US4022784A
Expired / Lapsed
US
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5-[1-Hydroxy-2-(substituted-amino)]alkyl-8-substituted-carbostyril and -3,4-dihydrocarbostyril derivatives
Assignee: Otsuka Pharmaceutical Co Ltd
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Filing: 1974-12-26
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Granted: 1977-05-10
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Expires: 1994-12-26
Abstract
Abstract 5-[1-Hydroxy-2-(substituted-amino)]alkyl-8-substituted-carbostyril derivatives and 5-[1-hydroxy-2-(substituted-amino)]-alkyl-8-substituted-3,4-dihydrocarbostyril derivatives represented by the formulas (Ia) and (Ib) ##STR1## WHEREIN R 1 , R 4 and R 5 each represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, with at least one of R 4 and R 5 being an alkyl group, and R 2 and R 3 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an aralkyl group containing a straight or branched chain alkyl moiety having 1 to 4 carbon atoms or a cycloalkyl group having 4 to 6 carbon atoms, or R 2 and R 3 may, when taken together with the nitrogen atom to which they are attached, form a 5- or 6-membered substituted or unsubstituted heterocyclic ring containing 1 or 2 nitrogen, oxygen or sulfur atoms as hetero atoms, the pharmaceutically acceptable acid addition salts thereof, and a process for preparing the same.
Inventors
- 👤 Kazuyuki Nakagawa
- 👤 Shiro Yoshizaki
- 👤 Kaoru Tanimura
- 👤 Shigeharu Tamara
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 11:09
CPC Classifications
C; C07; C07C; C07C255/00; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/435; A61K31/47; C07D; C07D215/00; C07D215/02; C07D215/16; C07D215/20; C07D215/22; C07D215/24; C07D215/26; C07D215/32
Claims Analysis
Total Claims: 8
Claim 1
Independent Claim
172 words
A 5-[1-hydroxy-2-(substituted-amino)] alkyl-8-substituted-carbostyril or 5-[1-hydroxy-2-(substituted-amino)] alkyl-8-substituted-3,4-dihydrocarbostyril compound represented by the formula (Ia) or (Ib) ##STR20## wherein R 1 , R 4 and R 5 each represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, with at least one of R 4 and R 5 being an alkyl group, and R 2 and R 3 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a phenyl alkyl group having a straight or branched chain alkyl moiety having 1 to 4 carbon atoms or a cycloalkyl group having 4 to 6 carbon atoms, R 2 and R 3 may, when taken together with the nitrogen atom to which they are attached, form a 5- or 6-membered heterocyclic ring which is unsubstituted or substituted with an alkyl group having 1 to 4 carbon atoms, said heterocyclic ring being selected from the group consisting of pyrrolidino, piperidino, morpholino, and piperazino, and the pharmaceutically acceptable acid addition salts thereof.
Claim 2
Dependent Claim
172 words
A 5-[1-hydroxy-2-(substituted-amino)] alkyl-8-substituted-carbostyril or 5-[1-hydroxy-2-(substituted-amino)] alkyl-8-substituted-3,4-dihydrocarbostyril compound represented by the formula (Ia) or (Ib) ##STR20## wherein R 1 , R 4 and R 5 each represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, with at least one of R 4 and R 5 being an alkyl group, and R 2 and R 3 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a phenyl alkyl group having a straight or branched chain alkyl moiety having 1 to 4 carbon atoms or a cycloalkyl group having 4 to 6 carbon atoms, R 2 and R 3 may, when taken together with the nitrogen atom to which they are attached, form a 5- or 6-membered heterocyclic ring which is unsubstituted or substituted with an alkyl group having 1 to 4 carbon atoms, said heterocyclic ring being selected from the group consisting of pyrrolidino, piperidino, morpholino, and piperazino, and the pharmaceutically acceptable acid addition salts thereof.
Claim 3
Dependent Claim
171 words
A 5-[1-hydroxy-2-(substituted-amino)] alkyl-8-substituted carbostyril or 5-[1-hydroxy-2-(substituted-amino)] alkyl-8-substituted-3,4-dihydrocarbostyril compound represented by the formula (Ia) or (Ib) ##STR21## wherein R 1 , R 4 and R 5 each represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, with at least one of R 4 and R 5 being an alkyl group, and R 2 and R 3 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a phenyl alkyl group having a straight or branched chain alkyl moiety having 1 to 4 carbon atoms or a cycloalkyl group having 4 to 6 carbon atoms, R 2 or R 3 may, when taken together with the nitrogen atom to which they are attached, form a 5- or 6-membered heterocyclic ring which is unsubstituted or substituted by an alkyl group having 1 to 4 carbon atoms, said heterocyclic ring being selected from the group consisting of pyrrolidino, and piperidino and the pharmaceutically acceptable acid addition salts thereof.
Claim 4
Dependent Claim
171 words
A 5-[1-hydroxy-2-(substituted-amino)] alkyl-8-substituted carbostyril or 5-[1-hydroxy-2-(substituted-amino)] alkyl-8-substituted-3,4-dihydrocarbostyril compound represented by the formula (Ia) or (Ib) ##STR21## wherein R 1 , R 4 and R 5 each represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, with at least one of R 4 and R 5 being an alkyl group, and R 2 and R 3 , which may be the same or different, each represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, a phenyl alkyl group having a straight or branched chain alkyl moiety having 1 to 4 carbon atoms or a cycloalkyl group having 4 to 6 carbon atoms, R 2 or R 3 may, when taken together with the nitrogen atom to which they are attached, form a 5- or 6-membered heterocyclic ring which is unsubstituted or substituted by an alkyl group having 1 to 4 carbon atoms, said heterocyclic ring being selected from the group consisting of pyrrolidino, and piperidino and the pharmaceutically acceptable acid addition salts thereof.
Claim 5
Dependent Claim
5 words
1-Methyl-5-(1-hydroxy-2-isopropylamino)ethyl-8-hydroxycarbostyril according to claim 2.
Claim 6
Dependent Claim
5 words
1-Methyl-5-(1-hydroxy-2-isopropylamino)ethyl-8-hydroxy-3,4-dihydrocarbostyril according to claim 2.
Claim 7
Dependent Claim
5 words
5-(1-Hydroxy-2-isopropylamino)ethyl-8-methoxycarbostyril according to claim 2.
Claim 8
Dependent Claim
5 words
5-(1-Hydroxy-2-isopropylamino)ethyl-8-methoxy-3,4-dihydrocarbostyril according to claim 2.
References Cited (Backward Citations)
US3555030A
Cited
DE2261506A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-05-09 | 1980-11-08 | 1981-05-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-05-09 | 1984-11-08 | 1985-05-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-05-09 | 1988-11-08 | 1989-05-10 | $7700.00 | Window Closed / Lapsed |