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US5137889A
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Dihydropyridine derivatives and process for preparing the same
Assignee: Otsuka Pharmaceutical Co Ltd
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Filing: 1991-05-23
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Granted: 1992-08-11
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Expires: 2011-05-23
Abstract
Abstract Dihydropyridine derivatives and salts thereof represented by the general formula, ##STR1## which possess excellent calcium antagonist effect, hypotensive effect, platelets aggregation inhibitory effect, phosphodiesterase inhibitory effect, calmodulin inhibitory effect and peroxidized lipid lowering effect, and thus dihydropyridine derivatives and salts thereof are useful as a coronary blood flow improving agent such as coronary vasodilator, hypotensive agent, prophylaxis and treating agents for thrombosis, phosphodiesterase inhibitory agent, peroxidized lipid metabolism lowering agent, anti-inflammatory agent and others.
Inventors
- 👤 Shigeharu Tamada
- 👤 Kazuyoshi Nagami
- 👤 Shuji Teramoto
- 👤 Tatsuyoshi Tanaka
- 👤 Kazuyuki Nakagawa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 18:58
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/16; C07D295/18; C07D295/182; C07D295/185; C07C; C07C323/00; C07C327/00; C07C43/00; C07C43/02; C07C43/03; C07C43/14; C07C43/178; C07C43/1787; C07C43/30; C07C43/315; C07D211/00; C07D211/04; C07D211/80; C07D211/84; C07D211/90; C07D309/00; C07D309/02; C07D309/08; C07D309/10; C07D309/12; C07D401/00; C07D401/02; C07D401/12; C07D405/00; C07D405/02; C07D405/12; C07D409/00; C07D409/02; C07D409/12
Claims Analysis
Total Claims: 86
Claim 1
Independent Claim
348 words
A dihydropyridine compound or a salt thereof of the formula ##STR149## wherein R 1 and R 4 are each a lower alkyl group; R 2 is a lower alkyl group or a group of the formula--CH 2 --A--R 6 , wherein A is a straight-chain or branched-chain unsaturated hydrocarbon group having 1 to 3 double bonds or one triple bond therein which may have an oxygen atom or a group of the formula ##STR150## in the chain, wherein R 7 is a lower alkyl group, and R 6 is a phenyl group which may have a hydroxy group as a substituent; R 3 is a phenyl group which may have 1 to 2 substituents selected from the group consisting of a nitro group, a lower alkyl group which may have 1 to 3 halogen atoms, a lower alkoxy group and a halogen atom; and R 5 is a lower alkyl group, a 1,2,3,6-tetrahydropyridyl-lower alkyl group which may have, as a substituent on the pyridyl ring, a phenyl group which may have halogen atoms or lower alkyl groups as substituents on the phenyl ring, or a group of the formula --CH 2 --A'-R 8 , wherein A' is a straight-chain or branched-chain unsaturated hydrocarbon group having 1 to 3 double bonds or one triple bond therein which may have an oxygen atom, a sulfur atom, a group of the formula ##STR151## wherein R 7 is a lower alkyl group, or a group of the formula ##STR152## in the chain of the unsaturated hydrocarbon group and R 8 is a phenyl group which may have 1 to 3 substituents selected from the group consisting of a lower alkoxy group, a halogen atom, a lower alkylthio group, a hydroxyl group, a lower alkanoyloxy group, a tetrahydropyranyloxy group and a lower alkoxy-lower alkoxy group, a pyridyl group, a thienyl group, a furyl group, or a tetrazolyl group which may have a lower alkyl group as a substituent; provided that when R 5 is a lower alkyl group, then R 2 should be a group of the formula --CH 2 --A--R 6 .
Claim 2
Dependent Claim
348 words
A dihydropyridine compound or a salt thereof of the formula ##STR149## wherein R 1 and R 4 are each a lower alkyl group; R 2 is a lower alkyl group or a group of the formula--CH 2 --A--R 6 , wherein A is a straight-chain or branched-chain unsaturated hydrocarbon group having 1 to 3 double bonds or one triple bond therein which may have an oxygen atom or a group of the formula ##STR150## in the chain, wherein R 7 is a lower alkyl group, and R 6 is a phenyl group which may have a hydroxy group as a substituent; R 3 is a phenyl group which may have 1 to 2 substituents selected from the group consisting of a nitro group, a lower alkyl group which may have 1 to 3 halogen atoms, a lower alkoxy group and a halogen atom; and R 5 is a lower alkyl group, a 1,2,3,6-tetrahydropyridyl-lower alkyl group which may have, as a substituent on the pyridyl ring, a phenyl group which may have halogen atoms or lower alkyl groups as substituents on the phenyl ring, or a group of the formula --CH 2 --A'-R 8 , wherein A' is a straight-chain or branched-chain unsaturated hydrocarbon group having 1 to 3 double bonds or one triple bond therein which may have an oxygen atom, a sulfur atom, a group of the formula ##STR151## wherein R 7 is a lower alkyl group, or a group of the formula ##STR152## in the chain of the unsaturated hydrocarbon group and R 8 is a phenyl group which may have 1 to 3 substituents selected from the group consisting of a lower alkoxy group, a halogen atom, a lower alkylthio group, a hydroxyl group, a lower alkanoyloxy group, a tetrahydropyranyloxy group and a lower alkoxy-lower alkoxy group, a pyridyl group, a thienyl group, a furyl group, or a tetrazolyl group which may have a lower alkyl group as a substituent; provided that when R 5 is a lower alkyl group, then R 2 should be a group of the formula --CH 2 --A--R 6 .
Claim 3
Dependent Claim
86 words
The dihydropyridine compounds of claim 1, wherein R 2 is a group of the formula --CH 2 --A--R 6 , wherein A is a straight-chain or branched-chain unsaturated hydrocarbon group having 2 to 6 carbon atoms in the unsaturated hydrocarbon moiety and having 1 to 3 double bonds or one triple bond therein, which group may have an oxygen atom or a group of the formula ##STR153## in the chain, and R 6 is a phenyl group which may have a hydroxy group as a substituent.
Claim 4
Dependent Claim
93 words
The dihydropyridine compounds of claim 2 wherein R 5 is a group of the formula --CH 2 --A'--R 8 , wherein A' is a straight-chain or branched-chain unsaturated hydrocarbon group having 2 to 6 carbon atoms in the unsaturated hydrocarbon moiety and having 1 to 3 double bonds or one triple bond therein, which group may have an oxygen atom, a sulfur atom, a group of the formula ##STR154## wherein R 7 is a C 1-6 -alkyl group, or a group of the formula ##STR155## in the chain of the unsaturated hydrocarbon group.
Claim 5
Dependent Claim
51 words
The dihydropyridine compounds of claim 3, wherein A' is a straight-chain or branched-chain unsaturated hydrocarbon group having 2 to 6 carbon atoms in the unsaturated hydrocarbon moiety, which has an oxygen atom, a sulfur atom, a group of the formula ##STR156## or a group of the formula ##STR157## in the chain.
Claim 6
Dependent Claim
58 words
The dihydropyridine compounds of claim 3, wherein A' is a straight-chain or branched-chain unsaturated hydrocarbon group having 2 to 6 carbon atoms in the unsaturated hydrocarbon moiety, which does not have an oxygen atom, a sulfur atom, a group of the formula ##STR158## or a group of the formula ##STR159## in the chain in the unsaturated hydrocarbon group.
Claim 7
Dependent Claim
19 words
The dihydropyridine compounds of claim 1 wherein R 2 is an alkyl group having 1 to 6 carbon atoms.
Claim 8
Dependent Claim
19 words
The dihydropyridine compounds of claim 2 wherein R 5 is an alkyl group having 1 to 6 carbon atoms.
Claim 9
Dependent Claim
44 words
The dihydropyridine compounds of claim 6, wherein R 5 is a 1,2,3,6-tetrahydropyridyl-C 1-6 -alkyl group which may have, as the substituent on the pyridyl ring, a phenyl group which may have halogen atoms or lower alkyl groups as the substituents on the phenyl ring.
Claim 10
Dependent Claim
56 words
The dihydropyridine compounds of claim 2, wherein R 5 is a 1,2,3,6-tetrahydropyridyl-C 1-6 -alkyl group which may have, as the substituent on the pyridyl ring, a phenyl group which may have halogen atoms or C 1-6 -alkyl groups as the substituents on the phenyl ring; or a group of the formula --CH 2 --A'--R 8 .
Claim 11
Dependent Claim
61 words
The dihydropyridine compounds of claim 4, wherein R 8 is a phenyl group which may have 1 to 3 substituents on the phenyl ring, selected from the group consisting of a C 1-6 -alkoxy group, a halogen atom, a C 1-6 -alkylthio group, a hydroxyl group, C 1-6 -alkanoyloxy group, a tetrahydropyranyloxy group and a C 1-6 -alkoxy-C 1-6 -alkoxy group.
Claim 12
Dependent Claim
61 words
The dihydropyridine compounds claim 5, wherein R 8 is a phenyl group which may have 1 to 3 substituents on the phenyl ring, selected from the group consisting of a C 1-6 -alkoxy group, a halogen atom, a C 1-6 -alkylthio group, a hydroxyl group, a C 1-6 -alkanoyloxy group, a tetrahydropyranyloxy group and a C 1-6 -alkoxy-C 1-6 -alkoxy group.
Claim 13
Dependent Claim
35 words
The dihydropyridine compounds of claim 4 or 5, wherein R 8 is a pyridyl group, a thienyl group, a furyl group, or a tetrazolyl group which may have a lower alkyl group as the substituent.
Claim 14
Dependent Claim
38 words
The dihydropyridine compounds of claim 11, wherein R 8 is a phenyl group which may have 1 to 3 substituents on the phenyl ring, selected from the group consisting of a hydroxyl group and C 1-6 -alkanoyloxy group.
Claim 15
Dependent Claim
52 words
The dihydropyridine compounds of claim 11, wherein R 8 is a phenyl group which contains 1 to 3 substituents on the phenyl ring, selected from the group consisting of a C 1-6 -alkoxy group, a halogen atom, a C 1-6 -alkylthio group, a tetrahydropyranyloxy group and C 1-6 -alkoxy-C 1-6 -alkoxy group.
Claim 16
Dependent Claim
29 words
The dihydropyridine compounds of claim 13 or 14, wherein R 3 is a phenyl group which may have 1 to 2 nitro groups as substituents on the phenyl ring.
Claim 17
Dependent Claim
42 words
The dihydropyridine compounds of claim 13 or 14, wherein R 3 is a phenyl group having 1 to 2 C 1-6 -alkyl groups as substituents on the phenyl ring, said C 1-6 -alkyl groups containing 1 to 3 halogen atoms as substituents.
Claim 18
Dependent Claim
44 words
The dihydropyridine compounds of claims 13 or 14, wherein R 3 is a phenyl group having 1 to 2 substituents on the phenyl ring, selected from the group consisting of a C 1-6 -alkyl group, a C 1-6 -alkoxy group and a halogen atom.
Claim 19
Dependent Claim
28 words
The dihydropyridine compounds of claim 15, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated hydrocarbon group which only contains 1-3 double bonds.
Claim 20
Dependent Claim
29 words
The dihydropyridine compounds according to claim 15, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated hydrocarbon group which only contains 1 triple bond.
Claim 21
Dependent Claim
14 words
The dihydropyridine compounds of claim 13, wherein R 8 is an unsubstituted phenyl group.
Claim 22
Dependent Claim
38 words
The dihydropyridine compounds of claim 13, wherein R 8 is a phenyl group which has 1 to 3 substituents, on the phenyl ring, selected from the group consisting of a hydroxyl group and a C 1-6 alkanoyloxy group.
Claim 23
Dependent Claim
29 words
The dihydropyridine compounds of claim 20 or 21, wherein R 3 is a phenyl group which may have 1 to 2 nitro groups as substituents on the phenyl ring.
Claim 24
Dependent Claim
42 words
The dihydropyridine compounds of claim 20 or 21, wherein R 3 is a phenyl group having 1 to 2 C 1-6 alkyl groups as substituents on the phenyl ring, said C 1-6 alkyl groups containing 1 to 3 halogen atoms as substituents.
Claim 25
Dependent Claim
43 words
The dihydropyridine compounds of claim 20 or 21, wherein R 3 is a phenyl group having 1 to 2 substituents on the phenyl ring, selected form the group consisting of a C 1-6 group, a C 1-6 alkoxy group and a halogen atom.
Claim 26
Dependent Claim
29 words
The dihydropyridine compounds of claim 20 or 21, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated group containing 1 to 3 double bonds.
Claim 27
Dependent Claim
28 words
The dihydropyridine compounds of claim 20 or 21, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated group containing 1 to triple bond.
Claim 28
Dependent Claim
236 words
The dihydropyridine compounds of claim 1, wherein R 2 is a C 1 -C 6 alkyl group; R 3 is a phenyl group which may have 1 to 2 substituents selected from the group consisting of a nitro group, a C 1 -C 6 alkyl group which may have 1 to 3 halogen atoms, a C 1 -C 6 alkoxy group and a halogen atom; and R 5 is a 1,2,3,6-tetrahydropyridyl-C 1 -C 6 alkyl group which may have, as the substituents, a phenyl group which may have halogen atoms or C 1 -C 6 alkyl groups as the substituents on the phenyl ring, or a group of the formula --CH 2 --A'--R 8 , wherein A' is a straight-chain or branched-chain unsaturated hydrocarbon group having 2 to 6 carbon atoms in the unsaturated hydrocarbon moiety and having 1 to 3 double bonds or one triple bond therein; and R 8 is a phenyl group, which may have 1 to 3 substituents selected from the group consisting of a C 1 -C 6 alkoxy group, a halogen atom, a C 1 -C 6 alkylthio group, a hydroxyl group, a C 1 -C 6 alkanoyloxy group, a tetrahydropyranyloxy group and a C 1 -C 6 alkoxy-C 1 -C 6 alkoxy group, a pyridyl group, a thienyl group, a furyl group, or a tetrazolyl group, which may have a C 1 -C 6 alkyl group as a substituent.
Claim 29
Dependent Claim
44 words
The dihydropyridine compounds of claim 27, wherein R 5 is a 1,2,3,6-tetrahydropyridyl-C 1-6 -alkyl group which may have, as a substituent on the pyridyl ring, a phenyl group which may have halogen atoms or C 1-6 alkyl groups as substituents on the phenyl ring.
Claim 30
Dependent Claim
20 words
The dihydropyridine compounds of claim 27, wherein R 5 is a group of the formula --CH 2 --A'--R 8 .
Claim 31
Dependent Claim
61 words
The dihydropyridine compounds of claim 29, wherein R 8 is a phenyl group which may have 1 to 3 substituents on the phenyl ring selected from the group consisting of a C 1-6 -alkoxy group, a halogen atom, a C 1-6 -alkylthio group, a hydroxyl group, C 1-6 -alkanoyloxy group, a tetrahydropyranyloxy group and a C 1-6 -alkoxy-C 1-6 -alkoxy group.
Claim 32
Dependent Claim
36 words
The dihydropyridine compounds of claim 29, wherein R 8 is a pyridyl group, a thienyl group, a furyl group, or a tetrazolyl group which may have a C 1 -C 6 alkyl group as a substituent.
Claim 33
Dependent Claim
38 words
The dihydropyridine compounds of claim 30, wherein R 8 is a phenyl group which may have 1 to 3 substituents on the phenyl ring selected from the group consisting of a hydroxyl group and C 1-6 -alkanoyloxy group.
Claim 34
Dependent Claim
53 words
The dihydropyridine compounds of claim 30, wherein R 8 is a phenyl group which contains 1 to 3 substituents on the phenyl ring selected from the group consisting of a C 1-6 -alkoxy group, a halogen atom, a C 1-6 -alkylthio group, a tetrahydropyranyloxy group and a C 1-6 -alkoxy-C 1-6 -alkoxy group.
Claim 35
Dependent Claim
29 words
The dihydropyridine compounds of claim 32 or 33, wherein R 3 is a phenyl group which may have 1 to 2 nitro groups as substituents on the phenyl ring.
Claim 36
Dependent Claim
42 words
The dihydropyridine compounds of claim 32 or 33, wherein R 3 is a phenyl group having 1 to 2 C 1-6 -alkyl groups as substituents on the phenyl ring, said C 1-6 -alkyl group containing 1 to 3 halogen atoms as substituents.
Claim 37
Dependent Claim
44 words
The dihydropyridine compounds of claim 32 or 33, wherein R 3 is a phenyl group having 1 to 2 substituents on the phenyl ring, selected from the group consisting of a C 1-6 -alkyl group, a C 1-6 -alkoxy group and a halogen atom.
Claim 38
Dependent Claim
28 words
The dihydropyridine compounds of claim 34, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated hydrocarbon group which only contains 1-3 double bonds.
Claim 39
Dependent Claim
27 words
The dihydropyridine compounds of claim 34, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is straight-chain or branched-chain unsaturated hydrocarbon group which only contains 1 triple bond.
Claim 40
Dependent Claim
14 words
The dihydropyridine compounds of claim 32, wherein R 8 is an unsubstituted phenyl group.
Claim 41
Dependent Claim
38 words
The dihydropyridine compounds of claim 32, wherein R 8 is a phenyl group which has 1 to 3 substituents, on the phenyl ring, selected from the group consisting of a hydroxy group and a C 1-6 alkanoyloxy group.
Claim 42
Dependent Claim
29 words
The dihydropyridine compounds of claim 39 or 40, wherein R 3 is a phenyl group which may have 1 to 2 nitro groups as substituents on the phenyl ring.
Claim 43
Dependent Claim
42 words
The dihydropyridine compounds of claim 39 or 40, wherein R 3 is a phenyl group having 1 to 2 C 1-6 alkyl groups as substituents on the phenyl ring, said C 1-6 alkyl group containing 1 to 3 halogen atoms as substituents.
Claim 44
Dependent Claim
44 words
The dihydropyridine compounds of claim 39 or 40, wherein R 3 is a phenyl group having 1 to 2 substituents on the phenyl ring, selected from the group consisting of a C 1-6 alkyl group, a C 1-6 alkoxy group and a halogen atom.
Claim 45
Dependent Claim
29 words
The dihydropyridine compounds of claim 39 or 40, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated group containing 1 to 3 double bonds.
Claim 46
Dependent Claim
27 words
The dihydropyridine compounds of claim 39 or 40, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated group containing 1 triple bond.
Claim 47
Dependent Claim
23 words
A hypotensive composition containing, as the active ingredient, an effective amount of a dihydropyridine compound of claim 27 and a pharmaceutically acceptable carrier.
Claim 48
Dependent Claim
24 words
A coronary vasodilator composition containing, as the active ingredient, an effective amount of a dihydropyridine compound of claim 27 and a pharmaceutically acceptable carrier.
Claim 49
Dependent Claim
239 words
The dihydropyridine compounds of claim 1, wherein R 2 is a C 1 -C 6 alkyl group; R 3 is a phenyl group which may have 1 to 2 substituents selected from the group consisting of a nitro group, a C 1 -C 6 alkyl group which may have 1 to 3 halogen atoms, a C 1 -C 6 alkoxy group and a halogen atom; and R 5 is a group of the formula --CH 2 --A'--R 8 , wherein A' is a straight-chain or branched-chain unsaturated hydrocarbon group having 2 to 6 carbon atoms in the unsaturated hydrocarbon moiety and having 1 to 3 double bonds or triple bond therein, which has an oxygen atom, a sulfur atom, a group of the formula ##STR160## wherein R 7 is a C 1 -C 6 alkyl group, or a group of the formula ##STR161## in the chain of the unsaturated hydrocarbon group and R 8 is a phenyl group which may have 1 to 3 substituents selected from the group consisting of a C 1 -C 6 alkoxy group, a halogen atom, a C 1 -C 6 alkylthio group, a hydroxyl group; a C 1 -C 6 alkanoyloxy group, a tetrahydropyranyloxy group and a C 1 -C 6 alkoxy-C 1 -C 6 alkoxy group; a pyridyl group, a thienyl group, a furyl group, or a tetrazolyl group, which may have a C 1 -C 6 alkyl group as a substituent.
Claim 50
Dependent Claim
62 words
The dihydropyridine compounds of claim 48, wherein A' is a straight-chain or branched-chain unsaturated hydrocarbon group having 2 to 6 carbon atoms in the unsaturated hydrocarbon moiety and having 1 to 3 double bonds or one triple bond therein, which has an oxygen atom, a sulfur atom, or a group of the formula ##STR162## in the chain of the unsaturated hydrocarbon group.
Claim 51
Dependent Claim
55 words
The dihydropyridine compounds of claim 48, wherein A' is a straight-cain or branched-chain unsaturated hydrocarbon group having 2 to 6 carbon atoms in the unsaturated hydrocarbon moiety and having 1 to 3 double bonds or one triple bond therein, which has a group of the formula ##STR163## in the chain of the unsaturated hydrocarbon group.
Claim 52
Dependent Claim
73 words
The dihydropyridine compounds of claim 49 or 50, wherein R 8 is a phenyl group which may have 1 to 3 substituents on the phenyl ring, selected from the group consisting of a C 1 -C 6 -alkoxy group, a halogen atom, a C 1 -C 6 -alkylthio group, a hydroxyl group, C 1 -C 6 -alkanoyloxy group, a tetrahydropyranyloxy group and a C 1 -C 6 -alkoxy-C 1 -C 6 -alkoxy group.
Claim 53
Dependent Claim
38 words
The dihydropyridine compounds of claim 49 or 50, wherein R 8 is a pyridyl group, a thienyl group, a furyl group, or a tetrazolyl group which may have a C 1 -C 6 alkyl group as a substituent.
Claim 54
Dependent Claim
41 words
The dihydropyridine compounds of claim 51, wherein R 8 is a phenyl group which may have 1 to 3 substituents on the phenyl ring, selected from the group consisting of a hydroxyl group and a C 1 -C 6 -alkanoyloxy group.
Claim 55
Dependent Claim
53 words
The dihydropyridine compounds of claim 51, wherein R 8 is a phenyl group which contains 1 to 3 substituents on the phenyl ring, selected from the group consisting of a C 1-6 -alkoxy group, a halogen atom, a C 1-6 -alkylthio group, a tetrahydropyranyloxy group and a C 1-6 -alkoxy-C 1-6 -alkoxy group.
Claim 56
Dependent Claim
27 words
The dihydropyridine compounds of claim 53, wherein R 3 is a phenyl group which may have 1 to 2 nitro groups as substituents on the phenyl ring.
Claim 57
Dependent Claim
27 words
The dihydropyridine compounds of claim 54, wherein R 3 is a phenyl group which may have 1 to 2 nitro groups as substituents on the phenyl ring.
Claim 58
Dependent Claim
40 words
The dihydropyridine compounds of claim 53, wherein R 3 is a phenyl group having 1 to 2 C 1-6 -alkyl groups as substituents on the phenyl ring, said C 1-6 -alkyl group containing 1 to 3 halogen atoms as substituents.
Claim 59
Dependent Claim
40 words
The dihydropyridine compounds of claim 54, wherein R 3 is a phenyl group having 1 to 2 C 1-6 -alkyl groups as substituents on the phenyl ring, said C 1-6 -alkyl group containing 1 to 3 halogen atoms as substituents.
Claim 60
Dependent Claim
42 words
The dihydropyridine compounds of claim 53, wherein R 3 is a phenyl group having 1 to 2 substituents on the phenyl ring, selected from the group consisting of a C 1-6 -alkyl group, a C 1-6 -alkoxy group and a halogen atom.
Claim 61
Dependent Claim
42 words
The dihydropyridine compounds of claim 54, wherein R 3 is a phenyl group having 1 to 2 substituents on the phenyl ring, selected from the group consisting of a C 1-6 -alkyl group, a C 1-6 -alkoxy group and a halogen atom.
Claim 62
Dependent Claim
28 words
The dihydropyridine compounds of claim 55, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated hydrocarbon group which only contains 1-3 double bonds.
Claim 63
Dependent Claim
28 words
The dihydropyridine compounds of claim 56, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated hydrocarbon group which only contains 1-3 double bonds.
Claim 64
Dependent Claim
28 words
The dihydropyridine compounds of claim 55, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated hydrocarbon group which only contains 1 triple bond.
Claim 65
Dependent Claim
28 words
The dihydropyridine compounds of claim 56, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated hydrocarbon group which only contains 1 triple bond.
Claim 66
Dependent Claim
14 words
The dihydropyridine compounds of claim 53, wherein R 8 is an unsubstituted phenyl group.
Claim 67
Dependent Claim
37 words
The dihydropyridine compounds of claim 53, wherein R 8 is a phenyl group which has 1 to 3 substituents, on the phenyl ring, selected from the group consisting of a hydroxy group and C 1-6 alkanoyloxy group.
Claim 68
Dependent Claim
27 words
The dihydropyridine compounds of claim 65, wherein R 3 is a phenyl group which may have 1 to 2 nitro groups as substituents on the phenyl ring.
Claim 69
Dependent Claim
27 words
The dihydropyridine compounds of claim 66, wherein R 3 is a phenyl group which may have 1 to 2 nitro groups as substituents on the phenyl ring.
Claim 70
Dependent Claim
40 words
The dihydropyridine compounds of claim 65, wherein R 3 is a phenyl group having 1 to 2 C 1-6 alkyl groups as substituents on the phenyl ring, said C 1-6 alkyl group containing 1 to 3 halogen atoms as substituents.
Claim 71
Dependent Claim
40 words
The dihydropyridine compounds of claim 66, wherein R 3 is a phenyl group having 1 to 2 C 1-6 alkyl groups as substituents on the phenyl ring, said C 1-6 alkyl group containing 1 to 3 halogen atoms as substituents.
Claim 72
Dependent Claim
42 words
The dihydropyridine compounds of claim 65, wherein R 3 is a phenyl group having 1 to 2 substituents on the phenyl ring, selected from the group consisting of a C 1-6 alkyl group, a C 1-6 alkoxy group and a halogen atom.
Claim 73
Dependent Claim
42 words
The dihydropyridine compounds of claim 66, wherein R 3 is a phenyl group having 1 to 2 substituents on the phenyl ring, selected from the group consisting of a C 1-6 alkyl group, a C 1-6 alkoxy group and a halogen atom.
Claim 74
Dependent Claim
26 words
The dihydropyridine compounds of claim 65, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated hydrocarbon group containing 1-3 double bonds.
Claim 75
Dependent Claim
26 words
The dihydropyridine compounds of claim 66, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated hydrocarbon group containing 1-3 double bonds.
Claim 76
Dependent Claim
25 words
The dihydropyridine compounds of claim 65, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated group containing 1 triple bond.
Claim 77
Dependent Claim
25 words
The dihydropyridine compounds of claim 66, wherein the straight-chain or branched-chain unsaturated hydrocarbon group is a straight-chain or branched-chain unsaturated group containing 1 triple bond.
Claim 78
Dependent Claim
23 words
A hypotensive composition containing, as the active ingredient, an effective amount of a dihydropyridine compound of claim 48 and a pharmaceutically acceptable carrier.
Claim 79
Dependent Claim
20 words
A coronary vasodilator composition containing, as the active ingredient, a dihydropyridine compound of claim 48 and a pharmaceutically acceptable carrier.
Claim 80
Dependent Claim
367 words
The dihydropyridine compounds of claim 1, wherein R 2 is a group of the formula --CH 2 --A--R 6 , wherein A is a straight-chain or branched-chain unsaturated hydrocarbon group having 2 to 6 carbon atoms in the unsaturated hydrocarbon moiety and having 1 to 3 double bonds or one triple bond therein, which group may have an oxygen atom or a group of the formula ##STR164## in the chain, wherein R 7 is a C 1 -C 6 alkyl group, and R 6 is a phenyl group which may have a hydroxyl group as a substituent; R 3 is a phenyl group which may have 1 to 2 substituents selected from the group consisting of a nitro group, a C 1 -C 6 alkyl group which may have 1 to 3 halogen atoms, a C 1 -C 6 alkoxy group and a halogen atom; and R 5 is a C 1 -C 6 alkyl group, a 1,2,3,6-tetrahydropyridyl-C 1 -C 6 alkyl group which may have, as a substituent on the pyridyl ring, a phenyl group which may have halogen atoms or C 1 -C 6 alkyl groups as substituents on the phenyl ring, or a group of the formula --CH 2 --A'--R 8 wherein A' is a straight-chain or branched-chain unsaturated hydrocarbon group having 2 to 6 carbon atoms in the unsaturated hydrocarbon moiety and having 1 to 3 double bonds or one triple bond therein, which group may have an oxygen atom, a sulfur atom, a group of the formula ##STR165## wherein R 7 is a C 1 -C 6 alkyl group, or a group of the formula ##STR166## in the chain of the unsaturated hydrocarbon group and R 8 is a phenyl group which may have 1 to 3 substituents selected from the group consisting of a C 1 -C 6 alkoxy group, a halogen atom, a C 1 -C 6 alkylthio group, a hydroxyl group; a C 1 -C 6 alkanoyloxy group, a tetrahydropyranyloxy group and a C 1 -C 6 alkoxy-C 1 -C 6 alkoxy group, a pyridyl group, a thienyl group, a furyl group, or a tetrazolyl group which may have a C 1 -C 6 alkyl group as a substituent.
Claim 81
Dependent Claim
19 words
The dihydropyridine compounds of claim 79, wherein R 5 is an alkyl group having 1 to 6 carbon atoms.
Claim 82
Dependent Claim
56 words
The dihydropyridine compounds of claim 79, wherein R 5 is a 1,2,3,6-tetrahydropyridyl-C 1-6 -alkyl group which may have, as the substituent on the pyridyl ring, a phenyl group which may have halogen atoms or C 1-6 -alkyl groups as the substituents on the phenyl ring or a group of the formula --CH 2 --A'--R 8 .
Claim 83
Dependent Claim
23 words
A hypotensive composition containing, as the active ingredient, an effective amount of a dihydropyridine compound of claim 79 and a pharmaceutically acceptable carrier.
Claim 84
Dependent Claim
24 words
A coronary vasodilator composition containing, as the active ingredient, an effective amount of a dihydropyridine compound of claim 79 and a pharmaceutically acceptable carrier.
Claim 85
Dependent Claim
23 words
A hypotensive composition containing, as the active ingredient an effective amount of a dihydropyridine compound of claim 1 and a pharmaceutically acceptable carrier.
Claim 86
Dependent Claim
24 words
A coronary vasodilator composition containing, as the active ingredient an effective amount of a dihydropyridine compound of claim 1 and a pharmaceutically acceptable carrie.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1995-08-11 | 1996-02-10 | 1996-08-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1999-08-11 | 2000-02-10 | 2000-08-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2003-08-11 | 2004-02-10 | 2004-08-11 | $7700.00 | Window Closed / Lapsed |