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Volumn 7, Issue 12, 1997, Pages 1583-1588

Carboxyl-promoted enhancement of selectivity for the β3 adrenergic receptor. Negative charge of the sulfonic acid BMS-187413 introduces β3 binding selectivity

Author keywords

[No Author keywords available]

Indexed keywords

4 [2 [[2 (3 CHLOROPHENYL) 2 HYDROXYETHYL]AMINO]PROPYL]PHENOXYACETIC ACID; ADRENERGIC RECEPTOR; BETA 3 ADRENERGIC RECEPTOR; BMS 187431; PHENETHYLAMINE DERIVATIVE; RECEPTOR SUBTYPE; UNCLASSIFIED DRUG;

EID: 0030950052     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)00266-7     Document Type: Article
Times cited : (28)

References (40)
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    • note
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    • We note that some of the compounds tested herein were single R,R isomers and others were 1:1 mixtures of R,R isomers with either S,R or S,S isomers. We believe that our analyses in which mixtures and single isomers are considered together are, nevertheless, valid for the following reasons. Based on general SAR of β AR ligands and the specific SAR of Beecham's compounds, we believe that only the R,R isomers of the compounds described in this paper are pharmacologically relevant. See, respectively (a) Ruffolo, R. R., Jr. Drug Design and Discovery 1993, 9, 351.
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    • Oriowo, M. A.; Chapman, H.; Kirkham, D. M.; Sennitt, M. V.; Ruffolo, R. R., Jr.; Cawthorne, M. A. J. Pharm. Exp. Ther. 1996, 277, 22. S,S and S,R isomers in mixtures with R,R isomers can be considered inert. Compounds described herein which are 1:1 mixtures ought to have exhibited binding constants twofold higher than those that would have been measured had the pure R,R isomers been tested. (Reference 24c clearly shows in several assays that BRL 37344 (1), a R,R./S,S racemate, is half as active as its R,R component isomer, and that the R,S isomer, the S,R isomer, and the S,S isomer are all essentially inert.) Since this argument applies to binding to all β ARs, binding selectivities observed for the mixtures are the same as those that would have been measured with pure R,R isomers. Correction for the distortion of binding constants, by adjusting the binding constants of some compounds by a factor of 2, does not alter our overall interpretation of the data.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.