US4251658A
Expired / Lapsed
US
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3-(1-Pyrazolyl)-pyridazine derivatives
Assignee: Richter Gedeon Vegyeszeti Gyar Nyrt
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Filing: 1978-06-09
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Granted: 1981-02-17
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Expires: 1998-06-09
Abstract
Abstract 3-(1-Pyrazolyl)-pyridazine derivatives of the formula I, or pharmaceutically acceptable acid addition salts thereof, which decrease high blood pressure and inhibit catabolism or prostaglandins, <IMAGE> (I) wherein R1 is hydrogen or C1-4 alkyl, R2 is hydrogen, cyano, carboxyl, carbamoyl, carbaxoyl or C1-4 alkoxycarbonyl, R3 is hydrogen or chlorine or -NR4NHR5 or NR6R7, wherein R4 and R5 are each hydrogen or C1-4 alkyl, wherein R6 and R7 are each hydrogen or C1-5 alkyl, C1-5 hydroxyalkyl, C3-7 cycloalkyl, phenyl or benzyl, or benzyl or phenylethyl substituted with one or two chlorine atoms or methoxy groups, or a furylmethyl, pyridylmethyl, pyrrolidine or piperazine ring, or when R7 is hydrogen, R6 is -(CH2)n -NR4R5 wherein n is an integer from 1 to 3.
Inventors
- 👤 Geza Szilagyi
- 👤 Endre Kasztreiner
- 👤 Laszlo Tardos
- 👤 Edit Kosa
- 👤 Laszlo Jaszlits
- 👤 Gyorgy Cseh
- 👤 Andras Divald
- 👤 Pal Tolnay
- 👤 Sandor Elek
- 👤 Istvan Elekes
- 👤 Istvan Polgari
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 03:02
CPC Classifications
C; C07; C07D; C07D403/00; C07D403/02; C07D403/04; A; A61; A61P; A61P43/00; A61P9/00; A61P9/12
Claims Analysis
Total Claims: 4
Claim 1
Independent Claim
139 words
A compound of the formula: ##STR5## wherein R 1 is hydrogen or C 1 to C 4 alkyl; R 2 is cyano, carboxyl, carbamoyl, carbazoyl, or C 1 to C 4 alkoxycarbonyl; and R 3 is --NR 4 --NHR 5 or --NR 6 R 7 wherein R 4 and R 5 are each independently hydrogen or C 1 to C 4 alkyl; R 6 and R 7 are each independently hydrogen, C 1 to C 5 alkyl, C 1 to C 5 hydroxyalkyl, C 3 to C 7 cycloalkyl, phenyl, benzyl, benzyl or phenethyl substituted by one or two chlorine atoms or methoxy groups, furylmethyl, or pyridylmethyl; or R 7 is hydrogen and R 6 is --(CH 2 ) n --NR 4 R 5 wherein n is an integer from 1 to 3; or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
139 words
A compound of the formula: ##STR5## wherein R 1 is hydrogen or C 1 to C 4 alkyl; R 2 is cyano, carboxyl, carbamoyl, carbazoyl, or C 1 to C 4 alkoxycarbonyl; and R 3 is --NR 4 --NHR 5 or --NR 6 R 7 wherein R 4 and R 5 are each independently hydrogen or C 1 to C 4 alkyl; R 6 and R 7 are each independently hydrogen, C 1 to C 5 alkyl, C 1 to C 5 hydroxyalkyl, C 3 to C 7 cycloalkyl, phenyl, benzyl, benzyl or phenethyl substituted by one or two chlorine atoms or methoxy groups, furylmethyl, or pyridylmethyl; or R 7 is hydrogen and R 6 is --(CH 2 ) n --NR 4 R 5 wherein n is an integer from 1 to 3; or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
32 words
The compound defined in claim 1 selected from the group consisting of: 3-cyclohexylamino-6-(4-ethoxycarbonyl-5-amino-1-pyrazolyl)-pyridazine; 3-furfurylamino-6-(4-ethoxycarbonyl-5-amino-1-pyrazolyl)-pyridazine; 3-benzylamino-6-(4-ethoxycarbonyl-5-amino-1-pyrazolyl)-pyridazine; 3-(2-diethylaminoethylamino)-6-(4-ethoxycarbonyl-5-amino-1-pyrazolyl)-pyridazine; 3-(2-pyridylmethylamino)-6-(4-ethoxycarbonyl-5-amino-1-pyrazolyl)-pyrazine; 3-(3-pyridylmethylamino)-6-(4-ethoxycarbonyl-5-amino-1-pyrazolyl)-pyridazine; 3-(4-pyridylmethylamino)-6-(4-ethoxycarbonyl-5-amino-1-pyrazolyl)-pyridazine; 3-hydrazino-6-(4-cyano-5-amino-1-pyrazolyl)-pyridazine; 3-hydrazino-6-(4-ethoxycarbonyl-5-amino-1-pyrazolyl)-pyridazine; 3-hydrazino-6-(3-methyl-4-cyano-5-amino-1-pyrazolyl)-pyridazine; 3-hydrazino-6-(4-carbamoyl-5-amino-1-pyrazolyl)-pyridazine; 3-benzylamino-6-(4-carbazoyl-5-amino-1-pyrazolyl)-pyridazine; and 3-(2-furylmethylamino)-6-(4-carbazoyl-5-amino-1-pyrazolyl)-pyridazine; or a pharmaceutically acceptable salt thereof.
Claim 4
Dependent Claim
17 words
The compound defined in claim 1 which is 3-hydrazino-6-(4-cyano-5-amino-1-pyrazolyl)-pyridazine or a pharmaceutically acceptable acid addition salt thereof.
References Cited (Backward Citations)
US3367936A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-02-17 | 1984-08-18 | 1985-02-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-02-17 | 1988-08-18 | 1989-02-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-02-17 | 1992-08-18 | 1993-02-17 | $7700.00 | Window Closed / Lapsed |