Title Synthesis of syn and anti isomers of 6-[[(hydroxyimino)phenyl]methyl]-1-[(1-methylethyl)sulfonyl]-1H-benzimidazol-2-am ine. Inhibitors of rhinovirus multiplication.
Author Wikel, J H; Paget, C J; DeLong, D C; Nelson, J D; Wu, C Y; Paschal, J W; Dinner, A; Templeton, R J; Chaney, M O; Jones, N D; Chamberlin, J W
Journal J Med Chem Publication Year/Month 1980-Apr
PMID 6247489 PMCID -N/A-

The synthesis and antirhinovirus activity of syn and anti isomers of 6-[[(hydroxyimino)phenyl]methyl]-1-[(1-methylethyl)sulfonyl]-1H-benzimidazol-2-am ine (4 and 5) are reported. The structural assignments of 4 and 5 are based upon 13C NMR spectra of both isomers and also X-ray analysis of 5. The anti-isomer 5 was more potent than the syn-isomer 4 when compared as an inhibitor of rhinovirus multiplication in vitro. Both isomers inhibited multiplication of 15 different serotypes of rhinovirus.

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