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US3954754A Expired / Lapsed US ⏱️ 0.0 years remaining

3-Hydrazino-cycloalkyl[c]pyridazines

Assignee: Sandoz AG
•
Filing: 1974-07-03
•
Granted: 1976-05-04
•
Expires: 1994-07-03
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Abstract

Abstract This invention provides aminopyridazine derivatives of formula I, wherein R1 is amino, or an R3 -N=C ANGLE R4 group, wherein each of R3 and R4 is alkyl of 1 to 4 carbon atoms, or R3 and R4 together with the carbon atom to which they are bound, form a cycloalkylidene radical of 5 to 12 carbon atoms, R2 is hydrogen or methyl, A is a -(CH2)n- group, WHEREIN N IS 0 OR AN INTEGER FROM 1 TO 7, OR AN >N-CO-R5 group, WHEREIN R5 is alkyl or alkenyl of 1 to 16 carbon atoms, cycloalkyl of 3 to 8 carbon atoms, 1-adamantyl, or a -(CH2)m-R6 group, WHEREIN M IS 0 OR AN INTEGER FROM 1 TO 4, AND R6 is phenyl; phenyl monosubstituted by fluorine, chlorine, bromine, alkyl or alkoxy of 1 to 4 carbon atoms, alkylmercapto of 1 to 4 carbon atoms, or phenyl; phenyl substituted by two or three substituents of the group chlorine, alkyl or alkoxy of 1 to 4 carbon atoms; diphenylmethyl, the phenyl rings of which may be monosubstituted by fluorine, chlorine, bromine, alkyl or alkoxy of 1 to 4 carbon atoms; or naphthyl, OR AN -OR7 group, WHEREIN R7 is alkyl or alkenyl of 1 to 4 carbon atoms, or phenyl, phenylalkyl or phenylalkenyl which may be monosubstituted on the phenyl ring by chlorine, alkyl or alkoxy of 1 to 4 carbon atoms, and in which the alkylene or alkenylene chain is of 1 to 4 carbon atoms, AND R8 and R9 are each hydrogen or alkyl of 1 to 4 carbon atoms, AND ACID ADDITION SALTS THEREOF.

Inventors

  • 👤 Erhard Schenker

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 14:22
CPC Classifications
C; C07; C07D; C07D211/00; C07D211/04; C07D211/68; C07D211/72; C07D211/74; C07D211/76; C07D295/00; C07D295/02; C07D295/027; C07D295/033; C07D471/00; C07D471/02; C07D471/04

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 104 words
A compound of the formula: ##SPC23## wherein R 1 is amino, or ##EQU5## wherein each of R 3 and R 4 is alkyl of 1 to 4 carbon atoms, or R 3 and R 4 together with the carbon atom to which they are bound, form a cycloalkylidene radical of 5 to 12 carbon atoms, R 2 is hydrogen or methyl; A is --(CH 2 ) n -- wherein n is 0 or an integer from 1 to 7 and R 8 and R 9 are each hydrogen or alkyl of 1 to 4 carbon atoms, or a pharmaceutically acceptable acid addition salt therof.
Claim 2
Dependent Claim 104 words
A compound of the formula: ##SPC23## wherein R 1 is amino, or ##EQU5## wherein each of R 3 and R 4 is alkyl of 1 to 4 carbon atoms, or R 3 and R 4 together with the carbon atom to which they are bound, form a cycloalkylidene radical of 5 to 12 carbon atoms, R 2 is hydrogen or methyl; A is --(CH 2 ) n -- wherein n is 0 or an integer from 1 to 7 and R 8 and R 9 are each hydrogen or alkyl of 1 to 4 carbon atoms, or a pharmaceutically acceptable acid addition salt therof.
Claim 3
Dependent Claim 10 words
A compound of claim 1 wherein R 1 is amino.
Claim 4
Dependent Claim 10 words
A compound of claim 1 wherein R 1 is ##EQU6##
Claim 5
Dependent Claim 16 words
A compound of claim 2 wherein R 9 is hydrogen and n is 0 to 3.
Claim 6
Dependent Claim 16 words
A compound of claim 3 wherein R 9 is hydrogen and n is 0 to 3.
Claim 7
Dependent Claim 24 words
A compound of claim 2 with the proviso that when R 8 and R 9 are hydrogen n is 0 or 2 to 7.
Claim 8
Dependent Claim 8 words
The compound of claim 1, which is 3-hydrazino-5,6,7,8-tetrahydrocinnoline.
Claim 9
Dependent Claim 8 words
The compound of claim 1, which is 3-hydrazino-5,6,7,8,9,10-hexahydrocycloocta[c]pyridazine.
Claim 10
Dependent Claim 8 words
The compound of claim 1, which is 5,6,7,8,9,10-hexahydro-3-(1-methylhydrazino)cycloocta[c]-pyridazine.
Claim 11
Dependent Claim 8 words
The compound of claim 1, which is 3-hydrazino-6,7,8,9-tetrahydro(5H)cyclohepta[c]pyridazine.
Claim 12
Dependent Claim 8 words
The compound of claim 1, which is 6-tert.butyl-3-hydrazino-5,6,7,8-tetrahydrocinnoline.
Claim 13
Dependent Claim 8 words
The compound of claim 1, which is 3-hydrazino-5,6,7,8,9,10,11,12,13,14-decahydrocyclododeca[c]pyridazine.
Claim 14
Dependent Claim 8 words
The compound of claim 1, which is 5,6,7,8,9,10,11,12,13,14-decahydro-3-isopropylidenehydrazinocyclododeca[c]pyridazine.
Claim 15
Dependent Claim 8 words
The compound of claim 1, which is 5,6,7,8,9,10-hexahydro-3-isopropylidenehydrazinocycloocta[c]pyridazine.
Claim 16
Dependent Claim 8 words
The compound of claim 1, which is 3-cyclohexylidenehydrazino-5,6,7,8,9,10-hexahydrocycloocta[c]pyridazine.
Claim 17
Dependent Claim 11 words
A compound of claim 1, wherein n is 2 or 3.
Claim 18
Dependent Claim 10 words
A compound of claim 1 in which A is propylene.
Claim 19
Dependent Claim 18 words
A compound of claim 1, wherein R 8 and R 9 each independently is methyl or tertiary butyl.

References Cited (Backward Citations)

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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) 1979-05-04 1979-11-03 1980-05-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-05-04 1983-11-03 1984-05-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-05-04 1987-11-03 1988-05-04 $7700.00 Window Closed / Lapsed

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