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Phenylamidine derivatives

Assignee: Cephalon France SAS
•
Filing: 1979-12-27
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Granted: 1982-04-20
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Expires: 1999-12-27
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Abstract

Abstract A compound having the general formula: ##STR1## wherein Ar is an aryl group (especially an α-naphthyl, β-naphthyl or phenyl group) which may be substituted by one or more C 1-4 alkyl, C 1-4 alkoxy, methylenedioxy halogen, CF 3 , NH 2 or NO 2 groups; A is a --CH 2 --, --CHOH--, --CH 2 O--, --CH 2 S--, --CH 2 NH--, --OCH 2 --, --SCH 2 --, --NH--, --NHCOCH 2 --, --CH 2 NHCH 2 -- or --NHCH 2 -- group; Y is O or NH; and B is a single bond and, when A is --CH 2 --S, may be a --CH 2 --, or --CH(CH 3 )-- group; and their acid addition salts when Y is NH and their metal salts when Y is O. The compounds and their salts have therapeutic utility in treatment of neuropsychic ailments.

Inventors

  • 👤 Louis Lafon

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 05:56
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/14; C07D295/145; C07D295/15; A; A61; A61P; A61P25/00; A61P25/18; A61P25/20; A61P9/00; A61P9/12; C07C; C07C255/00; C07C275/00; C07C275/28; C07C275/30; C07C323/00; C07D223/00; C07D223/14; C07D223/18; C07D223/22; C07D233/00; C07D233/54; C07D233/66; C07D233/72; C07D233/74; C07D233/76; C07D235/00; C07D235/02; C07D235/04; C07D235/06; C07D235/16; C07D279/00; C07D279/10; C07D279/14; C07D279/18; C07D279/22; C07D317/00; C07D317/08; C07D317/44; C07D317/46; C07D317/48; C07D317/50; C07D317/56

Claims Analysis

Total Claims: 25
Claim 1
Independent Claim 66 words
A chemical compound selected from the group consisting of: I. The following acetamido oximes and the non-toxic acid addition salts thereof: 2-(4-fluoro-anilino)-acetamidoxime, 2-(2-bromo-anilino)-acetamidoxime, 2-(3,4-dichloro-anilino-acetamidoxime, 2-(4-chlorobenzylmercapto)-acetamidoxime, 2-(3-chloro-anilino)-acetamidoxime, 2-(4-methyl-anilino)-acetamidoxime, 2-(3-methyl-anilino)-acetamidoxime, 2-(2-fluoro-anilino)-acetamidoxime, 2-(4-methoxy-anilino)-acetamidoxime, 2-(2-methoxy-anilino)-acetamidoxime, 2-(2-chloro-anilino)-acetamidoxime; and II. The following hydroxamic acids and the non-toxic metallic salts thereof: 2-(4-chlorobenzylmercapto)-acetohydroxamic acid, 2-(3,4-dichlorobenzylmercapto)-acetohydroxamic acid, 2-(4-chlorobenzylmercapto)-propionohydroxamic acid, d-naphthylmethylenemercapto-acetohydroxamic acid, 2-(4-fluorobenzylmercapto)-acetohydroxamic acid, 2-(4-methoxybenzylmercapto)-acetohydroxamic acid, 2-(2,4-dichlorobenzylmercapto)-acetohydroxamic acid, 2-(2,6-dichlorobenzylmercapto)-acetohydroxamic acid, 2-(4-nitrobenzylmercapto)-acetohydroxamic acid, 2-(3,4-methylenedioxybenzylmercapto)-acetohydroxamic acid, 2(3,4-dimethoxybenzylmercapto)-acetohydroxamic acid.
Claim 2
Dependent Claim 66 words
A chemical compound selected from the group consisting of: I. The following acetamido oximes and the non-toxic acid addition salts thereof: 2-(4-fluoro-anilino)-acetamidoxime, 2-(2-bromo-anilino)-acetamidoxime, 2-(3,4-dichloro-anilino-acetamidoxime, 2-(4-chlorobenzylmercapto)-acetamidoxime, 2-(3-chloro-anilino)-acetamidoxime, 2-(4-methyl-anilino)-acetamidoxime, 2-(3-methyl-anilino)-acetamidoxime, 2-(2-fluoro-anilino)-acetamidoxime, 2-(4-methoxy-anilino)-acetamidoxime, 2-(2-methoxy-anilino)-acetamidoxime, 2-(2-chloro-anilino)-acetamidoxime; and II. The following hydroxamic acids and the non-toxic metallic salts thereof: 2-(4-chlorobenzylmercapto)-acetohydroxamic acid, 2-(3,4-dichlorobenzylmercapto)-acetohydroxamic acid, 2-(4-chlorobenzylmercapto)-propionohydroxamic acid, d-naphthylmethylenemercapto-acetohydroxamic acid, 2-(4-fluorobenzylmercapto)-acetohydroxamic acid, 2-(4-methoxybenzylmercapto)-acetohydroxamic acid, 2-(2,4-dichlorobenzylmercapto)-acetohydroxamic acid, 2-(2,6-dichlorobenzylmercapto)-acetohydroxamic acid, 2-(4-nitrobenzylmercapto)-acetohydroxamic acid, 2-(3,4-methylenedioxybenzylmercapto)-acetohydroxamic acid, 2(3,4-dimethoxybenzylmercapto)-acetohydroxamic acid.
Claim 3
Dependent Claim 9 words
A compound according to claim 1, namely 2-(4-fluoro-anilino)-acetamidoxime hydrochloride.
Claim 4
Dependent Claim 9 words
A compound according to claim 1, namely 2-(2-bromo-anilino)-acetamidoxime hydrochloride.
Claim 5
Dependent Claim 9 words
A compound according to claim 1, namely 2-(3,4-dichloro-anilido)-acetamidoxime hydrochloride.
Claim 6
Dependent Claim 8 words
A compound according to claim 1, namely 2-(4-chlorobenzylmercapto)-acetamidoxime.
Claim 7
Dependent Claim 9 words
A compound according to claim 1, namely 2-(4-chlorobenzylmercapto)-acetohydroxamic acid.
Claim 8
Dependent Claim 9 words
A compound according to claim 1, namely 2-(3,4-dichlorobenzylmercapto)-acetonhydroxamic acid.
Claim 9
Dependent Claim 10 words
A compound according to claim 1, namely 2-(4-chlorobenzylmercapto) propionohydroxamic acid.
Claim 10
Dependent Claim 9 words
A compound according to claim 1, namely d-naphthylmethylenemercapto-acetohydroxamic acid.
Claim 11
Dependent Claim 9 words
A compound according to claim 1, namely 2-(4-fluorobenzylmercapto)-acetohydroxamic acid.
Claim 12
Dependent Claim 9 words
A compound according to claim 1, namely 2-(4methoxybenzylmercapto)-acetohydroxamic acid.
Claim 13
Dependent Claim 9 words
A compound according to claim 1, namely 2-(2,4-dichlorobenzylmercapto)-acetohydroxamic acid.
Claim 14
Dependent Claim 9 words
A compound according to claim 1, namely 2-(2,6-dichlorobenzylmercapto)-acetohydroxamic acid.
Claim 15
Dependent Claim 9 words
A compound according to claim 1, namely 2-(4-nitrobenzylmercapto)-acetohydroxamic acid.
Claim 16
Dependent Claim 10 words
A compound according to claim 1, namely 2-(3,4-methylenedioxybenzyl mercapto)-acetohydroxamic acid.
Claim 17
Dependent Claim 9 words
A compound according to claim 1, namely 2-(3,4-dimethoxybenzylmercapto)-acetohydroxamic acid.
Claim 18
Dependent Claim 9 words
A compound according to claim 1, namely 2-(3-chloro-anilino)-acetamidoxime hydrochloride.
Claim 19
Dependent Claim 9 words
A compound according to claim 1, namely 2-(4-methyl-anilino)-acetamidoxime dihydrochloride.
Claim 20
Dependent Claim 9 words
A compound according to claim 1, namely 2-(3-methyl-anilino)-acetamidoxime dihydrochloride.
Claim 21
Dependent Claim 9 words
A compound according to claim 1, namely 2-(2-fluoro-anilino)-acetamidoxime hydrochloride.
Claim 22
Dependent Claim 9 words
A compound according to claim 1, namely 2-(4-methoxy-anilino)-acetamidoxime dihydrochloride.
Claim 23
Dependent Claim 9 words
A compound according to claim 1, namely 2-(2-methoxy-anilino)-acetamidoxime dihydrochloride.
Claim 24
Dependent Claim 9 words
A compound according to claim 1, namely 2-(2-chloro-anilino)-acetamidoxime hydrochloride.
Claim 25
Dependent Claim 47 words
A therapeutic composition comprising a physiologically acceptable excipient and a pharmaceutically effective amount of a compound selected from the group consisting of the compounds set forth in claim 1 and the non-toxic acid addition and metallic salts thereof, said composition being useful for sedative and anxiolytic purposes.

References Cited (Backward Citations)

US3394181A Cited
US3847986A Cited
US4013776A Cited
US4146647A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-04-19 1985-10-19 1986-04-20 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-04-19 1989-10-19 1990-04-20 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-04-19 1993-10-19 1994-04-20 $7700.00 Window Closed / Lapsed

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