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US4329358A Expired / Lapsed US ⏱️ 0.0 years remaining

3-Chlorophenyl anti-obesity agents

Assignee: Beecham Group PLC
•
Filing: 1980-10-24
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Granted: 1982-05-11
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Expires: 2000-10-24
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Abstract

Abstract Compounds of formula (III): ##STR1## and esters, amides and pharmaceutically acceptable salts thereof, wherein A 1 is hydrogen or methyl; A 2 is hydrogen or methyl; and n is 1, 2 or 3 have anti-obesity activity. Methods for their preparation pharmaceutical formulations of the compounds and their use in medicine are described.

Inventors

  • 👤 Anthony T. Ainsworth
  • 👤 David G. Smith

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 06:50
CPC Classifications
C; C07; C07D; C07D303/00; C07D303/02; C07D303/08; A; A61; A61P; A61P3/00; A61P3/04; A61P3/08; C07C; C07C229/00; C07C229/38; C07C29/00; C07C29/132; C07C29/136; C07C29/147; C07C51/00; C07C51/42; C07C51/487; C07B; C07B2200/00; C07B2200/07

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 34 words
A compound of formula (III) ##STR14## and esters, amides and pharmaceutically acceptable salts thereof, wherein A 1 is hydrogen or methyl; A 2 is hydrogen or methyl; and n is 1, 2 or 3.
Claim 2
Dependent Claim 34 words
A compound of formula (III) ##STR14## and esters, amides and pharmaceutically acceptable salts thereof, wherein A 1 is hydrogen or methyl; A 2 is hydrogen or methyl; and n is 1, 2 or 3.
Claim 3
Dependent Claim 35 words
A compound according to claim 1 wherein A 1 is methyl, A 2 is hydrogen and n is 1, or wherein A 1 and A 2 are both hydrogen and n is 1 or 2.
Claim 4
Dependent Claim 21 words
The methyl ester, N'-substituted or N'-mono-methyl substituted amide of a compound according to claim 1 or a pharmaceutically acceptable salt thereof.
Claim 5
Dependent Claim 26 words
A pharmaceutical composition having anti-obesity activity comprising a pharmaceutically effective amount of a compound according to claim 1 in association with a pharmaceutically acceptable carrier therefor.
Claim 6
Dependent Claim 17 words
A composition according to claim 4 in unit-dose form containing 0.1 to 500 mg per dosage unit.
Claim 7
Dependent Claim 25 words
A method for treating obesity in humans and domestic manuals which comprises administering an effective, non-toxic amount of a pharmaceutical composition according to claim 4.
Claim 8
Dependent Claim 22 words
A method according to claim 6 wherein there is administered a daily dose of from 0.1 to 500 mg to a human.
Claim 9
Dependent Claim 23 words
A method according to claim 6 wherein there is administered a daily dose of from 0.05 to 25 mg/kg to a domestic mammal.
Claim 10
Dependent Claim 36 words
A compound according to claim 1 selected from N-(2-[4-Carbomethoxyphenyl]-1-methylethyl)-2-(3-chlorophenyl)-2-hydroxyethanamine IR, 2'S:1S, 2'R-N-(2-[4-Carbomethoxyphenyl]-1-methylethyl)-2'-(3-chlorophenyl)-2'-hydroxyethanamine IR, 2'R:1S, 2'-S-N-(2-[4-Carbomethoxyphenyl]-1-methylethyl)-2'-(3-chlorophenyl)-2'-hydroxyethanamine 1S, 2'R-N-(2-[4-Carbomethoxyphenyl]-1-methylethyl)-2'-(3-chlorophenyl)-2'-hydroxyethanamine N-(3-[4-Carbomethoxyphenyl]-1-methylpropyl)-2-(3-chlorophenyl-2-hydroxyethanamine N-(2-[4-Carbomethoxyphenyl]-1, 1-dimethyl-ethyl)-2-(3-chlorophenyl)-2-hydroxyethanamine 1R, 2'R-N-(2-[4-Carbomethoxyphenyl]-1-methylethyl)-2'-(3-chlorophenyl)-2'-hydroxyethanamine 1S,2'R:1S, 2'S-N-3-[4-Carbomethoxyphenyl]-1-methylpropyl)-2'-(3-chlorophenyl)2'-hydroxyethanamine N-(2-[4-Carboxamidophenyl]-1-methylethyl)-2-(3-chlorophenyl)-2-hydroxyethanamine N-(3-[4-Carbomethoxyphenyl]-1, 1-dimethylpropyl)-2-(3-chlorophenyl)-2-hydroxyethanamine N-(2-(4-Carbomethoxyphenyl)ethyl)-2-(3-chlorophenyl)2-hydroxyethanamine N-(2-[4-N'-Methylcarboxamidophenyl]-1, 1-dimethylethyl)-2-(3-chlorophenyl)-2-hydroxyethanamine N-(3[4-N'-Methylcarboxamidophenyl]-1, 1-dimethylpropyl)-2-(3-chlorophenyl)-2-hydroxyethanamine N-(3-[4-Carboxamidophenyl]-1, 1-dimethylpropyl)-2-(3-chlorophenyl)-2-hydroxyethanamine N-(3-[4-Carbomethoxyphenyl]propyl)-2-(3-chlorophenyl)-2-hydroxyethanamine N-(3-[4-N'-Methylcarboxamidophenyl]propyl)-2-(3-chlorophenyl)-2-hydroxyethanamine.
Claim 11
Dependent Claim 8 words
The compound of claim 1 which is 1R,2'R-N-(2-[4-Carbomethoxyphenyl]-1-methylethyl)-2'-(3-chlorophenyl)-2'-hydroxyethanamine.

References Cited (Backward Citations)

US3723524A Cited
US4086272A Cited
US3911008A Cited
US4140713A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-05-10 1985-11-09 1986-05-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-05-10 1989-11-09 1990-05-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-05-10 1993-11-09 1994-05-11 $7700.00 Window Closed / Lapsed

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