Patent US4052508A successfully refreshed from Google Patents.
← Back to Patent Explorer
US4052508A Expired / Lapsed US ⏱️ 0.0 years remaining

Heterocyclic dihydroanthracen imines

Assignee: Merck and Co Inc
•
Filing: 1975-04-07
•
Granted: 1977-10-04
•
Expires: 1995-04-07
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Heterocyclic dihydroanthracen imines are disclosed to be useful as minor tranquilizers, anticonvulsants, muscle relaxants and to be useful in the treatment of extrapyramidal disorders such as Parkinson's disease; also disclosed are processes for the preparation of such compounds; pharmaceutical compositions comprising such compounds; and methods of treatment comprising administering such compounds and compositions.

Inventors

  • 👤 Paul S. Anderson
  • 👤 Marcia E. Christy
  • 👤 Gerald S. Ponticello

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-28 15:01
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/12; C07D471/18

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 100 words
A compound selected from the group consisting of: ##STR21## ##STR22## wherein R 1 and R 2 are selected from the group consisting of hydrogen, lower alkyl having from 1 to 6 carbon atoms, trifluoromethylsulfonyl, trifluoromethyl, dimethylaminopropyl; R is hydrogen or lower alkyl having from 1 to 6 carbon atoms, benzyl, dimethylaminopropyl, cyclopropyl, or cyclobutyl; X and Y are iodo, chloro, bromo, lower alkoxy having from 1 to 6 carbon atoms, lower alkyl having from 1 to 6 carbon atoms, thiomethyl, carboxamido, trifluoromethoxy, trifluoromethyl, trifluoromethylsulfonyl, and trifluoromethylthio; n is an integer selected from 0 (X or Y is hydrogen), and 1.
Claim 2
Dependent Claim 100 words
A compound selected from the group consisting of: ##STR21## ##STR22## wherein R 1 and R 2 are selected from the group consisting of hydrogen, lower alkyl having from 1 to 6 carbon atoms, trifluoromethylsulfonyl, trifluoromethyl, dimethylaminopropyl; R is hydrogen or lower alkyl having from 1 to 6 carbon atoms, benzyl, dimethylaminopropyl, cyclopropyl, or cyclobutyl; X and Y are iodo, chloro, bromo, lower alkoxy having from 1 to 6 carbon atoms, lower alkyl having from 1 to 6 carbon atoms, thiomethyl, carboxamido, trifluoromethoxy, trifluoromethyl, trifluoromethylsulfonyl, and trifluoromethylthio; n is an integer selected from 0 (X or Y is hydrogen), and 1.
Claim 3
Independent Claim 77 words
A method of producing a tranquilizing, muscle relaxant, anticonvulsant and/or anti-Parkinson effect in a patient in need of such treatment by the administration of an effective amount of a compound of formula: ##STR23## wherein R 1 and R 2 are selected from the group consisting of hydrogen, lower alkyl having from 1 to 6 carbon atoms, trifluoromethylsulfonyl, trifluoromethyl, dimethylaminopropyl; R is hydrogen or lower alkyl having from 1 to 6 carbon atoms, benzyl, dimethylaminopropyl, cyclopropyl, or cyclobutyl;
Claim 4
Independent Claim 77 words
A method of producing a tranquilizing, muscle relaxant, anticonvulsant and/or anti-Parkinson effect in a patient in need of such treatment by the administration of an effective amount of a compound of formula: ##STR23## wherein R 1 and R 2 are selected from the group consisting of hydrogen, lower alkyl having from 1 to 6 carbon atoms, trifluoromethylsulfonyl, trifluoromethyl, dimethylaminopropyl; R is hydrogen or lower alkyl having from 1 to 6 carbon atoms, benzyl, dimethylaminopropyl, cyclopropyl, or cyclobutyl;
Claim 5
Dependent Claim 46 words
X and Y are iodo, chloro, bromo, lower alkoxy having from 1 to 6 carbon atoms, lower alkyl having from 1 to 6 carbon atoms, thiomethyl, carboxamido, trifluoromethoxy, trifluoromethyl, trifluoromethylsulfonyl, and trifluoromethylthio; n is an integer selected from 0 (X or Y is hydrogen), and 1.
Claim 6
Dependent Claim 46 words
X and Y are iodo, chloro, bromo, lower alkoxy having from 1 to 6 carbon atoms, lower alkyl having from 1 to 6 carbon atoms, thiomethyl, carboxamido, trifluoromethoxy, trifluoromethyl, trifluoromethylsulfonyl, and trifluoromethylthio; n is an integer selected from 0 (X or Y is hydrogen), and 1.
Claim 7
Dependent Claim 121 words
A pharmaceutical composition for use as tranquilizer, muscle relaxant, anti-convulsant and/or anti-Parkinson agent in unit dosage form comprising a pharamaceutical carrier and an effective amount of a compound of formula: ##STR24## wherein R 1 and R 2 are selected from the group consisting of hydrogen, lower alkyl having from 1 to 6 carbon atoms, trifluoromethylsulfonyl, trifluoromethyl, dimethylaminopropyl; R is hydrogen or lower alkyl having from 1 to 6 carbon atoms, benzyl, dimethylaminopropyl, cyclopropyl, or cyclobutyl; X and Y are iodo, chloro, bromo, lower alkoxy having from 1 to 6 carbon atoms, lower alkyl having from 1 to 6 carbon atoms, thiomethyl, carboxamido, trifluoromethoxy, trifluoromethyl, trifluoromethylsulfonyl, and trifluoromethylthio; n is an integer selected from 0 (X or Y is hydrogen), and 1.
Claim 8
Dependent Claim 121 words
A pharmaceutical composition for use as tranquilizer, muscle relaxant, anti-convulsant and/or anti-Parkinson agent in unit dosage form comprising a pharamaceutical carrier and an effective amount of a compound of formula: ##STR24## wherein R 1 and R 2 are selected from the group consisting of hydrogen, lower alkyl having from 1 to 6 carbon atoms, trifluoromethylsulfonyl, trifluoromethyl, dimethylaminopropyl; R is hydrogen or lower alkyl having from 1 to 6 carbon atoms, benzyl, dimethylaminopropyl, cyclopropyl, or cyclobutyl; X and Y are iodo, chloro, bromo, lower alkoxy having from 1 to 6 carbon atoms, lower alkyl having from 1 to 6 carbon atoms, thiomethyl, carboxamido, trifluoromethoxy, trifluoromethyl, trifluoromethylsulfonyl, and trifluoromethylthio; n is an integer selected from 0 (X or Y is hydrogen), and 1.
Claim 9
Dependent Claim 3 words
The compound 1-aza-5,10-dihydro-11-methylanthracen-5,10-imine.
Claim 10
Dependent Claim 3 words
The compound 1-aza-5,10-dihydro-11-methylanthracen-5,10-imine.
Claim 11
Dependent Claim 3 words
The compound, 2-aza-5,10-dihydro-11-methylanthracen-5,10-imine.
Claim 12
Dependent Claim 3 words
The compound, 2-aza-5,10-dihydro-11-methylanthracen-5,10-imine.
Claim 13
Dependent Claim 3 words
The compound, 2-aza-5,10-dihydro-5,10,11-trimethylanthracen-5,10-imine.
Claim 14
Dependent Claim 3 words
The compound, 2-aza-5,10-dihydro-5,10,11-trimethylanthracen-5,10-imine.
Claim 15
Dependent Claim 3 words
The compound, 1-aza-5,10-dihydro-5,10,11-trimethylanthracen-5,10-imine.
Claim 16
Dependent Claim 3 words
The compound, 1-aza-5,10-dihydro-5,10,11-trimethylanthracen-5,10-imine.

References Cited (Backward Citations)

US3678072A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-10-03 1981-04-04 1981-10-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-10-03 1985-04-04 1985-10-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-10-03 1989-04-04 1989-10-04 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag