New Aryl-1,3-thiazole-4-carbohydrazides, Their 1,3,4-Oxadiazole-2- thione, 1,2,4-Triazole, Isatin-3-ylidene and Carboxamide Derivatives. Synthesis and Anti-HIV Activity

Abstract

A series of isatin-3-ylidene (6a-i) and arylthiazolyl-1,3,4-oxadiazole-2-thione derivatives 7a-i derived from arylthiazolyl carbohydrazide analogs 4a-i were synthesized. Analogously, coupling of 4f with various amino acid methyl esters in the presence of HOBt/DCC reagents afforded the carboxamide derivatives 9a-d. The newly synthesized compounds were assayed against HIV-1 and HIV-2 in MT-4 cells. All compounds are inactive, except compounds 9b and 9c which showed inhibition of HIV-1 with EC 50 = 2.34 µg mL −1 , and 1.12 µg mL −1 with therapeutic indexes (SI) of 9 and <1, respectively.

Crystal structure of 2-(4-(4-bromophenyl)thiazol-2-yl)isoindoline-1,3-dione, C17H9BrN2O2S

“…The combination between thiazoles and phthalimides was founded in many biologically active compounds, which may act anticonvulsant, anticancer, antimicrobial, antiin ammatory and antifungal [1][2][3][4][5][6]. In proceeds of our work, we report the crystal structure of the title compound (C17H 9 BrN 2 O 2 S).…”

Synthesis, antimicrobial and antioxidant activities of pyridyl substituted thiazolyl triazole derivatives

“…The completion of the reactions was checked by thin-layer chromatography (TLC) on silica gel coated aluminum sheets (silica gel 60 F 254 , ethyl acetate/petroleum ether, 1:1). Derivatives of 4-methyl-2-(pyridin-3/4-yl)-5-carbethoxythiazole (I), 4-methyl-2-(pyridin-3/4-yl)thiazole-5-carbohydrazide (II), 4-substituted phenyl-1-[4-methyl-2-(pyridin-3/4-yl)thiazole-5-carbonyl]thiosemicarbazide (III), and 5-[4-methyl-2-(pyridin-3/4-yl)thiazole-5-yl]-4substituted-2,3-dihydro-4H-1,2,4-triazole-3-thione (IV) series were synthesized, respectively, according to the methods described previously (Zia et al, 2012;Chao, Wang 2013;Tiperciuc, 2012,), the general procedure for the synthesis of the compounds are given below. Pyridine-3/4-thiocarboxamide (15 g, 109 mmol) was dissolved in ethanol (200 mL), then ethyl 2-chloroacetoacetate (19.5 mL, 131 mmol) was added to this solution and the mixture was refluxed for 4 days.…”

Synthesis, anticholinesterase activity, molecular docking, and molecular dynamic simulation studies of 1,3,4‐oxadiazole derivatives

“…These possess a wide range of pharmacological properties, including antibacterial, antimicrobial, and anticancer activities. [50][51][52][53] Apart from these properties, thiazoles have been researched for their cholinesterase inhibitory properties. [54][55][56][57][58] It has been indicated in varied studies that compounds including a thiazole ring are effective against neurodegenerative disorders due to low cholinergic neurotransmitter levels.…”