Heterocyclic compounds for the treatment of stress-related conditions

Patent metadata

Field	Value
Publication number	US-9206173-B2
Application number	US-201013322399-A
Country	US
Kind code	B2
Filing date	May 27, 2010
Priority date	May 28, 2009
Publication date	Dec 8, 2015
Grant date	Dec 8, 2015

Abstract

The present invention provides a novel heterocyclic compound. A heterocyclic compound represented by general formula (1) wherein, R 1 and R 2 , each independently represent hydrogen; a phenyl lower alkyl group that may have a substituent(s) selected from the group consisting of a lower alkyl group and the like on a benzene ring and/or a lower alkyl group; or a cyclo C3-C8 alkyl lower alkyl group; or the like; R 3 represents a lower alkynyl group or the like; R 4 represents a phenyl group that may have a substituent(s) selected from the group consisting of a 1,3,4-oxadiazolyl group that may have e.g., halogen or a heterocyclic group selected from pyridyl group and the like; the heterocyclic group may have at least one substituent(s) selected from a lower alkoxy group and the like or a salt thereof.

First claim

The invention claimed is:

1. A heterocyclic compound represented by general formula (1)

wherein, R 1 and R 2 each independently represent hydrogen; a phenyl lower alkyl group that may have a substituent(s) selected from the group consisting of a lower alkyl group, a lower alkoxy group, a halogen atom, a halogen-substituted lower alkyl group, a halogen-substituted lower alkoxy group, a cyclo C3-C8 alkyl group and a cyano group, on a benzene ring and/or a lower alkyl group; a cyclo C3-C8 alkyl lower alkyl group; a cyclo C3-C8 alkyl group that may have a halophenyl group(s); or R 1 and R 2 may form a pyrrolidine ring together with nitrogen adjacent to R 1 and R 2 , and the pyrrolidine ring may have a substituent(s) selected from the group consisting of a halophenyl group and a phenyl group having a halogen-substituted lower alkyl group(s);
R 3 represents a lower alkynyl group; an amino group that may have a lower alkyl group(s); or a lower alkoxy group;
R 4 represents any one of groups represented by the following (1) to (91):

(1) a phenyl group
(2) a naphthyl group
(3) a dihydroindenyl group
(4) a phenyl lower alkyl group
(5) a pyridyl group
(6) a pyridazinyl group
(7) a triazolyl group
(8) a pyrimidinyl group
(9) an imidazolyl group
(10) a dihydropyridyl group
(11) a quinolyl group
(12) an isoquinolyl group
(13) a tetrahydroquinolyl group
(14) a dihydroquinolyl group
(15) an imidazopyridyl group
(16) a pyrazolopyridyl group
(17) an indolinyl group
(18) a naphthyridinyl group
(19) a benzoimidazolyl group
(20) an indolizinyl group
(21) a thienyl group
(22) a benzothienyl group
(23) a benzodioxolyl group
(24) a benzofuryl group
(25) a thienopyridyl group
(26) a thienopyrrolyl group
(27) a dihydrobenzothiazinyl group
(28) an isoxazolyl group
(29) a tetrahydrobenzoxazepinyl group
(30) an indolyl group
(31) a benzothiazolyl group
(32) a dihydrothienodioxinyl group
(33) a pyrrolidinyl group
(34) a dihydrobenzoxazinyl group
(35) a tetrahydroquinazolinyl group
(36) a tetrahydroquinoxalinyl group
(37) a dihydrobenzodioxinyl group
(38) a chromanyl group
(39) a dihydropyridooxazinyl group
(40) a tetrahydronaphthyl group
(41) a dihydrobenzofuryl group
(42) a dihydrobenzoxazolyl group
(43) a tetrahydrobenzothienyl group
(44) a tetrahydrocyclopentapyrazolyl group
(45) a benzotriazolyl group
(46) a dihydrobenzoimidazolyl group
(47) a dihydrobenzothiazolyl group
(48) an isoindolinyl group
(49) a tetrahydrobenzodiazepinyl group
(50) a dihydrobenzodioxepinyl group
(51) a quinoxalinyl group
(52) an indazolyl group
(53) a cinnolinyl group
(54) a dihydrophthalazinyl group
(55) a dihydronaphthyridinyl group
(56) a hexahydroquinolinyl group
(57) a furopyrrolyl group
(58) a thienopyrazinyl group
(59) an imidazothiazolyl group
(60) a xanthenyl group
(61) a piperidinyl group
(62) a pyrrolyl group
(63) a pyrazolyl group
(64) a thiazolyl group
(65) a furyl group
(66) a pyrazinyl group
(67) a dihydropyrazolyl group
(68) a thiazolidinyl group
(69) a tetrahydrofuranyl group
(70) a tetrahydropyranyl group
(71) a thiadiazolyl group
(72) a dihydropyridazinyl group
(73) a thienyl lower alkyl group
(74) a cyclo C3-C8 alkyl group
(75) a lower alkyl group
(76) a benzodioxolyloxy group
(77) a phenylthio lower alkyl group
(78) a phenylcyclo C3-C8 alkyl group
(79) a phenoxy lower alkyl group
(80) a phenyl lower alkenyl group
(81) a cyclo C3-C8 alkyl lower alkenyl group
(82) a pyridyl lower alkyl group
(83) a benzofuryl lower alkenyl group
(84) a dihydrobenzofuryl lower alkenyl group
(85) a dihydrobenzodioxinyl lower alkenyl group
(86) a dihydrobenzodioxinyloxy lower alkyl group
(87) an oxazolyl group
(88) a dihydroindenyloxy lower alkyl group
(89) a dihydropyrimidinyl group
(90) a pyridyloxy lower alkyl group
(91) a lower alkoxy lower alkyl group;
wherein on the lower alkyl group, cycloalkyl ring, aromatic ring or heterocyclic ring, one or more substituent(s) selected from the following (1-1) to (1-46) may be present:

(1-1) a halogen atom
(1-2) a lower alkyl group
(1-3) a lower alkanoyl group
(1-4) a halogen-substituted lower alkyl group
(1-5) a halogen-substituted lower alkoxy group
(1-6) a cyano group
(1-7) a lower alkoxy group
(1-8) a lower alkylthio group
(1-9) an imidazolyl group that may have a lower alkyl group(s)
(1-10) an oxazolyl group
(1-11) an oxadiazolyl group that may have a lower alkyl group(s)
(1-12) a triazolyl group
(1-13) a benzoyl group
(1-14) a pyridyl group
(1-15) an oxo group
(1-16) a phenyl group that may have a substituent(s) selected from the group consisting of a lower alkyl group, a halogen-substituted lower alkoxy group, a halogen-substituted lower alkyl group and a halogen atom
(1-17) a thienyl group
(1-18) a furyl group
(1-19) a thiazolyl group
(1-20) a triazolyl lower alkyl group
(1-21) a cyclo C3-C8 alkyloxy group
(1-22) a phenyl lower alkyl group
(1-23) a phenoxy group
(1-24) a cyclo C3-C8 alkyl group
(1-25) a pyrazolyl group
(1-26) a pyrrolyl group
(1-27) a lower alkenyl group
(1-28) a pyrrolidinyl group that may have an oxo group(s)
(1-29) a dihydropyrazolyl group that may have a substituent(s) selected from the group consisting of an oxo group and a lower alkyl group
(1-30) a hydroxy group
(1-31) a tetrazolyl group
(1-32) a morpholinyl group
(1-33) a pyrimidinyl group
(1-34) a homo-piperazinyl group that may have a lower alkyl group(s)
(1-35) a lower alkanoylamino group
(1-36) a cyclo C3-C8 alkylcarbonylamino group
(1-37) a phenoxy lower alkyl group
(1-38) a thiomorpholino group
(1-39) a piperidinyl group
(1-40) a lower alkoxy lower alkyl group
(1-41) an amino group that may have a substituent(s) selected from the group consisting of a lower alkyl group, a lower alkanoyl group and a cyclo C3-C8 alkyl group
(1-42) a morpholinyl lower alkyl group
(1-43) a piperidinyl lower alkyl group
(1-44) a lower alkylsulfonyl group
(1-45) an adamantyl lower alkyl group
(1-46) a carbamoyl group that may have a lower alkyl group(s)
or a salt thereof.

2. The heterocyclic compound according to claim 1 represented by general formula (1), wherein, R 1 and R 2 each independently represent hydrogen; a phenyl lower alkyl group that may have 1 to 3 substituent(s) selected from the group consisting of a lower alkyl group, a lower alkoxy group, a halogen atom, a halogen-substituted lower alkyl group, a halogen-substituted lower alkoxy group, a cyclo C3-C8 alkyl group and a cyano group, on a benzene ring and/or a lower alkyl group; a cyclo C3-C8 alkyl lower alkyl g

Assignees

• Takahashi Akira
• Suzuki Masaki
• Nakamura Yuichi
• Sakurai Yohji
• Otsuka Pharma Co Ltd

Inventors

• Takahashi Akira
• Suzuki Masaki
• Nakamura Yuichi
• Sakurai Yohji

Classifications

• A61P9/12

  Antihypertensives · CPC title

• A61P5/00

  Drugs for disorders of the endocrine system · CPC title

• A61P9/00

  Drugs for disorders of the cardiovascular system · CPC title

• A61P9/10

  for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis · CPC title

• A61P43/00

  Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00 · CPC title