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Quinolone analogues 9. Synthesis of 7‐methylsulfanyl‐ and 7‐methanesulfonylpyridazino[3,4‐ b ]quinoxalin‐4(1 H )‐ones
Author(s) -
Kurasawa Yoshihisa,
Nakamura Masami,
Ashida Hiroaki,
Masuda Mitsunori,
Kaji Eisuke,
Okamoto Yoshihisa,
Kim Ho Sik
Publication year - 2007
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570440602
Subject(s) - chemistry , substituent , quinolone , stereochemistry , medicinal chemistry , biochemistry , antibiotics
The reaction of 7‐chloro‐1‐methylpyridazino[3,4‐ b ]quinoxalin‐4(1 H )‐ones 3a‐5a with sodium methylthiolate gave 1‐methyl‐7‐methylsulfanylpyridazino[3,4‐ b ]quinoxalin‐4(1 H )‐ones 8a‐c , whose reaction with m ‐chloroperbenzoic acid afforded the 7‐methanesulfonyl‐1‐methylpyridazino[3,4‐ b ]‐quinoxalin‐4(1 H )‐ones 9a‐c , respectively. The above substituent change at the 7‐position resulted in the activity alteration to microorganisms.