AU547392B2 - Derivatives of 4-amino butyric acid and their use as sedatives - Google Patents

Derivatives of 4-amino butyric acid and their use as sedatives

Info

Publication number
AU547392B2
AU547392B2 AU74259/81A AU7425981A AU547392B2 AU 547392 B2 AU547392 B2 AU 547392B2 AU 74259/81 A AU74259/81 A AU 74259/81A AU 7425981 A AU7425981 A AU 7425981A AU 547392 B2 AU547392 B2 AU 547392B2
Authority
AU
Australia
Prior art keywords
group
alkyl group
carbon atoms
integer
linear
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
AU74259/81A
Other versions
AU7425981A (en
Inventor
Jean-Pierre Chambon
Jean-Charles Molimard
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sanofi SA
Original Assignee
Sanofi SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Sanofi SA filed Critical Sanofi SA
Publication of AU7425981A publication Critical patent/AU7425981A/en
Application granted granted Critical
Publication of AU547392B2 publication Critical patent/AU547392B2/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
    • C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
    • C07D295/182—Radicals derived from carboxylic acids
    • C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D211/70—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms

Abstract

1. Claims for the Contracting States : BE, CH, DE, FR, GB, IT, LI, LU, NL, SE Amides of 4-aminobutyric acid corresponding to general formula : see diagramm : EP0046707,P19,F3 in which : R designates a linear or branched alkyl group having from 1 to 7 carbon atoms or a cycloalkyl group ; m represents an integer of from 0 to 3 ; n represents an integer of from 0 to 2, on condition that m + n is equal to or greater than 1 ; X represents hydrogen, a lower alkyl group (1 to 4 carbons), a phenylalkyl group in which the phenyl group is possibility substituted, R1 and R2 considered separately designate hydrogen, a linear or branched alkyl group having from 1 to 18 carbon atoms, an aralkyl group, a cycloalkyl group or a possibly substituted phenyl group, or R1 and R2 considered together with the nitrogen atom to which they are attached represent a heterocycle with 5 or 6 groupings possibly comprising a second heteroatom such as pyrrolidine, morpholine, piperazine or pyridine and its partially or totally hydrogenated derivatives. 1. Claims for the Contracting State : AT Process for preparing amides of 4-aminobutyric acid corresponding to general formula (I) : see diagramm : EP0046707,P20,F3 in which : R designates a linear or branched alkyl group having from 1 to 7 carbon atoms or a cycloalkyl group ; m represents an integer of from 0 to 3 ; n represents an integer from 0 to 2, condition that m + n is equal to or greater than 1 ; X represents hydrogen, a lower alkyl group (1 to 4 carbons), a phenylalkyl group in which the phenyl group is possibly substituted, R1 and R2 considered separately designate hydrogen, a linear or branched alkyl group having from 1 to 18 carbon atoms, an aralkyl group, a cycloalkyl group or a possibly substituted phenyl group, or R1 and R2 considered together with the nitrogen atom to which they are attached represent a theterocycle with 5 or 6 groupings possibly comprising a second heteroatom such as pyrrolidine, morpholine, piperazine or pyridine and its partially or totally hydrogenated derivatives, characterized in that the starting product is constituted by an aminoacid of formula : see diagramm : EP0046707,P20,F4 in which m, n and X are such as defined above and R' is a hydrogen atom or a lower alkyl group (1 to 4 carbon atoms), said product is reacted on an acid chloride of formula R-COCI so as to convert the amine of the starting product into an amide radical and the product obtained is subjected to an amidification with a product of formula see diagramm : EP0046707,P21,F1
AU74259/81A 1980-08-27 1981-08-18 Derivatives of 4-amino butyric acid and their use as sedatives Ceased AU547392B2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR8018609 1980-08-27
FR8018609A FR2489319A1 (en) 1980-08-27 1980-08-27 DERIVATIVES OF AMINO-4 BUTYRIC ACID AND MEDICAMENTS, PARTICULARLY ACTIVE ON THE CENTRAL NERVOUS SYSTEM, CONTAINING

Publications (2)

Publication Number Publication Date
AU7425981A AU7425981A (en) 1982-03-04
AU547392B2 true AU547392B2 (en) 1985-10-17

Family

ID=9245433

Family Applications (1)

Application Number Title Priority Date Filing Date
AU74259/81A Ceased AU547392B2 (en) 1980-08-27 1981-08-18 Derivatives of 4-amino butyric acid and their use as sedatives

Country Status (15)

Country Link
EP (1) EP0046707B1 (en)
JP (1) JPS5772949A (en)
AT (1) ATE21099T1 (en)
AU (1) AU547392B2 (en)
CA (1) CA1208230A (en)
DE (1) DE3175030D1 (en)
DK (1) DK378781A (en)
ES (1) ES505004A0 (en)
FR (1) FR2489319A1 (en)
GR (1) GR75299B (en)
IE (1) IE52415B1 (en)
NO (1) NO156608C (en)
NZ (1) NZ198110A (en)
PT (1) PT73558B (en)
ZA (1) ZA815662B (en)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5654301A (en) * 1985-02-15 1997-08-05 Research Corporation Technologies, Inc. Amino acid derivative anticonvulsant
CA1340902C (en) * 1985-02-15 2000-02-22 Harold L. Kohn Amino acid derivative anticonvulsant
US5378729A (en) * 1985-02-15 1995-01-03 Research Corporation Technologies, Inc. Amino acid derivative anticonvulsant
CA1320734C (en) * 1986-02-04 1993-07-27 Suntory Limited Pyrrolidineamide derivative of acylamino acid and pharmaceutical composition containing the same
US5198458A (en) * 1986-02-04 1993-03-30 Suntory Limited Pyrrolidineamide derivatives of acylamino acid and pharmaceutical composition containing the same
NZ222045A (en) * 1986-08-21 1989-10-27 Res Corp Technologies Inc From diamides up to tetrapeptides for use as anticanvulsants
US4992472A (en) * 1987-06-16 1991-02-12 The United States Of America As Represented By The Department Of Health And Human Services Chemical differentiating agents
US5770625A (en) * 1988-02-08 1998-06-23 The Trustees Of Columbia University In The City Of New York Butyryl-tyrosinyl spermine, analogs thereof and methods of preparing and using same
DE3915756A1 (en) * 1989-05-13 1990-11-29 Bayer Ag CYCLOPROPANOYLAMINOSAEUREAMID DERIVATIVES
DE3915755A1 (en) * 1989-05-13 1990-11-29 Bayer Ag FUNGICIDAL AGENTS AND SUBSTITUTED AMINO ACID DERIVATIVES AND THE PRODUCTION THEREOF
JPH03506045A (en) * 1989-05-19 1991-12-26 リサーチ・コーポレイション・テクノロジーズ・インコーポレイテッド Amino acid derivative anticonvulsant
DE4102042A1 (en) * 1991-01-24 1992-07-30 Bayer Ag SUBSTITUTED AMINO ACID DERIVATIVES THEIR PRODUCTION AND USE AS FUNGICIDES
US5585358A (en) * 1993-07-06 1996-12-17 Yissum Research Development Corporation Of The Hebrew University Of Jerusalem Derivatives of valproic acid amides and 2-valproenoic acid amides, method of making and use thereof as anticonvulsant agents
US6037472A (en) 1993-11-04 2000-03-14 Syntex (U.S.A.) Inc. Matrix metalloprotease inhibitors
IL114483A0 (en) * 1994-07-12 1995-11-27 Yissum Res Dev Co Glycinamide derivatives pharmaceutical compositions containing the same and methods utilizing the same
EP1202720A4 (en) * 1999-08-10 2004-02-25 Uab Research Foundation Use of gaba agonists for treatment of spastic disorders, convulsions, and epilepsy
AU2001280699A1 (en) * 2000-07-21 2002-02-05 Yissum Research Development Company Of The Hebrew University Of Jerusalem Use of derivatives of valproic acid and 2-valproenic acid amides for the treatment of mania in bipolar disorder
EP1604656A1 (en) 2004-06-09 2005-12-14 Schwarz Pharma Ag Novel use of peptide compounds for treating amyotrophic lateral sclerosis (ALS)
TW200829238A (en) * 2006-11-30 2008-07-16 Cenerx Biopharma Inc Dialkylamino alkyl esters of pivagabine as medicaments for the treatment of central nervous system disorders

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB732415A (en) * 1952-07-12 1955-06-22 Ruhrchemie Ag Process for the production of aroylated aminocarboxylic acids
US3022314A (en) * 1955-06-20 1962-02-20 Upjohn Co Alpha-phenyl-omega-amino-alkanamides
IE33790B1 (en) * 1968-06-04 1974-10-30 Beecham Group Ltd Derivatives of n-acylaminoacid amides

Also Published As

Publication number Publication date
NZ198110A (en) 1984-12-14
PT73558A (en) 1981-09-01
PT73558B (en) 1982-11-03
ES8206445A1 (en) 1982-08-16
NO812890L (en) 1982-03-01
IE811835L (en) 1982-02-27
JPS5772949A (en) 1982-05-07
EP0046707B1 (en) 1986-07-30
IE52415B1 (en) 1987-10-28
GR75299B (en) 1984-07-13
NO156608B (en) 1987-07-13
DK378781A (en) 1982-02-28
ES505004A0 (en) 1982-08-16
FR2489319A1 (en) 1982-03-05
DE3175030D1 (en) 1986-09-04
AU7425981A (en) 1982-03-04
ZA815662B (en) 1982-08-25
CA1208230A (en) 1986-07-22
NO156608C (en) 1987-10-21
ATE21099T1 (en) 1986-08-15
FR2489319B1 (en) 1984-04-06
EP0046707A1 (en) 1982-03-03

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