Pyrrolidine-3-carboxylic acids as endothelin antagonists. 2. Sulfonamide-based ETA/ETB mixed antagonists

…, M Winn, DB Dixon, KC Marsh, B Nguyen…

Index: Jae, Hwan-Soo; Winn, Martin; Dixon, Douglas B.; Marsh, Kennan C.; Nguyen, Bach; Opgenorth, Terry J.; Von Geldern, Thomas W. Journal of Medicinal Chemistry, 1997 , vol. 40, # 20 p. 3217 - 3227

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Citation Number: 37

Abstract

When the N, N-dialkylacetamide side chain of the highly ETA-selective endothelin antagonist ABT-627 (1;[2 R, 3 R, 4 S]-2-(4-methoxyphenyl)-4-(1, 3-benzodioxol-5-yl)-1-[[(N, N-dibutylamino) carbonyl] methyl] pyrrolidine-3-carboxylic acid; A-147627) is replaced by N, S-dialkylsulfonamidoethyl, the resultant analogs retain ETA affinity, but exhibit substantial ETB affinity as well. Structure-activity studies reveal that modifications in the length of the ...