Synthesis of chiral and achiral pyranenamine derivatives. Potent agents with topical ocular antiallergic activity

C Gluchowski, TE Bischoff, ME Garst…

Index: Gluchowski; Bischoff; Garst; Kaplan; Dietrich; Aswad; Gaffney; Aoki; Garcia; Wheeler Journal of Medicinal Chemistry, 1991 , vol. 34, # 1 p. 392 - 397

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Citation Number: 5

Abstract

The SS, RR and meso stereoisomers of pyranenamine SK&F 84210 (2) were synthesized stereospecifically starting from commercially available (R)-(-)-or (S)-(+)-2, 2-dimethyl-l, 3- dioxolane-4-methanol (3). In addition, two achiral pyranenamines 19 and 26 were also synthesized. When evaluated by intravenous and topical routes in the rat passive ocular anaDhvlaxis (POA) assav. ISSb and meso-2 as well as achiral compounds 19 and 26 ...