Synthesis and Reactions of Some New Heterocyclic Carbohydrazides and Related Compounds as Potential Anticancer Agents

Abstract

Acylation of 3-hydrazino-5,6-diphenyl-1,2,4-triazine (2) and hydrazine hydrate (7) with 4-aryl-1,3,7-triphenyl-8-oxa-1,2,6-triazaspiro[4.4]nona-2,6-dien-9-ones 5a,b gave the corresponding heterocyclic carbohydrazides 6a,b and 8a,b respectively. Conversion of compounds 8a,b into the versatile carbohydrazide derivatives 9a-g, 10, 13 and the related oxadiazoles 11, 12a,b was undertaken. A primary in vitro test of compound 8a (concentration 10-4 M) showed activity against leukemia cell lines (CCRF-CEM, K-256, MOLT-4, PRMI-8226, SR).

Synthesis and Antimicrobial Activity of Some Derivatives on the Basis (7-hydroxy-2-oxo-2H-chromen-4-yl)-acetic Acid Hydrazide

“…Moreover, the antibiotic novobiocin belongs to the hydroxy coumarin series. On the other hand, a large number of hydrazides have been reported to be of biological interest [6,7], while oxadiazole derivatives and thiosemicarbazides have been reported to possess antibacterial [8,9], antifungal [10,11] and other biological activities. Furthermore, a number of substituted thiazolines and thiazolidinones were found to exhibit appreciable antimicrobial and antifungal activities [12][13][14][15][16].…”

Synthesis, reactions, antioxidant and anticancer evaluation of some novel coumarin derivatives using ethyl 2-(2-oxo-4-phenyl-2H-chromen-7-yloxy) acetate as a starting material

“…The reaction of hydrazide2 with 4-benzyl-1-chloro phthalazine (18) [31] (20) as the only isolable product. The formation of this compound was explained by the nucleophilic transformation into acyclic nonisolable intermediate 19 which undergoes intramolecular ring closure to the final product via elimination of water molecule, while treatment of hydrazide2 with chloroacetonitrile in dry dioxane-pyridine under reflux yielded a product which identified as 7-[(6-amino-4H-1,3,4-oxadiazin-2-yl)methoxy]-4-phenyl-2H-chromen-2-one (22).…”

“…The cytotoxic activities of the coumarin derivatives were tested in several human tumor cell lines [1][2][3][4][5][6][7]. In addition, the antimicrobial, antitumor, anti-inflammatory, antimalarial and anti-HIV activities of hydrazide compounds on tumor cell lines have been observed and recently reported [8][9][10][11][12][13][14], Moreover, some synthetic oxadiazole derivatives exhibit a range of pharmacological activities [15][16][17][18]. The biological and medicinal activities of triazole moieties have stimulated considerable interest in the synthesis of derivatives of this ring system [19][20][21][22][23][24][25].…”

Synthesis and vibrational spectral (FT-IR, FT-Raman) studies, NLO properties & NBO analysis of (E)-N'(thiophen-2yl methylene)isonicotinohydrazide using quantum chemical method

“…Hydrazides, carbohydrazides and similar compounds are well known as useful building blocks for the synthesis of a variety of heterocyclic rings. A large number of heterocyclic carbohydrazides and their derivatives are reported to exhibit significant biological activities (Mansour et al, 2003;Metwally et al, 2006) and the carbohydrazide function represents an important pharmacophoric group in several classes of therapeutically useful substances (Mansour et al, 2003;Ghiglieri-Bertez et al, 1987). In this study, the TMINH molecule was synthesized and characterized by FT-IR and FT-Raman spectral analysis.…”