US4569939A
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Diuretic 6-vinyl-furo-(3,4-c)-pyridine derivatives
Assignee: Ipsen Pharma SAS
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Filing: 1984-11-05
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Granted: 1986-02-11
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Expires: 2004-11-05
Abstract
Abstract This invention relates to new 1,3-dihydro-6-vinyl-7-hydroxy-furo-(3,5-c)-pyridine derivatives of the general formula: ##STR1## wherein each of A 1 and A 2 independently represents various hydrocarbon substituents, to a process for the preparation of these compounds from the corresponding 7-chloromethyl derivative and to pharmaceutical composition containing them. The compounds are useful as diuretics.
Inventors
- 👤 Andre Esanu
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 22:51
CPC Classifications
C; C07; C07D; C07D491/00; C07D491/02; C07D491/04; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/435; A61P; A61P19/00; A61P19/06; A61P7/00; A61P7/10
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
177 words
A 1,3-dihydro-6-vinyl-7-hydroxy-furo-(3,4-c)-pyridine derivative of the formula: ##STR5## wherein each of A 1 and A 2 independently represents a hydrogen atom, a straight chain saturated or unsaturated hydrocarbon group having from 1 to 5 carbon atoms, a heterocyclic group which is an unsaturated 5-membered ring wherein the heteroatom is oxygen or sulfur, a monocycloloweralkyl or phenyl group, a phenylloweralkyl group or a phenylloweralkenyl group, each of the groups represented by A 1 and A 2 being unsubstituted or being substituted by one or more chlorine or fluorine atoms, trifluoromethyl groups, alkyl groups having from 1 to 5 carbon atoms, alkoxy groups having from 1 to 5 carbon atoms, alkylthio groups having from 1 to 5 carbon atoms, dialkylamino groups in which each alkyl group has from 1 to 5 carbon atoms, dialkylaminoalkoxy groups in which each of the two alkyl groups and the alkoxy group has from 1 to 5 carbon atoms or α- or β-alkoxy-N-pyrrolidinyl groups in which the alkoxy group has from 1 to 5 carbon atoms; or a pharmaceutically acceptable salt of such a compound.
Claim 2
Dependent Claim
177 words
A 1,3-dihydro-6-vinyl-7-hydroxy-furo-(3,4-c)-pyridine derivative of the formula: ##STR5## wherein each of A 1 and A 2 independently represents a hydrogen atom, a straight chain saturated or unsaturated hydrocarbon group having from 1 to 5 carbon atoms, a heterocyclic group which is an unsaturated 5-membered ring wherein the heteroatom is oxygen or sulfur, a monocycloloweralkyl or phenyl group, a phenylloweralkyl group or a phenylloweralkenyl group, each of the groups represented by A 1 and A 2 being unsubstituted or being substituted by one or more chlorine or fluorine atoms, trifluoromethyl groups, alkyl groups having from 1 to 5 carbon atoms, alkoxy groups having from 1 to 5 carbon atoms, alkylthio groups having from 1 to 5 carbon atoms, dialkylamino groups in which each alkyl group has from 1 to 5 carbon atoms, dialkylaminoalkoxy groups in which each of the two alkyl groups and the alkoxy group has from 1 to 5 carbon atoms or α- or β-alkoxy-N-pyrrolidinyl groups in which the alkoxy group has from 1 to 5 carbon atoms; or a pharmaceutically acceptable salt of such a compound.
Claim 3
Dependent Claim
192 words
A pharmaceutical composition comprising a diuretically effective amount of a 1,3-dihydro-6-vinyl-7-hydroxy-furo-(3,4-c)-pyridine derivative of the formula: ##STR6## wherein each of A 1 and A 2 independently represents a hydrogen atom, a straight chain saturated or unsaturated hydrocarbon group having from 1 to 5 carbon atoms, a heterocyclic group which is an unsaturated 5-membered ring wherein the heteroatom is oxygen or sulfur, a monocycloloweralkyl or phenyl group, a phenylloweralkyl group or a phenylloweralkenyl group, each of the groups represented by A 1 and A 2 being unsubstituted or being substituted by one or more chlorine or fluorine atoms, trifluoromethyl groups, alkyl groups having from 1 to 5 carbon atoms, alkoxy groups having from 1 to 5 carbon atoms, alkylthio groups having from 1 to 5 carbon atoms, dialkylamino groups in which each alkyl group has from 1 to 5 carbon atoms, dialkylaminoalkoxy groups in which each of the two alkyl groups and the alkoxy group has from 1 to 5 carbon atoms or α- or β-alkoxy-N-pyrrolidinyl groups in which the alkoxy group has from 1 to 5 carbon atoms or a pharmaceutically acceptable salt thereof in admixture with a pharmaceutically acceptable diluent or carrier.
Claim 4
Dependent Claim
192 words
A pharmaceutical composition comprising a diuretically effective amount of a 1,3-dihydro-6-vinyl-7-hydroxy-furo-(3,4-c)-pyridine derivative of the formula: ##STR6## wherein each of A 1 and A 2 independently represents a hydrogen atom, a straight chain saturated or unsaturated hydrocarbon group having from 1 to 5 carbon atoms, a heterocyclic group which is an unsaturated 5-membered ring wherein the heteroatom is oxygen or sulfur, a monocycloloweralkyl or phenyl group, a phenylloweralkyl group or a phenylloweralkenyl group, each of the groups represented by A 1 and A 2 being unsubstituted or being substituted by one or more chlorine or fluorine atoms, trifluoromethyl groups, alkyl groups having from 1 to 5 carbon atoms, alkoxy groups having from 1 to 5 carbon atoms, alkylthio groups having from 1 to 5 carbon atoms, dialkylamino groups in which each alkyl group has from 1 to 5 carbon atoms, dialkylaminoalkoxy groups in which each of the two alkyl groups and the alkoxy group has from 1 to 5 carbon atoms or α- or β-alkoxy-N-pyrrolidinyl groups in which the alkoxy group has from 1 to 5 carbon atoms or a pharmaceutically acceptable salt thereof in admixture with a pharmaceutically acceptable diluent or carrier.
Claim 5
Independent Claim
204 words
A method of achieving diuresis in a host in need of same comprising the administration of a diuretically effective amount of a 1,3-dihydro-6-vinyl-7-hydroxy-furo-(3,4-c)-pyridine derivative of the formula: ##STR7## wherein each of A 1 and A 2 independently represents a hydrogen atom, a straight chain saturated or unsaturated hydrocarbon group having from 1 to 5 carbon atoms, a heterocyclic group which is an unsaturated 5-membered ring wherein the heteroatom is oxygen or sulfur, a monocycloloweralkyl or phenyl group, a phenylloweralkyl group or a phenylloweralkenyl group, each of the groups represented by A 1 and A 2 being unsubstituted or being substituted by one or more chlorine or fluorine atoms, trifluoromethyl groups, alkyl groups having from 1 to 5 carbon atoms, alkoxy groups having from 1 to 5 carbon atoms, alkylthio groups having from 1 to 5 carbon atoms, dialkylamino groups in which each alkyl group has from 1 to 5 carbon atoms, dialkylaminoalkoxy groups in which each of the two alkyl groups and the alkoxy group has from 1 to 5 carbon atoms or α- or β-alkoxy-N-pyrrolidinyl groups in which the alkoxy group has from 1 to 5 carbon atoms or a pharmaceutically acceptable salt thereof in admixture with a pharmaceutically acceptable diluent or carrier.
Claim 6
Independent Claim
204 words
A method of achieving diuresis in a host in need of same comprising the administration of a diuretically effective amount of a 1,3-dihydro-6-vinyl-7-hydroxy-furo-(3,4-c)-pyridine derivative of the formula: ##STR7## wherein each of A 1 and A 2 independently represents a hydrogen atom, a straight chain saturated or unsaturated hydrocarbon group having from 1 to 5 carbon atoms, a heterocyclic group which is an unsaturated 5-membered ring wherein the heteroatom is oxygen or sulfur, a monocycloloweralkyl or phenyl group, a phenylloweralkyl group or a phenylloweralkenyl group, each of the groups represented by A 1 and A 2 being unsubstituted or being substituted by one or more chlorine or fluorine atoms, trifluoromethyl groups, alkyl groups having from 1 to 5 carbon atoms, alkoxy groups having from 1 to 5 carbon atoms, alkylthio groups having from 1 to 5 carbon atoms, dialkylamino groups in which each alkyl group has from 1 to 5 carbon atoms, dialkylaminoalkoxy groups in which each of the two alkyl groups and the alkoxy group has from 1 to 5 carbon atoms or α- or β-alkoxy-N-pyrrolidinyl groups in which the alkoxy group has from 1 to 5 carbon atoms or a pharmaceutically acceptable salt thereof in admixture with a pharmaceutically acceptable diluent or carrier.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-02-10 | 1989-08-12 | 1990-02-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-02-10 | 1993-08-12 | 1994-02-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-02-10 | 1997-08-12 | 1998-02-11 | $7700.00 | Window Closed / Lapsed |