Potential GABAB receptor antagonists. IX* The synthesis of 3-amino-3-(4-chlorophenyl)propanoic acid, 2-amino-2-(4-chlorophenyl)ethylphosphonic acid and 2-amino-2-(4-chlorophenyl)ethanesulfonic acid

Giovanni Abbenante; Robert Hughes; Rolf H Prager

doi:10.1071/C96216

Potential GABA_B receptor antagonists. IX* The synthesis of 3-amino-3-(4-chlorophenyl)propanoic acid, 2-amino-2-(4-chlorophenyl)ethylphosphonic acid and 2-amino-2-(4-chlorophenyl)ethanesulfonic acid

Giovanni Abbenante, Robert Hughes, Rolf H Prager

Research output: Contribution to journal › Article › peer-review

15 Citations (Scopus)

Abstract

This paper describes the synthesis of 3-amino-3-(4-chlorophenyl)propanoic acid and the corresponding phosphonic and sulfonic acids, lower homologues of baclofen, phaclofen and saclofen respectively. The chlorinated acids were all weak specific antagonists of GABA at the GABA_B receptor, with the sulfonic acid (pA₂ 4·0) being stronger than the phosphonic acid (pA₂ 3·8) and carboxylic acid (pA₂ 3·5).

Original language	English
Pages (from-to)	523-527
Number of pages	5
Journal	Australian Journal of Chemistry
Volume	50
Issue number	6
DOIs	https://doi.org/10.1071/C96216
Publication status	Published - 1997

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title = "Potential GABAB receptor antagonists. IX* The synthesis of 3-amino-3-(4-chlorophenyl)propanoic acid, 2-amino-2-(4-chlorophenyl)ethylphosphonic acid and 2-amino-2-(4-chlorophenyl)ethanesulfonic acid",

abstract = "This paper describes the synthesis of 3-amino-3-(4-chlorophenyl)propanoic acid and the corresponding phosphonic and sulfonic acids, lower homologues of baclofen, phaclofen and saclofen respectively. The chlorinated acids were all weak specific antagonists of GABA at the GABAB receptor, with the sulfonic acid (pA2 4·0) being stronger than the phosphonic acid (pA2 3·8) and carboxylic acid (pA2 3·5).",

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Potential GABA_B receptor antagonists. IX* The synthesis of 3-amino-3-(4-chlorophenyl)propanoic acid, 2-amino-2-(4-chlorophenyl)ethylphosphonic acid and 2-amino-2-(4-chlorophenyl)ethanesulfonic acid. / Abbenante, Giovanni; Hughes, Robert; Prager, Rolf H.
In: Australian Journal of Chemistry, Vol. 50, No. 6, 1997, p. 523-527.

Research output: Contribution to journal › Article › peer-review

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AB - This paper describes the synthesis of 3-amino-3-(4-chlorophenyl)propanoic acid and the corresponding phosphonic and sulfonic acids, lower homologues of baclofen, phaclofen and saclofen respectively. The chlorinated acids were all weak specific antagonists of GABA at the GABAB receptor, with the sulfonic acid (pA2 4·0) being stronger than the phosphonic acid (pA2 3·8) and carboxylic acid (pA2 3·5).

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Potential GABA_B receptor antagonists. IX* The synthesis of 3-amino-3-(4-chlorophenyl)propanoic acid, 2-amino-2-(4-chlorophenyl)ethylphosphonic acid and 2-amino-2-(4-chlorophenyl)ethanesulfonic acid

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