EP0670831A1 - Quinoxaline derivative as antidiabetic agent - Google Patents

Quinoxaline derivative as antidiabetic agent

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Publication number
EP0670831A1
EP0670831A1 EP94927085A EP94927085A EP0670831A1 EP 0670831 A1 EP0670831 A1 EP 0670831A1 EP 94927085 A EP94927085 A EP 94927085A EP 94927085 A EP94927085 A EP 94927085A EP 0670831 A1 EP0670831 A1 EP 0670831A1
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Prior art keywords
group
lower alkyl
optionally
alkyl group
formula
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Application number
EP94927085A
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German (de)
English (en)
French (fr)
Inventor
Makoto 91-5 Sasagino-Aza Komatsu
Hideaki St-Guran-Naruto 503 Sato
Shinichi Ediitaun-Gomaihama B-5 Taira
Masahiro Masters-L-Kitajima 17-102 Miyake
Kiyohiko 39-8 Nakakirai-Aza Magata
Hidehiro Yoshida
Atsunori Ueyama
Takao Nishi
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Otsuka Pharmaceutical Co Ltd
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Otsuka Pharmaceutical Co Ltd
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Publication of EP0670831A1 publication Critical patent/EP0670831A1/en
Withdrawn legal-status Critical Current

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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
    • C07D241/40—Benzopyrazines
    • C07D241/44—Benzopyrazines with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/50—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with hetero atoms directly attached to ring nitrogen atoms
    • C07D241/52—Oxygen atoms
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
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    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
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    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages

Definitions

  • the present invention relates to an antidiabetic agent.
  • R-CO-NH S0 2 NHCONHR 2 wherein R is a group of the formula:
  • R 2 is alkyl, alkenyl, cycloalkyl, etc. Said compounds are similar to the compounds of this invention in the basic structure and also in the pharmacological activity but are distinguished from the compounds of this invention in the substituent on the phenyl ring in the substituent -CONR 3 R 4 at 2 position of quinoxaline ring.
  • DD-273254-A discloses selective reduction of quinoxaline-di-N - oxide derivatives of the formula:
  • R-- is H, Cl, methyl, or methoxy
  • R 2 is OH, alkoxy or ⁇ - hydroxyethylamino, to give the corresponding N-4-monoxides which are useful as an intermediate for pharmaceuticals and pesticides.
  • R is H, halogen, alkyl, OR 3 , NR 4 R 5 , etc.
  • R 6 and R 7 are H, halogen, alkyl, OR 3 , NR 4 R 5 , etc., which are useful for treating disorders such as asthma, hay-fever, urticaria, eczema or atopic dermatitis.
  • EP-23785 discloses substituted alkoxy-phenoxy-quinoxaline(s), N oxide(s) thereof of the formula:
  • A, B, D, E, J, U and V are H, halogen, nitro, CN, amino, mono- or di - substituted amino, alkyl, alkoxy, carbamoyi, etc.; Y and X are O or S; R 1 and R 2 are H, alkyl, alkenyl, etc.; and W is CN, CSNH , etc., which are useful as pre- and post-emergence selective herbicides.
  • EP-26622 discloses also similar quinoxalinyl-amino-phenoxyalkanoic acids which are useful as pre- and post - emergence selective herbicides.
  • R is H or methyl
  • n is 0 or an integer of 1 to 4
  • 1 and m are 0 or 1 , but no pharmacological activity of these compound is mentioned.
  • DD-284585-A discloses quinoxaline-1 ,4-di-N-oxides of the formula:
  • R 1 is H or optionally substituted alkyl
  • R 2 is H, optionally substituted alkyl, or hydroxyethylcarbamoyl, which are useful as a medicinal feedstuff to protect piglets from gastro-intestinal disorders.
  • BE-721725 discloses 3-carboxamidoquinoxaline-di-N-(1 ,4) - oxides of the formula:
  • is H, alkyl, alkoxy, or Cl;
  • R and R 3 are H, optionally substituted alkyl, or may form with N a 5- or 6- membered heterocyclic ring;
  • X is 0 or S; and
  • R4 is optionally substituted alkyl or optionally substituted phenyl, which have antibacterial activity.
  • Similar compounds are also disclosed in many literatures such as BE-721726, BE-721728, BE-738246, BE-742970, DT-2012743, NL - 7305048, BE-846532, GB-1308370, JP-B-46-23264, JP-B-45-24988, and JP-B • 45-24989.
  • NL-7206031 discloses 2-formyl-3-carbamoyl-quinoxaline 1 ,4 - dioxides of the formula:
  • R-- and R 2 are H, optionally substituted aliphatic or cycloaliphatic group, or form a 5- to 7-membered ring optionally containing 0 or S, Z is NOH or NNHC(Y)R 3 , which have antimicrobial activity.
  • NL-7206601 discloses 2,3-disubstituted quinoxaline-1 ,4-dioxides of the formula:
  • R 1 is phenyl optionally substituted by alkyl, alkoxy, halogen or CF 3
  • R 2 is -CONR 3 R 4 where R 3 and R 4 are H or alkyl or form together alkylene optionally containing O, S or N heteroatom, which are useful as bactericides and amoebicides.
  • R 3 and R 4 are H or alkyl or form together alkylene optionally containing O, S or N heteroatom, which are useful as bactericides and amoebicides.
  • Similar compounds are also disclosed in BE-763377, DT - 2228802, and BE-904482.
  • EP-12725 discloses quinoxaline di-N-oxides of the formula:
  • R 1 is H or alkyl
  • R 2 and R 3 are alkyl or NR 2 R 3 forms 4-5C heterocyclic ring optionally substituted by alkyl
  • R 4 is H, methoxy, methylthio, OH, F, Cl, Br or CN, which are useful as broad-spectrum antimicrobial agents, esp. as veterinary medicaments, and animal growth promoters.
  • CH-619456 discloses 6-phenylthio-quinoxaline-1 ,4-dioxide derivatives of the formula:
  • DT-2052359 discloses quinoxaline 1 ,4-dioxides of the formula:
  • R-* and R 2 are each H, alkyl or alkoxy, or form together methyienedioxy;
  • R 3 is H, optionally unsaturated aliphatic residue (optionally substituted by CN, COOH, carbamoyi, alkylamino, etc.), a 5- or 6-membered cycloaliphatic residue (optionally substituted by alkyl), aryialkyi or furfuryl;
  • R is H, or NR3R4 is optionally unsaturated 5- or 6-membered heterocyclic ring optionally substituted by alkyl;
  • R 5 is optionally substituted and optionally unsaturated aliphatic, cycloaliphatic, araliphatic aromatic or heterocyclic residue, which have antiprotozoal and antibacterial activity. Similar compounds are also disclosed in DT-2052279.
  • DT-2120501 discloses 3-substituted quinoxaline-2-carboxamido - 1 ,4-dioxides of the formula:
  • X is H, methyl, methoxy, CF 3 , F, Cl, or Br
  • Y is alkylthio, alkylsulfinyl, or alkylsulfonyl
  • R' is H or alkyl
  • R" is H or alkyl optionally substituted by amino alkylamino, dialkylamino, pyrrolidino, piperidino, etc., which are useful as broad spectrum antibacterial agents, growth stimulants especially for pigs and poultry.
  • Similar compounds are also disclosed in BE-764088, BE-773396, and DT-2212932.
  • US-3185688 discloses quinoxaline derivatives of the formula:
  • Z is NR(CH 2 ) n NR 1 R 2 , NR(CH 2 ) n Oalkyl, NR(CH 2 ) n Salkyl;
  • X and R are H or alkyl;
  • R-* and R 2 are alkyl, or
  • NR 1 R 2 is morpholino, piperidino, pyrrolidino; and
  • n is 2 - 4, which are useful as tranquilizers.
  • Similar compounds are also disclosed in US-3192212 and FR-2211006.
  • the antidiabetic agent of the present invention comprises as an active ingredient at least one of quinoxaline derivatives of the formula (1): wherein R 1 is hydrogen atom, a halogen atom, a lower alkyl group, a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is hydrogen atom, a lower alkyl group having optionally a halogen substituent, phenyl group, a morpholino-substituted lower alkyl group or an imidazolyl-substituted lower alkyl group, n and m are each 0 or 1 , r is 1 or 2, R 3 and R 4 are the same or different and each a) hydrogen atom; b) a lower alkyl group; c) a phenyl-lower alkoxycarbonyl group; d) a lower alkanoyloxy-substituted lower al
  • R 5 is hydrogen atom, a lower alkoxy-substituted lower alkoxy group, a lower alkoxy group, an amino group having optionally a lower alkyl substituent, a halogen atom, nitro group, hydroxy group, a lower alkyl group having optionally a hydroxy substituent, a lower alkenyloxy group, a carboxyl-substituted lower alkoxy group, a lower alkoxycarbonyl-substituted lower alkoxy group, a lower alkoxycarbonyl group, a halogen-substituted lower alkoxy group, a hydroxy - substituted lower alkoxy group, a phenyl-lower alkoxy group having optionally a substituent selected from a lower alkyl group and a lower alkoxy group on the phenyl moiety, a 1 ,3-dioxolanyl group having optionally a substituent selected from a lower alkyl group and a lower al
  • R 8 substitutes on the above heterocyclic group, and is hydrogen atom, oxo group, a lower alkyl group having optionally a hydroxy substituent, a halogen atom, nitro group, a lower alkoxy group, cyano group, a lower alkoxycarbonyl group, a phenyl-lower alkoxy group having optionally an amino group having optionally a lower alkanoyl substituent on the phenyl moiety, a carboxyl - substituted lower alkoxy group, carboxyl group, a lower alkoxycarbonyl - substituted lower alkoxy group, hydroxy group, a lower alkoxy-substituted lower alkoxy group, a lower alkenyloxy group,
  • o -r u ⁇ nsaturated heterocyclic group having 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom and sulfur atom, R 45 bonds to said heterocyclic group and is hydrogen atom, a lower alkyl group, a lower alkoxy-substituted lower alkyl group, phenyl group or oxo group), a group of the formula:
  • R 3 and R 4 may combine together with the adjacent nitrogen atom to which they bond to form 1 ,2,3,4-tetrahydroisoquinolyl group, said heterocyclic group having optionally a lower alkoxy substituent, or a salt thereof.
  • the present invention provides also novel quinoxaline derivatives of the formula (1 ) as described above wherein all the symbols are the same as defined above except that n is 0 and the group R 5 excludes hydrogen atom and further provided that when R 1 is hydrogen atom, R 2 is methyl group, R 3 is hydrogen atom, and m is 0, then R 4 is not 2-(imidazol-2-yl)ethyl, 2-(indol-3 - yl)ethyl, or sec-butyl, and a salt thereof.
  • diabetes is caused by the absolute lack of the secretion of insulin and arises either acutely or subacutely, and includes, insulin dependent diabetes mellitus (IDDM) which requires the insulin-treatment, non insulin dependent diabetes mellitus
  • IDDM insulin dependent diabetes mellitus
  • NIDDM insulin-treatment-related diabetes mellitus
  • MRDM malnutrition-related diabetes mellitus
  • a cause of IDDM is estimated to be the destruction of pancreatis ⁇ -cells by auto-immune system.
  • the pancreatis ⁇ - cells are considered to be destroyed by HLA antigen, cytokine virus, etc. (cf.
  • NIDDM Koji NAKANISHI, Tetsuro KOBAYASHI, Mitsuru HARA; Tonyobyogaku (Diabetology) 1989: edited by Mikinori KOSAKA, Yasuo AKANUMA, Shindan- to-Chiryo sha, 1989, pages 226-244).
  • the cause of NIDDM is estimated to be (i) congenital anomaly in pancreatin, i.e. anomaly in adaptability to the increase in insulin consumption, or (ii) disorder in insulin activity induced by various factors such as aging, obesity, stress, etc. (Hiroo IMURA; Tonyobyogaku-no-Shinpo (Progress in Diabetology) 1989, No.
  • the important causes of hyperglycemia is considered to be the decrease in the uptake of glucose at the peripheral tissue, especially at the muscle, and the increase in glucose secretion at the liver.
  • the most common drug therapy for diabetes is treatment with insulin or sulfonylurea agent (agent for promotion of insulin secretion), which are both based on the supplement of insulin, but these treatment have difficulty in strict blood glucose level control, and sometimes they induce hyperinsulin serum or hypoglycemia.
  • a compound which promotes the uptake of glucose at the muscle without promoting the secretion of insulin would be a new kind of hypoglycemic agent without hyperinsulinism nor hypoglycemia and would be useful for treatment of diabetes.
  • the quinoxaline derivatives of the above formula (1 ) and salts thereof (hereinafter referred to as the compounds of the present invention) promote the uptake of 2-deoxyglucose (2DG) against L6 cells, cell line of rat striated muscle (muscular cells) and also promote the consumption of glucose by which they show hypoglycemic activity.
  • the compounds of the present invention show hypoglycemic activity in db/db mice and KK-Ay mice, which are diabetic animal model (L.
  • the compounds of the present invention promote the uptake of glucose at the muscle and do not affect the insulin secretion and the glucose release at the liver so that they do not show acute hypoglycemic activity and do not affect oral glucose tolerance test.
  • the antidiabetic agent of the present invention is useful for treatment of diabetes and diabetic complications such as diabetic blood vessel disorder, diabetic retinopathy, diabetic nephropathy, diabetic neuropathy, etc.
  • the lower alkyl group includes a straight chain or branched chain alkyl group having 1 to 6 carbon atoms such as methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, pentyl, hexyl, etc.
  • the halogen atom is fluorine atom, chlorine atom, bromine atom or iodine atom.
  • the lower alkyl group having optionally a halogen substituent includes, for example, in addition to the above mentioned lower alkyl groups, a straight chain or branched chain alkyl group having 1 to 6 carbon atoms having optionally 1 to 3 halogen substituents, such as trifluoromethyl, trichloromethyl, chloromethyl, bromomethyl, fluoromethyl, iodomethyl, difluoromethyl, dibromo - methyl, 2-chloroethyl, 2,2,2-trifluoroethyl, 2,2,2-trichloroethyl, 3-chloropropyl,
  • the morpholino-substituted lower alkyl group includes a morpholino-substituted alkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, morpholinomethyl, 2-morpholinoethyl, 1-morpholinoethyl, 3-(2-morpholinyl) - propyl, 4-(3-morpholinyl)butyl, 1 ,1-dimethyl-2-(2-morpholinyl)ethyl, 5- morpholinopentyl, 6-morpholinohexyl, 2-methyl-3-morpholinopropyl, etc.
  • the imidazolyl-substituted lower alkyl group includes an imidazolyl-substituted alkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, (1 - imidazolyl)methyl, 2-(1-imidazolyl)ethyl, 1-(2-imidazolyl)ethyl, 3-(4-imidazolyl) - propyl, 4-(5-imidazolyl)butyl, 1 ,1-dimethyl-2-(2-imidazolyl)ethyl, 5-(4 - imidazoly pentyl, 6-(1-imidazolyl)hexyl, 2-methyl-3-(1-imidazolyl)propyl, etc.
  • the lower alkylene group includes a straight chain or branched chain alkylene group having 1 to 6 carbon atoms, for example, methylene, ethylene, trimethylene, 2-methyltrimethylene, 2,2-dimethyltrimethylene, 1 - methyltrimethylene, methylmethylene, ethylmethylene, tetramethylene, pentamethylene, hexamethylene, etc.
  • the lower alkoxy group includes a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms, for example, methoxy, ethoxy, propoxy, isopropoxy, butoxy, tert-butoxy, pentyloxy, hexyloxy, etc.
  • the amino group being optionally substituted by a lower alkyl group includes an amino group which may optionally be substituted by 1 to 2 substituents of a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, amino, 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, and the like.
  • the lower alkyl group having optionally a hydroxy substituent includes a straight chain or branched chain alkyl group having 1 to 6 carbon atoms which may optionally have 1 to 3 hydroxy substituents, for example, hydroxymethyl, 2-hydroxyethyl, 1-hydroxyethyl, 1-hydroxyisopropyl, 3-hydroxy - propyl, 2,3-dihydroxypropyl, 4-hydroxybutyl, 1 ,1-dimethyl-2-hydroxyethyl, 5,5,4 - trihydroxypentyl, 5-hydroxypentyl, 6-hydroxyhexyl, 2-methyl-3-hydroxypropyl, 2,3-dihydroxyethyl, 3,4-dihydroxybutyl, 5,6-dihydroxyhexyl, and the like.
  • the lower alkenyloxy group includes a straight chain or branched chain alkenyloxy group having 2 to 6 carbon atoms, for example, allyloxy, 2 - butenyloxy, 3-butenyloxy, 1-methylallyloxy, 2-pentenyloxy, 2-hexenyloxy, and the like.
  • the carboxy-substituted lower alkoxy group includes a carboxy - alkoxy group wherein the alkoxy moiety is a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms, for example, carboxymethoxy, 2 - carboxyethoxy, 1 -carboxyethoxy, 3-carboxypropoxy, 4-carboxybutoxy, 5 - carboxypentyloxy, 6-carboxyhexyloxy, 1 ,1-dimethyl-2-carboxyethoxy, 2-methyl - 3-carboxypropoxy, and the like.
  • the lower alkoxycarbonyl-substituted lower alkoxy group includes a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms which is substituted by a straight chain or branched chain alkoxycarbonyl group having 1 to 6 carbon atoms in the alkoxy moiety, for example, methoxy - carbonylmethoxy, 3-methoxycarbonylpropoxy, ethoxycarbonylmethoxy, 3 - ethoxycarbonylpropoxy, 4-ethoxycarbonylbutoxy, 5-isopropoxycarbonyl - pentyloxy, 6-propoxycarbonylhexyloxy, 1 ,1 -dimethyl-2-butoxycarbonylethoxy, 2 methyl-3-tert-butoxycarbonylpropoxy, 2-pentyloxycarbonylethoxy, hexyloxy - carbonylmethoxy, and the like.
  • the lower alkoxycarbonyl group includes a straight chain or branched chain alkoxycarbonyl group having 1 to 6 carbon atoms in the alkoxy moiety, for example, methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, tert-butoxycarbonyl, pentyloxycarbonyl, hexyloxycarbonyl, and the like.
  • the halogen-substituted lower alkoxy group includes a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms which has 1 to 3 halogen substituents, 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-trichlorobutoxy, 4-fluorobutoxy, 5 - chloropentyloxy, 3-chloro-2-methylpropoxy, 5-bromohexyloxy, 5,6-dichloro - hexyloxy, 5-bromohexyloxy, 5,6-dichlorohexyloxy, and the like.
  • halogen substituents for
  • the hydroxy-substituted lower alkoxy group includes a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms which is substituted by 1 to 3 hydroxy groups, for example, hydroxymethoxy, 2-hydroxy - ethoxy, 1 -hydroxyethoxy, 1 -hydroxypropoxy, 3-hydroxypropoxy, 2,3-dihydroxy- propoxy, 4-hydroxybutoxy, 1 ,1-dimethyl-2-hydroxyethoxy, 5,5,4-trihydroxy - pentyloxy, 5-hydroxypentyloxy, 6-hydroxyhexyloxy, 1-hydroxyisopropoxy, 2 - methyl-3-hydroxy ⁇ ropoxy, 2,3-dihydroxyethoxy, 3,4-dihydroxybutoxy, 5,6 - dihydroxyhexyloxy, and the like.
  • the phenyl-lower alkoxy group having optionally a substituent selected from a lower alkyl group and a lower alkoxy group on the phenyl moiety includes a phenylalkoxy group wherein the alkoxy moiety is a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms which may optionally have 1 to 3 substituents selected from a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms and a straight chain or branched chain alkyl group having 1 to 6 carbon atoms on the phenyl moiety, for example, benzyloxy, 2-phenylethoxy, 1-phenylethoxy, 3-phenylpropoxy, 4 - phenylbutoxy, 1 ,1-dimethyl-2-phenylethoxy, 5-phenylpentyloxy, 6-phenyl - hexyloxy, 2-methyl-3-phenylpropoxy, 2-(3-methoxyphenyl)ethoxy,
  • the 1 ,3-dioxolanyl group having optionally a lower alkyl substituent includes a 1 ,3-dioxolanyl group which may optionally be substituted by 1 to 3 straight chain or branched chain alkyl groups having 1 to 6 carbon atoms, for example, 1 ,3-dioxolanyl, 2-methyl-1 ,3-dioxolanyl, 4-ethyl-1 ,3 - dioxolanyl, 2-propyl-1 ,3-dioxolanyl, 4-butyl-1 ,3-dioxolanyl, 2-pentyl-1 ,3 - dioxolanyl, 4-hexyl-1 ,3-dioxolanyl, 2,4-dimethyl-1 ,3-dioxolanyl, 2,4,5-trimethyl - 1 ,3-dioxolanyl, and the like.
  • the lower alkanoyl group includes a straight chain or branched chain alkanoyl group having 1 to 6 carbon atoms, for example, formyl, acetyl, propionyl, butyryl, isobutyryl, pentanoyl, t-butylcarbonyl, hexanoyl, and the like.
  • the morpholino-substituted lower alkoxy group includes a morpholino-substituted alkoxy group wherein the alkoxy moiety is a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms, for example, morpholinomethoxy, 2-morpholinoethoxy, 1-morpholinoethoxy, 3-(2 - morpholinyl)propoxy, 4-(3-morpholinyl)butoxy, 1 ,1 -dimethyl-2-(2-morpholinyl) - ethoxy, 5-morpholinopentyloxy, 6-morpholinohexyloxy, 2-methyl-3-morpholino - propoxy, and the like.
  • the phenyl-lower alkyl group includes a phenyl-alkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, benzyl, 2-phenylethyl, 1 -phenylethyl, 3-phenylpropyl, 4-phenylbutyl, 5-phenylpentyl, 6-phenylhexyl, 1 ,1-dimethyl-2 - phenylethyl, 2-methyl-3-phenylpropyl, and the like.
  • the phenyl-lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety includes a phenyl-alkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms and may optionally have 1 to 3 straight chain or branched chain alkoxy substituents having 1 to 6 carbon atoms on the phenyl moiety, for example, in addition to the above mentioned phenyl-lower alkyl group, 2-(3 - methoxyphenyl)ethyl, 1-(4-methoxyphenyl)ethyl, 2-methoxbenzyl, 3-methoxy - benzyl, 4-methoxybenzyl, 3-(2-ethoxyphenyl)propyl, 4-(3-ethoxyphenyl)butyl, 1 ,1 -dimethyl-2-(4-ethoxyphenyl)ethyl, 5-(4-iso
  • the furyl-substituted lower alkyl group includes a furyl-substituted alkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, (2-furyl)methyl, 2-(3-furyl)ethyl, 1-(2-furyl)ethyl, 3-(2-furyl)propyl, 4-(3-furyl)butyl, 5-(2-furyl)pentyl, 6-(3-furyl) - hexyl, 1 ,1-dimethyl-2-(2-furyl)ethyl, 2-methyl-3-(3-furyl)propyl, and the like.
  • the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, (2-furyl)methyl, 2-(3-furyl)ethyl, 1-(2-furyl)ethyl,
  • the lower alkoxy-lower alkyl group includes a straight chain or branched chain alkyl group having 1 to 6 carbon atoms which is substituted by a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms, for example, methoxymethyl, 2-ethoxyethyl, 1-methoxyethyl, 3-methoxypropyl, 4 - ethoxybutyl, 6-propoxyhexyl, 5-isopropoxypentyl, 1 ,1-dimethyl-2-butoxyethyl, 2 methyl-3-tert-butoxypropyl, 2-pentyloxyethyl, hexyloxymethyl, and the like.
  • the alkenyl group includes a straight chain or branched chain alkenyl group with 1 to 3 double bonds having 2 to 12 carbon atoms, for example, vinyl, allyl, 3-methyl-2-butenyl, 2-butenyl, 3-butenyl, 1-methylallyl, 2 - pentenyl, 2-hexenyl, 1-heptenyl, 1-octenyl, 1 -nonenyl, 1-decenyl, 1-undecenyl, 2-dodecenyl, 2-heptenyl, 3-heptenyl, 3-methyl-4-heptenyl, 2-methyl-5-heptenyl, 4-methyl-2-heptenyl, 3-methyl-l-heptenyl, 1 ,3-heptadienyl, 1 ,4-heptadienyl, 1,5 heptadienyl, 1 ,6-heptadienyl, 2,4-heptadienyl, 2-methyl-2,4-
  • the cycloalkyl-lower alkyl group includes a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, which is substituted by a cycloalkyl group having 3 to 8 carbon atoms, for example, cyclohexylmethyl, 2-cyclopropylethyl, 1 -cyclobutylethyl, 3-cyclopentylpropyl, 4-cyclohexylbutyl, 2,2-dimethyl-3-cycloheptylpropyl, 5-cyclooctylpentyl, 6-cyclohexylhexyl, and the like.
  • the naphthyl-lower alkyl group includes a naphthyl-alkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, ⁇ -naphthylmethyl, ⁇ -naphthylmethyl,
  • the phenylthio-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety includes a phenylthio-alkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms and may optionally have 1 to 3 substituents of straight chain or branched chain alkoxy group having 1 to 3 carbon atoms on the phenyl moiety, for example, phenylthiomethyl, 2-phenylthioethyl, 1 - phenylthioethyl, 3-phenylthiopropyl, 4-phenylthiobutyl, 5-phenylthiopentyl, 6 - phenylthiohexyl, 1 ,1-dimethyl-2-phenylthioethyl, 2-methyl-3-phenylthiopropyl, (2-methoxyphenylthio)methyl, (3-methoxypheny
  • the phenylsulfinyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety includes a phenylsulfinylalkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, and may optionally have 1 to 3 substituents of straight chain or branched chain alkoxy group having 1 to 6 carbon atoms on the phenyl moiety, for example, phenylsulfinylmethyl, 2-phenylsulfinylethyl, 1 - phenylsulfinylethyl, 3-phenylsulfinylpropyl, 4-phenylsulfinylbutyl, 5-phenyl - sulfinylpentyl, 6-phenylsulfinylhexyl, 1 ,1 -dimethyl-2-phenylsulfin
  • the phenylsulfonyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety includes a phenylsulfonyl-alkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, which may optionally have 1 to 3 substituents of straight chain or branched chain alkoxy group having 1 to 6 carbon atoms on the phenyl moiety, for example, phenylsulfonyl - methyl, 2-phenylsulfonylethyl, 1-phenylsulfonylethyl, 3-phenylsulfonylpropyl, 4 - phenylsulfonylbutyl, 5-phenylsulfonylpentyl, 6-phenylsulfonylhexyl, 1 ,1 - dimethyl-2-phenylsulfon
  • the 5- to 14-membered saturated or unsaturated hetero - monocyclic, heterobicyclic or heterotricyclic group having 1 to 4 heteroatoms selected from nitrogen atom, oxygen atom and sulfur atom includes, for example, pyrrolidinyl, piperidinyl, piperazinyl, morpholino, pyridyl, thienyl, quinolyl, 1 ,4-dihydroquinolyl, benzothiazolyl, pyrazinyl, pyrimidyl, pyridazinyl, pyrrolyl, carbostyril, 3,4-dihydrocarbostyril, 1 ,2,3,4-tetrahydroquinolyl, indolyl, isoindolyl, indolinyl, benzimidazolyl, benzoxazolyl, imidazolidinyl, isoquinolyl, quinazolidinyl, quinoxalinyl, cinnony
  • the lower alkyl group which is substituted by a 5- to 14 - membered saturated or unsaturated heteromonocyclic, heterobicyclic or heterotricyclic group having 1 to 4 heteroatoms selected from nitrogen atom, oxygen atom and sulfur atom includes, for example, pyrrolidinylmethy, 2 - piperidinylethyl, 3-piperazinylpropyl, 4-morpholinobutyl, (2-pyridyl)methyl, (3 - pyridyl)methyl, (2-thienyl)methyl, (3-quinolyl)methyl, 5-(6-quinolyl)pentyl, 6-(1 ,4 dihydro-2-quinolyl)hexyl, (2-benzothiazolyl)methyl, 2-(3-pyrazinyl)ethyl, 1-(2 - pyrimidyl)ethyl, 3-(3-pyridazinyl)propyl, 4-(2-pyrrolyl)butyl, 5-(
  • the phenoxy-substituted lower alkyl group includes a phenoxyalkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, phenoxymethyl, 2 - phenoxyethyl, 1-phenoxyethyl, 3-phenoxypropyl, 4-phenoxybutyl, 5-phenoxy - pentyl, 6-phenoxyhexyl, 1 ,1-dimethyl-2-phenoxyethyl, 2-methyl-3-phenoxy - propyl, and the like.
  • the phenyl-lower alkoxy group which may optionally have an amino substituent having optionally a lower alkanoyl substituent on the phenyl moiety includes a phenylalkoxy group, wherein the alkoxy moiety is a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms, which may optionally have 1 to 3 substituents of amino group having optionally a straight chain or branched chain alkanoyl group having 1 to 6 carbon atoms, for example, benzyloxy, 2-phenylethoxy, 1-phenylethoxy, 3-phenylpropoxy, 4 - phenylbutoxy, 5-phenylpentyloxy, 6-phenylhexyloxy, 1 ,1-dimethyl-2-phenyl - ethoxy, 2-methyl-3-phenylpropoxy, 4-acetylaminobenzyloxy, 2-(2-propionyl - aminophenyl)ethoxy, 1 -(3-buty
  • the lower alkoxy-substituted lower alkoxy group includes a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms which is substituted by a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms, for example, methoxymethoxy, 3-methoxypropoxy, 4 - ethoxybutoxy, 6-propoxyhexyloxy, 5-isopropoxypentyloxy, 1 ,1 -dimethyl-2 - butoxyethoxy, 2-methyl-3-tert-butoxypropoxy, 2-pentyloxyethoxy, hexyloxy - methoxy, and the like.
  • the lower alkanoyloxy-substituted lower alkyl group includes a straight chain or branched chain alkyl group having 1 to 6 carbon atoms which is substituted by a straight chain or branched chain alkanoyloxy group having 2 to 6 carbon atoms, for example, acetyloxymethyl, 2,2-dimethylpropionyloxy - methyl, propionyloxymethyl, 2-propionyloxyethyl, 1 -acetyloxyethyl, 1-butyryl - oxyethyl, 3-acetyloxypropyl, 4-isobutyryloxybutyl, 5-pentanoyloxypentyl, 6-tert - butylcarbonyloxyhexyl, 1 ,1 -dimethyl-2-hexanoyloxyethyl, 2-methyl-3-acetyloxy - propyl, and the like.
  • the halogen-substituted lower alkyl group includes a straight chain or branched chain alkyl group having 1 to 6 carbon atoms which is substituted by 1 to 3 halogen atoms, for example, trifluoromethyl, trichloro - methyl, 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-chloro - pentyl, 3-chloro-2-methylpropyl, 5-bromohexyl, 5,6-dichlorohexyl, 5-bromo - hexyl, 5,6-dichlorohexyl, and the like.
  • the tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring includes a tetrazolyl group having optionally a straight chain or branched chain alkyl group having 1 to 6 carbon atoms on the tetrazole ring, for example, tetrazolyl, 1-methyltetrazolyl, 2-methyltetrazolyl, 5-ethyltetrazolyl, 5 propyltetrazolyl, 1-butyltetrazolyl, 2-pentyltetrazolyl, 1 -hexyltetrazolyl, and the like.
  • the phenyl group having optionally a substituent selected from a lower alkyl group, a lower alkoxy-substituted lower alkoxy group, hydroxy group, a halogen atom and a lower alkoxy group includes a phenyl group which may optionally have 1 to 3 substituents selected from a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms which is substituted by a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms, hydroxy group, a halogen atom and a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms, for example, phenyl, 2-methylphenyl, 3 - methylphenyl, 4-methylphenyl, 2-ethyl phenyl, 3-ethylphenyl, 4-ethylphenyl, 3 - isopropylphenyl,
  • the lower alkenyl group includes a straight chain or branched chain alkenyl group having 2 to 6 carbon atoms, for example, vinyl, allyl, 2- butenyl, 3-butenyl, 1-methylallyl, 2-pentenyl, 2-hexenyl, and the like.
  • the morpholinocarbonyl-lower alkoxy group includes a morpholinocarbonylalkoxy group wherein the alkoxy moiety is a straight chain or branched chain alkoxyl group having 1 to 6 carbon atoms, for example, morpholinocarbonylmethoxy, 2-morpholinocarbonylethoxy, 1-morpholino - carbonylethoxy, 3-(2-morpholinocarbonyl)propoxy, 4-(3-morpholinocarbonyl) - butoxy, 1 ,1-dimethyl-2-(2-morpholinylcarbonyl)ethoxy, 5-morpholinylcarbonyl - pentyloxy, 6-morpholinocarbonylhexyloxy, 2-methyl-3-morpholinocarbonyl - propoxy, and the like.
  • morpholinocarbonylalkoxy group wherein the alkoxy moiety is a straight chain or branched chain alkoxyl group having 1 to 6 carbon atoms, for example, morpholinocarbonylme
  • the morpholinocarbonyl-lower alkyl group includes a morpholinocarbonylalkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, morpholinocarbonylmethyl, 2-morpholinocarbonylethyl, 1 -morpholinocarbonyl - ethyl, 3-(2-morpholinocarbonyl)propyl, 4-(3-morpholinocarbonyl)butyl, 1 ,1 - dimethyl-2-(2-morpholinocarbonyl)ethyl, 5-morpholinocarbonylpentyl, 6 - morpholinocarbonylhexyl, 2-methyl-3-morpholinocarbonylpropyl, and the like.
  • morpholinocarbonylalkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, morpholinocarbonylmethyl,
  • the cycloalkylcarbonyl group includes a cycloalkylcarbonyl group having 3 to 8 carbon atoms in the cycloalkyl moiety, for example, cyclopropyl - carbonyl, cyclobutylcarbonyl, cyclopentylcarbonyl, cyclohexylcarbonyl, cycloheptylcarbonyl, cyclooctylcarbonyl, and the like.
  • the phenyl-lower alkenylcarbonyl group includes a phenylalkenyl carbonyl group wherein the alkenylcarbonyl moiety is a straight chain or branched chain alkenylcarbonyl group having 3 to 6 carbon atoms in the alkenylcarbonyl moiety, for example, cinnamoyi, 4-phenyl-2-butenoyl, 4-phenyl • 3-butenoyl, 5-phenyl-4-pentenoyl, 5-phenyl-3-pentenoyl, 5-phenyl-2 - pentenoyi, 6-phenyl-5-hexenoyl, 6-phenyl-4-hexenoyl, 6-phenyl-3-hexenoyl, 6 - phenyl-2-hexenoyl, 2-methyl-4-phenyl-3-butenoyl, 2-methyl-cinnamoyl, 1 - methyl-cinnamoyl, and the like.
  • the 5- to 6-membered saturated heterocyclic group which is formed by combining R 6 and R 7 , R 9 and R 10 , R 40 and R 41 or R 52 and R 53 together with the adjacent nitrogen atom with or without being intervening with nitrogen atom or oxygen atom, for example, pyrrolidinyl, piperidinyl, piperazinyl, morpholino, and the like.
  • the above heterocyclic group having 1 to 3 substituents selected from hydroxy group, a lower alkyl group and a phenyl-lower alkyl group includes the above mentioned heterocyclic groups having 1 to 3 sustituents selected from hydroxy group, a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, and a phenylalkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, 3-hydroxypyrrolidinyl, 2-hydroxypyrrolidinyl, 4-hydroxypiperidinyl, 3-hydroxypiperidinyl, 2-hydropiperidinyl, 3-hydroxypiperazinyl, 2-hydroxy - piperazinyl, 3-hydroxymorpholino, 2-hydroxymorpholino, 4-benzylpiperazinyl, 3-(2-phenylethyl)pyrrolidinyl, 2-(3-phenylpropyl)pyrrolidinyl, 4-(4-pheny
  • the amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group includes an amino group having optionally 1 to 2 substituents selected from a straight chain or branched chain alkanoyl group having 1 to 6 carbon atoms and a phenylalkenylcarbonyl group wherein the alkenylcarbonyl moiety is a straight chain or branched chain alkenylcarbonyl group having 3 to 6 carbon atoms in the alkenylcarbonyl moiety, for example, amino, formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino, pentanoylamino, t-butyl - carbonylamino, hexanoylamino, cinnamoylamino, 4-phenyl-3-butenoylamino, 4-phenyl-2-butenoylamino
  • the amino group having optionally a lower alkanoyl substituent includes an amino group having optionally a substituent of a straight chain or branched chain alkanoyl group having 1 to 6 carbon atoms, for example, amino, formylamino, acetyamino, propionylamino, butyrylamino, isobutyryl- amino, pentanoylamino, tert-butylcarbonylamino, hexanoylamino, and the like.
  • the alkylsufinyl group includes a straight chain or branched chain alkylsulfinyl group having 1 to 6 carbon atoms, for example, methylsulfinyl, ethylsulfinyl, isopropylsulfinyl, butylsulfinyl, tert-butylsuifinyl, pentylsulfinyl, hexylsulfinyl, and the like.
  • the lower alkylthio group includes a straight chain or branched chain alkylthio group having 1 to 6 carbon atoms, for example, methylthio, ethylthio, propylthio, isopropylthio, butylthio, tert-butylthio, pentylthio, hexylthio, and the like.
  • the lower alkylsulfonyl group includes a straight chain or branched chain alkylsulfonyl group having 1 to 6 carbon atoms, for example, methylsulfonyl, ethylsulfonyl, isopropylsulfonyl, butysulfonyl, tert-butysulfonyl, pentylsulfonyl, hexylsulfonyl, and the like.
  • the lower alkanoyloxy group includes a straight chain or branched chain alkanoyloxy group having 1 to 6 carbon atoms, for example, formyloxy, acetyloxy, propionyloxy, butyryloxy, isobutyryloxy, pentanoyloxy, tert - butylcarbonyloxy, hexanoyloxy, and the like.
  • the amino-substituted lower alkyl group having optionally a substituent selected from a lower alkylsulfonyl group and a lower alkanoyl group includes a straight chain or branched chain alkyl group having 1 to 6 carbon atoms which is substituted by an amino group having optionally 1 to 2 groups selected from a straight chain or branched chain alkylsulfonyl group having 1 to 6 carbon atoms and a straight chain or branched chain alkanoyl group having 1 to 6 carbon atoms, for example, aminomethyl, 2-aminoethyl, 1 - aminoethyl, 3-aminopropyl, 4-aminobutyl, 5-aminopentyl, 6-aminohexyl, 1 ,1 - dimethyl-2-aminoethyl, 2-methyl-3-aminopropyl, formylaminomethyl, 1-acetyl - aminoethyl, 2-propionylaminoethyl,
  • the 1 ,3-dioxolanyl-substituted lower alkyl group having optionally a lower alkyl substituent includes a 1 ,3-dioxolanyl-substituted alkyl group wherein the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, which may optionally have 1 to 3 substituents of a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, (1 ,3-dioxolan-2-yl)methyl, 2-(1 ,3-dioxolan-4-yl)ethyl, 1-(1 ,3-dioxolan - 2-yl)ethyl, 3-(1 ,3-dioxolan-4-yl)propyl, 4-(1 ,3-dioxolan-2-yl)butyl, 2-(1 ,3 - dioxolan-2-
  • the alkanoyl-substituted lower alkyl group includes an alkanoylalkyl group wherein the alkanoyl moiety is a straight chain or branched chain alkanoyl group having 1 to 6 carbon atoms and the alkyl moiety is a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, formylmethyl, acetylmethyl, 2-propionylethyl, 1-butyrylethyl, 3 - isobutyrylpropyl, 4-pentanoylbutyl, 5-hexanoylhexyl, 6-tert-butylcarbonylhexyl,
  • the aminocarbonyl-substituted lower alkyl group which may optionally have a lower alkyl substituent includes a straight chain or branched chain alkyl group having 1 to 6 carbon atoms which is substituted by an aminocarbonyl having optionally 1 to 2 substituents of a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, aminocarbonylmethyl, 2-aminocarbonylethyl, 1-aminocarbonylethyl, 3 - aminocarbonylpropyl, 4-aminocarbonylbutyl, 5-aminocarbonylpentyl, 6 - aminocarbonylhexyl, 1 ,1 -dimethyl-2-aminocarbonylethyl, 2-methyl-3-amino - carbonylpropyl, methylaminocarbonylmethyl, 1 -ethylaminocarbonylethyl, 2 - propylaminocarbonylethyl, 3-isopropyla
  • the lower alkoxycarbonyl-substituted lower alkenyl group includes a straight chain or branched chain alkenyl group having 2 to 6 carbon atoms which is substituted by a straight chain or branched chain alkoxy - carbonyl group having 1 to 6 carbon atoms in the alkoxy moiety, for example, 2 ⁇ methoxycarbonylvinyl, 2-ethoxycarbony vinyl, 3-propoxycarbonylallyl, 4-butoxy - carbonyl-2-butenyl, 4-pentyloxycarbonyl-3-butenyl, 3-hexyloxycarbonyl-1 - methylallyl, 5-isopropoxycarbonyl-2-pentenyl, 6-tert-butoxycarbonyl-2-hexenyl, and the like.
  • the aminocarbonyl-substituted lower alkenyl group which may optionally have a lower alkyl substituent includes a straight chain or branched chain alkenyl group having 2 to 6 carbon atoms which is substitued by an aminocarbonyl group having optinally have 1 to 2 substituents of a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, 2 aminocarbonylvinyl, 3-aminocarbonylallyl, 4-aminocarbonyl-2-butenyl, 4 - aminocarbonyl-3-butenyl, 3-aminocarbonyl-1 -methylallyl, 5-aminocarbonyl-2 - pentenyl, 6-aminocarbonyl-2-hexenyl, 2-methylaminocarbonylvinyl, 3-ethyl - aminocarbonylallyl, 4-propylaminocarbonyl-2-butenyl, 4-isopropylamino - carbonyl-3-butenyl
  • the carboxy-substituted lower alkenyl group includes a straight chain or branched chain alkenyl group having 2 to 6 carbon atoms, for example, 2-carboxyvinyl, 3-carboxyallyl, 4-carboxy-2-butenyl, 4-carboxy-3 - butenyl, 3-carboxy-1 -methylallyl, 5-carboxy-2-pentenyl, 6-carboxy-2-hexenyl, and the like.
  • the aminocarbonyl group having optionally a lower alkyl substituent includes an aminocarbonyl group which may optionally have 1 to 2 substituents of a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, aminocarbonyl, methylaminocarbonyl, ethyl - aminocarbonyl, propylaminocarbonyl, isopropylaminocarbonyl, butyl- aminocarbonyl, tert-butylaminocarbonyl, pentylaminocarbonyl, hexyl - aminocarbonyl, dimethylaminocarbonyl, diethylaminocarbonyl, dipropyl - aminocarbonyl, dibutylaminocarbonyl, dipentylaminocarbonyl, dihexyl - aminocarbonyl, N-methyl-N-ethylaminocarbonyl, N-ethyl-N-propylamino - carbonyl, N-methyl-N
  • the phenylsulfonyl group having optionally a lower alkyl substituent includes a phenylsulfonyl group having optionally 1 to 3 substituents of a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, phenylsulfonyl, 2-methyl phenylsulfonyl, 3 - methylphenylsulfonyl, 4-methylphenylsulfonyl, 2-ethylphenylsulfonyl, 3 - ethylphenylsulfonyl, 4-ethylphenylsulfonyl, 3-isopropylphenylsulfonyl, 4 - hexylphenylsulfonyl, 3,4-dimethylphenylsulfonyl, 2,5-dimethylphenylsulfonyl, 3,4,5-trimethylphenylsulfonyl, and the
  • the phenyl-lower alkenyl group includes a phenylalkenyl group wherein the alkenyl moiety is a straight chain or branched chain alkenyl group having 2 to 6 carbon atoms, for example, styryl, cinnamyl, 4-phenyl-3-butenyl, 4 phenyl-2-butenyl, 5-phenyl-4-pentenyl, 5-phenyl-3-pentenyl, 5-phenyl-2 - pentenyl, 6-phenyl-5-hexenyl, 6-phenyl-4-hexenyl, 6-phenyl-3-hexenyl, 6 - phenyl-2-hexenyl, 2-methyl-4-phenyl-3-butenyl, 2-methyl-cinnamyl, 1 -methyl - cinnamyl, and the like.
  • the benzoyi group which may optionally have 1 to 3 substituents selected from a lower alkoxy group, a halogen atom, an amino group having optionally a lower alkanoyl substituent, and hydroxy group on the phenyl moiety includes a benzoyi group which may optinally have 1 to 3 substituents selected from a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms, a halogen atom, an amino group having optionally a straight chain or branched chain alkanoyl substituent having 1 to 6 carbon atoms and hydroxy group on the phenyl moiety, for example, benzoyi, 2-chlorobenzoyl, 3 - chlorobenzoyl, 4-chlorobenzoyl, 2-fluorobenzoyl, 3-fluorobenzoyl, 4-fluoro - benzoyi, 2-bromobenzoyl, 3-bromobenzoyl, 4-bromobenzoyl, 2-iodo
  • the amino-substituted lower alkanoyl group having optionally a lower alkanoyl substituent includes a straight chain or branched chain alkanoyl group having 2 to 6 carbon atoms which is substitued by an amino group having optionally 1 to 2 substituents of a straight chain or branched chain alkanoyl group having 1 to 6 carbon atoms, for example, 2-aminoacetyl, 3 - aminopropionyl, 2-aminopropionyl, 4-aminobutyryl, 5-aminopentanoyl, 6 - aminohexanoyl, 2,2-dimethyl-3-aminopropionyl, 2-methyl-3-aminopropionyl, 2 - acetylaminoacetyl, 2-acetylaminopropionyl, 3-propionylaminopropionyl, 3 - isopropionylaminopropionyl, 4-butyrylaminobutyryl, 5-pentanoyla
  • the amino-substituted sulfonyl group having optionally a lower alkyl substituent includes an aminosulfonyl group which may optionally have 1 to 2 substituents of a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, aminosulfonyl, methylaminosulfonyl, ethylamino - sulfonyl, propylaminosulfonyl, isopropylaminosulfonyl, butylaminosulfonyl, tert - butylaminosulfonyl, pentylaminosulfonyl, hexylaminosulfonyl, dimethylamino - sulfonyl, diethylaminosulfonyl, dipropylaminosulfonyl, dibutylaminosulfonyl, dibutylaminosulfonyl, dipentylaminos
  • the lower alkeneldioxy group includes a straight chain or branched chain alkylenedioxy group having 1 to 4 carbon atoms, for example, methylenedioxy, ethylenedioxy, trimethylenedioxy, tetramethylenendioxy, and the like.
  • the phenyl group having optionlly a lower alkoxy substituent includes a phenyl group which may optionally have 1 to 3 substituents of a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms, for example, phenyl, 2-methoxyphenyl, 3-methoxyphenyl, 4-methoxyphenyl, 2 - ethoxyphenyl, 3-ethoxyphenyl, 4-ethoxyphenyl, 4-isopropoxyphenyl, 4-pentyl - oxyphenyl, 2,4-dimethoxyphenyl, 4-hexyloxyphenyl, 3-ethoxy-4-methoxy - phenyl, 2,3-dimethoxyphenyl, 3,4-dimethoxyphenyl, 3,4-diethoxyphenyl, 2,5 - dimethoxyphenyl, 2,6-dimethoxyphenyl, 3,5-dimethoxyphenyl, 3,4-dipentyloxy - phen
  • the 2,3-dihydro-1 H-indenyl-substituted lower alkyl group which may optionall have a substituent selected from oxo group, hydroxy group and silyloxy group having a lower alkyl substituent on the 2,3-dihydro-1H-indenyl ring includes a straight chain or branched chain alkyl group having 1 to 6 carbon atoms which is substituted by a 2,3-dihydro-1 H-indenyl group having optionally 1 to 3 substituents selected from oxo group, hydroxy group and a silyloxy group having 3 substituents of a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, for example, (2,3-dihydro-1 H-inden-2-yl) - methyl, 2-(2,3-dihydro-1 H-inden-1 -yl)ethyl, 1 -(2,3-dihydro-1 H-inden-3-yl)ethy
  • the silyloxy group having a lower alkyl substituent includes a silyloxy group being substituted by three straight chain or branched chain alkyl groups having 1 to 6 carbon atoms, for example, trimethylsilyloxy, triethyl - silyloxy, triisopropylsilyloxy, tributylsilyloxy, tri-tert-butylsilyloxy, tripentylsilyloxy, trihexylsilyloxy, dimethyl, tert-butylsilyloxy, and the like.
  • the phenyl group having optionally a substituent selected from a lower alkoxy group and a halogen atom on the phenyl ring includes a phenyl group which may optionaly be substituted by 1 to 3 groups selected from a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms and a halogen atom, for example, phenyl, 2-methoxyphenyl, 3-methoxyphenyl, 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-dimethoxy
  • the saturated or unsaturated 5- to 6-membered heterocyclic group having 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom and sulfur atom includes, for example, pyrrolidinyl, piperidinyl, piperazinyl, morpholino, pyridyl, thienyl, pyrazinyl, pyrimidinyl, pyridazinyl, pyrrolyl, imidazolidinyl, pyrazolyl, imidazolyl, pyrazolidinyl, 1 ,3,4-oxadiazolyl, 1 ,2,4 - triazolyl, 1 ,2,3,4-tetrazolyl, 1 ,3,4-triazolyl, 1 ,2,4-oxadiazolyl, furyl, pyrrolinyl, oxazolyl, isoxazolyl, thiazolyl, thiazolidinyl, 1 ,2,3,5-oxathiadiazolyl,
  • the lower alkyl group substitued by a 5- to 6-membered saturated or unsaturated heterocyclic group having 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom and sulfur atom includes a straight chain or branched chain alkyl group having 1 to 6 carbon atoms which is substituted by the above mentioned heterocyclic group, for example, pyrrolidinylmethyl, 2 - piperidinylethyl, 3-piperazinylpropyl, 4-morpholinobutyl, (2-pyridyl)methyl, (3 - pyridyl)methyl, (2-thienyl)methyl, 2-(3-pyrazinyl)ethyl, 1-(2-pyrimidyl)ethyl, 3-(3 - pyridazinyl)propyl, 4-(2-pyrrolyl)butyl, 4-(4-imidazolidinyl)butyl, (2-imidazolyl)- methyl, (3-pyrazolyl)methyl, 2-(
  • the lower alkenyl group substituted by a 5- to 14-membered saturated or unsaturated heteromonocylic, heterobicyclic or heterothcyclic group having 1 to 4 hetero atoms selected from nitrogen atom, oxygen atom and sulfur atom includes the above mentioned heterocyclic group-substituted alkenyl group wherein the alkenyl moiety is a straight chain or branched chain alkenyl group with 1 to 2 double bounds having 2 to 6 carbon atoms, for example, 2-benzofurylvinyl, 3-benzofuryl-2-propenyl, 4-benzofuryl-3-butenyl, 3 - benzofuryl-2-butenyl, 2-methyl-3-benzofuryl-2-propenyl, 5-benzofuryl-4 - petenyl, 5-benzofuryl-2-pentenyl, 4-benzofuryl-3-pentenyl, 6-benzofuryl-5 - hexenyl, 6-benzofuryl-4-hexenyl, 6-
  • the phenyl-lower alkoxycarbonyl group includes a phenylalkoxy - carbonyl group wherein the alkoxycarbonyl moiety is a straight chain or branched chain alkoxycarbonyl group having 1 to 6 carbon atoms in the alkoxy moiety, for example, benzyloxycarbonyl, 2-phenylethoxycarbonyl, 1 -phenyl - ethoxycarbonyl, 3-phenylpropoxycarbonyl, 4-phenylbutoxycarbonyl, 5-phenyl - pentyloxycarbonyl, 6-phenylhexyloxycarbonyl, 1 ,1 -dimethyl-2-phenylethoxy - carbonyl, 2-methyl-3-phenylpropoxycarbonyl, and the like.
  • the lower alkoxycarbonyloxy-substituted lower alkyl group includes a straight chain or branched chain alkyl group having 1 to 6 carbon atoms, which is substituted by alkoxycarbonyloxy group wherein the alkoxy moiety is a a straight chain or branched chain alkoxy group having 1 to 6 carbon atoms , for example, methoxycarbonyloxymethyl, ethoxycarbonyloxy - methyl, 2-ethoxycarbonyloxyethyl, 1 -ethoxycarbonyloxyethyl, 3-methoxy - carbonyloxypropyl, 4-ethoxycarbonyloxybutyl, 6-propoxycarbonyloxyhexyl, 5 - isopropoxycarbonyloxypentyl, 1 ,1 -dimethyl-2-butoxycarbonyloxyethyl, 2-methyl • 3-tert-butoxycarbonyloxypropyl, 2-pentyloxycarbonyloxyethyl, hex
  • the benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring includes a straight chain or branched chain alkyl group having 1 to 6 carbon atom, which is substituted by a benzoyi group wherein the phenyl ring may optionally have 1 to 3 halogen substituents, for example, benzoylmethyl.
  • the amino group having optionally a lower alkanoyl substituent includes an amino group which may optionally have a substituent of a straight chain or branched chain alkanoyl group having 1 to 6 carbon atoms, for example, amino, formylamino, acetylamino, propionylamino, butyrylamino, isobutyrylamino, pentanoylamino, t-butylcarbonylamino, hexanoylamino, and the like.
  • the present invention specifically includes the following compounds.
  • R 1 , R 3 , R 4 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a lower alkyl group
  • R 4 is a phenylsulfinyl-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a lower alkyl group
  • R 4 is a 2,3-dihydro-1 H-indenyl group-substituted lower alkyl group which may optionally have a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro - 1 H-indenyl ring
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkenyl group, R 2 is hydrogen atom, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl moiety selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are the same as defined above), a lower alkenyloxy group, nitro
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is hydrogen atom
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a phenylthio-substitued lower alkyl group which may optinally have a lower alkoxy substituent on the phenyl moiety
  • m, n, and r are the same as defined above, or a salt thereof.
  • R 6 A quinoxaline derivative of the formula (1), wherein R 1 is a halogen atom or a lower alkyl group, R 2 is hydrogen atom, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula:
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group, R 2 is hydrogen atom, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula: -A 5 -CR 42 R 3 R 44 (A 5 , R 42 , R 43 and R 44 are the same as defined above), and m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl moiety selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are the same as defined above
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a 2,3 - dihydro-1 H-indenyl group-substituted lower alkyl group which may optionally have a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro-1 H-indenyl ring
  • m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a group of the formula:
  • R is a halogen atom or a lower alkyl group
  • R 2 is phenyl group
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a group of the formula:
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is phenyl group
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl moiety selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy group, a group of the formula: -O-A 4 -CO-NR 4 0R 41 (in which A 4 , R 4 ° and R 41 are the same as defined above), a lower alkeny
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group, R 2 is a morpholino-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl moiety selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenyl - carbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are the same
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group, R 2 is a morpholino-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenylsulfonyl - substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety, and m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group, R 2 is a morpholino-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (A 5 , R 42 , R 43 and R 44 are the same as defined above), and m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group, R 2 is a morpholino-substituted lower alkyl group, R 3 and R 4 combine together with the nitrogen atom to form 1 ,2,3,4 - tetrahydroisoquinolyl group which may optionally have a lower alkoxy group), and m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group, R 2 is an imidazolyl-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula:
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group, R 2 is an imidazolyl-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl moiety selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenyl - carbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group, R 2 is an imidazolyl-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a lower alkenyl group, and m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group, R 2 is an imidazolyl-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenylsulfinyl - substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety and m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is an imidazolyl-substituted lower alkyl group
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a group of the formula:
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group, R 2 is an imidazolyl-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula: -A ⁇ -CR ⁇ R ⁇ R 44 (A 5 , R 42 , R 43 and R 44 are the same as defined above), and m, n and r are the same as defined above, or a salt thereof.
  • R 2 , m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is hydrogen atom, R 3 is a lower alkyl group, R 4 is a naphthyl-lower alkyl group, and R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 is hydrogen atom
  • R 3 is hydrogen atom
  • R 4 is a phenylthio-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety
  • R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 is hydrogen atom
  • R 3 is a lower alkyl group
  • R 4 is a phenylsulfonyl-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety
  • R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group and R 2 , R 3 , R 4 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a phenyl - lower alkoxycarbonyl group and R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl ring selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 4 are the same as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally a halogen substituent, and
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group and R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl ring selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenyl - carbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy group, a group of the formula: -0-A 4 -CO-NR 4 OR 4 1 (in which A 4 , R 40 and R 41 are the same as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally a
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 3 is a phenyl - lower alkoxycarbonyl group, R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (A 5 , R 42 , R 43 and R 44 are the same as defined above), and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 3 is a lower alkanoyloxy-substituted lower alkyl group, R 4 is a group of the formula: -A 5 -CR 4 R 43 R 44 (A 5 , R 42 , R 43 and R 44 are the same as defined above), and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 41 (in which A 4 , R 40 and R 41 are the same as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally a halogen substituent, and R 1 , R 3 , R 4 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a lower alkoxy - lower alkyl group
  • R 4 is a phenylsulfinyl-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 42 , R 43 and R 44 are the same as defined above), and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a lower alkoxy-lower alkyl group
  • R 4 is a 2,3-dihydro-1 H-indenyl group-substituted lower alkyl group which may optionally have a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro-1 H-indenyl ring
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a lower alkoxycarbonyloxy-substituted lower alkyl group
  • R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl moiety selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenyl - calbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are the same as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally
  • R 1 , R 2 , m, n and r are the same as the same, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 3 is a lower alkoxycarbonyloxy-substituted lower alkyl group, R 4 is a cycloalkyl-lower alkyl group, and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a lower alkoxycarbonyloxy-substituted lower alkyl group
  • R 4 is a cycloalkyl-lower alkyl group
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a lowe alkanoyl-substituted lower alkyl group
  • R 4 is a phenylthio-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a lower alkoxycarbonyloxy-substituted lower alkyl group
  • R 4 is a phenoxy-substituted lower alkyl group
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a group of the formula: -E-NR 52 R 53 (in which E, R 52 and R 53 are the same as defined above),
  • R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl moiety selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy - substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are the same as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group
  • R 3 is a group of the formula: -E-NR 52 R 53 (in which E, R 52 and R 53 are the same as defined above), R 4 is a phenylthio-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety, and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a group of the formula: -E-NR 52 R 53 (in which E, R 52 and R 53 are the same as defined above), R 4 is a phenylsulfinyl-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety, and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a group of the formula: -E-NR 52 R 53 (in which E, R 52 and R 53 are the same as defined above), R 4 is a phenylsulfonyl-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety, and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a benzoyl-substituted lower alkyl group which may optionally have a halogen substituent on the phenyl ring
  • R 4 is a phenoxy-substituted lower alkyl group
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a group of the formula: -E-NR 52 R 53 (in which E, R 52 and R 53 are the same as defined above), R 4 is a phenoxy-substituted lower alkyl group, and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 3 is a benzoyl-substituted lower alkyl group which may optionally have a halogen substituent on the phenyl ring, R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (A 5 , R 42 , R 43 and R 44 are the same as defined above), and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a group of the formula: -E-NR 52 R 53 (in which E, R 52 and R 53 are the same as defined above)
  • R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (A 5 , R 42 , R 43 and R 44 are the same as defined above)
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a benzoyl-substituted lower alkyl group which may optionally have a halogen substituent on the phenyl ring
  • R 4 is a 2, 3-dihydro-1 H-indenyl group-substituted lower alkyl group which may optionally have a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro-1 H-indenyl ring
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a group of the formula: -E-NR 5 R 53 (in which E, R 52 and R 53 are the same as defined above), R 4 is a 2, 3-dihydro-1 H-indenyl group-substituted lower alkyl group which may optionally have a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro -
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a benzoyl-substituted lower alkyl group which may optionally have a halogen substituent on the phenyl ring
  • R 4 is a group of the formula:
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 4 is a group of the formula:
  • R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl moiety selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl - lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are the same as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally a halogen substituent, and R 1 , R 3 ,
  • R 4 , m, n and r are the same as defined above, or a salt thereof.
  • R 4 is a lower alkenyl group, and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a group of the formula:
  • R 4 is a cycloalkyl-lower alkyl group, and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 4 is a naphthyl-lower alkyl group, and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a group of the formula:
  • R 4 is a phenylthio - substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety, and R 1 , R 2 , m, n and r are the same as defined above, or a sa
  • R 3 is a group of the formula:
  • R 4 is a phenylsulfinyl - substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety, and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 3 is a group of the formula: — 54
  • R 4 is a phenylsulfonyl - substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety, and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 4 is a phenoxy - substituted lower alkyl group, and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 4 is a group of the formula:
  • R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 4 is a 2,3-dihydro-1 H - indenyl group-substituted lower alkyl group which may optionally have a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro-1 H-indenyl ring, and R 1 , R 2 , m, n and r are the same as defined above, or a salt thereof.
  • R 4 is a group of the formula:
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is hydrogen atom
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a lower alkenyl group
  • m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is hydrogen atom
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a cycloalkyl - lower alkyl group
  • m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is hydrogen atom, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenylthio - substitued lower alkyl group which may optinally have a lower alkoxy substituent on the phenyl moiety, and m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is hydrogen atom, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenylsulfinyl-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety, and m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is hydrogen atom
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a phenylsulfonyl-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety
  • m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is hydrogen atom
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a group of the formula:
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is hydrogen atom, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (A 5 , R 42 , R 43 and R 44 are the same as defined above), and m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl moiety selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy group, a group of the formula: -O-A 4
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is a lower alkyl group having optionally a halogen substituent, R 3 is hydrogen atom or a lower alkyl group, R 4 is a naphthyl-lower alkyl group, and m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is a lower alkyl group having optionally a halogen substituent, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenylsulfonyl-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety, and m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is a lower alkyl group having optionally a halogen substituent, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenoxy-substituted lower alkyl group, and m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is a lower alkyl group having optionally a halogen substituent, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula:
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is a lower alkyl group having optionally a halogen substituent, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (A 5 , R 42 , R 43 and R 44 are the same as defined above), and m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is phenyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl moiety selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenyl - carbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is phenyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a cycloalkyl-lower alkyl group, and m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is phenyl group
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a phenylsulfonyl - substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety
  • m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is phenyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula:
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is phenyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (A 5 , R 42 , R 43 and R 44 are the same as defined above), and m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is phenyl group
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a 2,3-dihydro-1 H - indenyl group-substituted lower alkyl group which may optionally have a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro-1 H-indenyl ring
  • m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is phenyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula:
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is phenyl group
  • R 3 and R 4 combine together with the nitrogen atom to form 1 ,2,3,4 - tetrahydroisoquinolyl group which may optionally have a lower alkoxy group)
  • m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a group of the formula:
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl moiety selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy - substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy group, a group of the formula:
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is a morpholino-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a lower alkenyl group, and m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is a morpholino-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a naphthyl-lower alkyl group, and m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a phenylthio-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety
  • m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is a morpholino-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenylsulfinyl-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety and m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (A 5 , R 42 , R 43 and R 44 are the same as defined above), and m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a 2,3-dihydro-1 H-indenyl group-substituted lower alkyl group which may optionally have a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro - 1 H-indenyl ring
  • m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is a morpholino-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula:
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is an imidazolyl-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula:
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is an imidazolyl-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenyl-lower alkenyl group which may optionally have a substituent on the phenyl moiety selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy - substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole ring, hydroxy group, a group of the formula: -O-A 4 -
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is an imidazolyl-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a cycloalkyl-lower alkyl group, and m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is an imidazolyl-substituted lower alkyl group
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a phenylthio-substituted lower alkyl group which may optionally have a lower alkoxy substituent on the phenyl moiety
  • m, n and r are the same as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is an imidazolyl-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a phenoxy-substituted lower alkyl group, and m, n and r are the same as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is an imidazolyl-substituted lower alkyl group
  • R 3 is hydrogen atom or a lower alkyl group
  • R 4 is a group of the formula:
  • a quinoxaline derivative of the formula (1) wherein R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent or an aminocarbonyl group having optionally a lower alkyl substituent, R 2 is an imidazolyl-substituted lower alkyl group, R 3 is hydrogen atom or a lower alkyl group, R 4 is a group of the formula:
  • R 1 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula: _ A R 54
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 5 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group. of the formula: (in which R 54 is hydrogen atom or a lower alkyl group and A is the same as defined
  • R 1 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 4 is a phenyl-lower alkenyl group having optionally a substituent selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole moiety, hydroxy group, a group of the formula: -O-A -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally a halogen substituent on the phenyl moiety, and R 2 , m, n, and r are as
  • R 1 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a lower alkenyl group; and
  • R 2 , m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a cycloalkyl-lower alkyl group; and
  • R 2 , m, n, and r are as defined above, or a salt thereof.
  • R 1 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a naphthyl-lower alkyl group; and
  • R 2 , m, n, and r are as defined above, or a salt thereof.
  • R 1 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 5 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylthio-substituted lower alkyl group having optionally a lower alkoxy-substituent on the phenyl moiety; and
  • R 2 , m, n, and r are as defined above, or a salt thereof.
  • R 1 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula: _ A R 54
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfinyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety; and
  • R 2 , m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfonyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety; and
  • R 2 , m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenoxy-substituted lower alkyl group; and
  • R 2 , m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula: _A R 54
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above
  • R 4 is a group of the formula: -As-CR ⁇ R ⁇ R 44 (in which A 5 ,
  • R 42 , R 43 and R 44 are as defined above); and R 2 , m, n, and r are as defined above, or a salt thereof.
  • R 1 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula: — A R 54
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above
  • R 4 is a 2,3-dihydro-1 H-indenyl-substituted lower alkyl group having optionally a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro-1 H-indenyl ring
  • R 2 , m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having otionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 4 is a phenyl-lower alkenyl group having optionally a substituent selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole moiety, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally a halogen substituent on the phenyl moiety, and m, n, and r are as defined above,
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group; R 2 is hydrogen atom; R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above
  • R 4 is a lower alkenyl group, and m, n, and r are as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group; R 2 is hydrogen atom; R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a naphthyl-lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula: (in which R
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group; R 2 is hydrogen atom; R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfinyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfonyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenoxy-substituted lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxy - carbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group; R 2 is hydrogen atom; R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxy - carbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R53 are as defined above), or a group of the formula:
  • R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (in which A 5 , R 42 , R 43 and R 44 are as defined above), and m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above
  • R 4 is a 2,3-dihydro-1 H-indenyl-substituted lower alkyl group having optionally a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro-1 H-indenyl ring, and m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 4 is a phenyl-lower alkenyl group having optionally a substituent selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole moiety, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally a halogen substituent on the phenyl moiety, and m, n, and r are as defined above,
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E - N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a lower alkenyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above),
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a cycloalkyl-lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above),
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above),
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylthio-substituted lower alkyl group having optionally a lower alkoxy-substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfinyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above),
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfonyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenoxy-substituted lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above),
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above),
  • R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (in which A 5 , R 42 , R 43 and R 44 are as defined above), and m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above
  • R 4 is a 2,3-dihydro-1 H-indenyl-substituted lower alkyl group having optionally a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro-1 H-indenyl ring
  • m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is phenyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 4 is a phenyl-lower alkenyl group having optionally a substituent selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole moiety, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally a halogen substituent on the phenyl moiety, and m, n, and r are as defined above,
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is phenyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 4 is a lower alkenyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is phenyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a hal
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a cycloalkyl-lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is phenyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 5 )(R 53 ) (in which
  • R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a naphthyl-lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group; R 2 is phenyl group; R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 5 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula: (in
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is phenyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfinyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group; R 2 is phenyl group; R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfonyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group; R 2 is phenyl group; R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenoxy-substituted lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is phenyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is phenyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (in which A 5 , R 42 , R 43 and R 44 are as defined above), and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is phenyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined above), or a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above
  • R 4 is a 2,3-dihydro-1 H-indenyl-substituted lower alkyl group having optionally a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro-1 H-indenyl ring, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • R 4 is a phenyl-lower alkenyl group having optionally a substituent selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole moiety, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally a halogen substituent on the phenyl moiety, and m, n, and r are as defined above,
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above
  • R 4 is a lower alkenyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxy - carbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substit
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a cycloalkyl-lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a naphthyl-lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylthio-substituted lower alkyl group having optionally a lower alkoxy-substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 5 )(R 53 ) (in which E, R 52 and R 53 are as defined above
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfinyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfonyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenoxy-substituted lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is a morpholino-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group; R 2 is a morpholino-substituted lower alkyl group; R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 5 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above
  • R 4 is a 2,3-dihydro-1 H-indenyl-substituted lower alkyl group having optionally a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro-1 H-indenyl ring, and m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 4 is a phenyl-lower alkenyl group having optionally a substituent selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole moiety, hydroxy group, a group of the formula: -O-A -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally a halogen substituent on the phenyl moiety, and m, n, and r are as defined above, or
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group; R 2 is an imidazolyl-substituted lower alkyl group; R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above
  • R 4 is a lower alkenyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is an imidazolyl-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a cycloalkyl-lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • a quinoxaline derivative of the formula (1) wherein R 1 is a halogen atom or a lower alkyl group; R 2 is an imidazolyl-substituted lower alkyl group; R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is an imidazolyl-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 )
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylthio-substituted lower alkyl group having optionally a lower alkoxy-substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is an imidazolyl-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 5 )(R 53 ) (in which E, R 52 and R 53 are as
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfinyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is an imidazolyl-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfonyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is an imidazolyl-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenoxy-substituted lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is an imidazolyl-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (in which A 5 , R 42 , R 43 and R 44 are as defined above), and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a halogen atom or a lower alkyl group
  • R 2 is an imidazolyl-substituted lower alkyl group
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy - lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which E, R 52 and R 53 are as defined
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above
  • R 4 is a 2,3-dihydro-1 H-indenyl-substituted lower alkyl group having optionally a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2,3-dihydro-1 H-indenyl ring, and m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (
  • R 4 is a phenyl-lower alkenyl group having optionally a substituent selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole moiety, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally a halogen substituent on the phenyl moiety, and m, n, and r are as defined above,
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a lower alkenyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a cycloalkyl-lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a naphthyl-lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylthio-substituted lower alkyl group having optionally a lower alkoxy-substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfinyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfonyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenoxy-substituted lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in
  • R 4 is a group of the formula: -A 5 -CR 42 R 43 R 44 (in which A 5 , R 42 , R 43 and R 44 are as defined above), and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is hydrogen atom
  • R 3 is a lower alkanoyloxy-substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl - substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E-N(R 52 )(R 53 ) (in which
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above
  • R 4 is a 2,3-dihydro-1H-indenyl-substituted lower alkyl group having optionally a substituent selected from oxo group, hydroxy group and a silyloxy group having a lower alkyl substituent on the 2, 3-dihydro-1 H-indenyl ring, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy - substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxy - carbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxy - carbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyi - substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy - substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxycarbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxy - carbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxycarbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyl-substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy - substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxy - carbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxy - carbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyi - substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -
  • R 4 is a phenyl-lower alkenyl group having optionally a substituent selected from a lower alkoxy group, a halogen atom, an amino group having optionally a substituent selected from a lower alkanoyl group and a phenyl-lower alkenylcarbonyl group, a lower alkoxy-substituted lower alkoxy group, a tetrazolyl group having optionally a lower alkyl substituent on the tetrazole moiety, hydroxy group, a group of the formula: -O-A 4 -CO-NR 40 R 41 (in which A 4 , R 40 and R 41 are as defined above), a lower alkenyloxy group, nitro group and a lower alkyl group having optionally a halogen substituent on the phenyl moiety, and m, n, and r are as defined above,
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy - substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxy - carbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxy - carbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyi - substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a lower alkenyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy - substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxy - carbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxy - carbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyi - substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a cycloalkyl-lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy - substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxy - carbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxy - carbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyi - substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a naphthyl-lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy - substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxy - carbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxy- carbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyi - substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -E
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylthio-substituted lower alkyl group having optionally a lower alkoxy-substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy - substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxy - carbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxy - carbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyi - substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfinyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy - substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxy - carbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxy - carbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyi - substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenylsulfonyl-substituted lower alkyl group having optionally a lower alkoxy substituent on the phenyl moiety, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy - substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxy - carbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxy - carbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyi - substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula:
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a phenoxy-substituted lower alkyl group, and m, n, and r are as defined above, or a salt thereof.
  • R 1 is a lower alkoxy group, an amino group having optionally a lower alkyl substituent, or an aminocarbonyl group having optionally a lower alkyl substituent
  • R 2 is a lower alkyl group having optionally a halogen substituent
  • R 3 is a lower alkanoyloxy - substituted lower alkyl group, a lower alkoxycarbonyl group, a lower alkoxy - carbonyloxy-substituted lower alkyl group, a phenyl-lower alkoxycarbonyl group, a lower alkanoyl group, a lower alkoxy-lower alkyl group, a phenoxy - carbonyl group, a lower alkanoyl-substituted lower alkyl group, a benzoyi - substituted lower alkyl group having optionally a halogen substituent on the phenyl ring, a group of the formula: -
  • R 54 is hydrogen atom or a lower alkyl group and A is the same as defined above);
  • R 4 is a group of the formula:

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AU4368996A (en) * 1994-11-23 1996-06-17 Neurogen Corporation Certain 4-aminomethyl-2-substituted imidazole derivatives and 2-aminomethyl-4-substituted imidazole derivatives; new classes of dopamine receptor subtype specific ligands
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CA2150345A1 (en) 1995-04-06
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KR950704269A (ko) 1995-11-17
WO1995009159A1 (en) 1995-04-06
AU674613B2 (en) 1997-01-02
TW284760B (ko) 1996-09-01
KR100196356B1 (ko) 1999-06-15

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