US4500525A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Pharmacologically active pyrazolo/4,3-c/pyridines
Assignee: Gruppo Lepetit SpA
•
Filing: 1983-02-15
•
Granted: 1985-02-19
•
Expires: 2003-02-15
Abstract
Abstract The present invention is directed to new pyrazolo/4,3-c/pyridines, the process for their preparation, the pharmaceutical compositions containing them and their use as pharmocologically active substances. The compounds of the invention possess cardiotonic, antihypertensive, CNS depressant, neuroleptic, and analgesic activity.
Inventors
- 👤 Giorgio Winters
- 👤 Alberto Sala
- 👤 Domenico Barone
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 10:03
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/02; C07D471/04; A; A61; A61P; A61P25/00; A61P25/02; A61P25/20; A61P29/00; A61P43/00; A61P9/00; A61P9/04; A61P9/12; C07D211/00; C07D211/04; C07D211/68; C07D211/72; C07D211/74
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
480 words
A pyrazolo/4,3-c/pyridine having the formula ##STR8## and a physiologically acceptable acid addition thereof, wherein R represents hydrogen, (C 1 -C 10 )alkyl, (C 3 -C 7 )cycloalkyl, (C 1 -C 6 )alkanoyl, halogen(C 1 -C 6 )alkyl, (C 1 -C 4 )alkoxycarbonyl, hydroxy(C 1 -C 6 )alkyl, phenyl, phenyl substituted with from 1 to 3 substituents independently selected from chloro bromo, fluoro, cyano, nitro, hydroxy, thio, trifluoromethyl, (C 1 -C 4 )alkyl, (C 1 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 3 -C 7 )cycloalkyl, (C 1 -C 4 )alkoxy, (C 1 -C 2 )alkylthio, (C 1 -C 4 )alkoxycarbonyl, (C 1 -C 4 )alkylsulfinyl or a group of formula ##STR9## wherein R 6 and R 7 independently represent hydrogen, (C 1 -C 6 )alkyl, (C 1 -C 6 )hydroxyalkyl, (C 1 -C 4 )alkoxy, (C 2 -C 4 )alkyl, or R 6 and R 7 taken together with the adjacent nitrogen atom represent a (4-7) membered saturated heterocyclic ring which can optionally contain a further heteroatom selected from N, S, and O, and can bear a (C 1 -C 4 )alkyl group or a phenyl group optionally substituted as above, or R represents phenyl(C 1 -C 6 )alkyl, substituted phenyl(C 1 -C 6 )alkyl wherein the phenyl group is substituted as above, phenyl(C 1 -C 6 )alkanoyl, substituted phenyl(C 1 -C 6 )alkanoyl, wherein the phenyl group is substituted as above, a group of formula ##STR10## wherein n is an integer from 1 to 5 inclusive, or a group ##STR11## wherein n is as above; or R is a group of formula: ##STR12## wherein m is an integer from 2 to 4 inclusive, R 2 and R 3 independently represent hydrogen, (C 1 -C 10 )alkyl, (C 1 -C 6 )hydroxyalkyl, (C 1 -C 4 )alkoxy, (C 2 -C 4 )alkyl, or R 2 and R 3 taken together with the adjacent nitrogen atom represent a (4-7) membered saturated heterocyclic ring which can optionally contain a further heteroatom selected from N, S, and O, and can bear a (C 1 -C 4 )alkyl group or a phenyl group optionally substituted as above R 1 represents hydrogen, (C 1 -C 6 )alkyl, (C 3 -C 6 )cycloalkyl, phenyl, substituted phenyl wherein the phenyl ring is substituted as above, phenyl(C 1 -C 6 )alkyl, substituted phenyl(C 1 -C 6 )alkyl, wherein the phenyl group is substituted as above, or R 1 represents a group of formula ##STR13## wherein m is an integer from 2 to 4 inclusive, R 4 and R 5 are as defined above for R 2 and R 3 , and Ar represents a phenyl group optionally substituted as above, or Ar is a 5-6 membered heteroaromatic ring selected from the group consisting of pyrrolyl, pyridyl, 4-aminopyridyl, 4-alkylaminopyridyl, thienyl, thiazolyl, oxazolyl, pyrazolyl and furanyl, which can bear a (C 1 - 6 )alkyl or phenyl substituent.
Claim 2
Dependent Claim
480 words
A pyrazolo/4,3-c/pyridine having the formula ##STR8## and a physiologically acceptable acid addition thereof, wherein R represents hydrogen, (C 1 -C 10 )alkyl, (C 3 -C 7 )cycloalkyl, (C 1 -C 6 )alkanoyl, halogen(C 1 -C 6 )alkyl, (C 1 -C 4 )alkoxycarbonyl, hydroxy(C 1 -C 6 )alkyl, phenyl, phenyl substituted with from 1 to 3 substituents independently selected from chloro bromo, fluoro, cyano, nitro, hydroxy, thio, trifluoromethyl, (C 1 -C 4 )alkyl, (C 1 -C 4 )alkenyl, (C 2 -C 4 )alkynyl, (C 3 -C 7 )cycloalkyl, (C 1 -C 4 )alkoxy, (C 1 -C 2 )alkylthio, (C 1 -C 4 )alkoxycarbonyl, (C 1 -C 4 )alkylsulfinyl or a group of formula ##STR9## wherein R 6 and R 7 independently represent hydrogen, (C 1 -C 6 )alkyl, (C 1 -C 6 )hydroxyalkyl, (C 1 -C 4 )alkoxy, (C 2 -C 4 )alkyl, or R 6 and R 7 taken together with the adjacent nitrogen atom represent a (4-7) membered saturated heterocyclic ring which can optionally contain a further heteroatom selected from N, S, and O, and can bear a (C 1 -C 4 )alkyl group or a phenyl group optionally substituted as above, or R represents phenyl(C 1 -C 6 )alkyl, substituted phenyl(C 1 -C 6 )alkyl wherein the phenyl group is substituted as above, phenyl(C 1 -C 6 )alkanoyl, substituted phenyl(C 1 -C 6 )alkanoyl, wherein the phenyl group is substituted as above, a group of formula ##STR10## wherein n is an integer from 1 to 5 inclusive, or a group ##STR11## wherein n is as above; or R is a group of formula: ##STR12## wherein m is an integer from 2 to 4 inclusive, R 2 and R 3 independently represent hydrogen, (C 1 -C 10 )alkyl, (C 1 -C 6 )hydroxyalkyl, (C 1 -C 4 )alkoxy, (C 2 -C 4 )alkyl, or R 2 and R 3 taken together with the adjacent nitrogen atom represent a (4-7) membered saturated heterocyclic ring which can optionally contain a further heteroatom selected from N, S, and O, and can bear a (C 1 -C 4 )alkyl group or a phenyl group optionally substituted as above R 1 represents hydrogen, (C 1 -C 6 )alkyl, (C 3 -C 6 )cycloalkyl, phenyl, substituted phenyl wherein the phenyl ring is substituted as above, phenyl(C 1 -C 6 )alkyl, substituted phenyl(C 1 -C 6 )alkyl, wherein the phenyl group is substituted as above, or R 1 represents a group of formula ##STR13## wherein m is an integer from 2 to 4 inclusive, R 4 and R 5 are as defined above for R 2 and R 3 , and Ar represents a phenyl group optionally substituted as above, or Ar is a 5-6 membered heteroaromatic ring selected from the group consisting of pyrrolyl, pyridyl, 4-aminopyridyl, 4-alkylaminopyridyl, thienyl, thiazolyl, oxazolyl, pyrazolyl and furanyl, which can bear a (C 1 - 6 )alkyl or phenyl substituent.
Claim 3
Dependent Claim
11 words
A compound as in claim 1 wherein R 1 is hydrogen.
Claim 4
Dependent Claim
21 words
A compound as in claim 1 wherein R and R 1 are as above and Ar is a 4-substituted phenyl group.
Claim 5
Dependent Claim
40 words
A compound as in claim 1 in which R is hydrogen or (C 1 -C 6 )alkyl, R 1 is phenyl(C 1 -C 6 )alkyl wherein the phenyl group is optionally substituted as above and Ar is the 4-fluorophenyl group.
Claim 6
Dependent Claim
35 words
A CNS depressant, neuroleptic, cardiotonic, antihypertensive, analgesic or antiinflammatory composition in dosage unit form which comprises from 0.01 to 2.0 grams of a pyrazolo[4,3-c]pyridine according to claim 1 in combination with a pharmaceutically acceptable 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) | 1988-02-19 | 1988-08-20 | 1989-02-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-02-19 | 1992-08-20 | 1993-02-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-02-19 | 1996-08-20 | 1997-02-19 | $7700.00 | Window Closed / Lapsed |