3-Benzo[b]furyl- and 3-benzo[b]thienylaminobutyric acids as GABA(B) ligands. Synthesis and structure-activity relationship studies

Baclofen (beta-p-chlorophenyl GABA) is one of the selective agonists for the bicuculline-insensitive GABA(B) receptors. In the search for new compounds that bind to GABA(B) receptors it is very important to clarify the structural requirements. We report the syntheses of and binding studies on variou...

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Published inEuropean journal of medicinal chemistry Vol. 31; no. 6; pp. 449 - 460
Main Authors Ansar, M, Ebrik, SAA, Mouhoub, R, Berthelot, P, Vaccher, C, Vaccher, MP, Flouquet, N, Caignard, DH, Renard, P, Pirard, B, Rettori, MC, Evrard, G, Durant, F, Debaert, M
Format Journal Article
LanguageEnglish
Published PARIS CEDEX 15 Elsevier 01.01.1996
Subjects
Chemistry, Medicinal
Life Sciences & Biomedicine
Pharmacology & Pharmacy
Science & Technology
ANTAGONIST
ANALOGS
PHARMACOLOGY
B RECEPTOR
GABA(B) ligand
3-heteroaromatic baclofen analogue
structure-activity relationship
BINDING
benzo[b]furan
benzo[b]thiophen
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Abstract Baclofen (beta-p-chlorophenyl GABA) is one of the selective agonists for the bicuculline-insensitive GABA(B) receptors. In the search for new compounds that bind to GABA(B) receptors it is very important to clarify the structural requirements. We report the syntheses of and binding studies on various S-heteroaromatic (benzo[b]furan and benzo[b]thiophen)aminobutyric acids. The 4-amino-3-(7-methyl-benzo[b]furan-2-yl)butanoic acid 8g is a potent and specific ligand for GABA(B) receptors, with an IC50 value of 5.4 mu M in the displacement of [H-3]GABA.
AbstractList Baclofen (beta-p-chlorophenyl GABA) is one of the selective agonists for the bicuculline-insensitive GABA(B) receptors. In the search for new compounds that bind to GABA(B) receptors it is very important to clarify the structural requirements. We report the syntheses of and binding studies on various S-heteroaromatic (benzo[b]furan and benzo[b]thiophen)aminobutyric acids. The 4-amino-3-(7-methyl-benzo[b]furan-2-yl)butanoic acid 8g is a potent and specific ligand for GABA(B) receptors, with an IC50 value of 5.4 mu M in the displacement of [H-3]GABA.
Author Ansar, M
Rettori, MC
Berthelot, P
Durant, F
Mouhoub, R
Pirard, B
Ebrik, SAA
Vaccher, MP
Renard, P
Caignard, DH
Debaert, M
Vaccher, C
Evrard, G
Flouquet, N
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Keywords ANTAGONIST
ANALOGS
PHARMACOLOGY
B RECEPTOR
GABA(B) ligand
3-heteroaromatic baclofen analogue
structure-activity relationship
BINDING
benzo[b]furan
benzo[b]thiophen
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PublicationTitle European journal of medicinal chemistry
PublicationTitleAbbrev EUR J MED CHEM
PublicationYear 1996
Publisher Elsevier
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References FROESTL, W (WOS:A1995RQ57600015) 1995; 38
MULLERURI, C (WOS:A1986AXC4400020) 1986; 29
MAILLARD, J (WOS:A1983RG88600010) 1983; 18
BERTHELOT, P (WOS:A1991FW01000005) 1991; 26
FROESTL W (WOS:A1996UR56700003.14) 1995; 38
Duff, JC (WOS:000188154800031) 1941
MOHLER, H (WOS:A1992HL46600008) 1992; 42-1
BOWERY, NG (WOS:A1980JA27900058) 1980; 283
HIROTA, T (WOS:A1986F587500022) 1986; 23
DREW, CA (WOS:A1992HE27500040) 1992; 58
PIRARD, B (WOS:A1993MX19000004) 1993; 102
BOWERY NG (WOS:A1996UR56700003.5) 1983
BERTHELOT, P (WOS:A1991GB15800033) 1991; 34
KROGSGAARDLARSE.P (WOS:A1996UR56700003.21) 1979
FROESTL W (WOS:A1996UR56700003.15) 1993
KERR, DIB (WOS:A1987G499900016) 1987; 405
KERR, DIB (WOS:A1988Q168100017) 1988; 92
THOER, A (WOS:A1988Q614000023) 1988; 18
JOHNSTON GAR (WOS:A1996UR56700003.17) 1986
KROGSGAARDLARSEN, P (WOS:A1981MS23600001) 1981; 24
ENNA, SJ (WOS:A1975AX28500006) 1975; 100
KERR, DIB (WOS:A1995RU38700002) 1995; 67
FLYNN, DL (WOS:A1983QY50500028) 1983; 48
BOWERY, NG (WOS:A1993KX52600006) 1993; 33
ENNA SJ (WOS:A1996UR56700003.10) 1983
FICKINSON RP (WOS:A1996UR56700003.11) 1973; 8
PIRARD B (WOS:A1996UR56700003.28) 1994
MORATALLA, R (WOS:A1991GC14400012) 1991; 16
BERTHELOT, P (WOS:A1987G584000031) 1987; 30
RENZ J (WOS:A1996UR56700003.29) 1947
References_xml – volume: 48
  start-page: 2424
  year: 1983
  ident: WOS:A1983QY50500028
  article-title: A MILD 2-STEP METHOD FOR THE HYDROLYSIS METHANOLYSIS OF SECONDARY AMIDES AND LACTAMS
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  contributor:
    fullname: FLYNN, DL
– start-page: 57
  year: 1986
  ident: WOS:A1996UR56700003.17
  publication-title: BENZODIAZEPINE GABA
  contributor:
    fullname: JOHNSTON GAR
– volume: 283
  start-page: 92
  year: 1980
  ident: WOS:A1980JA27900058
  article-title: (-) BACLOFEN DECREASES NEUROTRANSMITTER RELEASE IN THE MAMMALIAN CNS BY AN ACTION AT A NOVEL GABA RECEPTOR
  publication-title: NATURE
  contributor:
    fullname: BOWERY, NG
– volume: 24
  start-page: 1377
  year: 1981
  ident: WOS:A1981MS23600001
  article-title: GAMMA-AMINOBUTYRIC ACID AGONISTS, ANTAGONISTS, AND UPTAKE INHIBITORS - DESIGN AND THERAPEUTIC ASPECTS
  publication-title: JOURNAL OF MEDICINAL CHEMISTRY
  contributor:
    fullname: KROGSGAARDLARSEN, P
– volume: 16
  start-page: 309
  year: 1991
  ident: WOS:A1991GC14400012
  article-title: CHRONIC LESION OF CORTICOSTRIATAL FIBERS REDUCES GABA-B BUT NOT GABA-A BINDING IN RAT CAUDATE PUTAMEN - AN AUTORADIOGRAPHIC STUDY
  publication-title: NEUROCHEMICAL RESEARCH
  contributor:
    fullname: MORATALLA, R
– start-page: 547
  year: 1941
  ident: WOS:000188154800031
  article-title: A new general method for the preparation of o-hydroxy-aldehydes from phenos and hexamethylenetetramine
  publication-title: JOURNAL OF THE CHEMICAL SOCIETY
  contributor:
    fullname: Duff, JC
– volume: 67
  start-page: 187
  year: 1995
  ident: WOS:A1995RU38700002
  article-title: GABA(B) RECEPTORS
  publication-title: PHARMACOLOGY & THERAPEUTICS
  contributor:
    fullname: KERR, DIB
– volume: 100
  start-page: 81
  year: 1975
  ident: WOS:A1975AX28500006
  article-title: PROPERTIES OF GAMMA-AMINOBUTYRIC ACID (GABA) RECEPTOR-BINDING IN RAT-BRAIN SYNAPTIC MEMBRANE-FRACTIONS
  publication-title: BRAIN RESEARCH
  contributor:
    fullname: ENNA, SJ
– volume: 30
  start-page: 743
  year: 1987
  ident: WOS:A1987G584000031
  article-title: SYNTHESIS AND PHARMACOLOGICAL EVALUATION OF GAMMA-AMINOBUTYRIC-ACID ANALOGS - NEW LIGAND FOR GABA-B SITES
  publication-title: JOURNAL OF MEDICINAL CHEMISTRY
  contributor:
    fullname: BERTHELOT, P
– volume: 405
  start-page: 150
  year: 1987
  ident: WOS:A1987G499900016
  article-title: PHACLOFEN - A PERIPHERAL AND CENTRAL BACLOFEN ANTAGONIST
  publication-title: BRAIN RESEARCH
  contributor:
    fullname: KERR, DIB
– start-page: 259
  year: 1993
  ident: WOS:A1996UR56700003.15
  publication-title: PERSPECTIVES MED CHE
  contributor:
    fullname: FROESTL W
– volume: 34
  start-page: 2557
  year: 1991
  ident: WOS:A1991GB15800033
  article-title: 3-THIENYLAMINOBUTYRIC AND 3-FURYLAMINOBUTYRIC ACIDS - SYNTHESIS AND BINDING GABA-B RECEPTOR STUDIES
  publication-title: JOURNAL OF MEDICINAL CHEMISTRY
  contributor:
    fullname: BERTHELOT, P
– year: 1994
  ident: WOS:A1996UR56700003.28
  publication-title: THESIS FACULTES U NO
  contributor:
    fullname: PIRARD B
– start-page: 177
  year: 1983
  ident: WOS:A1996UR56700003.5
  publication-title: GABA RECEPTORS
  contributor:
    fullname: BOWERY NG
– year: 1979
  ident: WOS:A1996UR56700003.21
  publication-title: GABA NEUROTRANSMITTE
  contributor:
    fullname: KROGSGAARDLARSE.P
– volume: 102
  start-page: 639
  year: 1993
  ident: WOS:A1993MX19000004
  article-title: CRYSTAL-STRUCTURE OF 4-AMINO-3-(2-BENZOTHIOPHEN) BUTYRIC-ACID, A BACLOFEN ANALOG
  publication-title: BULLETIN DES SOCIETES CHIMIQUES BELGES
  contributor:
    fullname: PIRARD, B
– volume: 18
  start-page: 353
  year: 1983
  ident: WOS:A1983RG88600010
  article-title: SYNTHESIS OF 2-AMINO-4-(2-BENZOFURYL) DELTA-1 PYRROLINES AND STUDY OF THEIR ANTI-DYSRHYTHMIC PROPERTIES
  publication-title: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
  contributor:
    fullname: MAILLARD, J
– start-page: 124
  year: 1947
  ident: WOS:A1996UR56700003.29
  publication-title: HELV CHIM ACTA
  contributor:
    fullname: RENZ J
– year: 1983
  ident: WOS:A1996UR56700003.10
  publication-title: GABA RECEPTORS
  contributor:
    fullname: ENNA SJ
– volume: 29
  start-page: 125
  year: 1986
  ident: WOS:A1986AXC4400020
  article-title: SYNTHESIS OF ALKYL-SUBSTITUTED ARECOLINE DERIVATIVES AS GAMMA-AMINOBUTYRIC-ACID UPTAKE INHIBITORS
  publication-title: JOURNAL OF MEDICINAL CHEMISTRY
  contributor:
    fullname: MULLERURI, C
– volume: 58
  start-page: 1087
  year: 1992
  ident: WOS:A1992HE27500040
  article-title: BICUCULLINE-INSENSITIVE AND BACLOFEN-INSENSITIVE GAMMA-AMINOBUTYRIC-ACID BINDING TO RAT CEREBELLAR MEMBRANES
  publication-title: JOURNAL OF NEUROCHEMISTRY
  contributor:
    fullname: DREW, CA
– volume: 23
  start-page: 1715
  year: 1986
  ident: WOS:A1986F587500022
  article-title: A NOVEL SYNTHESIS OF BENZOFURAN AND RELATED-COMPOUNDS .3. THE VILSMEIER REACTION OF PHENOXYACETALDEHYDE DIETHYL ACETALS
  publication-title: JOURNAL OF HETEROCYCLIC CHEMISTRY
  contributor:
    fullname: HIROTA, T
– volume: 38
  start-page: 3312
  year: 1995
  ident: WOS:A1996UR56700003.14
  publication-title: J MED CHEM
  contributor:
    fullname: FROESTL W
– volume: 26
  start-page: 395
  year: 1991
  ident: WOS:A1991FW01000005
  article-title: SYNTHESIS, PHARMACOLOGY AND X-RAY STUDIES OF BACLOFEN ANALOGS
  publication-title: EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
  contributor:
    fullname: BERTHELOT, P
– volume: 33
  start-page: 109
  year: 1993
  ident: WOS:A1993KX52600006
  article-title: GABA-B RECEPTOR PHARMACOLOGY
  publication-title: ANNUAL REVIEW OF PHARMACOLOGY AND TOXICOLOGY
  contributor:
    fullname: BOWERY, NG
– volume: 42-1
  start-page: 211
  year: 1992
  ident: WOS:A1992HL46600008
  article-title: GABAERGIC SYNAPTIC TRANSMISSION - REGULATION BY DRUGS
  publication-title: ARZNEIMITTELFORSCHUNG-DRUG RESEARCH
  contributor:
    fullname: MOHLER, H
– volume: 8
  start-page: 233
  year: 1973
  ident: WOS:A1996UR56700003.11
  publication-title: INT J SULFUR CHEM
  contributor:
    fullname: FICKINSON RP
– volume: 18
  start-page: 2095
  year: 1988
  ident: WOS:A1988Q614000023
  article-title: THE REIMER-TIEMANN REACTION IN SLIGHTLY HYDRATED SOLID-LIQUID MEDIUM - A NEW METHOD FOR THE SYNTHESIS OF FORMYL AND DIFORMYL PHENOLS
  publication-title: SYNTHETIC COMMUNICATIONS
  contributor:
    fullname: THOER, A
– volume: 92
  start-page: 92
  year: 1988
  ident: WOS:A1988Q168100017
  article-title: 2-HYDROXY-SACLOFEN - AN IMPROVED ANTAGONIST AT CENTRAL AND PERIPHERAL GABAB RECEPTORS
  publication-title: NEUROSCIENCE LETTERS
  contributor:
    fullname: KERR, DIB
– volume: 38
  start-page: 3297
  year: 1995
  ident: WOS:A1995RQ57600015
  article-title: PHOSPHINIC ACID ANALOGS OF GABA .1. NEW POTENT AND SELECTIVE GABA(B) AGONISTS
  publication-title: JOURNAL OF MEDICINAL CHEMISTRY
  contributor:
    fullname: FROESTL, W
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Snippet Baclofen (beta-p-chlorophenyl GABA) is one of the selective agonists for the bicuculline-insensitive GABA(B) receptors. In the search for new compounds that...
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Life Sciences & Biomedicine
Pharmacology & Pharmacy
Science & Technology
Title 3-Benzo[b]furyl- and 3-benzo[b]thienylaminobutyric acids as GABA(B) ligands. Synthesis and structure-activity relationship studies
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