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US4298739A
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Novel carbostyril derivatives
Assignee: Otsuka Pharmaceutical Co Ltd
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Filing: 1980-04-21
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Granted: 1981-11-03
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Expires: 2000-04-21
Abstract
Abstract Novel carbostyril derivatives having platelet aggregation inhibitory action, antiinflamatory action, antiulcer action, vasodilatory action and phosphodiesterase inhibitory action and are useful for preventing or curing thrombus, arteriosclerosis, hypertension, asthma and other like diseases, and also useful as an antiinflamatory or anti-ulcer agent, represented by the formula ##STR1## wherein R 1 is hydrogen, C 1-4 alkyl, C 2-4 alkenyl, phenyl-C 1-4 alkyl-; R 2 is hydrogen, a halogen atom, hydroxy, phenyl-C 1-4 alkoxy; R 3 is hydrogen, hydroxy, C 1-4 alkyl; R 4 is C 3-8 cycloalkyl, substituted or unsubstituted phenyl, C 3-8 cycloalkyl-C 1-4 alkyl, 2-(3,4-dimethoxyphenyl)-ethyl, R 5 is hydrogen, C 1-8 alkyl, C 2-4 alkenyl, phenyl, C 3-8 cycloalkyl, phenyl-C 1-4 alkyl, C 3-8 cycloalkyl-C 1-4 alkyl, m is an integer of 1 - 3, l and n which may be same or different, and are respectively 0 or an integer of 1 - 7 and the sum of l and n is not exceeding 7, the carbon-carbon bond at 3- and 4-positions in the carbostyril skelton is either single or double bond.
Inventors
- 👤 Takao Nishi
- 👤 Hiraki Ueda
- 👤 Kazuyuki Nakagawa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 04:47
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/20; C07D215/22; C07D215/227; C07D215/24; C07D215/26
Claims Analysis
Total Claims: 49
Claim 1
Independent Claim
190 words
A compound of the formula, ##STR586## wherein R 1 is hydrogen, C 1-4 alkyl, C 2-4 alkenyl or phenyl C 1-4 alkyl; R 2 is hydrogen, halogen, hydroxy or phenyl C 1-4 alkoxy; R 3 is hydrogen, hydroxy or C 1-4 alkyl; R 4 is phenyl, C 3-8 cycloalkyl, C 3-8 cycloalkyl C 1-4 alkyl or 2-(3,4-dimethoxyphenyl)ethyl or phenyl or C 3-8 cycloalkyl substituted by no more than two groups selected from C 1-4 alkyl, C 1-4 alkoxy, halogen, C 1-4 alkanoylamino, C 1-4 alkanoyloxy, C 1-4 alkoxycarbonyl, C 1-4 alkanoyl, C 1-4 alkylcarbamoyl, C 1-4 alkylamine, nitro, carboxy, hydroxyl, amninosulfonyl, carbamoyl, and amino; R 5 is hydrogen, C 1-8 alkyl, C 2-4 alkenyl, phenyl, C 3-8 cycloalkyl, phenyl C 1-4 alkyl or C 3-8 cycloalkyl C 1-4 alkyl or sustituted phenyl C 1-4 alkyl substituted in the phenyl group by no more than two C 1- 4 alkoxy groups; m is an integer of 1 to 3; and l and n, which can be the same or different, are 0 or an integer of 1 to 7 such that the sum of l and n does not exceed 7.
Claim 2
Dependent Claim
190 words
A compound of the formula, ##STR586## wherein R 1 is hydrogen, C 1-4 alkyl, C 2-4 alkenyl or phenyl C 1-4 alkyl; R 2 is hydrogen, halogen, hydroxy or phenyl C 1-4 alkoxy; R 3 is hydrogen, hydroxy or C 1-4 alkyl; R 4 is phenyl, C 3-8 cycloalkyl, C 3-8 cycloalkyl C 1-4 alkyl or 2-(3,4-dimethoxyphenyl)ethyl or phenyl or C 3-8 cycloalkyl substituted by no more than two groups selected from C 1-4 alkyl, C 1-4 alkoxy, halogen, C 1-4 alkanoylamino, C 1-4 alkanoyloxy, C 1-4 alkoxycarbonyl, C 1-4 alkanoyl, C 1-4 alkylcarbamoyl, C 1-4 alkylamine, nitro, carboxy, hydroxyl, amninosulfonyl, carbamoyl, and amino; R 5 is hydrogen, C 1-8 alkyl, C 2-4 alkenyl, phenyl, C 3-8 cycloalkyl, phenyl C 1-4 alkyl or C 3-8 cycloalkyl C 1-4 alkyl or sustituted phenyl C 1-4 alkyl substituted in the phenyl group by no more than two C 1- 4 alkoxy groups; m is an integer of 1 to 3; and l and n, which can be the same or different, are 0 or an integer of 1 to 7 such that the sum of l and n does not exceed 7.
Claim 3
Dependent Claim
19 words
A compound according to claim 1, wherein R 4 is a substituted or an unsubstituted C 3-8 cycloalkyl group.
Claim 4
Dependent Claim
13 words
A compound according to claim 2, wherein R 5 is C 1-8 alkyl.
Claim 5
Dependent Claim
13 words
A compound according to claim 2, wherein R 5 is C 2-4 alkenyl.
Claim 6
Dependent Claim
11 words
A compound according to claim 2, wherein R 5 is phenyl.
Claim 7
Dependent Claim
13 words
A compound according to claim 2, wherein R 5 is C 3-8 cycloalkyl.
Claim 8
Dependent Claim
20 words
A compound according to claim 2, wherein R 5 is a substituted or an unsubstituted phenyl C 1-4 alkyl group.
Claim 9
Dependent Claim
16 words
A compound according to claim 2, wherein R 5 is C 3-8 cycloalkyl C 1-4 alkyl.
Claim 10
Dependent Claim
11 words
A compound according to claim 2, wherein R 5 is hydrogen.
Claim 11
Dependent Claim
11 words
A compound according to claim 2, wherein R 1 is hydrogen.
Claim 12
Dependent Claim
11 words
A compound according to claim 2, wherein R 2 is hydrogen.
Claim 13
Dependent Claim
11 words
A compound according to claim 2, wherein R 3 is hydrogen.
Claim 14
Dependent Claim
10 words
A compound according to claim 2, of the formula (1).
Claim 15
Dependent Claim
10 words
A compound according to claim 2, of the formula, ##STR587##
Claim 16
Dependent Claim
10 words
A compound according to claim 14, of the formula (3).
Claim 17
Dependent Claim
10 words
A compound according to claim 14, of the formula (4).
Claim 18
Dependent Claim
10 words
A compound according to claim 2, of the formula, ##STR588##
Claim 19
Dependent Claim
10 words
A compound according to claim 17, of the formula (5).
Claim 20
Dependent Claim
10 words
A compound according to claim 17, of the formula (6).
Claim 21
Dependent Claim
10 words
A compound according to claim 3, of the formula, ##STR589##
Claim 22
Dependent Claim
19 words
A compound according to claim 20, wherein each of R 1 , R 2 and R 3 is hydrogen.
Claim 23
Dependent Claim
10 words
A compound according to claim 21, of the formula (7).
Claim 24
Dependent Claim
1 words
6-[3-(N-Methyl-N-cyclohexylaminocarbonyl)propoxy]-carbostyril.
Claim 25
Dependent Claim
1 words
6-[3-(N-Methyl-N-cyclohexylaminocarbonyl)propoxy]-carbostyril.
Claim 26
Dependent Claim
1 words
6-[3-(N-Ethyl-N-cyclohexylaminocarbonyl)propoxy]-carbostyril.
Claim 27
Dependent Claim
1 words
6-[3-(N-Ethyl-N-cyclohexylaminocarbonyl)propoxy]-carbostyril.
Claim 28
Dependent Claim
1 words
6-[3-(N-Butyl-N-cyclohexylaminocarbonyl)propoxy]-carbostyril.
Claim 29
Dependent Claim
1 words
6-[3-(N-Butyl-N-cyclohexylaminocarbonyl)propoxy]-carbostyril.
Claim 30
Dependent Claim
1 words
6-[3-(N-Ethyl-N-cyclopropylaminocarbonyl)-propoxy]carbostyril.
Claim 31
Dependent Claim
1 words
6-[3-(N-Ethyl-N-cyclopropylaminocarbonyl)-propoxy]carbostyril.
Claim 32
Dependent Claim
1 words
6-[3-(N-Ethyl-N-cyclopentylaminocarbonyl)-propoxy]carbostyril.
Claim 33
Dependent Claim
1 words
6-[3-(N-Ethyl-N-cyclopentylaminocarbonyl)-propoxy]carbostyril.
Claim 34
Dependent Claim
1 words
6-[3-(N-Ethyl-N-cycloheptylaminocarbonyl)-propoxy]carbostyril.
Claim 35
Dependent Claim
1 words
6-[3-(N-Ethyl-N-cycloheptylaminocarbonyl)-propoxy]carbostyril.
Claim 36
Dependent Claim
1 words
6-[3-(N-Ethyl-N-cyclooctylaminocarbonyl)propoxy]-carbostyril.
Claim 37
Dependent Claim
1 words
6-[3-(N-Ethyl-N-cyclooctylaminocarbonyl)propoxy]-carbostyril.
Claim 38
Dependent Claim
1 words
6-[3-(N-Pentyl-N-cyclohexylaminocarbonyl)-propoxy]carbostyril.
Claim 39
Dependent Claim
1 words
6-[3-(N-Pentyl-N-cyclohexylaminocarbonyl)-propoxy]carbostyril.
Claim 40
Dependent Claim
1 words
6-[3-(N-Hexyl-N-cyclohexylaminocarbonyl)propoxy]-carbostyril.
Claim 41
Dependent Claim
1 words
6-[3-(N-Hexyl-N-cyclohexylaminocarbonyl)propoxy]-carbostyril.
Claim 42
Dependent Claim
1 words
6-[3-(N-Octyl-N-cyclohexylaminocarbonyl)propoxy]-carbostyril.
Claim 43
Dependent Claim
1 words
6-[3-(N-Octyl-N-cyclohexylaminocarbonyl)propoxy]-carbostyril.
Claim 44
Dependent Claim
1 words
6-[3-(N-Heptyl-N-cyclohexylaminocarbonyl)-propoxy]carbostyril.
Claim 45
Dependent Claim
1 words
6-[3-(N-Heptyl-N-cyclohexylaminocarbonyl)-propoxy]carbostyril.
Claim 46
Dependent Claim
1 words
6-[3-(N-Methyl-N-cyclohexylaminocarbonyl)-2-methylpropoxy]carbostyril.
Claim 47
Dependent Claim
1 words
6-[3-(N-Methyl-N-cyclohexylaminocarbonyl)-2-methylpropoxy]carbostyril.
Claim 48
Dependent Claim
1 words
6-{3-[N-(2-3',4'-Dimethoxyphenylethyl)-N-cyclohexylaminocarbonyl]propoxy}carbostyril.
Claim 49
Dependent Claim
1 words
6-{3-[N-(2-3',4'-Dimethoxyphenylethyl)-N-cyclohexylaminocarbonyl]propoxy}carbostyril.
References Cited (Backward Citations)
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JPS49101387A
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US4022784A
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US4070470A
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JPS54119478A
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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) | 1984-11-02 | 1985-05-04 | 1985-11-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-02 | 1989-05-04 | 1989-11-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-02 | 1993-05-04 | 1993-11-03 | $7700.00 | Window Closed / Lapsed |