TY - JOUR
T1 - Quinolone analogs 11
T2 - Synthesis of novel 4-quinolone-3-carbohydrazide derivatives with antimalarial activity
AU - Kurasawa, Yoshihisa
AU - Yoshida, Kiminari
AU - Yamazaki, Naoki
AU - Kaji, Eisuke
AU - Sasaki, Kenji
AU - Zamami, Yoshito
AU - Sakai, Yasuhiro
AU - Fujii, Takatoshi
AU - Ito, Hideyuki
N1 - Copyright:
Copyright 2012 Elsevier B.V., All rights reserved.
PY - 2012/3
Y1 - 2012/3
N2 - The reaction of the 6-substituted 1-methyl-4-quinolone-3-carboxylates 10a,b with hydrazine hydrate gave the 3-carbohydrazides 7a,b, respectively, whose reaction with 2-, 3-, and 4-pyridinecarbaldehydes afforded the 3-(N 2-pyridylmethylene)carbohydrazides 8a-c and 9a-c. The Curtius rearrangement of compound 7b provided the N,N'-bis(4-quinolon-3-yl)urea 14 presumably via the 3-carboazide 11 and then 3-isocyanate 12. Compounds 7a, 8a, and 9a were found to possess antimalarial activity from the in vitro screening data.
AB - The reaction of the 6-substituted 1-methyl-4-quinolone-3-carboxylates 10a,b with hydrazine hydrate gave the 3-carbohydrazides 7a,b, respectively, whose reaction with 2-, 3-, and 4-pyridinecarbaldehydes afforded the 3-(N 2-pyridylmethylene)carbohydrazides 8a-c and 9a-c. The Curtius rearrangement of compound 7b provided the N,N'-bis(4-quinolon-3-yl)urea 14 presumably via the 3-carboazide 11 and then 3-isocyanate 12. Compounds 7a, 8a, and 9a were found to possess antimalarial activity from the in vitro screening data.
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U2 - 10.1002/jhet.774
DO - 10.1002/jhet.774
M3 - Article
AN - SCOPUS:84860643462
VL - 49
SP - 288
EP - 292
JO - Journal of Heterocyclic Chemistry
JF - Journal of Heterocyclic Chemistry
SN - 0022-152X
IS - 2
ER -