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US4284559A Expired / Lapsed US ⏱️ 0.0 years remaining

10-Hydroxy-1,2,3,4,10,14b-hexahydrodibenzo-[c,f] pyrazino-1,2a-azepines

Assignee: Akzona Inc
•
Filing: 1979-09-21
•
Granted: 1981-08-18
•
Expires: 1999-09-21
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Abstract

Abstract New and pharmacologically useful tetracyclic compounds are disclosed of the formula (I): ##STR1## and pharmaceutically acceptable non-toxic salts therefor, wherein: (a) R is hydrogen, alkyl of one to six carbons, aralkyl of seven to ten carbons, or an acyl group of one to six carbons; (b) R 1 , R 2 , R 3 and R 4 each represent hydrogen, hydroxy, halogen, alkyl of one to six carbons, alkoxy of one to six carbons, alkythio of one to six carbons, or trifluoromethyl; and (c) R 5 represents hydrogen or an alkyl group of one to six carbons; as well as compositions containing these active compounds and methods of using same. The compounds of the instant invention have a remarkable pharmacological profile--one which clearly indicates the presence of anxiolytic properties with little or no sedative activity. The compounds according to the invention thus possess relatively specific anti-anxiety properties.

Inventors

  • 👤 Willem J. van der Burg

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 19:20
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04; A; A61; A61P; A61P25/00; A61P25/20

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 91 words
A compound of the formula: ##STR7## wherein: (a) R is hydrogen, alkyl of one to six carbons, aralkyl of seven to ten carbons, or a carboxylic acyl group of one to six carbons; (b) R 1 , R 2 , R 3 and R 4 each represent hydrogen, hydroxy, halogen, alkyl of one to six carbons, alkoxy of one to six carbons, alkylthio of one to six carbons, or trifluoromethyl; and (c) R 5 represents hydrogen or an alkyl group of one to six carbons; and pharmaceutically acceptable non-toxic salts thereof.
Claim 2
Dependent Claim 91 words
A compound of the formula: ##STR7## wherein: (a) R is hydrogen, alkyl of one to six carbons, aralkyl of seven to ten carbons, or a carboxylic acyl group of one to six carbons; (b) R 1 , R 2 , R 3 and R 4 each represent hydrogen, hydroxy, halogen, alkyl of one to six carbons, alkoxy of one to six carbons, alkylthio of one to six carbons, or trifluoromethyl; and (c) R 5 represents hydrogen or an alkyl group of one to six carbons; and pharmaceutically acceptable non-toxic salts thereof.
Claim 3
Dependent Claim 16 words
A compound of claim 1, wherein R is H or alkyl of one to six carbons.
Claim 4
Dependent Claim 13 words
A compound of claim 2, wherein R is H or CH 3 .
Claim 5
Dependent Claim 11 words
A compound of claim 1, wherein R is CH 3 .
Claim 6
Dependent Claim 23 words
A compound of claim 1, wherein at least three of R 1 , R 2 , R 3 and R 4 are H.
Claim 7
Dependent Claim 29 words
A compound of claim 1, wherein one of R 1 , R 2 , R 3 and R 4 is Cl, OH, CH 3 , or CH 3 O.
Claim 8
Dependent Claim 33 words
A compound according to claim 1, wherein R is H, R 1 is H, R 2 is H, R 3 is H, R 4 is H, and R 5 is CH 3 .
Claim 9
Dependent Claim 33 words
A compound according to claim 1, wherein R is H, R 1 is Cl, R 2 is H, R 3 is H, R 4 is H, and R 5 is CH 3 .
Claim 10
Dependent Claim 35 words
A compound according to claim 1, wherein R is H, R 1 is H, R 2 is CH 3 , R 3 is H, R 4 is H, and R 5 is CH 3 .
Claim 11
Dependent Claim 35 words
A compound according to claim 1, wherein R is H, R 1 is H, R 2 is H, R 3 is H, R 4 is CH 3 , and R 5 is CH 3 .
Claim 12
Dependent Claim 33 words
A compound according to claim 1, wherein R is H, R 1 is OH, R 2 is H, R 3 is H, R 4 is H, and R 5 is CH 3 .
Claim 13
Dependent Claim 31 words
A compound according to claim 1, wherein R is H, R 1 is H, R 2 is H, R 3 is H, R 4 is H, and R 5 is H.
Claim 14
Dependent Claim 35 words
A compound according to claim 1, wherein R is CH 3 , R 1 is H, R 2 is H, R 3 is H, R 4 is H, and R 5 is CH 3 .
Claim 15
Dependent Claim 37 words
A compound according to claim 1, wherein R is C 2 H 5 , R 1 is H, R 2 is H, R 3 is H, R 4 is H, and R 5 is CH 3 .

References Cited (Backward Citations)

US3185679A Cited
US3639423A Cited
US3701778A Cited
US3892695A Cited
US4056529A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-08-17 1985-02-16 1985-08-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-08-17 1989-02-16 1989-08-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-08-17 1993-02-16 1993-08-18 $7700.00 Window Closed / Lapsed

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