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Synthesis and biological activities of quinolone analogues: Pyridazino[3,4-b]quinoxalin-4-one

✍ Scribed by Yoshihisa Kurasawa; Ho Sik Kim


Publisher
Journal of Heterocyclic Chemistry
Year
2002
Tongue
English
Weight
445 KB
Volume
39
Category
Article
ISSN
0022-152X

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✦ Synopsis


Quinolone analogues I -VI with pyridazino [3,4-b]quinoxaline ring system were synthesized from the (1-alkylhydrazino)quinoxaline N-oxides 1 via oxidation of pyridazino [3,4-b] quinoxalines 2,3,5,7, quinoxalino[2,3-c]cinnolines 4, and1,2-diazepino[3,4-b]quinoxalines 6. The biological activities of quinolone analogues IVa (N 1 -methyl-C 3 -methyl), Va (N 1 -methyl-C 3 -ethyl), and VI (N 1 -methyl-C 3 -H) were superior to those of quinolone analogues I (N 1 -ethyl-C 3 -carboxyl), 26b (N 1 -ethyl-C 3 -carboxylate), and IIIc,d [N 1 -alkyl-C 3 -(CH 2 ) 3 COOC 2 H 5 ].


📜 SIMILAR VOLUMES


Synthesis of novel pyridazino[3,4-b]quin
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## Abstract The pyridazino[3,4‐__b__]quinoxaline 12 was synthesized by the cyclization of the α‐arylhydrazonoacyl‐hydrazide 11. The reaction of compound 12 with phosphoryl chloride gave pyridazino[3,4‐__b__]quinoxaline 13, whose reactions with sodium azide or cyclic secondary amines provided pyrida

Quinolone analogues 9. Synthesis of 7-me
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## Abstract magnified image 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‐met