ABSTRACT
A series of coumarin derivatives carrying different biologically active side chains and heterocyclic substituents were synthesized from 8-acetyl-4-methyl-7-hydroxycoumarin. Among these side chains are alkylamino, semicarbazono- and N[4]-substituted thiosemicarbazonoethyl, I-hydrazonoethyl and substituted I-hydroximinoethyl groups, while heterocyclic substituents were derived from pyran, oxadiazole, thiadiazole and thiazolidinone rings. Also, some derivatives of pyrano [2,3-h]chromen-9-carbaldehyde were synthesized. Some of these new products were studied for their chemoprophylactic effect in Schistosoma mansoni infected mice
Subject(s)
Chemoprevention , Schistosomiasis , Mice , Models, AnimalABSTRACT
Reaction of Beta-9-anthroylacrylic acid [I] with benzene under Fried el-Crafts conditions gave the corresponding alpha-phenyl-Beta-9-anthroyl propionic acid [II]. Dehydration of II with Ac2O gave the butenolide III which reacts with amines to give anilides. IV. Condensation of II with hydrazines gave the corresponding hydrazones V and pyridazinone derivatives VI, and with hydroxyl-amine hydrochloride to give oxime VIII and dihydroxazinone derivative IX. Estrification of II using methanol and dry HC1 gave the methyl ester X. Reaction of X with hydrazines has been investigated
ABSTRACT
Several 2-[2-[p-chlorobenzoyl] vinyl] -4H-3, l-quinazolin-4-one derivatives have been synthesized by the reaction of 2-[2-p-chlo-robenzoyl] vinyl]-4H-3,l-benzoxazin-4-one with amino compounds. The action of hydrazines, hydroxylamine hydrochloride, urea, thiourea, and P2S5 have been also investigated