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
## 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
## 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