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Synonym(s): carbohydrazides
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The pyrimidine carbohydrazides 2 were synthesized by the reaction of pyrimidinone with hydrazine hydrate in ethanol.
Owing to the potency and wide applicability of this molecular fragment, a novel pathway has been designed to generate target hydrazones derivatives (3a-3f) in moderate to good yield by reacting pyrimidin-2-one carbohydrazide (2) with various substituted aryl and heteroaryl aldehydes under acidic conditions.
Keywords:N-acylhydrazones, Pyrimidin-2-one, Carbohydrazide, Microwave-assisted approach, Biological activities.
Synthesis of pyrimidine carbohydrazide derivatives was performed in 3 steps.
Khalil, "Synthesis and reactions of some new heterocyclic carbohydrazides and related compounds as potential anticancer agents," Molecules, vol.
Khalil, Synthesis and reactions of some new heterocyclic carbohydrazides and related compounds as potential anticancer agents, Molecules 8 (2003) 744-755.
General procedure for the Synthesis of 9-oxo-N'-[-phenylmethylidene]-9,10-dihydro-4-acridine carbohydrazides
Antifungal activities of 10-(H)-acridin-9-one carbohydrazides 7-27 were determined against seven fungal species Aspergillus flavus, Aspergillus niger, Penicillium spp, Rhizopus spp, Candida albicans, Saccharomyces cerevisiae and Candida tropicalis and compared with standard drugs ketacanazole.
Table-3: Antibacterial activity (In vitro) of 10-(H)-acridin-9-one carbohydrazides 7-27 against Gram-negative bacteria
Table-4: Antifungal activity (in vitro) of 10-(H)-acridin-9-one carbohydrazides 7-27.
Two p-substituted carboxylic acids (1a and 1b) have been utilized to synthesize ethyl esters (2a and 2b), carbohydrazides (3a and 3b), 5-substituted-1,3,4-oxadiazol-2-thiols (4a and 4b), heterocyclic ethyl esters (5a and 5b) and finally acetohydrazides (6a and 6b).
Thio- carbohydrazide H2NNHC(S)NHNH2 (abbreviated here as tch), the next higher homologue of thiosemi- carbazide, typically acts as a neutral bidentate ligand coordinating to a metal through the sulfur atom and one of the terminal nitrogen atoms, forming five- membered chelate rings [11].