarbonyl, thiomorpholinocarbonyl, 2-tetrahydrofurylcarbonyl, 2-thienylcarbonyl, 3-thienylcarbonyl, 2 -Pyrrolylcarbonyl, 3-pyrrolylcarbonyl, 2-furoyl, 3-furoyl, 2-pyridylcarbonyl, 3-pyridylcarbonyl, 4-pyridinylcarbonyl, 3-pyridazylcarbonyl, 2-thiazolylcarbonyl, 2-oxazolylcarbonyl, 2-imidazolylcarbonyl,
4-pyridazylcarbonyl, 5-pyridazylcarbonyl, 6-pyridazylcarbonyl, 2-pyrimidylcarbonyl, 4-pyrimidylcarbonyl, 5-pyrimidylcarbonyl, 6-pyrimidylcarbonyl, 2 -Pyrazylcarbonyl, 3-pyrazylcarbonyl, 6-quinolylcarbonyl, 5-indolylcarbonyl, 6-isoquinolylcarbonyl, 4-cinnolylcarbonyl, 3-quinoxalylcarbonyl, 4-phthalazylcarbonyl, 5 -A nitrogen atom such as quinazolylcarbonyl, 3-benzo [b] furanylcarbonyl, 5-benzo [b] thiophenylcarbonyl, 2-oxo-6-quinolylcarbonyl, 2-oxo-4-quinolylcarbonyl group A 5- to 10-membered monocyclic or dicyclic heterocyclic carbonyl group having 1-2 oxygen atoms and / or sulfur atoms It can be exemplified.

The above heterocyclic group having 1 to 3 groups selected from the group consisting of a phenyl lower alkoxycarbonyl group, a phenyl lower alkoxy group, an oxo group, a lower alkyl group and a lower alkylenedioxy group as a substituent is 1 −
Benzyloxycarbonyl-2-pyrrolidinylcarbonyl, 3-benzyloxycarbonyl-4,5- (1,1
-Dimethylmethylene) -2-tetrahydrofurylcarbonyl, 4- (2-phenylethoxycarbonyl) -1-
Piperazinylcarbonyl, 3-methyl-2-thienylcarbonyl, 3-ethyl-2-pyrrolylcarbonyl, 3-
Propyl-2-furoyl, 4-butyl-2-oxo-6
-Quinolylcarbonyl, 6-pentyl-2-oxo-4
-Quinolylcarbonyl, 5-hexyl-2-pyrazylcarbonyl, 1,3-dioxo-2-methyl-6-quinazolyl, 4,5-methylenedioxy-3-indolylcarbonyl, 3- (3-phenylpropoxy ) A phenylalkoxycarbonyl group whose alkoxycarbonyl moiety is a linear or branched alkoxycarboxy group having 1 to 6 carbon atoms as a substituent such as a morpholinocarbonyl group, and an alkoxy moiety is linear or branched having 1 to 6 carbon atoms. Chain-like alkoxy group such as phenylalkoxy group, oxo group, carbon number 1 to
The above-mentioned heterocyclic group having 1 to 3 groups selected from the group consisting of 6 linear or branched alkyl groups and 1 to 4 linear or branched alkylenedioxy groups can be exemplified.

The thienyl lower alkanoyl group is 2
-(2-thienyl) acetyl, 3- (3-thienyl) propionyl, 2- (3-thienyl) propionyl, 4-
(2-thienyl) butyryl, 2,2-dimethyl-3-
(3-thienyl) propionyl, 5- (2-thienyl)
Pentanoyl, 6- (3-thienyl) hexanoyl, 3
Examples thereof include a thienylalkanoyl group in which the alkanoyl group moiety such as -methyl-4- (2-thienyl) butyryl group is a straight chain or branched chain alkanoyl group having 2 to 6 carbon atoms.

Examples of the tricyclo [3.3.1.1] decanyl lower alkanoyl group include 2-tricyclo [3.3.1.1] decanylacetyl, 3-tricyclo [3.3.1. 1] decanylpropionyl, 2-tricyclo [3.3.1.1] decanylpropionyl, 4
-Tricyclo [3.3.1.1] decanyl butyryl,
2,2-Dimethyl-3-tricyclo [3.3.1.
1] decanylpropionyl, 5-tricyclo [3.
3.1.1] decanylpentanoyl, 6-tricyclo [3.3.1.1] decanylhexanoyl, 3-methyl-4-tricyclo [3.3.1.1] decanylbutyryl group, etc. An alkanoyl group moiety is a cycloalkenyl group having 2 to 6 carbon atoms, which is a linear or branched alkanoyl group [3.3.
1.1] A decanylalkanoyl group can be exemplified.

The benzoyl group which may have a lower alkoxy group on the phenyl ring is, for example, benzoyl,
2-methoxybenzoyl, 3-methoxybenzoyl, 4
-Methoxybenzoyl, 2-ethoxybenzoyl, 3-
Ethoxybenzoyl, 4-butoxybenzoyl, 4-isopropoxybenzoyl, 4-pentyloxybenzoyl, 4-hexyloxybenzoyl, 3,4-dimethoxybenzoyl, 3-ethoxy-4-methoxybenzoyl, 2,3-dimethoxybenzoyl, 3 , 4-diethoxybenzoyl, 2,5-dimethoxybenzoyl, 2,6
-Phenyl ring such as dimethoxybenzoyl, 2,4-dimethoxybenzoyl, 2,4,6-trimethoxybenzoyl, 3,5-dimethoxybenzoyl, 3,4-dipentyloxybenzoyl, 3,4,5-trimethoxybenzoyl group Examples thereof include a benzoyl group which may have 1 to 3 linear or branched alkoxy groups having 1 to 6 carbon atoms.

Examples of the phenyl group which may have a lower alkoxy group on the phenyl ring include phenyl and 2-
Methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 2-ethoxyphenyl, 3-ethoxyphenyl, 4-ethoxyphenyl, 4-isopropoxyphenyl, 3-butoxyphenyl, 4-pentyloxyphenyl, 4-hexyloxyphenyl , 3,4-dimethoxyphenyl, 3-ethoxy-4-methoxyphenyl,
2,3-dimethoxyphenyl, 3,4-diethoxyphenyl, 2,5-dimethoxyphenyl, 2,6-dimethoxyphenyl, 3,5-dimethoxyphenyl, 3,4-dipentyloxyphenyl, 3,4,5- Examples thereof include a phenyl group such as a trimethoxyphenyl group which may have 1 to 3 linear or branched alkoxy groups having 1 to 6 carbon atoms on the phenyl ring.

The cycloalkyl group has, for example, 3 carbon atoms such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclooctyl groups.
The cycloalkyl group of ~ 8 can be illustrated.

Examples of the saturated or unsaturated heterocyclic ring formed by R ¹¹ and R ¹² bonded to each other with or without a nitrogen atom, an oxygen atom or a sulfur atom together with the nitrogen atom to which R ¹¹ and R ¹² are bonded include, for example, pyrrolidinyl, piperidinyl, Piperazinyl, morpholino, thiomorpholino, pyrrolyl, imidazolyl, pyrazolyl, imidazolidinyl, pyrazolinyl, pyrazolidinyl, oxazolinyl, oxazolidinyl, isoxazolinyl, isoxazolidinyl, thiazolinyl, thiazolidinyl, isothiazolinyl, 1,2,3,3,3,3 , 4-tetrahydroquinolyl, 1,2-dihydroquinolyl, indolyl, isoindolyl, 1,2-dihydroisoquinolyl, 1,2,3,
4-tetrahydroisoquinolyl, 1H-indazolyl,
1,2-dihydroquinazolyl, 1,2-dihydrocinnolyl, 1,2-dihydroquinoxalyl, 1,2,3,4
5-tetrahydroquinazolyl, 1,2,3,4-tetrahydrocinnolyl, 1,2,3,4-tetrahydroquinoxalyl or other saturated or unsaturated monocyclic or binomial ring having a 5- to 10-membered ring The heterocycle of can be illustrated.

Examples of the phenyl group which may have a group selected from the group consisting of a lower alkoxy group and a lower alkanoyl group on the phenyl ring as a substituent include, for example, phenyl,
2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 2-ethoxyphenyl, 3-ethoxyphenyl, 4-ethoxyphenyl, 4-isopropoxyphenyl, 3-butoxyphenyl, 4-pentyloxyphenyl, 4-hexyl. Oxyphenyl, 3,4-dimethoxyphenyl, 3-ethoxy-4-methoxyphenyl, 2,3-dimethoxyphenyl, 3,4-diethoxyphenyl, 2,5-dimethoxyphenyl, 2,6-dimethoxyphenyl, 3, 5-dimethoxyphenyl, 3,4
-Dipentyloxyphenyl, 3,4,5-trimethoxyphenyl, 3-methoxy-4-acetylphenyl, 2
-Acetylphenyl, 3-acetylphenyl, 4-acetylphenyl, 2-formylphenyl, 3-propionylphenyl, 4-isobutyrylphenyl, 2-pentanoylphenyl, 3-hexanoylphenyl, 3,4-diacetylphenyl, 2,5-diacetylphenyl, 3,
A group consisting of a linear or branched alkoxy group having 1 to 6 carbon atoms and a linear or branched alkanoyl group having 1 to 6 carbon atoms as a substituent on a phenyl ring such as a 4,5-triacetylphenyl group. A phenyl group which may have 1 to 3 groups selected from the above can be exemplified.

A group consisting of a benzoyl group, a lower alkanoyl group, a phenyl lower alkyl group as a substituent, and a phenyl group which may have a group selected from the group consisting of a lower alkoxy group and a lower alkanoyl group as a substituent on the phenyl ring. Examples of the heterocycle having a group selected from the group include 3-benzoyl-1-pyrrolidinyl and 4-benzoyl-
1-piperidinyl, 4-benzoyl-1-piperazinyl, 4-benzyl-1-piperazinyl, 3- (2-phenylethyl) morpholino, 3- (3-phenylpropyl) thiomorpholino, 3- (4-phenylbutyl)- 1
-Pyrrolyl, 4-acetyl-1-piperidinyl, 4-acetyl-1-piperazinyl, 4-formyl-1-piperazinyl, 2- (5-phenylpentyl) -1-imidazolyl, 3- (6-phenylpentyl) -1 -Pyrazolyl, 4- (4-methoxyphenyl) -1-piperazinyl, 4- (4-acetylphenyl) -1-piperazinyl, 4- (3-ethoxyphenyl) -1-piperazinyl, 4- (3-propionylphenyl) -1-Piperazinyl, 5-benzyl-1,2,3,4-tetrahydroquinolin-1-yl, 6- (4-butyrylphenyl)-
1,2,3,4-tetrahydroisoquinolin-2-yl, 4- (2-propoxyphenyl) -1-indolyl, 5- (3-pentanoylphenyl) -1H-indazol-1-yl, 6- (3 -Butoxyphenyl)-
1,2-dihydroquinazolin-1-yl, 7- (4-hexanoylphenyl) -1,2-dihydrocinnoline-
2-yl, 6- (4-hexyloxyphenyl) -1,
A benzoyl group as a substituent such as a 2,3,4-tetrahydroquinoxalin-1-yl group and an alkyl moiety having 1 carbon atom
A phenylalkyl group which is a linear or branched alkyl group having 6 to 6 and a linear or branched alkoxy group having 1 to 6 carbon atoms and a linear chain having 1 to 6 carbon atoms as a substituent on the phenyl ring. 1 is a group selected from the group consisting of branched alkanoyl groups.
The above-mentioned heterocycles having a group selected from the group consisting of 3 to 3 phenyl groups can be exemplified.

Examples of the alkylene group include, in addition to the above lower alkylene group, heptamethylene, octamethylene, nonamethylene, decamethylene, undecamethylene,
Examples thereof include linear or branched alkylene groups having 1 to 12 carbon atoms such as dodecamethylene group.

The lower alkoxycarbonyl lower alkyl group which may have a hydroxyl group on the lower alkyl group or an amino group which may have a phenyl lower alkoxycarbonyl group as a substituent may be, for example, 1 in addition to the above lower alkoxycarbonyl group. -Hydroxy-1-methoxycarbonylmethyl, 1-methoxycarbonyl-2-hydroxyethyl, 3-hydroxy-3-methoxycarbonylpropyl, 2-hydroxy-4-ethoxycarbonylbutyl, 2-hydroxy-6-propoxycarbonylhexyl, 2 -Hydroxy-2-pentyloxycarbonylethyl, 1-hydroxy-1-hexyloxycarbonylmethyl, 5-benzyloxycarbonylamino-
On an alkyl group such as 1-methoxycarbonylpentyl, 5-amino-1-methoxycarbonylpentyl, 3- (2-phenylethoxycarbonylamino) -1-ethoxycarbonylpropyl, 4-amino-1-butyloxycarbonylbutyl group. The alkyl moiety which may have a hydroxyl group or an amino group which may have a phenylalkoxycarbonyl group whose alkoxycarbonyl group moiety is a linear or branched alkoxycarbonyl group having 1 to 6 carbon atoms as a substituent has 1 carbon atom. The straight-chain or branched-chain alkylcarbonyl group having 1 to 6 carbon atoms and the straight-chain or branched-chain alkoxycarbonylalkyl group having 1 to 6 carbon atoms can be mentioned.

It may have a phenyl lower alkoxycarbonylamino group as a substituent on the lower alkanoyl group, a hydroxyl group, or a phenyl group which may have a hydroxyl group as a substituent on the phenyl ring, a carbamoyl group, an imidazolyl group or a lower alkylthio group. Alternatively, as a substituent on the amino group, a lower alkyl group which may have a hydroxyl group as a substituent, a lower alkenyl group, a phenyl lower alkyl group which may have a lower alkoxy group as a substituent on a phenyl ring, a lower alkylsulfonyl group , An amino lower alkanoyl group which may have a lower alkanoyl group or a phenyl lower alkoxycarbonyl group, for example, aminoacetyl, 3-formylaminopropionyl,
Acetylaminoacetyl, 2-propionylaminopropionyl, 4-butyrylaminobutyryl, 2,2-dimethyl-3-isobutyrylaminopropionyl, 5-pentanoylaminopentanoyl, 6-tert-butylcarbonylaminohexanoyl, 3-Methyl-4-hexanoylaminobutyryl, 4-methylthio-2-acetylaminobutyryl, 3- (imidazol-4-yl) -2-acetylaminopropionyl, 2-acetylaminopropionyl, 3- (4- (Hydroxyphenyl) -2-benzyloxycarbonylaminopropionyl, 4-carbamoyl-2-acetylaminobutyryl, 2-acetylaminoisopentanoyl, 5-ethylthio-2-acetylaminopentanoyl, 4- (imidazol-2-yl) ) −
2-propionylaminobutyryl, 6- (2-hydroxyphenyl) -2-butyrylaminohexanoyl, 3-
Carbamoyl-2-benzyloxycarbonylaminopropionyl, 5-carbamoyl-2- (2-phenylethoxycarbonylamino) pentanoyl, 3- (2,4
-Dihydroxyphenyl) -2- (3-phenylpropoxycarbonylamino) propionyl, 2,5-dibenzyloxycarbonylaminohexanoyl, 3- (4-
(Hydroxyphenyl) -2-aminopropionyl, dimethylaminoacetyl, 3-hydroxy-2-benzyloxycarbonylaminopropionyl, 2-benzyloxycarbonylaminopropionyl, 2-aminopropionyl, 2-aminoisopentanoyl, 2-aminobutyryl, 4 -Benzyloxycarbonylaminobutyryl, diethylaminoacetyl, 4-acetylaminobutyryl,
4-dimethylaminobutyryl, 2-hydroxyacetyl, ethylaminoacetyl, allylaminoacetyl, benzylaminoacetyl, isopropylaminoacetyl,
(N-methyl-N-benzylamino) acetyl, [N-
Methyl-N- (2-hydroxyethyl) amino] acetyl, [N-methyl-N- (4-ethoxybenzyl) amino] acetyl, 2-benzyloxycarbonylaminoacetyl, methylsulfonylaminoacetyl, (3-methoxybenzyl) Aminoacetyl, (N-methyl-N-acetylamino) acetyl, 5- (N-methyl-N-allylamino) pentanoyl, 6- [N-allyl-N-
(3,4-Dimethoxybenzyl) amino] phenylalkoxycarbonylamino, which is a linear or branched alkoxycarbonyl group having a lower alkoxycarbonyl group having 1 to 6 carbon atoms as a substituent on an alkanoyl group such as a hexanoyl group. A group, a hydroxyl group, or a phenyl group which may have 1 to 3 hydroxyl groups as a substituent on the phenyl ring, a carbamoyl group, an imidazolyl group, or a linear or branched alkylthio group having 1 to 6 carbon atoms. Or a linear or branched alkyl group having 1 to 6 carbon atoms, which may have 1 to 3 hydroxyl groups as a substituent on the amino group, a linear or branched chain having 2 to 6 carbon atoms The alkenyl group and the phenyl ring may have 1 to 3 linear or branched alkoxy groups having 1 to 6 carbon atoms as a substituent, and the alkyl portion may have carbon atoms. To a phenylalkyl group which is a linear or branched alkyl group having 6 to 6, a linear or branched alkylsulfonyl group having 1 to 6 carbon atoms, and a linear or branched alkanoyl group having 1 to 6 carbon atoms Or a linear or branched alkanoyl having 2 to 6 carbon atoms, which has an amino group which may have a phenylalkoxycarbonyl group whose alkoxycarbonyl moiety is a linear or branched alkoxycarbonyl group having 1 to 6 carbon atoms A group can be illustrated.

As a substituent on the lower alkyl group, a phenyl group which may have a hydroxyl group as a substituent on the phenyl ring, an imidazolyl group, a carbamoyl group or a lower alkylthio group may be contained, and as a substituent on the amide group. Examples of the amido lower alkyl group which may have a lower alkyl group include carbamoylmethyl, 2-carbamoylethyl, 1-carbamoylethyl, 3-carbamoylpropyl, 4-carbamoylbutyl, 5-carbamoylpentyl, 6-carbamoylhexyl, 1, 1-dimethyl-2-carbamoylethyl, 2-methyl-3-carbamoylpropyl, methylamidomethyl, 1-ethylamidoethyl, 2-propylamidoethyl, 3-isopropylamidopropyl, 4-butylamidobutyl, 5-
Pentylamido Pentyl, 6-hexylamidohexyl, dimethylamidomethyl, (N-ethyl-N-propylamido) methyl, 2- (N-methyl-N-hexylamido) ethyl, 2- (4-hydroxyphenyl) -carbamoyl Ethyl, 1-carbamoylisobutyl, 2-
(Imidazol-4-yl) -1-carbamoylethyl, 1,3-dicarbamoylpropyl, 3-methylthio-1-carbamoylpropyl, 3- (2-hydroxyphenyl) -1-methylamidopropyl, 4- (2, 6-
Dihydroxyphenyl) -1- (N-methyl-N-hexylamido) butyl, 3- (imidazol-2-yl)
-1-propylamidopropyl, 1,4-dicarbamoylbutyl, 2-ethylthio-1-butylamidobutyl,
A phenyl group, an imidazolyl group, a carbamoyl group or a carbon number of 1 to 6 which may have 1 to 3 hydroxyl groups on the phenyl ring as a substituent on the alkyl group such as 4-pentylthio-1-hexylamidobutyl group. An amide group which may have a linear or branched alkylthio group, and which may have 1 or 2 linear or branched alkyl groups having 1 to 6 carbon atoms as a substituent on the amide group. Examples of the linear or branched alkyl group having 1 to 6 carbon atoms include

Examples of the carboxy lower alkyl group include carboxymethyl, 2-carboxyethyl, 1-carboxyethyl, 3-carboxypropyl, 4-carboxybutyl, 5-carboxypentyl, 6-carboxyhexyl and 1,1-dimethyl- groups. 2-carboxyethyl, 2
An example is a carboxyalkyl group in which the alkyl moiety such as -methyl-3-carboxypropyl group is a linear or branched alkyl group having 1 to 6 carbon atoms.

As the lower alkoxy lower alkyl group,
For example, methoxymethyl, 2-ethoxymethyl, 1-methoxymethyl, 3-methoxypropyl, 4-ethoxybutyl, 6-propoxyhexyl, 5-isopropoxypentyl, 1,1-dimethyl-2-butoxyethyl, 2-methyl- A straight chain or branched chain having 1 to 6 carbon atoms in which an alkyl moiety such as 3-tert-butoxypropyl, 2-pentyloxyethyl, hexyloxymethyl group is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms. A chain alkoxyalkyl group can be exemplified.

Examples of the amino acid residue capable of forming an amide bond with the amino group to which R ⁴ or R ⁵ binds include, for example, alanine residue, N ² -arginine residue, N ⁵ -arginine residue and N ⁶ -arginine residue. Group, N ⁴ -asparagine residue,
Aspartic acid, N ⁵ - glutamine residue, cysteine residue, glutamic acid residue, glycine residue, histidine residue, isoleucine residue, leucine residue, N ² - lysine residues, N ⁶ - lysine residues, Examples thereof include methionine residue, phenylalanine residue, proline residue, serine residue, threonine residue, tryptophan residue, tylosin residue, valine residue and the like.

As the hydroxyimino lower alkyl group, for example, hydroxyiminomethyl, 1-hydroxyiminoethyl, 2-hydroxyiminoethyl, 3-hydroxyiminopropyl, 4-hydroxyiminobutyl, 5
-Hydroxyiminopentyl, 6-hydroxyiminohexyl, 1,1-dimethyl-2-hydroxyiminoethyl, 2-methyl-3-hydroxyiminopropyl and other alkyl moieties having a straight or branched chain having 1 to 6 carbon atoms An example thereof is a hydroxyiminoalkyl group which is a linear alkyl group.

As the halogen-substituted lower alkoxy group,
For example, trifluoromethoxy, trichloromethoxy, chloromethoxy, bromomethoxy, fluoromethoxy, iodomethoxy, difluoromethoxy, dibromomethoxy, 2-chloroethoxy, 2,2,2-trifluoroethoxy, 2,2,2-trichloroethoxy, 3-chloropropoxy, 2,3-dichloropropoxy, 4,4,4
-Number of carbon atoms having 1 to 3 halogen atoms such as trichlorobutoxy, 4-fluorobutoxy, 5-chloropentyloxy, 3-chloro-2-methylpropoxy, 6-bromohexyloxy and 5,6-dichlorohexyloxy groups. The straight-chain or branched-chain alkoxy group of 1-6 can be illustrated.

Examples of the phenyl lower alkoxycarbonyl group include benzyloxycarbonyl, 2-phenylethoxycarbonyl, 1-phenylethoxycarbonyl, 3-phenylpropoxycarbonyl, 4-phenylbutoxycarbonyl, 5-phenylpentyloxycarbonyl, 6-phenyl. Hexyloxycarbonyl, 1,
1-dimethyl-2-phenylethoxycarbonyl, 2-
Examples thereof include a phenylalkoxycarbonyl group in which an alkoxycarbonyl moiety such as a methyl-3-phenylpropoxycarbonyl group is a linear or branched alkoxycarbonyl group having 1 to 6 carbon atoms.

A group selected from the group consisting of a hydroxyl group and an amino group which may have a lower alkyl group as a substituent is 1
As the lower alkoxy having 1 to 2 lower alkoxy groups, hydroxymethoxymethoxy, 3- (2-hydroxyethoxy) propoxy, 4- (1-hydroxyethoxy) butoxy, 6- (3-hydroxypropoxy) hexyloxy, 5- ( 2,3-dihydroxypropoxy)
Pentyloxy, 1,1-dimethyl-2- (4-hydroxybutoxy) ethoxy, 2-methyl-3- (3,4-
Dihydroxybutoxy) propoxy, 2- (1,1-dimethyl-2-hydroxyethoxy) ethoxy, (5-hydroxypentyloxy) methoxy, 6-hydroxyhexyloxymethoxy, (2-methyl-3-hydroxypropoxy) methoxy, amino Methoxy methoxy, 2-
(1-aminoethoxy) ethoxy, 1- (2-aminoethoxy) ethoxy, 3- (3-aminopropoxy) propoxy, 4- (4-aminobutoxy) butoxy, 5-
(5-Aminopentyloxy) pentyloxy, 6-
(6-aminohexyloxy) hexyloxy, (1,
1-dimethyl-2-aminoethoxy) methoxy, (2-
Methyl-3-aminopropoxy) methoxy, 1,1-dimethyl-2- (methylaminomethoxy) ethoxy, 2-
Methyl-3- (ethylaminomethoxy) propoxy, propylaminomethoxymethoxy, 1- (isopropylaminomethoxy) ethoxy, 2- (butylaminomethoxy) ethoxy, 3- (tert-butylaminomethoxy) propoxy, 4- (pentylamino) Methoxy) butoxy,
5- (hexylaminomethoxy) pentyloxy, 6-
(Dimethylaminomethoxy) hexyloxy, 1,1-
Dimethyl-2- (diethylaminomethoxy) ethoxy,
2-Methyl-3- (dipropylaminomethoxy) propoxy, dibutylaminomethoxymethoxy, 1- (dipentylaminomethoxy) ethoxy, 2- (dihexylaminomethoxy) ethoxy, 3- (N-methyl-N-ethylaminomethoxy) Propoxy, 4- (N-methyl-N-
Propylaminomethoxy) butoxy, 5- (N-methyl-N-butylaminomethoxy) pentyloxy, 6-
(N-methyl-N-hexylaminomethoxy) hexyloxy, (1-methylaminoethoxy) methoxy, 1-
(2-ethylaminoethoxy) ethoxy, 2- (3-propylaminopropoxy) ethoxy, 3- (4-butylaminobutoxy) propoxy, 4- (1,1-dimethyl-2-pentylaminoethoxy) butoxy, 5- (5-
Hexylaminopentyloxy) pentyloxy, 6-
(6-dimethylaminohexyloxy) hexyloxy, 3- (2-diethylaminoethoxy) propoxy,
4- [1- (N-methyl-N-hexylamino) ethoxy] butoxy, 5- (3-dihexylaminopropoxy) pentyloxy, 6- (4-dibutylaminobutoxy) hexyloxy, 3- [2- (N -Methyl-N-pentylamino) ethoxy] propoxy, 5- (2-hydroxy-3-dimethylaminopropoxy) pentyloxy, 5- (2-hydroxy-3-diethylaminopropoxy) pentyloxy, 3- (2-hydroxy- 3-diethylaminopropoxy) propoxy, 4- (3-hydroxy-4-methylaminobutoxy) butoxy, 5-
Hydroxyl groups such as (4-hydroxy-5-dimethylaminopentyloxy) pentyloxy and 6- (4-hydroxy-5-methylaminopentyloxy) hexyloxy groups, and straight or branched chain having 1 to 6 carbon atoms as a substituent. A straight chain or branched chain alkoxy group having 1 to 2 carbon atoms having 1 to 2 groups selected from the group consisting of an amino group which may have a chain alkyl group, and a straight chain or branched chain having 1 to 6 carbon atoms. A branched chain alkoxy group can be exemplified.

As the morpholinyl-substituted lower alkoxy group which may have a group selected from the group consisting of a lower alkyl group and an oxo group as a substituent, for example, (2-morpholinyl) methoxy, 2- (3-morpholinyl) ethoxy,
1- (3-morpholinyl) ethoxy, 3- (2-morpholinyl) propoxy, 4- (3-morpholinyl) butoxy, 5- (2-morpholinyl) pentyloxy, 6-
(3-morpholinyl) hexyloxy, 1,1-dimethyl-2- (3-morpholinyl) ethoxy, 2-methyl-
3- (2-morpholinyl) propoxy, 6- (1-methyl-5-oxo-3-morpholinyl) hexyloxy,
(1-Ethyl-2-morpholinyl) methoxy, 2- (2
-Oxo-3-morpholinyl) ethoxy, 1- (2-propyl-3-morpholinyl) ethoxy, 3- (3-butyl-2-morpholinyl) propoxy, 4- (5-pentyl-3-morpholinyl) butoxy, 5- (6-hexyl-2-morpholinyl) pentyloxy, 3- (5-oxo-1-propyl-2-morpholinyl) propoxy, 4
-(2-oxo-1-butyl-3-morpholinyl) butoxy, 5- (3-oxo-1-pentyl-6-morpholinyl) pentyloxy, 6- (2-oxo-1-hexyl-5-morpholinyl) hexyl A morpholinyl-substituted straight chain having 1 to 6 carbon atoms which may have 1 or 2 groups selected from the group consisting of a linear or branched alkyl group having 1 to 6 carbon atoms and an oxo group as a substituent such as an oxy group. A chain or branched alkoxy group can be exemplified.

Examples of the benzimidazolylthio-substituted lower alkoxy group are (benzimidazol-2-yl) thiomethoxy, 1- (benzimidazol-4-yl) thioethoxy, 2- (benzimidazol-5-yl) thioethoxy, 3- (Benzimidazol-6-yl) thiopropoxy, 4- (benzimidazol-2-
Il) Thiobutoxy, 5- (benzimidazole-7-
Yl) thiopentyloxy, 6- (benzimidazol-2-yl) thiohexyloxy, 1,1-dimethyl-
2- (benzimidazol-2-yl) thioethoxy,
Examples thereof include a benzimidazolylthio-substituted linear or branched alkoxy group having 1 to 6 carbon atoms such as a 2-methyl-3- (benzimidazol-2-yl) thiopropoxy group.

Examples of the benzimidazolylsulfinyl-substituted lower alkoxy group include (benzimidazole-
2-yl) sulfinylmethoxy, 1- (benzimidazol-4-yl) sulfinylethoxy, 3- (benzimidazol-6-yl) sulfinylpropoxy,
4- (benzimidazol-2-yl) sulfinyl butoxy, 5- (benzimidazol-7-yl) sulfinyl pentyloxy, 6- (benzimidazol-2)
-Yl) sulfinylhexyloxy, 1,1-dimethyl-2- (benzimidazol-2-yl) sulfinylethoxy, 2-methyl-3- (benzimidazole-
Examples thereof include a benzimidazolylsulfinyl-substituted straight-chain or branched-chain alkoxy group having 1 to 6 carbon atoms such as 2-yl) sulfinylpropoxy group.

Examples of the tetrahydropyranyl lower alkyl group include (2-, 3- or 4-tetrahydropyranyl) methyl, 2- (2-, 3- or 4-tetrahydropyranyl) ethyl, 1- (2- , 3- or 4-tetrahydropyranyl) ethyl, 3- (2-, 3- or 4-tetrahydropyranyl) propyl, 4- (2-, 3- or 4-
Tetrahydropyranyl) butyl, 5- (2-, 3- or 4-tetrahydropyranyl) pentyl, 6- (2-, 3
-Or 4-tetrahydropyranyl) hexyl, 1,1-
Dimethyl-2- (2-, 3- or 4-tetrahydropyranyl) ethyl, 2-methyl-3- (2-, 3- or 4-
An example is a tetrahydropyranylalkyl group in which the alkyl moiety such as a tetrahydropyranyl) propyl group is a linear or branched alkyl group having 1 to 6 carbon atoms.

Examples of the 5- or 6-membered saturated heterocyclic group formed by R ¹⁴ and R ^{15 which} are bonded to each other through a nitrogen atom, an oxygen atom, or a sulfur atom together with or without a nitrogen atom to which R ¹⁴ and R ¹⁵ are bonded include, for example, pyrrolidinyl. , Piperidinyl, piperazinyl, morpholino and thiomorpholino groups can be exemplified.

Examples of the above-mentioned heterocyclic group substituted with a group selected from the group consisting of a carbamoyl group, a lower alkyl group, a phenyl lower alkyl group, a phenyl group and a hydroxyl group-substituted lower alkyl group include 4-phenylpiperazinyl and 2- Phenylpyrrolidinyl, 4-phenylpiperidinyl, 3-phenylmorpholino, 3-phenylthiomorpholino, 4-benzylpiperazinyl, 3- (2-phenylethyl) pyrrolidinyl, 2- (3-phenylpropyl) pyrrolidinyl, 4- (4-phenylbutyl) piperidinyl, 3-
(5-phenylpentyl) morpholino, 2- (6-phenylhexyl) thiomorpholinyl, 4-methylpiperazinyl, 3,4-dimethylpiperazinyl, 3-ethylpyrrolidinyl, 2-propylpyrrolidinyl, 3, 4,5-trimethylpiperidinyl, 4-butylpiperidinyl, 3-
Pentylmorpholinyl, 2-hexylthiomorpholino,
4-ethylpiperazinyl, 3-methyl-4-phenylpiperazinyl, 3-ethyl-4-benzylpiperidinyl,
3-methyl-4-benzylpyrrolidinyl, 3-methyl-
5-phenylmorpholino, 3-methyl-5- (2-hydroxyethyl) thiomorpholino, 4- (2-hydroxyethyl) piperazinyl, 2- (hydroxymethyl) pyrrolidinyl, 4- (4-hydroxybutyl) piperidinyl, 2- (5-hydroxypentyl) thiomorpholino,
3- (6-hydroxyhexyl) morpholino, 2-methyl-4- (2-hydroxyethyl) pyrrolidinyl, 2-
Carbamoylpyrrolidinyl, 3-carbamoylpyrrolidinyl, 4-carbamoylpiperazinyl, 3-carbamoylpiperazinyl, 2-carbamoylpiperazinyl, 4-
Carbamoylpiperidinyl, 3-carbamoylpiperidinyl, 2-carbamoylpiperidinyl, 3-carbamoylmorpholino, 2-carbamoylthiomorpholino, 2-
Methyl-3-carbamoylpyrrolidinyl, 3-methyl-
4-carbamoylpiperidinyl, 2,6-dimethyl-4
A carbamoyl group such as a carbamoylpiperazinyl group, a linear or branched alkyl group having 1 to 6 carbon atoms, or a phenylalkyl group in which the alkyl portion is a linear or branched alkyl group having 1 to 6 carbon atoms. The above-mentioned heterocyclic group in which 1 to 3 groups selected from the group consisting of a phenyl group and a hydroxyl group-substituted linear or branched alkyl group having 1 to 6 carbon atoms are substituted can be exemplified.

As the amino group which may have a phenyl lower alkoxycarbonyl group as a substituent, for example, amino, benzyloxycarbonylamino, (2-phenylethoxycarbonyl) amino, (1-phenylethoxycarbonyl) amino, (3- Phenylpropoxycarbonyl) amino, (4-phenylbutoxycarbonyl) amino, (5-phenylpentyloxycarbonyl) amino, (6-phenylhexyloxycarbonyl) amino, (1,1-dimethyl-2-phenylethoxycarbonyl) amino, The alkoxycarbonyl group moiety has a phenylalkoxycarbonyl group having a linear or branched alkoxycarbonyl group having 1 to 6 carbon atoms as a substituent such as (2-methyl-3-phenylpropoxycarbonyl) amino group. It can be exemplified certain amino group.

The phenyl group which may have a hydroxyl group as a substituent on the phenyl ring is, for example, phenyl or 4
-Hydroxyphenyl, 3-hydroxyphenyl, 2-
Hydroxyphenyl, 2,4-dihydroxyphenyl,
Examples thereof include phenyl groups which may have 1 to 3 hydroxyl groups as substituents on the phenyl ring such as 3,4-dihydroxyphenyl and 2,3,4-trihydroxyphenyl groups.

A group selected from the group consisting of an amino group which may have 1 or 2 groups selected from the group consisting of a lower alkyl group, a nitro group, and a lower alkyl group and a lower alkanoyl group on the phenyl ring. As the phenylsulfonyl group which may have, for example, phenylsulfonyl, 2-methylphenylsulfonyl, 3-methylphenylsulfonyl, 4-methylphenylsulfonyl, 2-ethylphenylsulfonyl, 3-ethylphenylsulfonyl, 4-ethylphenylsulfonyl. , 4-isopropylphenylsulfonyl, 4-butylphenylsulfonyl,
2-pentylphenylsulfonyl, 3-hexylphenylsulfonyl, 2,4-dimethylphenylsulfonyl,
3,4-diethylphenylsulfonyl, 3,4,5-trimethylphenylsulfonyl, 4-aminophenylsulfonyl, 3-aminophenylsulfonyl, 2-aminophenylsulfonyl, 3,4-diaminophenylsulfonyl, 2,5-diaminophenyl Sulfonyl, 2,4,6
-Triaminophenylsulfonyl, 4-nitrophenylsulfonyl, 3-nitrophenylsulfonyl, 2-nitrophenylsulfonyl, 2,3-dinitrophenylsulfonyl, 2,6-dinitrophenylsulfonyl, 2,
4,6-trinitrophenylsulfonyl, 4-acetylaminophenylsulfonyl, 4-dimethylaminophenylsulfonyl, 3- (N-methyl-N-acetylamino) phenylsulfonyl, 2-methyl-4-aminophenylsulfonyl, 3- A linear or branched alkyl group having 1 to 6 carbon atoms as a substituent on the phenyl ring such as nitro-4-methylphenylsulfonyl, 2-ethylaminophenylsulfonyl, 2-methyl-3-diethylaminophenylsulfonyl group, A nitro group, and 1 to 2 groups selected from the group consisting of a linear or branched alkyl group having 1 to 6 carbon atoms and a linear or branched alkanoyl group having 1 to 6 carbon atoms 1 to 3 groups selected from the group consisting of certain amino groups
The phenylsulfonyl group which may have one can be illustrated.

The amino lower alkyl group which may have a group selected from the group consisting of a lower alkyl group and a lower alkanoyl group as a substituent includes aminomethyl, 2-aminoethyl, 1-aminoethyl, 3-aminopropyl, Four
-Aminobutyl, 5-aminopentyl, 6-aminohexyl, 1,1-dimethyl-2-aminoethyl, 2-methyl-3-aminopropyl, methylaminomethyl, 1-ethylaminoethyl, 2-propylaminoethyl, 3-isopropylaminopropyl, 4-butylaminobutyl,
5-pentylaminopentyl, 6-hexylaminohexyl, dimethylaminomethyl, (N-ethyl-N-propylamino) methyl, 2- (N-methyl-N-hexylamino) ethyl, 2- (acetylamino) ethyl, 3-
(Acetylamino) propyl, formylaminomethyl,
1- (propionylamino) ethyl, 4- (butyrylamino) butyl, 5- (pentanoylamino) pentyl,
6- (hexanoylamino) hexyl, 2- (N-methyl-N-acetylamino) ethyl, 1- (N-ethyl-
N-acetylamino) ethyl group or the like as a substituent, a linear or branched alkyl group having 1 to 6 carbon atoms and 1 to 6 carbon atoms
Examples of the linear or branched alkyl group having 1 to 6 carbon atoms having an amino group which may have 1 or 2 groups selected from the group consisting of the linear or branched alkanoyl group.

Examples of the piperidinyl group which may have a phenyl lower alkyl group as a substituent include 4-piperidinyl, 3-piperidinyl, 2-piperidinyl, 1
-Benzyl-4-piperidinyl, 1- (2-phenylethyl) -3-piperidinyl, 2- (3-phenylpropyl) -5-piperidinyl, 3- (4-phenylbutyl)
-6-piperidinyl, 4- (5-phenylpentyl)-
3-piperidinyl, 5- (6-phenylhexyl) -4
-Piperidinyl, 2-benzyl-4-piperidinyl, 1
Examples of the substituent such as-(3-phenylpropyl) -4-piperidinyl include a piperidinyl group which may have a phenylalkyl group whose alkyl portion is a linear or branched alkyl group having 1 to 6 carbon atoms.

Examples of the imidazo [4,5-c] pyridylcarbonyl lower alkoxy group include (imidazo [4,4
5-c] pyridin-2-yl) carbonylmethoxy, 2
-(Imidazo [4,5-c] pyridin-2-yl) carbonylethoxy, 1- (imidazo [4,5-c] pyridin-4-yl) carbonylethoxy, 3- (imidazo [4,5-c] Pyridin-5-yl) carbonylpropoxy, 4- (imidazo [4,5-c] pyridin-7-yl) carbonylbutoxy, 5- (imidazo [4,5-
c] pyridin-2-yl) carbonylpentyloxy,
6- (imidazo [4,5-c] pyridin-2-yl) carbonylhexyloxy, 1,1-dimethyl-2- (imidazo [4,5-c] pyridin-2-yl) carbonylethoxy, 2-methyl -3- (imidazo [4,5-c]
Examples thereof include an imidazo [4,5-c] pyridylcarbonylalkoxy group in which the alkoxy moiety such as a pyridin-2-yl) carbonylpropoxy group is a linear or branched alkoxy group having 1 to 6 carbon atoms.

Examples of the tri-lower alkylammonium group include trimethylammonium, triethylammonium, tripropylammonium, triisopropylammonium, tributylammonium and tri-tert-ammonium.
Butyl ammonium, tripentyl ammonium, trihexyl ammonium, dimethyl, ethyl ammonium, diethyl, propyl ammonium, dimethyl, butyl ammonium, diethyl, methyl ammonium, dimethyl, hexyl ammonium, dipropyl, methyl ammonium, dibutyl, ethyl ammonium, methyl, ethyl, Examples thereof include ammonium groups having three linear or branched alkyl groups having 1 to 6 carbon atoms such as propylammonium, methyl, butyl, pentylammonium.

Examples of the pyridyl lower alkyl group include (2-pyridyl) methyl, (3-pyridyl) methyl,
(4-pyridyl) methyl, 2- (2-pyridyl) ethyl, 1- (3-pyridyl) ethyl, 3- (4-pyridyl) propyl, 4- (2-pyridyl) butyl, 5- (3
-Pyridyl) pentyl, 6- (4-pyridyl) hexyl, 1,1-dimethyl-2- (2-pyridyl) ethyl,
Examples thereof include a pyridylalkyl group in which an alkyl moiety such as a 2-methyl-3- (3-pyridyl) propyl group is a linear or branched alkyl group having 1 to 6 carbon atoms.

Examples of the lower alkyl group which may have a hydroxyl group or a cyano group as a substituent include, for example, hydroxymethyl, 2-hydroxyethyl, 1-hydroxyethyl, 3-hydroxypropyl, 2, in addition to the above lower alkyl group. 3-dihydroxypropyl, 4-hydroxybutyl, 1,1-dimethyl-2-hydroxyethyl, 5,
5,4-trihydroxypentyl, 5-hydroxypentyl, 6-hydroxyhexyl, 1-hydroxyisopropyl, 2-methyl-3-hydroxypropyl, 2,3
-Dihydroxyethyl, 3,4-dihydroxybutyl,
5,6-dihydroxyhexyl, cyanomethyl, 2-cyanoethyl, 1-cyanoethyl, 3-cyanopropyl,
4-cyanobutyl, 5-cyanopentyl, 6-cyanohexyl, 1,1-dimethyl-2-cyanoethyl, 2-methyl-3-cyanopropyl group or the like having 1 to 3 hydroxyl groups or cyano groups as substituents. An example is a linear or branched alkyl group having 1 to 6 carbon atoms.

Examples of the lower alkynyl group include ethynyl, 2-propynyl, 2-butynyl, 3-butynyl, 1
Examples thereof include linear or branched alkynyl groups having 2 to 6 carbon atoms such as -methyl-2-propynyl, 2-pentynyl and 2-hexynyl groups.

Examples of the pyrrolidinylcarbonyl group which may have a phenyl lower alkoxycarbonyl group as a substituent on the pyrrolidine ring include 1-benzyloxycarbonyl-2-pyrrolidinylcarbonyl, 2-pyrrolidinylcarbonyl, 1 -Pyrrolidinylcarbonyl, 3-
Pyrrolidinylcarbonyl, 1- (2-phenylethoxycarbonyl) -2-pyrrolidinylcarbonyl, 2- (1
-Phenylethoxycarbonyl) -1-pyrrolidinylcarbonyl, 3- (3-phenylpropoxycarbonyl)
2-pyrrolidinylcarbonyl, 1- (4-phenylbutoxycarbonyl) -2-pyrrolidinylcarbonyl, 2
On the pyrrolidine ring such as-(5-phenylpentyloxycarbonyl) -1-pyrrolidinylcarbonyl and 2- (6-phenylhexyloxycarbonyl) -3-pyrrolidinylcarbonyl group, a lower alkoxy group moiety is carbon as a substituent. The pyrrolidinyl carbonyl group which may have a phenylalkoxy carbonyl group which is a linear or branched alkoxy group of number 1-6 can be illustrated.

As the phenyl lower alkoxycarbonylamino group, for example, N-benzyloxycarbonylamino, N- (2-phenylethoxycarbonyl) amino,
N- (1-phenylethoxycarbonyl) amino, N-
(3-phenylpropoxycarbonyl) amino, N-
(4-phenylbutoxycarbonyl) amino, N- (5
-Phenylpentyloxycarbonyl) amino, N-
(6-phenylhexyloxycarbonyl) amino, N
A lower alkoxycarbonyl group such as-(1,1-dimethyl-2-phenylethoxycarbonyl) amino or N- (2-methyl-3-phenylpropoxycarbonyl) amino group has a straight or branched chain having 1 to 6 carbon atoms. Examples thereof include a phenylalkoxycarbonylamino group which is a chain alkoxycarbonyl group.

As the lower alkyl group which may have a hydroxyl group as a substituent, for example, in addition to the above lower alkyl group, hydroxymethyl, 2-hydroxyethyl, 1-
Hydroxyethyl, 3-hydroxypropyl, 2,3-
Dihydroxypropyl, 4-hydroxybutyl, 1,1
-Dimethyl-2-hydroxyethyl, 5,5,4-trihydroxypentyl, 5-hydroxypentyl, 6-hydroxyhexyl, 1-hydroxyisopropyl, 2-
Methyl-3-hydroxypropyl, 2,3-dihydroxyethyl, 3,4-dihydroxybutyl, 5,6-dihydroxyhexyl group and the like may have 1 to 3 hydroxyl groups as a substituent, and may be a straight chain having 1 to 6 carbon atoms. A chain or branched alkyl group can be exemplified.

Examples of the hydroxyl-substituted lower alkanoyl group include
For example, 2-hydroxyacetyl, 3-hydroxypropionyl, 2-hydroxypropionyl, 4-hydroxybutyryl, 2,2-dimethyl-3-hydroxypropionyl, 5-hydroxypentanoyl, 6-hydroxyhexanoyl, 3-methyl-4. A hydroxyl group-substituted linear or branched alkanoyl group having 2 to 6 carbon atoms such as a hydroxybutyryl group can be exemplified.

Examples of the lower alkanoyloxy lower alkanoyl group include 2-acetyloxyacetyl and 3-acetyloxyacetyl.
Propionyloxypropionyl, 2-butyryloxypropionyl, 4-pentanoyloxybutyryl, 2,
2-dimethyl-3-hexanoyloxypropionyl,
A straight-chain or branched alkanoyloxy group having 2 to 6 carbon atoms such as 5-acetyloxypentanoyl and 6-propionyloxyhexanoyl group is exemplified by a straight-chain or branched alkanoyl group having 2 to 6 carbon atoms. it can.

As the phenyl lower alkyl group which may have a lower alkoxy group as a substituent on the phenyl ring, for example, in addition to the above phenyl lower alkyl group, 2-
Methoxybenzyl, 3-methoxybenzyl, 2- (4-
Methoxyphenyl) ethyl, 1- (2-ethoxyphenyl) ethyl, 3- (4-isopropoxyphenyl) propyl, 4- (3-pentyloxyphenyl) butyl, 5
-(4-hexyloxyphenyl) pentyl, 6- (2
-Butyloxyphenyl) hexyl, 3,4-dimethoxybenzyl, 3-ethoxy-4-methoxybenzyl,
1 or 2 linear or branched alkoxy group having 1 to 6 carbon atoms as a substituent on the phenyl ring such as 2,3-dimethoxybenzyl, 2,6-dimethoxybenzyl, 3,4,5-trimethoxybenzyl group. Examples include a phenylalkyl group which is a linear or branched alkyl group having 1 to 6 carbon atoms in the alkyl portion which may have 3 to 3.

As the cycloalkenylcarbonyl group,
Examples thereof include cycloalkenylcarbonyl groups having 3 to 8 carbon atoms such as cyclopropenylcarbonyl, cyclobutenylcarbonyl, cyclopentenylcarbonyl, cyclohexenylcarbonyl, cycloheptenylcarbonyl, and cyclooctenylcarbonyl groups.

Examples of the pyrimidylthio lower alkoxy group include (2-pyrimidyl) thiomethoxy and 2- (4
-Pyrimidyl) thioethoxy, 1- (5-pyrimidyl)
Thioethoxy, 3- (6-pyrimidyl) thiopropoxy, 4- (4-pyrimidyl) thiobutoxy, 5- (2-
Pyrimidyl) thiopentyloxy, 6- (5-pyrimidyl) thiohexyloxy, 1,1-dimethyl-2- (2
-Pyrimidyl) thioethoxy, 2-methyl-3- (2-
The pyrimidyl thioalkoxy group whose alkoxy part such as a pyrimidyl) thiopropoxy group is a linear or branched alkoxy group having 1 to 6 carbon atoms can be exemplified.

As the pyrimidylsulfinyl lower alkoxy group, for example, (2-pyrimidyl) sulfinylmethoxy, 2- (4-pyrimidyl) sulfinylethoxy,
1- (5-pyrimidyl) sulfinylethoxy, 3-
(6-Pyrimidyl) sulfinylpropoxy, 4- (4
-Pyrimidyl) sulfinylbutoxy, 5- (2-pyrimidyl) sulfinylpentyloxy, 6- (5-pyrimidyl) sulfinylhexyloxy, 1,1-dimethyl-2- (2-pyrimidyl) sulfinylethoxy, 2
Examples thereof include a pyrimidylsulfinylalkoxy group in which a lower alkoxy moiety such as -methyl-3- (2-pyrimidyl) sulfinylpropoxy group is a linear or branched alkoxy group having 1 to 6 carbon atoms.

Examples of the pyrimidylsulfonyl lower alkoxy group include (2-pyrimidyl) sulfonylmethoxy, 2- (4-pyrimidyl) sulfonylethoxy, 1-
(5-pyrimidyl) sulfonylethoxy, 3- (6-pyrimidyl) sulfonylpropoxy, 4- (4-pyrimidyl) sulfonylbutoxy, 5- (2-pyrimidyl) sulfonylpentyloxy, 6- (5-pyrimidyl) sulfonylhexyloxy, 1,1-dimethyl-2- (2-pyrimidyl) sulfonylethoxy, 2-methyl-3- (2
Examples thereof include a pyrimidylsulfonylalkoxy group in which a lower alkoxy moiety such as -pyrimidyl) sulfonylpropoxy group is a linear or branched alkoxy group having 1 to 6 carbon atoms.

Examples of the imidazolylthio-lower alkoxy group which may have a lower alkyl group as a substituent include (2-imidazolyl) thiomethoxy, 2- (4-imidazolyl) thioethoxy, 1- (5-imidazolyl).
Thioethoxy, 3- (2-imidazolyl) thiopropoxy, 4- (4-imidazolyl) thiobutoxy, 5- (2
-Imidazolyl) thiopentyloxy, 6- (5-imidazolyl) thiohexyloxy, 1,1-dimethyl-2
-(2-Imidazolyl) thioethoxy, 2-methyl-3
-(2-Imidazolyl) thiopropoxy, (4-methyl-2-imidazolyl) thioethoxy, 2- (5-ethyl-4-imidazolyl) thioethoxy, 1- (4-propyl-5-imidazolyl) thioethoxy, 3- (1 -Butyl-2-imidazolyl) thiopropoxy, 4- (2-pentyl-4-imidazolyl) thiobutoxy, 5- (1-
Methyl-2-imidazolyl) thiopentyloxy, 6-
(1-hexyl-5-imidazolyl) thiohexyloxy, 1,1-dimethyl-2- (1-ethyl-2-imidazolyl) thioethoxy, 2-methyl-3- (1-propyl-2-imidazolyl) thiopropoxy group An imidazolylthioalkoxy group in which the lower alkoxy moiety which may have a linear or branched alkyl group having 1 to 6 carbon atoms as a substituent such as is a linear or branched alkoxy group having 1 to 6 carbon atoms Can be illustrated.

Examples of the imidazolylsulfonyl lower alkoxy group which may have a lower alkyl group as a substituent include (2-imidazolyl) sulfonylmethoxy,
2- (4-imidazolyl) sulfonylethoxy, 1-
(5-Imidazolyl) sulfonylethoxy, 3- (2-
Imidazolyl) sulfonylpropoxy, 4- (4-imidazolyl) sulfonylbutoxy, 5- (2-imidazolyl) sulfonylpentyloxy, 6- (5-imidazolyl) sulfonylhexyloxy, 1,1-dimethyl-2
-(2-imidazolyl) sulfonylethoxy, 2-methyl-3- (2-imidazolyl) sulfonylpropoxy,
(4-Methyl-2-imidazolyl) sulfonylmethoxy, 2- (5-ethyl-4-imidazolyl) sulfonylethoxy, 1- (4-propyl-5-imidazolyl) sulfonylethoxy, 3- (1-butyl-2-imidazolyl) ) Sulfonylpropoxy, 4- (2-pentyl-4-)
Imidazolyl) sulfonylbutoxy, 5- (1-methyl-2-imidazolyl) sulfonylpentyloxy, 6-
(1-hexyl-5-imidazolyl) sulfonylhexyloxy, 1,1-dimethyl-2- (1-ethyl-2-
Imidazolyl) sulfonylethoxy, 2-methyl-3-
The lower alkoxy moiety which may have a linear or branched alkyl group having 1 to 6 carbon atoms as a substituent such as (1-propyl-2-imidazolyl) sulfonylpropoxy group is a linear alkoxy group having 1 to 6 carbon atoms or Examples thereof include an imidazolylsulfonylalkoxy group which is a branched chain alkoxy group.

Examples of the ammonium lower alkoxy group having three groups selected from the group consisting of a lower alkyl group, a lower alkenyl group and an oxo group include trimethylammonium methoxy, 2- (triethylammonium) ethoxy and 1- (tripropylammonium). ) Ethoxy, 3-
(Tributylammonium) propoxy, 4- (tripentylammonium) butoxy, 5- (triethylammonium) pentyloxy, 6- (trihexylammonium) hexyloxy, 1,1-dimethyl-2- (triallylammonium) ethoxy, 2 -Methyl-3-
(Tributenylammonium) propoxy, tri (1-
Methylallyl) ammonium methoxy, 2- [tri (2
-Pentenyl) ammonium] ethoxy, 1- [tri (2-hexenyl) ammonium] ethoxy, 3- (N
-Allyl-N, N-dimethylammonium) propoxy, 4- (N, N-diallyl-N-methyl) butoxy,
5- (N-allyl-N-methylamino) pentyloxy N-oxide, 6- (N-allyl-N-ethylamino) hexyloxy N-oxide, 5- (N-allyl-N-methyl-N-ethyl) Ammonium) a linear or branched alkyl group having 1 to 6 carbon atoms such as a pentyloxy group,
A lower alkoxy group moiety having 3 groups selected from the group consisting of a linear or branched alkenyl group having 2 to 6 carbon atoms and an oxo group is a linear or branched alkoxy group having 1 to 6 carbon atoms. An example is an ammonium alkoxy group.

Examples of the phenylthio lower alkoxy group which may have a group selected from the group consisting of a nitro group and an amino group on the phenyl ring include phenylthiomethoxy, 2-phenylthioethoxy and 1-phenylthioethoxy. , 3-phenylthiopropoxy, 4-phenylthiobutoxy, 5-phenylthiopentyloxy,
6-phenylthiohexyloxy, 1,1-dimethyl-
2-phenylthioethoxy, 2-methyl-3-phenylthiopropoxy, (2-nitrophenyl) thiomethoxy, 2- (3-nitrophenyl) thioethoxy, 1-
(4-nitrophenyl) thioethoxy, 3- (2,3-
Dinitrophenyl) thiopropoxy, 4- (3,4-dinitrophenyl) thiobutoxy, 5- (4-nitrophenyl) thiopentyloxy, 6- (2,6-dinitrophenyl) hexyloxy, 1,1-dimethyl-2 −
(2,4,6-trinitrophenyl) ethoxy, 2-methyl-3- (4-nitrophenyl) propoxy, (2-
Aminophenyl) thiomethoxy, 2- (3-aminophenyl) thioethoxy, 1- (4-aminophenyl) thioethoxy, 3- (2,3-diaminophenyl) thiopropoxy, 4- (3,4-diaminophenyl) thiobutoxy, 5- (4-aminophenyl) thiopentyloxy,
6- (2,6-diaminophenyl) thiohexyloxy, 1,1-dimethyl-2- (2,4,6-triaminophenyl) thioethoxy, 2-methyl-3- (4-aminophenyl) thiopropoxy group Etc., a lower alkoxy moiety which may have 1 to 3 groups selected from the group consisting of a nitro group and an amino group on the phenyl ring as a substituent is a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms. An example is a phenylthioalkoxy group.

Having a group selected from the group consisting of an amino group which may have 1 or 2 groups selected from the group consisting of a nitro group as a substituent and a lower alkanoyl group and a lower alkyl group as a substituent on the phenyl ring. Examples of the phenylsulfonyl lower alkoxy group that may sometimes include phenylsulfonylmethoxy, 2-phenylsulfonylethoxy,
1-phenylsulfonylethoxy, 3-phenylsulfonylpropoxy, 4-phenylsulfonylbutoxy, 5
-Phenylsulfonylpentyloxy, 6-phenylsulfonylhexyloxy, 1,1-dimethyl-2-phenylsulfonylethoxy, 2-methyl-3-phenylsulfonylpropoxy, (2-aminophenyl) sulfonylmethoxy, 5- (4-amino Phenyl) sulfonylpentyloxy, 2- (4-methylaminophenyl) sulfonylethoxy, 1- (3-ethylaminophenyl) sulfonylethoxy, 3- [2- (N-methyl-N-ethylamino) phenyl] sulfonylpropoxy, 4- [3
-(N-methyl-N-hexylamino) phenyl] sulfonylbutoxy, 5- (4-dimethylaminophenyl)
Sulfonylpentyloxy, 4-dipentylaminophenylsulfonylmethoxy, 2- (2-isopropylaminophenyl) sulfonylethoxy, 1- (3-butylaminophenyl) sulfonylethoxy, 5- (2,4-diaminophenyl) sulfonylpentyloxy, 3-
[2,3-bis (dimethylamino) phenyl] sulfonylpropoxy, 4- [3,4-bis (methylamino) phenyl] sulfonylbutoxy, 5- (2,4,6-triaminophenyl) sulfonylpentyloxy, 6 −
[3,4,5-Tri (methylamino) phenyl] sulfonylhexyloxy, 5- (4-acetylaminophenyl) sulfonylpentyloxy, 3- [4- (N-methyl-N-acetylamino) phenyl] sulfonylpropoxy , 5- (4-nitrophenyl) sulfonylpentyloxy, 2- (4-nitro-3-methylaminophenyl) sulfonylethoxy, 3- (2,4-dinitrophenyl) sulfonylpropoxy, 4- (2,4,6 A group consisting of a linear or branched alkyl group having 1 to 6 carbon atoms and a linear or branched alkanoyl group having 1 to 6 carbon atoms as a substituent on the phenyl ring such as -trinitrophenyl) sulfonylbutoxy group It may have 1 to 3 groups selected from the group consisting of an amino group and a nitro group, which may have 1 or 2 groups selected from Grade alkoxy group can be exemplified phenylsulfonyl alkoxy group is a straight-chain or branched alkoxy group having 1 to 6 carbon atoms. Examples of the pyridylthio lower alkoxy group include (2-pyridyl) thiomethoxy, 2- (3-pyridyl) thioethoxy, 1- (4-pyridyl) thioethoxy, 3- (3-pyridyl) thiopropoxy, 4- (4-pyridyl). Thiob Toxi, 5- (2
-Pyridyl) thiopentyloxy, 5- (4-pyridyl) thiopentyloxy, 6- (3-pyridyl) thiohexyloxy, 1,1-dimethyl-2- (2-pyridyl) thioethoxy, 2-methyl-3- (4-pyridyl)
Examples thereof include a pyridylthioalkoxy group which is a linear or branched alkoxy group having a carbon number of 1 to 6 in the lower alkoxy group such as thiopropoxy group.

Examples of the pyridylsulfonyl lower alkoxy group which may have an oxo group on the pyridine ring include (2-pyridyl) sulfonylmethoxy, 2- (3-pyridyl) sulfonylethoxy and 1- (4-pyridyl) sulfonylethoxy. , 3- (3-pyridyl) sulfonylpropoxy, 4- (4-pyridyl) sulfonylbutoxy,
5- (2-pyridyl) sulfonylpentyloxy, 5-
(4-pyridyl) sulfonylpentyloxy, 6- (3
-Pyridyl) sulfonylhexyloxy, 1,1-dimethyl-2- (2-pyridyl) sulfonylethoxy, 2-
Methyl-3- (4-pyridyl) sulfonylpropoxy,
5- (1-oxide-4-pyridyl) sulfonylpentyloxy, (4-oxo-2-pyridyl) sulfonylmethoxy, 2- (1-oxo-3-pyridyl) sulfonylethoxy, 1- (2-oxo-4-) Pyridyl) sulfonylethoxy, 3- (2-oxo-3-pyridyl) sulfonylpropoxy, 4- (3-oxo-4-pyridyl) sulfonylbutoxy, 5- (1-oxide-2-pyridyl) sulfonylpentyloxy, 6- (1-oxide-
An example is a pyridylsulfonylalkoxy group in which a lower alkoxy group which may have an oxo group on a pyridine ring such as a 3-pyridyl) sulfonylhexyloxy group is a linear or branched alkoxy group having 1 to 6 carbon atoms.

Examples of the cycloalkylcarbonyl group which may have 1 to 3 groups selected from the group consisting of a hydroxyl group and a lower alkanoyloxy group as a substituent on the cycloalkyl group include cyclopropylcarbonyl, cyclobutylcarbonyl and cyclopentyl. Carbonyl, cyclohexylcarbonyl, cycloheptylcarbonyl, cyclooctylcarbonyl, 2-hydroxycyclopropylcarbonyl, 3-hydroxycyclobutylcarbonyl, 2
-Hydroxycyclopentylcarbonyl, 3-hydroxycyclopentylcarbonyl, 2,4-dihydroxycyclopentylcarbonyl, 2-hydroxycyclohexylcarbonyl, 3-hydroxycyclohexylcarbonyl, 4-hydroxycyclohexylcarbonyl, 3,4
-Dihydroxycyclohexylcarbonyl, 2,4-dihydroxycyclohexylcarbonyl, 2,5-dihydroxycyclohexylcarbonyl, 3,4,5-trihydroxycyclohexylcarbonyl, 3-hydroxycycloheptylcarbonyl, 3,4-dihydroxycycloheptylcarbonyl, 2, 3,4-trihydroxycycloheptylcarbonyl, 4-hydroxycyclooctylcarbonyl, 4,5-dihydroxycyclooctylcarbonyl, 4,5,6-trihydroxycyclooctylcarbonyl, 2-acetyloxycyclopropylcarbonyl, 3-propionyloxy Cyclobutylcarbonyl,
2-butyryloxycyclopentylcarbonyl, 3-pentanoyloxycyclopentylcarbonyl, 2,4-
Dihexanoylcyclopentylcarbonyl, 2-acetyloxycyclohexylcarbonyl, 3-propionyloxycyclohexylcarbonyl, 4-butyryloxycyclohexylcarbonyl, 3,4-diacetyloxycyclohexylcarbonyl, 2,4-diacetyloxycyclohexylcarbonyl, 2,5- Diacetyloxycyclohexylcarbonyl, 3,4,5-triacetyloxycyclohexylcarbonyl, 3,4-diacetyloxy-5-hydroxycyclohexylcarbonyl, 3
-Pentanoyloxycycloheptylcarbonyl, 3,
4-diacetyloxycycloheptylcarbonyl, 2,
On a cycloalkyl group such as 3,4-tripropionyloxycycloheptylcarbonyl, 4-hexanoyloxycyclooctylcarbonyl, 4,5-dibutyryloxycyclooctylcarbonyl, 4,5,6-triacetyloxycyclooctylcarbonyl group Can be exemplified by a cycloalkyl group having 3 to 8 carbon atoms which may have 1 to 3 groups selected from the group consisting of a hydroxyl group and a linear or branched alkanoyloxy group having 2 to 6 carbon atoms as a substituent. .

A group selected from the group consisting of a hydroxyl group and a lower alkoxy group as a substituent on the tetrahydropyranyl ring is 1
As the tetrahydropyranyl lower alkyl group which may have 4 to 4, for example, (2-tetrahydropyranyl)
Methyl, 2- (3-tetrahydropyranyl) ethyl, 1
-(4-tetrahydropyranyl) ethyl, 3- (2-tetrahydropyranyl) propyl, 4- (3-tetrahydropyranyl) butyl, 5- (4-tetrahydropyranyl) pentyl, 6- (2-tetrahydropyrani ) Hexyl, 1,1-dimethyl-2- (3-tetrahydropyranyl) ethyl, 2-methyl-3- (4-tetrahydropyranyl) propyl, (3-hydroxy-2-tetrahydropyranyl) methyl, 2 -(2,4-dihydroxy-3
-Tetrahydropyranyl) ethyl, 1- (2,3,5-
Trihydroxy-4-tetrahydropyranyl) ethyl,
3- (6-methoxy-2-tetrahydropyranyl) propyl, 4- (4-ethoxy-3-tetrahydropyranyl) butyl, 5- (4,6-dimethoxy-4-tetrahydropyranyl) pentyl, 6- ( 4,5,6-Trimethoxy-2-tetrahydropyranyl) hexyl, 1,1-
Dimethyl-2- (2-propoxy-3-tetrahydropyranyl) ethyl, 2-methyl-3- (6-butoxy-4)
-Tetrahydropyranyl) propyl, (6-pentyloxy-2-tetrahydropyranyl) methyl, 2- (4-
Hexyloxy-3-tetrahydropyranyl) ethyl,
2- (3,4,5-trihydroxy-6-methoxy-2
-Tetrahydropyranyl) methyl, 1- (3,4,5,
Hydroxyl group and carbon number as substituents on tetrahydropyranyl ring such as 6-tetrahydroxy-2-tetrahydropyranyl) ethyl, 3- (3,4,5,6-tetramethoxy-2-tetrahydropyranyl) propyl group 1 to 6 are groups selected from the group consisting of linear or branched alkoxy groups of 1 to 6
A tetrahydropyranylalkyl group in which the lower alkyl group which may have 4 is a linear or branched alkyl group having 1 to 6 carbon atoms can be exemplified.

Examples of the lower alkanoyl group having a 5- to 6-membered saturated heterocycle selected from the group consisting of pyrrolidinyl, piperazinyl, piperidinyl and morpholinyl groups include 2- (1-pyrrolidinyl) acetyl and 3- (2- Pyrrolidinyl) propionyl, 2- (3-pyrrolidinyl)
Propionyl, 4- (1-pyrrolidinyl) butyryl,
2,2-Dimethyl-3- (2-pyrrolidinyl) propionyl, 5- (3-pyrrolidinyl) pentanoyl, 6-
(1-pyrrolidinyl) hexanoyl, 2- (1-piperazinyl) acetyl, 3- (2-piperazinyl) propionyl, 2- (3-piperazinyl) propionyl, 4-
(1-Piperazinyl) butyryl, 2,2-dimethyl-3
-(2-piperazinyl) propionyl, 5- (3-piperazinyl) pentanoyl, 6- (1-piperazinyl) hexanoyl, 2- (1-piperidinyl) acetyl, 3-
(2-piperidinyl) propionyl, 2- (3-piperidinyl) propionyl, 4- (4-piperidinyl) butyryl, 2,2-dimethyl-3- (1-piperidinyl) propionyl, 5- (2-piperidinyl) pentanoyl,
6- (3-piperidinyl) hexanoyl, 2- (4-morpholino) acetyl, 3- (2-morpholinyl) propionyl, 2- (3-morpholinyl) propionyl, 4-
(4-morpholino) butyryl, 2,2-dimethyl-3-
Pyrrolidinyl in which a lower alkanoyl moiety such as (2-morpholinyl) propionyl, 5- (3-morpholinyl) pentanoyl, 6- (4-morpholino) hexanoyl group is a linear or branched alkanoyl group having 2 to 6 carbon atoms, Examples thereof include an alkanoyl group having a saturated 5- to 6-membered heterocyclic ring selected from the group consisting of piperazinyl, piperidinyl and morpholinyl groups.

Examples of the above heterocyclic-substituted lower alkanoyl group having a group selected from the group consisting of a lower alkyl group and a phenyl group as a substituent include 2- (2-methyl-1-)
Pyrrolidinyl) acetyl, 3- (1-ethyl-2-pyrrolidinyl) propionyl, 2- (1-propyl-3-pyrrolidinyl) propionyl, 4- (3-butyl-1-pyrrolidinyl) butyryl, 2,2-dimethyl-3 -(4-
Pentyl-2-pyrrolidinyl) propionyl, 5- (1
-Hexyl-3-pyrrolidinyl) pentanoyl, 6-
(2,3-Dimethyl-1-pyrrolidinyl) hexanoyl, 2- (2,3,4-trimethyl-1-pyrrolidinyl) acetyl, 3- (1-phenyl-2-pyrrolidinyl) propionyl, 2- (1-methyl- 2-phenyl-
3-pyrrolidinyl) propionyl, 2- (4-methyl-
1-piperazinyl) acetyl, 2- (4-phenyl-1)
-Piperazinyl) acetyl, 3- (4-ethyl-2-piperazinyl) propionyl, 2- (4-propyl-3-)
Piperazinyl) propionyl, 4- (4-butyl-1-)
Piperazinyl) butyryl, 2,2-dimethyl-3- (4
-Pentyl-2-piperazinyl) propionyl, 5-
(4-hexyl-3-piperazinyl) pentanoyl, 6
-(2,4-Dimethyl-1-piperazinyl) hexanoyl, 2- (3,4,5-trimethyl-1-piperazinyl) acetyl, 2- (4-phenyl-3-methyl-1-)
Piperazinyl) acetyl, 2- (4-methyl-1-piperidino) acetyl, 3- (1-ethyl-2-piperidinyl) propionyl, 2- (1-propyl-3-piperidinyl) propionyl, 4- (1-butyl- 4-piperidinyl) butyryl, 2,2-dimethyl-3- (4-pentyl-1-piperidino) propionyl, 5- (1-hexyl-2-piperidinyl) pentanoyl, 6- (1-phenyl-3-piperidinyl) hexanoyl , 2- (2,5
-Dimethyl-4-phenyl-1-piperidino) acetyl, 2- (2,3,4-trimethyl-1-piperidino)
Acetyl, 2- (1,2-dimethyl-4-piperidinyl) acetyl, 2- (3-methyl-4-morpholino) acetyl, 3- (1-ethyl-2-morpholinyl) propionyl, 2- (1-propyl- 3-morpholinyl) propionyl, 4- (2-butyl-4-morpholino) butyryl, 2,2-dimethyl-3- (1-pentyl-2-morpholinyl) propionyl, 5- (2-hexyl-3-morpholinyl) pentanoyl , 6- (3,5-dimethyl-
4-morpholino) hexanoyl, 2- (2,3,5-trimethyl-4-morpholino) acetyl, 2- (3-phenyl-4-morpholino) acetyl, 2- (2-methyl-).
The above-mentioned heterocyclic substitution having 1 to 3 groups selected from the group consisting of a linear or branched alkyl group having 1 to 6 carbon atoms and a phenyl group as a substituent such as a 3-phenyl-4-morpholinyl) acetyl group. Examples thereof include linear or branched alkanoyl groups having 2 to 6 carbon atoms.

Examples of the piperidinylcarbonyl group which may have a lower alkanoyl group as a substituent include (1-piperidino) carbonyl and (2-piperidinyl).
Carbonyl, (3-piperidinyl) carbonyl, (4-
Piperidinyl) carbonyl, (1-acetyl-4-piperidinyl) carbonyl, (4-formyl-1-piperidino) carbonyl, (3-propionyl-2-piperidinyl) carbonyl, (1-butyryl-4-piperidinyl)
Carbonyl, (1-pentanoyl-4-piperidinyl)
Carbonyl, (1-hexanoyl-4-piperidinyl)
A piperidinyl carbonyl group which may have a linear or branched alkanoyl group having 1 to 6 carbon atoms as a substituent such as a carbonyl group can be exemplified.

The active ingredient compound (1) of the present invention can be easily produced by a known method, for example, the method described in JP-A-3-173870.

Among the compounds (1) used as the active ingredient in the present invention, the compound having an acidic group can form a salt with a pharmacologically acceptable basic compound. Examples of the basic compound include metal hydroxides such as sodium hydroxide, potassium hydroxide, lithium hydroxide and calcium hydroxide, alkali metal carbonates or bicarbonates such as sodium carbonate and sodium hydrogen carbonate, sodium methylate. Examples thereof include alkali metal alcoholates such as potassium ethylate and the like. In addition, in the compound (1) as an active ingredient in the present invention, a basic compound can easily form a salt with a usual pharmacologically acceptable acid. Examples of such an acid include inorganic acids such as sulfuric acid, nitric acid, hydrochloric acid and hydrobromic acid, organic acids such as acetic acid, p-toluenesulfonic acid, ethanesulfonic acid, oxalic acid, maleic acid, citric acid, succinic acid and benzoic acid. An acid can be illustrated. The compound (1) having an ammonium group in the compound (1) as an active ingredient in the present invention easily forms a salt with a pharmaceutically acceptable halogen anion (chlorine anion, bromine anion, fluorine anion, iodine anion). Can be formed. These salts can also be used as the active ingredient compound in the present invention similarly to the compound (1) in the free form. The compound (1) includes stereoisomers and optical isomers,
Similarly, they can be used as active ingredient compounds.

The active ingredient compound of the present invention represented by the above general formula (1) is effective as an oxytocin antagonist, and the antagonist is used in the form of a general pharmaceutical preparation. The preparation is prepared by using a diluent or an excipient such as a filler, a filler, a binder, a moisturizer, a disintegrant, a surface active agent and a lubricant which are usually used. Various forms of this pharmaceutical preparation can be selected according to the therapeutic purpose, and typical examples thereof include tablets, pills, powders, solutions, suspensions, emulsions, granules, capsules, suppositories, and injections ( Liquid preparations, suspensions, etc.) and the like. When molding into tablets, various carriers well known in the art can be widely used as carriers. Examples thereof include lactose, sucrose, sodium chloride, glucose, urea, starch, calcium carbonate, kaolin, crystalline cellulose, excipients such as silicic acid, water, ethanol, propanol, simple syrup, glucose solution, starch solution, Gelatin solution, carboxymethylcellulose, cerac, methylcellulose,
Binders such as potassium phosphate, polyvinylpyrrolidone, dry starch, sodium alginate, agar powder, laminaran powder, sodium hydrogen carbonate, calcium carbonate, polyoxyethylene sorbitan fatty acid esters, sodium lauryl sulfate, stearic acid monoglyceride, starch, lactose, etc. Disintegrants, sucrose, stearin, cocoa butter, disintegration inhibitors such as hydrogenated oil, quaternary ammonium bases, absorption promoters such as sodium lauryl sulfate, glycerin, moisturizers such as starch, starch, lactose, kaolin,
Adsorbents such as bentonite and colloidal silicic acid, refined talc, stearates, boric acid powders, lubricants such as polyethylene glycol and the like can be used. Further, the tablet may be a tablet coated with a usual coating, if necessary, such as a sugar-coated tablet, a gelatin-coated tablet, an enteric-coated tablet, a film-coated tablet, a double tablet or a multi-layer tablet. In the case of molding in the form of pills, widely known carriers in this field can be used as carriers. Examples thereof include excipients such as glucose, lactose, starch, cocoa butter, hydrogenated vegetable oil, kaolin, talc, etc., gum arabic powder, tragacanth powder, gelatin, binders such as ethanol, disintegrants such as laminaran, agar and the like. Can be used. In the case of molding in the form of suppositories, conventionally known carriers can be widely used. Examples thereof include polyethylene glycol, cocoa butter, higher alcohols, esters of higher alcohols, gelatin, and semisynthetic glycerides.
Capsules are usually prepared by mixing the active ingredient compound with various carriers exemplified above and filling hard gelatin capsules, soft capsules and the like. When prepared as an injection, the solution, emulsion and suspension are preferably sterilized and isotonic with blood, and when molded into these forms, those conventionally used in the art as diluents Can be used, for example, water, ethyl alcohol, macrogol, propylene glycol, ethoxylated isostearyl alcohol, polyoxylated isostearyl alcohol, polyoxyethylene sorbitan fatty acid esters and the like can be used. In this case, a sufficient amount of salt, glucose or glycerin for preparing an isotonic solution may be contained in the pharmaceutical preparation, and a usual solubilizing agent, buffer, soothing agent, etc. may be added. May be. Further, if necessary, a coloring agent, a preservative, a flavoring agent, a flavoring agent, a sweetening agent and the like and other pharmaceuticals can be contained in the pharmaceutical preparation.

The amount of the active ingredient compound to be contained in the oxytocin antagonist of the present invention is not particularly limited and may be appropriately selected from a wide range.
It should be 70% by weight, preferably about 5 to 50% by weight.

The administration method of the oxytocin antagonist of the present invention is not particularly limited, and is administered according to various dosage forms, age, sex and other conditions of patients, degree of disease and the like. For example, tablets, pills, solutions, suspensions, emulsions, granules and capsules are orally administered. Further, in the case of an injection, it is intravenously administered alone or mixed with a normal replacement fluid such as glucose and amino acid, and further intramuscularly alone if necessary,
It is administered intradermally, subcutaneously or intraperitoneally. In the case of suppositories, it will be administered rectally.

The dose of the oxytocin antagonist of the present invention is appropriately selected according to the usage, age of the patient, sex and other conditions, degree of disease and the like. Usually, the amount of the active ingredient compound is about 1 kg / day body weight. It is good to set it to about 0.6 to 50 mg. In addition, it is desirable that the active ingredient compound is contained in the dosage unit form in the range of about 10 to 1000 mg.

[0143]

EXAMPLES In order to explain the present invention in more detail below, formulation examples of the oxytocin antagonist of the present invention are given, and then test examples of active ingredient compounds are given.

Formulation Example 1 1- [1- (4-Dimethylaminobenzoyl) -4-piperidinyl] -3,4-dihydrocarbostyril 150 g Avicel (trade name, manufactured by Asahi Kasei Corporation) 40 g Corn starch 30 g Magnesium stearate 2 g Hydroxypropyl Methylcellulose 10 g Polyethylene glycol-6000 3 g Castor oil 40 g Ethanol 40 g After mixing and polishing the active ingredient compound of the present invention, Avicel, corn starch and magnesium stearate, sugar coating R10 mm
Tablet with the key. The obtained tablets are hydroxypropylmethyl cellulose, polyethylene glycol-600.
A film coating agent consisting of 0, castor oil and ethanol is coated to produce a film coated tablet.

Formulation Example 2 1- [1- (2-Methoxy-4-ethoxybenzoyl) -4-piperidinyl] -3,4-dihydrocarbostyril 150 g Citric acid 1.0 g Lactose 33.5 g Dicalcium phosphate 70. 0 g Pluronic F-68 30.0 g Sodium lauryl sulfate 15.0 g Polyvinylpyrrolidone 15.0 g Polyethylene glycol (Carbowax 1500) 4.5 g Polyethylene glycol (Carbowax 6000) 45.0 g Corn starch 30.0 g Dry sodium stearate 3.0 g Dry magnesium stearate 3.0 g Ethanol Appropriate amount The active ingredient compound of the present invention, citric acid, lactose, dicalcium phosphate, Pluronic F-68 and sodium lauryl sulfate are mixed.

The above mixture is sieved through a No. 60 screen and wet granulated with an alcohol solution containing polyvinylpyrrolidone, Carbowax 1500 and 6000. Alcohol is added as needed to make the powder a pasty mass. Add corn starch and continue mixing until uniform particles are formed. The mixture is passed through a No. 10 screen, placed in a tray and placed in an oven at 100 ° C for 1
Dry for 2-14 hours. The dry particles are screened through a No. 16 screen, dry sodium lauryl sulphate and dry magnesium stearate are added and mixed and compressed to the desired shape on a tablet machine.

The core is treated with varnish and sprinkled with talc to prevent moisture absorption. The undercoat layer is coated around the core. Apply varnish a sufficient number of times for internal use. Further subbing layers and smooth coatings are applied to make the tablets completely round and smooth. Color coating is applied until the desired shade is obtained. After drying, the coated tablets are polished into tablets of uniform gloss.

Formulation Example 3 7-Fluoro-1- [1- (2,4-dimethoxybenzoyl) -4-piperidinyl] -3,4-dihydrocarbostyril 5 g Polyethylene glycol (molecular weight: 4000) 0.3 g Sodium chloride 0.9 g Polyoxyethylene-sorbitan monooleate 0.4 g Sodium metabisulfite 0.1 g Methyl-paraben 0.18 g Propyl-paraben 0.02 g Distilled water for injection 10.0 ml Parabens, sodium metabisulfite and chloride Dissolve sodium with stirring at 80 ° C. in about half of the above distilled water. The resulting solution is cooled to 40 ° C., and the active ingredient compound of the present invention, followed by polyethylene glycol and polyoxyethylene sorbitan monooleate, are dissolved in the above solution. Next, distilled water for injection is added to the solution to adjust the final volume, and the solution is sterilized by sterilizing with an appropriate filter paper to prepare an injection.

<Pharmacological test> Oxytocin receptor binding assay W. Y. The method of Chan et al. [Endocrinology, 126. 2095-2
101 (1990)], the day before, DES (diethylstilbestro
The uterine muscle is removed from the rat in which l) was subcutaneously injected, and a membrane preparation is prepared with a homogenate. This membrane preparation 0.2
mg and [ ³ H] oxytocin 100,000 dpm (1
0 ^-9 M), test compound (10 ^-9 -10 ^-5 M) 5 mM
It was incubated for 1 hour at 25 ° C. in a total volume of 250 μl of 100 mM Tris-HCl buffer (pH = 8.0) containing MgCl ₂ , 1 mM EDTA and 0.1% BSA. Then, using a glass filter (GF / B), filtration was performed to separate the membrane sample bound to [ ³ H] oxytocin, and the membrane sample was washed twice with 5 ml of a buffer solution.
The glass filter was placed in a vial, mixed with aquazole (a cocktail for liquid scintillation), the amount of bound [ ³ H] oxytocin was measured by a liquid scintillation counter, and the inhibition rate (%) was calculated by the following formula.

Inhibition rate (%) = 100-[( _Cl- B) /
Except test compound; (C ₀ -B)] × 100 C _1; amount of binding ^{of [3} H] oxytocin in the film in a state where a known amount of test compound is ^[3 H] oxytocin coexist C ₀ The amount of [ ³ H] oxytocin bound to the membrane at the time of application; B in the presence of excess oxytocin (5 × 10 ⁻⁶ M)
Amount of ³ H] oxytocin bound to the membrane The concentration of the test compound at which the inhibition rate calculated above was 50% was determined and used as the IC ₅₀ value. The results are shown in Tables 1 and 2 below. The test compounds are as follows.

Test compound No. 1: 1- {1- [4- (6-aminohexyloxy)
Benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyryl 2: 1- {1- [4- (6-acetylaminohexyloxy) benzoyl] -4-piperidinyl} -3,4-
Dihydrocarbostyryl 3: 1- {1- [4- (6-methylsulfonylaminohexyloxy) benzoyl] -4-piperidinyl}-
3,4-Dihydrocarbostyryl 4: 1- {1- [4- (7-hydroxy-8-diethylaminooctyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 5: 1- {1- (4- [6- (4-Methyl-1-piperazinyl) hexyloxy] benzoyl) -4-piperidinyl} -3,4-dihydrocarbostyril 6: 1- {1- (4- [6- (N-methyl -N- (2
-(2-Pyridyl) ethyl) amino) hexyloxy]
Benzoyl) -4-piperidinyl} -3,4-dihydrocarbostyril 7: 1- {1- [4- (6-dimethylaminohexyloxy) benzoyl] -4-piperidinyl} -3,4-
Dihydrocarbostyryl 8: 1- {1- [4- (6- (1-pyrrolidinyl) hexyloxy) benzoyl] -4-piperidinyl}-
3,4-dihydrocarbostyryl 9: 1- {1- [4- (7- (1-pyrrolidyl) octyloxy) benzoyl] -4-piperidinyl} -3,
4-dihydrocarbostyril 10: 1- {1- [4- (7- (4-methyl-1-piperazinyl) octyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril.

11: 1- {1- [4- (4-acetylaminobutyloxy) benzoyl] -4-piperidinyl}
-3,4-Dihydrocarbostyril 12: 1- {1- [4- (6-diethylamino-5-hydroxyhexyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 13: 1- {1 -[4- (6-Dimethylamino-5-hydroxyhexyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 14: 1- {1- [4- (4- (4-benzyl-1 -Piperazinyl) butoxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 15: 1- {1- [4- (4- (1-piperazinyl) butoxy) benzoyl] -4-piperidinyl} -3, 4-
Dihydrocarbostyril 16: 1- {1- [4- [4- (1-piperazinyl) carbonyloxybutoxy] benzoyl] -4-piperidinyl-3,4-dihydrocarbostyril 17: 1- {1- [4- [ 5-hydroxy-6- (4-
Benzyl-1-piperazyl) hexyloxy] benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 18: 1- {1- [4- (5-hydroxy-6- [N-
Methyl-N- (2-hydroxy-2-phenylethyl)
Amino] hexyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 19: 1- {1- [4- (6 [2 (S) -hydroxymethyl-1-pyrrolidinyl] -5-hydroxy) Hexyloxy) benzoyl] -4-piperidinyl} -3,4-
Dihydrocarbostyril 20: 1- {1- [4- (5-hydroxy-6- (3,
4-dimethoxybenzylamino) hexyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyryl.

21: 1- {1- [4- (5-hydroxy-6- (4-benzyl-1-piperidino) hexyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 22: 1 -{1- (4- [4- (4-piperidinylcarbonylamino) butoxy] benzoyl) -4-piperidinyl} -3,4-dihydrocarbostyril 23: 1- {1- [4- (5-methoxy -6-Diethylmethylammonium hexyloxy) benzoyl] -4
-Piperidinyl] -3,4-dihydrocarbostyril
Iodide 24: 1- {1- [4- (allylaminobutoxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 25: 1- {1- [4- (5-hydroxy-6- (allyl Aminohexyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 26: 1- {1- [4- [3- (4-benzoyl-1-
Piperazinyl) propoxy] benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 27: 1- [1- {4- [3- (4-anilinocarbonyl-1-piperazinyl) propoxy] benzoyl} -4
-Piperidinyl] -3,4-dihydrocarbostyril 28: 1- {1- [4- (3-phenylsulfonylaminopropoxy) benzoyl] -4-piperidinyl}-
3,4-dihydrocarbostyril 29: 1- {1- [4- (4-hydroxy-5- (1-
Pyrrolidinyl) pentyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 30: 1- {1- [4- (4-hydroxy-5- (1-
Piperidinyl) pentyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril.

31: 1- {1- [4- (4-hydroxy-5- (4-morpholino) pentyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 32: 1- {1- [4- (3-Diethylaminopropoxy) benzoyl] -4-piperidinyl] -3,4-dihydrocarbostyril 33: 1- {1- [4- (3-hydroxy-4-diethylaminobutoxy) benzoyl] -4-piperidinyl }
-3,4-dihydrocarbostyril 34: 1- {1- [4-anilinooxycarbonyl]-
4-piperidinyl} -3,4-dihydrocarbostyril 35: 1- {1- [4-benzoylaminophenoxycarbonyl] -4-piperidinyl} -3,4-dihydrocarbostyril 36: 1- {1- [4- (5-Hydroxypentyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 37: 1- {1- [4- (4-carbamoylmethylaminocarbonylbutoxy) benzoyl] -4-piperidinyl} -3 , 4-dihydrocarbostyril 38: 1- {1- [4- (5-carbamoyloxypentyloxy) benzoyl] -4-piperidinyl} -3,
4-dihydrocarbostyril 39: 5,7-difluoro-1- [1- (2-methoxy-4-ethoxybenzoyl) -4-piperidinyl]-
3,4-Dihydrocarbostyril 40: 1- {1- [4- (5-[(1S) -1,3-dicarbamoyl] propylaminocarbonylpentyloxy) benzoyl] -4-piperidinyl} -3,4- Dihydrocarbostyril.

41: 1- [1- (2-hydroxy-4-
Ethoxybenzoyl) -4-piperidinyl] -7-fluoro-3,4-dihydrocarbostyril 42: 5-methyl-1- [1- (2-methoxy-4-ethoxybenzoyl) -4-piperidinyl] -3,4 -Dihydrocarbostyril 43: 1- {1- (4- [5- (1-imidazolyl) pentyloxy] benzoyl) -4-piperidinyl}-
3,4-Dihydrocarbostyryl 44: 5-methyl-1- {1- [4- (3-acetylaminopropoxy) benzoyl] -4-piperidinyl}-
3,4-Dihydrocarbostyril 45: 1- {1- [4- (2-propynyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 46: 1- {1- [4- (4 -Carboxybutoxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 47: 1- {1- [4- (5-carbamoylpentyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbo Styryl 48: 1- {1- [4- (3-carbamoylpropylamino) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 49: 1- {1- [4- (5-hydroxypentyloxy) Benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 50: 1- {1- [4- (5-acetylaminopentyloxy) benzo Le] -4-piperidinyl} -3,4
Dihydrocarbostyril.

51: 1- [1- (4-methoxyanilinocarbonyl) -4-piperidinyl] -3,4-dihydrocarbostyril 52: 1- [1- (4-ethoxybenzoyl) -4-piperidinyl] carbo Styryl 53: 6,7-difluoro-1- [1- (2-methoxy-4-ethoxybenzoyl) -4-piperidinyl]-
3,4-Dihydrocarbostyril 54: 1- [1- {4- [4- (1-pyrrolyl) butoxy] benzoyl} -4-piperidinyl] -3,4-dihydrocarbostyril 55: 1- [1- { 4- [3- (4-Methyl-1-piperazinyl) propoxy] benzoyl} -4-piperidinyl] -3,4-dihydrocarbostyryl dioxalate 56: 1- {1- [4- {5-[( 1S) -1-Carbamoyl-2- (4-hydroxyphenyl)] ethylaminocarbonylpentyloxy} benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 57: 7-fluoro-1- (1-benzoyl- 4-piperidinyl) carbostyril 58: 7-fluoro-1- [1- (2,4-dimethoxybenzoyl) -4-piperidinyl] carbostyril 59: 1- {1- [ - {5 - [(1S)-1-carbamoyl-3- (methylthio)] propyl aminocarbonyl pentyloxy} benzoyl] -4-piperidinyl}
-3,4-dihydrocarbostyril 60: 1- {1- [4- (5- (2-hydroxy-3-
Diethylaminopropoxy) pentyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril.

61: 1- {1- [4- (5- (3-dimethylaminopropyl) aminocarbonylpentyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 62: 1- {1- [4- (5- (1-Pendyl-4-piperidinyl) aminocarbonylpentyloxy) benzoyl] -4-piperidinyl] -3,4-dihydrocarbostyril 63: 1- {1- [4- (5-hydroxy- 6- (1-
Pyrrolidinyl) hexyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 64: 1- {1- [4- (5- (4-piperidinyl) aminocarbonylpentyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 65: 1- {1- [4- (5- (1-pyrrolidinyl) pentyloxy) benzoyl] -4-piperidinyl}-
3,4-dihydrocarbostyril 66: 1- {1- [4- (5,6-dihydroxyhexyloxy) benzoyl] -4-piperidinyl} -3,4
-Dihydrocarbostyril 67: 1- {1- (4- [5-hydroxy-6- (3-
Methoxybenzylamino) hexyloxy] benzoyl) -4-piperidinyl} -3,4-dihydrocarbostyril 68: 1- {1- (4- [3-((1S) -1-aminoethylcarbonylamino) propoxy] benzoyl ) −
4-piperidinyl} -3,4-dihydrocarbostyril 69: 5.7-dimethyl-1- [1- (2-methoxy-
4-Ethoxybenzoyl) -4-piperidinyl] -3,
4-dihydrocarbostyril 70: 1- {1- (4- [5- (2-imidazolylsulfonyl) pentyloxy] benzoyl) -4-piperidinyl} -3,4-dihydrocarbostyryl.

71: 1- {1- (4- [5-hydroxy-6- [N-methyl-N- (2- (2-pyridyl) ethyl) amino] hexyloxy] benzoyl) -4-piperidinyl}- 3,4-dihydrocarbostyril 72: 1- {1- (4- [5- (2- (4-methyl-1
-Piperazinyl) acetylamino) pentyloxy] benzoyl) -4-piperidinyl} -3,4-dihydrocarbostyril 73: 1- {1- (4- [5- (1-oxo-4-pyridylsulfonyl) pentyloxy] Benzoyl-4-piperidinyl} -3,4-dihydrocarbostyril 74: 1- {1- (4- [5- (3-hydroxy-1-
Piperidino) pentyloxy] benzoyl) -4-piperidinyl} -3,4-dihydrocarbostyril 75: 1- {1- (4- [5- (4-dimethylaminophenylsulfonyl) pentyloxy] benzoyl) -4
-Piperidinyl} -3,4-dihydrocarbostyril 76: 1- {1- [4- (5- (4-dimethylaminobenzoylamino) pentyloxy) benzoyl] -4-
Piperidinyl} -3,4-dihydrocarbostyril 77: 1- {1- (4- [5- (2- (2-hydroxyethyl) -1-piperazinyl) pentyloxy] benzoyl) -4-piperidinyl} -3, 4-Dihydrocarbostyril 78: 1- {1- (4- [5- (N, N- (2-hydroxyethyl) amino] pentyloxy] benzoyl-4
-Piperidinyl} -3,4-dihydrocarbostyril 79; 1- {1- [4- (5-hydroxy-6- (1-
Piperidinyl) hexyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 80: 5-hydroxy-1- {1- [4- (3-acetylaminopropoxy) benzoyl] -4-piperidinyl] -3 , 4-dihydrocarbostyril.

81: 1- {1- [2-methoxy-4-
(4-carbamoylbutoxy) benzoyl] -4-piperidinyl] -3,4-dihydrocarbostyril 82: 1- {1- [4- [5- (2-methyl-1-piperidinyl) pentyloxy] benzoyl) -4 -Piperidinyl} -3,4-dihydrocarbostyril 83: 5-acetoxy-1- [1- (2-methoxy-4
-Ethoxybenzoyl) -4-piperidinyl] -3,4
-Dihydrocarbostyril 84: 1- {1- [4-[(5-isopropylamino)
Pentyloxy] benzoyl] -4-piperidinyl}-
3,4-dihydrocarbostyril 85: 1- {1- (4- [2,4-di- (5- (1-pyrrolidinyl) pentyloxy)] benzoyl) -4-piperidinyl} -3,4-dihydrocarbo Styryl 86: 1- {1- [4- (5-dimethylaminopentyloxy) benzoyl] -4-piperidinyl} -3,4-
Dihydrocarbostyril 87: 1- {1- [2-methoxy-4- (4-thiomorpholinocarbonylbutyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 88: 1- {1- (2 -Methoxy-4- [4- (1-oxo-4-thiomorpholino) carbonylbutyloxybenzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 89: 1- {1- (2-methoxy-4- [1,1-Dioxo-4-thiomorpholino) carbonylbutyloxybenzoyl) -4-piperidinyl} -3,4-dihydrocarbostyril 90: 1- {1- [4- (5-tert-butylaminopentyloxy) Benzoyl] -4-piperidinyl}-
3,4-dihydrocarbostyril.

91: 1- {1- [4- (5- (2-propynylamino) pentyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 92: 1- {1- [4- (6-Hydroxy-7-diethylamino) heptyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 93: 1- {1- [4- (5-cyclopropylaminopentyloxy) benzoyl] -4 -Piperidinyl}-
3,4-dihydrocarbostyril 94: 1- {1- [4- (5-tricyclo [3.3.
1.1] Decanylmethylaminopentyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 95: 1- {1- [5- [3- (3-azaspiro (5,
5) undecanyl)]-(5-phenylspiro-4-
(1-Piperidinyl) pentyloxy) benzoyl]-
4-piperidinyl} -3,4-dihydrocarbostyril 96: 1- {1- [4- (5-butylaminopentyloxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyril 97: 1- { 1- [4- (5-cyclohexylaminopentyloxy) benzoyl] -4-piperidinyl}-
3,4-dihydrocarbostyril 98: 1- {1- [4- (5-tricyclo [3.3.
1.1] Decanylaminopentyloxy) benzoyl]
-4-piperidinyl} -3,4-dihydrocarbostyril 99: 1- {1- [4- (3-acetylaminopropoxy) benzoyl] -4-piperidinyl} -3,4-dihydrocarbostyryl

[0161]

[Table 1]

[0162]

[Table 2]

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁵ Identification number Reference number within the agency FI Technical display location C07D 401/14 8829-4C (72) Inventor Hiroshi Yamashita 57 Sasakino, Sasakino, Matsushige-cho, Itano-gun, Tokushima Prefecture 57 -1 (72) Kenji Nakaya 48, Kamibetsugu, Kawauchi Town, Tokushima City, Tokushima Prefecture (72) Inventor, Michiaki Tominaga 310-6 Takaiso, Ueita Town, Itano County, Tokushima Prefecture (72) Inventor, Yoichi Yabuuchi, Kawauchi Town, Tokushima City, Tokushima Prefecture Omatsu 900-25

Claims (1)

[Claims] 1. A general formula: [Wherein R ¹ is selected from a hydrogen atom, a nitro group, a lower alkoxy group, a lower alkoxycarbonyl group, a lower alkyl group, a halogen atom, a lower alkanoyl group as a substituent, a lower alkyl group, a benzoyl group and a phenyl lower alkoxycarbonyl group. 1 to 2 groups, which may have 1 to 2 groups, a hydroxyl group, a cyano group, a carboxy group, a lower alkanoyloxy group or a hydrazinocarbonyl group.
q shows the integer of 1-3. R is a group Indicates. R ² is a hydrogen atom, a lower alkoxycarbonyl group; a lower alkanoyl group as a substituent on the phenyl ring,
A lower alkyl group, an amino group which may have 1 to 2 groups selected from the group consisting of benzoyl group, and a phenoxycarbonyl group which may have 1 to 3 groups selected from the group consisting of nitro group; phenyl lower alkenyl A carbonyl group; a phenyl lower alkanoyl group which may have an amino group which may have a lower alkoxycarbonyl group as a substituent on the lower alkanoyl group; an alkanoyl group; an alkenylcarbonyl group; a lower alkoxy group which has a substituent on the phenyl ring A phenylsulfonyl group which may have; a group -CONR ⁸ R ⁹ (in the formula, R ⁸ and R ⁹ are the same or different, and are a hydrogen atom or a lower alkoxy group, a lower alkyl group, a halogen atom as a substituent on the phenyl ring, A substituent selected from the group consisting of a lower alkyl group and a lower alkanoyl group is 1 ~ A phenyl group which may have 1 to 3 groups selected from the group consisting of an amino group and a nitro group which may have 2); a heterocyclic carbonyl group (wherein the heterocycle is a phenyl lower group as a substituent) It may have 1 to 3 groups selected from the group consisting of an alkoxycarbonyl group, a phenyl lower alkoxy group, an oxo group, a lower alkyl group and a lower alkylenedioxy group); A naphthylcarbonyl group; a thienyl lower alkanoyl group; a tricyclo [3.3.1.1] decanyl lower alkanoyl group; a tricyclo [3.3.1.1] decanylcarbonyl group; or a group (P represents 0 or an integer of 1 to 3. R ¹³ is a hydroxyl group; an alkoxy group; a hydroxyl group, a lower alkanoyloxy group, a tri-lower alkylammonium group, a lower alkoxy group and a group —NR ¹⁴ R ¹⁵ (R ¹⁴ and R ^{14 15} is the same or different,
A hydrogen atom, a lower alkyl group, a hydroxyl-substituted lower alkyl group, a lower alkanoyl group, a tetrahydropyranyl lower alkyl group, a phenyl group, and a lower alkyl group may have a hydroxyl group, and a lower alkoxy group as a substituent on the phenyl ring. A phenyl lower alkyl group or a pyridyl lower alkyl group which may have Also R ¹⁴ and R
¹⁵ may combine with the nitrogen atom to which they are bonded to each other through a nitrogen atom, an oxygen atom or a sulfur atom or not to form a saturated 5- to 6-membered heterocycle. The heterocycle may have a substituent selected from the group consisting of a carbamoyl group, a lower alkyl group, a phenyl lower alkyl group, a phenyl group and a hydroxyl group-substituted lower alkyl group. An alkoxy group having 1 to 2 groups selected from the group consisting of: carboxy group-substituted alkoxy group; halogen-substituted lower alkoxy group; lower alkoxycarbonyl group-substituted alkoxy group; lower alkanoyloxy group-substituted lower alkoxy group; lower alkenyloxy group Substituted lower alkoxy group; Lower alkoxy lower alkoxy group; Lower alkylsulfonyloxy group substituted lower alkoxy group; Benzoyloxy group substituted lower alkoxy group; Tricyclo [3.
3.1.1] Decanyl-substituted lower alkoxy group; lower alkoxy lower alkoxy group having 1 to 2 groups selected from the group consisting of a hydroxyl group and an amino group which may have a lower alkyl group as a substituent; lower as a substituent A morpholinyl-substituted lower alkoxy group which may have a group selected from the group consisting of an alkyl group and an oxo group; a benzimidazolylthio-substituted lower alkoxy group; a benzimidazolylsulfinyl-substituted lower alkoxy group; a group -OA- (E) _1.
—NR ⁴ R ⁵ (A represents an alkylene group. L represents 0 or 1
Indicates an integer. E represents a group -CO- or a group -OCO-. R ⁴ and R ⁵ are the same or different and each represent a hydrogen atom, a lower alkyl group which may have a hydroxyl group or a cyano group as a substituent, a lower alkenyl group, a lower alkynyl group, a phenyl lower alkyl group, a halogen atom as a substituent. 1
A lower alkanoyl group which may have 3 to 3, an amino group which may have 1 to 2 groups selected from the group consisting of a lower alkyl group, a lower alkanoyl group and a phenyl lower alkoxycarbonyl group as a substituent on the phenyl ring; Having a benzoyl group, which may have a group selected from the group of nitro group, a phenyl group, a lower alkoxycarbonyl group, an amino group which may have a phenyl lower alkoxycarbonyl group as a substituent on the lower alkyl group. A lower alkoxycarbonyl lower alkyl group, an amide group that may have a lower alkyl group as a substituent, a pyrrolidinylcarbonyl group that may have a phenyl lower alkoxycarbonyl group as a substituent on the pyrrolidine ring, and a lower alkanoyl group Phenyl lower alkyl Alkoxycarbonylamino group, a hydroxyl group,
It may have a phenyl group which may have a hydroxyl group as a substituent on the phenyl ring, a carbamoyl group, an imidazolyl group or a lower alkylthio group, and a lower group which may have a hydroxyl group as a substituent on the amino group. Alkyl group, lower alkenyl group, phenyl lower alkyl group which may have a lower alkoxy group as a substituent on the phenyl ring, lower alkylsulfonyl group, lower alkanoyl group or amino lower alkanoyl group which may have a phenyl lower alkoxycarbonyl group A group selected from the group consisting of a hydroxyl-substituted lower alkanoyl group, a lower alkanoyloxy lower alkanoyl group, a lower alkylsulfonyl group, a lower alkyl group, a nitro group, and a lower alkyl group and a lower alkanoyl group as a substituent on the phenyl ring. ~ 2 available A phenylsulfonyl group which may have a group selected from the group consisting of an amino group, a phenyl group which may have a hydroxyl group as a substituent on the phenyl ring as a substituent on a lower alkyl group, an imidazolyl group and carbamoyl A group or a lower alkylthio group, and an amide lower alkyl group which may have a lower alkyl group as a substituent on the amide group, a group selected from the group consisting of a lower alkyl group and a lower alkanoyl group as a substituent. Amino lower alkyl group which may have, anilinocarbonyl group, piperidinyl group which may have phenyl lower alkyl group as a substituent, cycloalkyl group, cycloalkenylcarbonyl group, hydroxyl group and lower alkanoyl as a substituent on cycloalkyl group 1 to a group selected from the group consisting of oxy groups A cycloalkylcarbonyl group which may have 1 to 4 tetrahydropyranyl lower alkyl groups which may have 1 to 4 groups selected from the group consisting of a hydroxyl group and a lower alkoxy group as a substituent on the tetrahydropyranyl ring, pyrrolidinyl, piperazinyl , A lower alkanoyl group having a 5- to 6-membered saturated heterocycle selected from the group consisting of piperidinyl and morpholinyl groups (wherein the heterocycle has a group selected from the group consisting of a lower alkyl group and a phenyl group as a substituent). May be),
The amino acid residue capable of forming an amide group with a piperidinylcarbonyl group, a lower alkanoyloxy lower alkyl group, a pyridyl lower alkyl group or an amino group to which the lower alkanoyl group may have a substituent, or an amino group to which it is bound is shown.
R ⁴ and R ⁵ together with the nitrogen atom to which they are bonded are bonded to each other via a nitrogen atom, an oxygen atom or a sulfur atom or not to form a saturated or unsaturated heterocyclic ring of 5 to 6 members. May be. The heterocyclic group may have a substituent selected from the group consisting of a lower alkoxy group and a halogen atom on the phenyl ring as a substituent, a phenyl group, an oxo group, a hydroxyl group, a lower alkenyl group,
Carboxy group, a phenyl lower alkyl group which may have a hydroxyl group on the lower alkyl group, a lower alkanoyl group,
Lower alkyl group which may have a hydroxyl group as a substituent, benzoyl group, amide group which may have a lower alkyl group as a substituent, anilinocarbonyl group, benzoyl lower alkyl group, lower alkylsulfonyl group, piperidinyl group, pyrimidyl group It may have a group selected from the group consisting of a pyridyl group and a lower alkoxycarbonyl group. ); Carbamoyloxy group-substituted lower alkoxy group; lower alkylthio-substituted lower alkoxy group; lower alkylsulfonyl-substituted lower alkoxy group; lower alkylsulfinyl-substituted lower alkoxy group; alkenyloxy group; phenoxy group; lower alkanoyloxy group; lower alkylsulfonyloxy group A lower alkynyloxy group;
Phenyl lower alkoxy group; cycloalkyl group; cycloalkyloxy group; cycloalkenyloxy group; imidazo [4,5-c] pyridylcarbonyl lower alkoxy group; group-(B) ₁ NR ⁶ R ⁷ (1 is the same as above. B represents a lower alkylene group or a group —CO—, and R ⁶ and R ⁷ are
The same or different, a hydrogen atom, a lower alkyl group, a lower alkanoyl group which may have 1 to 3 halogen atoms as a substituent, a carboxy lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyl lower alkyl group, a lower alkenyl group Represents an amido lower alkyl group or a phenyl lower alkoxycarbonyl group which may have a lower alkyl group as a substituent. Further, R ⁶ and R ⁷ are a nitrogen atom together with a nitrogen atom to which they are bonded,
They may be bonded to each other via an oxygen atom or a sulfur atom or not to form a 5- or 6-membered saturated or unsaturated heterocycle. The heterocycle may have a lower alkoxycarbonyl group, a lower alkyl group, a lower alkylthio group or an oxo group as a substituent. ); Nitro group; halogen atom; lower alkylsulfonyl group; lower alkyl group which may have 1 to 3 groups selected from the group consisting of halogen atom, hydroxyl group, phenyl group and lower alkoxy group as a substituent; cyano-substituted lower group Alkoxy group; oxiranyl-substituted lower alkoxy group; phthalimide-substituted alkoxy group; amidino-substituted lower alkoxy group; pyrrolyl-substituted lower alkoxy group; cyano group; lower alkoxycarbonyl group; amidino group; carbamoyl group; carboxy group; lower alkanoyl group; benzoyl group; Lower alkoxycarbonyl lower alkyl group; carboxy lower alkyl group; lower alkoxy lower alkyl group; lower alkanoyloxy lower alkyl group; hydroxyimino lower alkyl group; phenyl group; lower alkylthio group; lower alkylsulfini Group; a lower alkenyl group which may have a hydroxyl group as a substituent; a lower alkylenedioxy group; a lower alkylsilyl group; a pyrimidylthio lower alkoxy group; a pyrimidylsulfinyl lower alkoxy group; a pyrimidylsulfonyl lower alkoxy group; a substituent An imidazolylthio lower alkoxy group which may have a lower alkyl group; an imidazolylsulfonyl lower alkoxy group which may have a lower alkyl group as a substituent; a group selected from the group consisting of a lower alkyl group, a lower alkenyl group and an oxo group, 3 An ammonium lower alkoxy group each having; a phenylthio lower alkoxy group which may have a group selected from the group consisting of a nitro group and an amino group on the phenyl ring as a substituent;
The phenyl ring may have a group selected from the group consisting of an amino group, which may have one or two groups selected from the group consisting of a nitro group as a substituent and a lower alkanoyl group and a lower alkyl group as a substituent. Phenylsulfonyl lower alkoxy group: A pyridylthio lower alkoxy group or a pyridylsulfonyl lower alkoxy group which may have an oxo group on the pyridine ring. ) N is an integer of 1 or 2,
m represents 0 or an integer of 1 to 3, respectively. R ³ represents a lower alkyl group. R ¹⁰ is a group — (CO) ₁ NR ¹¹ R ¹² (l
Is the same as above. R ¹¹ and R ¹² are the same or different and each is a hydrogen atom, a lower alkyl group, a phenyl lower alkyl group, a lower alkenyl group, a benzoyl group which may have a lower alkoxy group on the phenyl ring, tricyclo [3.3.1.
1] A decanyl group, a phenyl group which may have a lower alkoxy group on the phenyl ring, or a cycloalkyl group. Further, R ¹¹ and R ¹² may be bonded to each other with a nitrogen atom to which they are bonded via a nitrogen atom, an oxygen atom or a sulfur atom, or may be bonded to each other to form a saturated or unsaturated heterocycle. A phenyl group which may have a group selected from the group consisting of a benzoyl group, a lower alkanoyl group, a phenyl lower alkyl group and a lower alkoxy group and a lower alkanoyl group as a substituent on the phenyl ring in the heterocycle. It may have a group selected from the group consisting of ) Is shown. The bonds at the 3rd and 4th positions of the carbostyril skeleton represent a single bond or a double bond. However, when R ¹ is a hydrogen atom and ^{1 in the} group — (CO) ₁ —NR ¹¹ R ¹² is 0, R ¹¹ and R ¹² must not be hydrogen atoms at the same time. ] An oxytocin antagonist containing a carbostyril derivative or a salt thereof represented by the following as an active ingredient.