US4482560A
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Carbostyril derivatives, and antihistaminic agents containing the same
Assignee: Otsuka Pharmaceutical Co Ltd
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Filing: 1982-03-12
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Granted: 1984-11-13
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Expires: 2002-03-12
Abstract
Abstract Novel carbostyril derivatives and their salts having antihistaminic effects and are useful as antihistaminic agents, represented by the general formula (1), ##STR1## wherein R 1 is a hydrogen atom, a lower alkenyl group, a lower alkynyl group or a lower alkyl group which may have phenyl group(s) as the substituted group(s); R 2 is a hydrogen atom, a lower alkyl group or a phenyl group; R 3 is a lower alkyl group having phenyl group(s) as the substituted group(s), or a phenyl group which may have 1 to 3 substituted groups selected from the group consisting of halogen atoms, lower alkyl groups and lower alkoxy groups; R 4 is a hydrogen atom, a hydroxyl group or a lower alkanoyl group; X is a halogen atom; Y is a lower alkylene group which may have hydroxyl group(s) as the substituent(s); n is 0, 1 or 2; the carbon-carbon bond between 3- and 4-positions in the carbostyril skeleton is a single or double bond; provided that when R 3 is a lower alkyl group having phenyl group(s) as the substituted group(s), then R 4 should be neither a hydroxyl group nor a lower alkanoyl group.
Inventors
- 👤 Kazuo Banno
- 👤 Takafumi Fujioka
- 👤 Yasuo Oshiro
- 👤 Kazuyuki Nakagawa
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 17:44
CPC Classifications
C; C07; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/20; C07D215/22; C07D215/227; A; A61; A61P; A61P11/00; A61P11/06; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/10; C07D211/14; C07D211/36; C07D211/40; C07D211/44; C07D211/52
Claims Analysis
Total Claims: 32
Claim 1
Independent Claim
248 words
A carbostyril derivative or a pharmaceutically acceptable salt thereof, said carbostyril derivative being represented by the general formula (1), ##STR15## wherein R 1 is a hydrogen atom, a lower alkenyl group, a lower alkynyl group or a lower alkyl group which may have phenyl group(s) as the substituted group(s); R 2 is a hydrogen atom, a lower alkyl group or a phenyl group; R 3 is a lower alkyl group having phenyl group(s) as the substituted group(s), or a phenyl group which may have 1 to 3 substituted groups selected from the group consisting of halogen atoms, lower alkyl groups and lower alkoxy groups; R 4 is a hydrogen atom, a hydroxyl group or a lower alkanoyl group; X is a halogen atom; Y is a lower alkylene group which may have hydroxyl group(s) as the substituent(s); n is 0, 1 or 2; the carbon-carbon bond between 3- and 4-positions in the carbostyril skeleton is a single or double bond; provided that when R 3 is a lower alkyl group having phenyl group(s) as the substituted group(s) then R 4 should be neither a hydroxyl group nor a lower alkanoyl group, or a quaternary salt represented by the general formula (1e), ##STR16## wherein R 1 , R 2 , R 3 , R 4 , Y, n and the carbon-carbon bond between 3- and 4-positions in the carbostyril skeleton are the same as defined above, R 6 is a lower alkyl group and Q is a halogen atom.
Claim 2
Dependent Claim
248 words
A carbostyril derivative or a pharmaceutically acceptable salt thereof, said carbostyril derivative being represented by the general formula (1), ##STR15## wherein R 1 is a hydrogen atom, a lower alkenyl group, a lower alkynyl group or a lower alkyl group which may have phenyl group(s) as the substituted group(s); R 2 is a hydrogen atom, a lower alkyl group or a phenyl group; R 3 is a lower alkyl group having phenyl group(s) as the substituted group(s), or a phenyl group which may have 1 to 3 substituted groups selected from the group consisting of halogen atoms, lower alkyl groups and lower alkoxy groups; R 4 is a hydrogen atom, a hydroxyl group or a lower alkanoyl group; X is a halogen atom; Y is a lower alkylene group which may have hydroxyl group(s) as the substituent(s); n is 0, 1 or 2; the carbon-carbon bond between 3- and 4-positions in the carbostyril skeleton is a single or double bond; provided that when R 3 is a lower alkyl group having phenyl group(s) as the substituted group(s) then R 4 should be neither a hydroxyl group nor a lower alkanoyl group, or a quaternary salt represented by the general formula (1e), ##STR16## wherein R 1 , R 2 , R 3 , R 4 , Y, n and the carbon-carbon bond between 3- and 4-positions in the carbostyril skeleton are the same as defined above, R 6 is a lower alkyl group and Q is a halogen atom.
Claim 3
Dependent Claim
20 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 1, wherein R 4 is a hydrogen atom.
Claim 4
Dependent Claim
32 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 2, wherein R 3 is a phenyl group or a lower alkyl group having phenyl group(s) as the substituted group(s).
Claim 5
Dependent Claim
20 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 3, wherein R 1 is a hydrogen atom.
Claim 6
Dependent Claim
30 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 3, wherein R 1 is a lower alkyl group which may have phenyl group(s) as the substituted group(s).
Claim 7
Dependent Claim
26 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 3, wherein R 1 is a lower alkenyl group or a lower alkynyl group.
Claim 8
Dependent Claim
43 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 2, wherein R 3 is a phenyl group which may have 1 to 3 substituted groups selected from the group consisting of halogen atoms, lower alkyl groups and lower alkoxy groups.
Claim 9
Dependent Claim
20 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 7, wherein R 1 is a hydrogen atom.
Claim 10
Dependent Claim
30 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 7, wherein R 1 is a lower alkyl group which may have phenyl group(s) as the substituted group(s).
Claim 11
Dependent Claim
26 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 7, wherein R 1 is a lower alkenyl group or a lower alkynyl group.
Claim 12
Dependent Claim
25 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 1, wherein R 4 is a hydroxyl group or a lower alkanoyl group.
Claim 13
Dependent Claim
20 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 11, wherein R 1 is a hydrogen atom.
Claim 14
Dependent Claim
30 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 11, wherein R 1 is a lower alkyl group which may have phenyl group(s) as the substituted group(s).
Claim 15
Dependent Claim
26 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 11, wherein R 1 is a lower alkenyl group or a lower alkynyl group.
Claim 16
Dependent Claim
25 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 3, claim 7 or claim 11, wherein Y is a lower alkylene group.
Claim 17
Dependent Claim
32 words
The carbostyril derivative or salt thereof or quaternary salt according to claim 3, claim 7 or claim 11, wherein Y is a lower alkylene group having hydroxyl group(s) as the substituted group(s).
Claim 18
Dependent Claim
1 words
1-Methyl-5-[3-(4-benzyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 19
Dependent Claim
1 words
1-Methyl-5-[3-(4-benzyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 20
Dependent Claim
1 words
7-[3-(4-Benzyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 21
Dependent Claim
1 words
7-[3-(4-Benzyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 22
Dependent Claim
1 words
7-[3-(4-Phenyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 23
Dependent Claim
1 words
7-[3-(4-Phenyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 24
Dependent Claim
1 words
1-Benzyl-5-[2-hydroxy-3-(4-benzyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 25
Dependent Claim
1 words
1-Benzyl-5-[2-hydroxy-3-(4-benzyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 26
Dependent Claim
1 words
1-Ethyl-5-[2-hydroxy-3-(4-benzyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 27
Dependent Claim
1 words
1-Ethyl-5-[2-hydroxy-3-(4-benzyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 28
Dependent Claim
1 words
7-[2-Hydroxy-3-(4-phenyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 29
Dependent Claim
1 words
7-[2-Hydroxy-3-(4-phenyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 30
Dependent Claim
1 words
1-(3-Phenylpropyl)-7-[3-(4-phenyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 31
Dependent Claim
1 words
1-(3-Phenylpropyl)-7-[3-(4-phenyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril.
Claim 32
Dependent Claim
29 words
An antihistaminic agent containing an antihistaminically effective amount of at least one carbostyril derivative or pharmaceutically acceptable salt thereof or quaternary salt of claim 1 as the active ingredient.
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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) | 1987-11-13 | 1988-05-14 | 1988-11-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-11-13 | 1992-05-14 | 1992-11-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-11-13 | 1996-05-14 | 1996-11-13 | $7700.00 | Window Closed / Lapsed |