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US 2002/0002167 A1Published application
Dihydropyridine compounds and composition containing the same
AssigneeAjinomoto Co., Inc.
InventorsSeiji Niwa, Seiji Ohno, Akira Takahara, Morikazu Kito
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Abstract
A dihydropyridine compound of the formula: 1 or a pharmaceutically acceptable salt thereof is provided. These compounds are useful as N-type calcium channel antagonists, particularly in therapeutic agents and/or compositions for various diseases, such as acute stage of ischemic cerebrovascular disorders caused by cerebral infarction or intracerebral bleeding, and Alzheimer's disease.
Claims21
A dihydropyridine compound of the following formula (1) or a pharmaceutically acceptable salt thereof:
- 11
- wherein A represents a group of the following formula (2), or 1-naphthyl, 2-naphthyl, thiophene-3-yl, thiophene-2-yl, furan-3-yl, furan-2-yl, pyridine-4-yl, pyridine-3-yl, pyridine-2-yl, indole-2-yl, indole-3-yl, quinoline-2-yl, quinoline-3-yl, quinoline-4-yl, quinoline-5-yl, quinoline-6-yl, quinoline-7-yl, quinoline-8-yl, cyclohexyl or cyclopentyl:
- 12
- wherein R1, R2, R3, R4 and R5 is each the same or different from each other and each represent hydrogen, halogen, hydroxyl, carboxyl, amino, cyano, nitro, lower alkyl, lower alkoxyl, lower alkenyl, lower alkynyl, lower alkylamino, lower alkylthio, lower alkanoyl, hydroxy-lower alkyl, hydroxy-lower alkoxyl, hydroxy-lower alkenyl, halogeno-lower alkyl, halogeno-lower alkoxyl, halogeno-lower alkenyl, aryl-lower alkoxyl, lower-alkoxycarbonyl, aryl, heteroaryl, or aroyl;
- B represents acetyl or carboxyl;
- C represents hydrogen, methyl, ethyl or dimethoxymethyl;
- D represents hydrogen, lower alkyl, hydroxy-lower alkyl, or aryl-lower alkyl;
- E represents hydrogen, methyl, ethyl, dimethoxymethyl or cyano;
- F represents a heterocyclic or cycloalkyl;
- X represents an interatomic bond, —CH2—, —CH2CH2—, —CH═CH— or —C═C—, and
- Y represents an interatomic bond, —CH2— or a group of any of the formulae (3) to (15):
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- with the proviso that when Y represents any of the groups of the formula (3) to (15), the heterocyclic groups represented by F exclude groups of the following formula (16), cyclohexyl, thiophene-3-yl, thiophene-2-yl, furan-3-yl, furan-2-yl, pyridine-4-yl, pyridine-3-yl and pyridine-2-yl:
- 14
- wherein R6, R7, R8, R9 and R10 is each the same or different from each other, and each represent hydrogen, halogen, hydroxyl, carboxyl, amino, cyano, nitro, a lower alkyl, lower alkoxyl, lower alkenyl, lower alkynyl, lower alkylamino, lower alkylthio, lower alkanoyl, hydroxy-lower alkyl, hydroxy-lower alkoxyl, hydroxy-lower alkenyl, halogeno-lower alkyl, a halogeno-lower alkoxyl, halogeno-lower alkenyl, aryl-lower alkoxyl, a lower-alkoxycarbonyl or an aroyl;
- or
- two of R1 through R3 in the formula (2) are optionally bonded to each other to form a ring.
14 more elements
A N-type calcium channel antagonist composition containing one or more dihydropyridine compounds of the following formula (1) or the pharmaceutically acceptable salts thereof as an active ingredient:
- 15
- wherein A represents a group of the following formula (2), or 1-naphthyl, 2-naphthyl, thiophene-3-yl, thiophene-2-yl, furan-3-yl, furan-2-yl, pyridine-4-yl, pyridine-3-yl, pyridine-2-yl, indole-2-yl, indole-3-yl, quinoline-2-yl, quinoline-3-yl, quinoline-4-yl, quinoline-5-yl, quinoline-6-yl, quinoline-7-yl, quinoline-8-yl, cyclohexyl or cyclopentyl:
- 16
- wherein R1, R2, R3, R4 and R5 are the same or different from each other and each represent hydrogen, halogen, hydroxyl, carboxyl, amino, cyano, nitro, lower alkyl, lower alkoxyl, lower alkenyl, lower alkynyl, lower alkylamino, lower alkylthio, lower alkanoyl, hydroxy-lower alkyl, hydroxy-lower alkoxyl, hydroxy-lower alkenyl, halogeno-lower alkyl, halogeno-lower alkoxyl, halogeno-lower alkenyl, aryl-lower alkoxyl group, lower-alkoxycarbonyl, aryl, heteroaryl or aroyl,
- B represents carbamoyl, cyano, nitro, acetyl or carboxyl;
- C represents a hydrogen atom, methyl group, ethyl group or dimethoxymethyl group,
- D represents hydrogen, lower alky, hydroxy-lower alkyl or aryl-lower alkyl;
- E represents hydrogen, methyl, ethyl, dimethoxymethyl or cyano;
- F represents heterocyclic or cycloalkyl;
- X represents an interatomic bond, —CH2—, —CH2CH2—, —CH═CH— or —C═C—, and
- Y represents an interatomic bond, —CH2— or a group of any of the following formulae (3) to (15):
- 17
- with the proviso that when Y represents any of the groups of the formulae (3) to (15), the heterocyclic groups represented by F exclude groups of the following formula (16), cyclohexyl, thiophene-3-yl, thiophene-2-yl, furan-3-yl, furan-2-yl, pyridine-4-yl, pyridine-3-yl and pyridine-2-yl:
- 18
- wherein R6, R7, R8, R9 and R10 are the same or different from each other, and each represent hydrogen, halogen, hydroxyl, carboxyl, amino, cyano, nitro, lower alkyl, lower alkoxyl, lower alkenyl, lower alkynyl, lower alkylamino, lower alkylthio, lower alkanoyl, hydroxy-lower alkyl, hydroxy-lower alkoxyl, hydroxy-lower alkenyl, halogeno-lower alkyl, halogeno-lower alkoxyl, halogeno-lower alkenyl, aryl-lower alkoxyl, lower-alkoxycarbonyl or aroyl;
- and
- two of R1 through R3 in the formula (2) are optionally bonded to each other to form a ring.
14 more elements
Dependencies are inferred from the claim text.