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US4179564A Expired / Lapsed US ⏱️ 0.0 years remaining

1,5,6,11-Tetrahydro[5,6]cyclohepta[1,2-b]pyrazolo[4,3-e]pyridine derivatives

Assignee: ER Squibb and Sons LLC
•
Filing: 1978-06-23
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Granted: 1979-12-18
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Expires: 1998-06-23
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Abstract

Abstract Various 1,5,6,11-tetrahydrobenzo[5,6]cyclohepta[1,2-b]pyrazolo[4,3-e]pyridine derivatives and their salts of the formulas ##STR1## wherein R 1 is lower alkyl, phenyl, or phenyl-lower alkyl; R 2 is hydrogen, lower alkyl or phenyl; R 3 is hydrogen, halogen, or lower alkoxy; R 4 is hydrogen, ##STR2## R 5 is hydrogen or lower alkoxy; R 6 is hydrogen, ##STR3## n is an integer from 2 to 6; R 7 and R 8 are the same or different and each is lower alkyl or R 7 and R 8 taken together with the N-atom form a heterocyclic ring of the formula ##STR4## wherein R 9 is hydrogen or lower alkyl; R 10 and R 11 are the same or different and each is hydrogen or lower alkyl or R 10 and R 11 taken together with the N-atom form a heterocyclic ring of the formula ##STR5## wherein R 9 is as defined above; are disclosed. These compounds possess useful anti-inflammatory activity as well as psychotropic activity.

Inventors

  • 👤 Hans Hoehn
  • 👤 Jack Bernstein
  • 👤 Berthold R. Vogt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 14:15
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/02; C07D471/04

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 96 words
A compound of the formula: ##STR133## wherein R 1 is lower alkyl, phenyl, or phenyl-lower alkyl; R 2 is hydrogen, lower alkyl, or phenyl; R 3 is hydrogen, halogen, or lower alkoxy; R 4 is hydrogen or ##STR134## n is an integer from 2 to 6; and R 7 and R 8 are the same or different and each is lower alkyl or R 7 and R 8 taken together with N-atom form a heterocyclic ring of the formula ##STR135## wherein R 9 is hydrogen or lower alkyl; and a pharmaceutically acceptable acid addition salt thereof.
Claim 2
Dependent Claim 96 words
A compound of the formula: ##STR133## wherein R 1 is lower alkyl, phenyl, or phenyl-lower alkyl; R 2 is hydrogen, lower alkyl, or phenyl; R 3 is hydrogen, halogen, or lower alkoxy; R 4 is hydrogen or ##STR134## n is an integer from 2 to 6; and R 7 and R 8 are the same or different and each is lower alkyl or R 7 and R 8 taken together with N-atom form a heterocyclic ring of the formula ##STR135## wherein R 9 is hydrogen or lower alkyl; and a pharmaceutically acceptable acid addition salt thereof.
Claim 3
Dependent Claim 63 words
The compound of claim 1 wherein R 1 is lower alkyl of 1 to 4 carbons; R 2 is hydrogen; R 3 is hydrogen, Cl, Br, or lower alkoxy of 1 to 4 carbons; R 4 is hydrogen or ##STR136## n is an integer from 2 to 4; and R 7 and R 8 are the same and each is methyl or ethyl.
Claim 4
Dependent Claim 32 words
The compound of claim 2 wherein R 1 is ethyl; R 3 is hydrogen, Cl, or methoxy; and R 4 is hydrogen or --(CH 2 ) 3 --N(CH 3 ) 2 .
Claim 5
Dependent Claim 19 words
The compound of claim 2 wherein R 1 is ethyl; R 3 is n-butoxy; and R 4 is hydrogen.
Claim 6
Dependent Claim 15 words
The compound of claim 3 wherein R 3 is Cl and R 4 is hydrogen.
Claim 7
Dependent Claim 14 words
The compound of claim 3 wherein R 3 and R 4 are both hydrogen.
Claim 8
Dependent Claim 23 words
The compound of claim 3 wherein R 3 is Cl and R 4 is --(CH 2 ) 3 --N(CH 3 ) 2 .
Claim 9
Dependent Claim 23 words
The compound of claim 3 wherein R 3 is methoxy and R 4 is --(CH 2 ) 3 --N(CH 3 ) 2 .
Claim 10
Dependent Claim 23 words
The compound of claim 3 wherein R 3 is hydrogen and R 4 is --(CH 2 ) 3 --N(CH 3 ) 2 .

References Cited (Backward Citations)

US4018779A Cited
US4033970A Cited
US4087433A Cited
US4062858A Cited
US4128717A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-12-17 1983-06-18 1983-12-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-12-17 1987-06-18 1987-12-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-12-17 1991-06-18 1991-12-18 $7700.00 Window Closed / Lapsed

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