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US 6,610,717 B2Granted
Dihydropyridine derivatives
AssigneeAjinomoto Co., Inc.
InventorsAkira Nakajo, Munetaka Tokumasu, Morikazu Kito, Akira Takahara, Yukitsugu Ono, Tomoko Takeda, Yuki Kajigaya, Hajime Koganei
Life of this patent
Estimating the term…
Abstract
Dihydropyridine derivatives represented by the following formula: analogs thereof and pharmaceutically acceptable salts thereof have an activity of selectively inhibiting the action of N-type calcium channel, and they are used as therapeutic agents for various diseases relating to N-type calcium channel.
Claims28
A dihydropyridine compound represented by the formula (1) or a pharmaceutically acceptable salt thereof:
- wherein
- A represents a group of the 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 or indole-3-yl group:
- wherein
- R1, R2, R3, R4 and R5 may be the same or different from each other and each represent hydrogen atom, a halogen atom, hydroxyl group, carboxyl group, amino group, cyano group, a nitro group, a lower alkyl group, a lower alkoxyl group, a lower alkenyl group, a lower alkynyl group, a lower alkylamino group, a lower alkylthio group, a lower alkanoyl group, a lower alkoxycarbonyl group, a hydroxy-lower alkyl group, a hydroxy-lower alkoxyl group, a hydroxy-lower alkenyl group, a halogeno-lower alkyl group, a halogeno-lower alkoxyl group, a halogeno-lower alkenyl group, an aryl group, a heteroaryl group, an aryl-lower alkoxyl group or an aroyl group,
- B represents cyano group, nitro group, acetyl group, tetrazole group, triazole group or a group of the formula (3) or (4):
- wherein
- R6 to R8 each represent hydrogen atom, a linear, branched or cyclic, saturated or unsaturated hydrocarbon group having 1 to 6 carbon atoms, an alkyl group substituted with a cyclic alkyl group which may contain a hetero atom, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, a hydroxy-lower alkyl group, a hydroxy-lower alkenyl group, a halogeno-lower alkyl group, a halogeno-lower alkenyl group, an aryl-lower alkyl group, an aryl-lower alkenyl group, a heteroaryl-lower alkyl group (excluding pyridine-3-ylpropyl group), a heteroaryl-lower alkenyl group, a cyano-lower alkyl group or a cyano-lower alkenyl group, or R7 and R8 may together form a ring which may contain a hetero atom,
- C represents hydrogen atom, a lower alkyl group, dimethoxymethyl group, cyano group, a hydroxy-lower alkyl group, a halogeno-lower alkyl group (C does not represent these groups listed above when E represents hydrogen atom, a lower alkyl group, dimethoxymethyl group, cyano group, a hydroxy lower alkyl group or a halogeno-lower alkyl group), a substituted or unsubstituted amino-lower alkyl group (the substituent represents hydrogen atom or a lower alkyl group), an azido-lower alkyl group, an aryl group, a heteroaryl group, an aryl-lower alkyl group, a heteroaryl-lower alkyl group or a lower alkyl group substituted with a cyclic alkyl group which may contain a hetero atom in the group,
- D represents hydrogen atom, a lower alkyl group, a hydroxy-lower alkyl group or an aryl-lower alkyl group,
- E represents hydrogen atom, a lower alkyl group, dimethoxymethyl group, cyano group, a hydroxy-lower alkyl group, a halogeno-lower alkyl group (E does not represent these groups listed above when C represents hydrogen atom, a lower alkyl group, dimethoxymethyl group, cyano group, a hydroxy lower alkyl group or a halogeno-lower alkyl group), a substituted or unsubstituted amino-lower alkyl group (the substituent represents hydrogen atom or a lower alkyl group, and if necessary, they may contain a hetero atom in the chain thereof), an azido-lower alkyl group, an aryl group, a heteroaryl group, an aryl-lower alkyl group, a heteroaryl-lower alkyl group or a lower alkyl group substituted with a cyclic alkyl group which may contain a hetero atom in the group,
- F represents an aryl group, a heteroaryl group or a cyclic alkyl group which may contain a hetero atom in the group, excluding piperidinyl group and piperazinyl group,
- G represents hydrogen atom or a lower alkyl group,
- X1 represents an interatomic bond, —CH2—, —CH2CH2—, —CH═CH— or —C≡C—, and
- Y represents a group represented by any of the following formulae (5) to (14):
- wherein
- R9 to R12, R and R0 may the same or different from each other, and they each represent hydrogen atom, a lower alkyl group, a hydroxy-lower alkyl group, a thio-lower alkyl group, an alkylthio-lower alkyl group, an aryl group, an aryl-lower alkyl group or a heteroaryl-lower alkyl group,
- B and C may together form a lactone ring or a lactam ring, two of R1 to R3 may be bonded together to form a ring, R9 and R10 be bonded together to form a ring, and R0 may be condensed with F to form a ring.
14 more elements
Dependencies are inferred from the claim text.