2862-33-1

Usage

InChI:InChI=1/C9H12N2O3S/c1-4-14-8(13)7-5(2)10-9(15-7)11-6(3)12/h4H2,1-3H3,(H,10,11,12)

Upstream product

• 7210-76-6 ethyl-2-amino-4-methylthiazole-5-carboxylate 
• 108-24-7 acetic anhydride 
• 141-97-9 ethyl acetoacetate 
• 83584-23-0 1-Ethoxycarbonyl-3-(5-ethoxycarbonyl-4-methylthiazol-2-yl)thiourea 
• 83584-24-1 1-Benzoyl-3-(5-ethoxycarbonyl-4-methylthiazol-2-yl)thiourea 

Downstream Products

• 1315460-34-4 N-[5-(4-(benzylideneamino)-5-mercapto-4H-1,2,4-triazol-3-yl)-4-methylthiazol-2-yl]acetamide 
• 1315460-35-5 N-[5-(4-(2-hydroxybenzylideneamino)-5-mercapto-4H-1,2,4-triazol-3-yl)-4-methylthiazol-2-yl]acetamide 
• 1315460-36-6 C₁₅H₁₃ClN₆OS₂ 
• 1315460-37-7 N-[5-(5-mercapto-4-(3-nitrobenzylideneamino)-4H-1,2,4-triazol-3-yl)-4-methylthiazol-2-yl]acetamide 
• 1315460-38-8 C₁₅H₁₃N₇O₃S₂ 
• 1315460-39-9 C₁₅H₁₄N₆O₂S₂ 
• 1315460-40-2 C₁₇H₁₉N₇OS₂ 
• 1315460-41-3 C₁₈H₂₀N₆O₄S₂ 
• 1315460-42-4 N-[5-(4-(3-chloro-2-oxo-4-phenylazetidin-1-yl)-5-mercapto-4H-1,2,4-triazol-3-yl)-4-methylthiazol-2-yl]acetamide 
• 1315460-43-5 N-[5-(4-(3-chloro-2-(2-hydroxyphenyl)-4-oxoazetidin-1-yl)-5-mercapto-4H-1,2,4-triazol-3-yl)-4-methylthiazol-2-yl]acetamide 
• 1315460-44-6 N-[5-(4-(3-chloro-2-(4-chlorophenyl)-4-oxoazetidin-1-yl)-5-mercapto-4H-1,2,4-triazol-3-yl)-4-methylthiazol-2-yl]acetamide 
• 1315460-46-8 N-[5-(4-(3-chloro-2-(3-nitrophenyl)-4-oxoazetidin-1-yl)-5-mercapto-4H-1,2,4-triazol-3-yl)-4-methylthiazol-2-yl]acetamide 
• 1315460-48-0 C₁₇H₁₄ClN₇O₄S₂ 
• 1315460-50-4 C₁₇H₁₅ClN₆O₃S₂ 

Relevant academic research and scientific papers

Synthesis, antimicrobial and cytotoxic activities of some novel thiazole clubbed 1,3,4-oxadiazoles

A series of thiazole clubbed 1,3,4-oxadiazole derivatives (5a-l) have been synthesized and characterized by IR, 1H NMR, 13C NMR and mass spectral analysis. Synthesized compounds were evaluated for their antimicrobial and cytotoxic ac

Synthesis of thiazolyltriazole substituted azetidinones as antimicrobial agents

The reaction of ethyl 2-amino-4-methylthiazole-5-carboxylate 1 with acetic anhydride followed by reaction with hydrazine hydrate yields the ethyl 2-acetamido-4-methylthiazole-5- carboxylate 2 and N-[5-(hydrazinecarbonyl)-4- methylthiazol-2- yl]acetamide 3

Synthesis and biological evaluation of some 2,4,5-trisubstituted thiazole derivatives as potential antimicrobial and anticancer agents

We report on the synthesis and biological evaluation of two series of 2,4,5-polysubstituted thiazoles comprising the acid hydrazide functionality and some derived pharmacophores known to contribute to various chemotherapeutic activities. All newly synthesized compounds were subjected to in-vitro antibacterial and antifungal screening. Of the compounds tested, 13 derivatives displayed inhibitory effect on the growth of three Gram-positive strains while they lack activity against Gram-negative bacteria. Moreover, four compounds were able to exert antifungal activity against C. albicans. Potential antibacterial and antifungal activities were linked to the thiosemicarbazide function 6a-f and those substituted with both the thioureido and thiosemicarbazide moieties 12a-f. Compounds 6f and 12f (R = 4-F-C6H4) could be considered as the most active members in this investigation with a broad spectrum of antibacterial activity against three types of Gram-positive bacteria, together with an appreciable antifungal activity against C. albicans. Compounds 6d, 6f, and 12f were twice as active as ampicillin against B. subtilis. The best antifungal activity was shown by compound 6d 50% less active than clotrimazole. 17 compounds were selected and tested for their preliminary in-vitro anticancer activity according to the current one-dose protocol of the NCI. Three cell lines, non-small cell lung cancer Hop-92, ovarian cancer IGROV1, and melanoma SK-MEL-2, exhibited some sensitivity against most of the tested compounds. Compound 12f proved to be the most active anticancer member with a broad spectrum of activity against most of the tested subpanel tumor cell lines. Consequently, 12f was carried over to be tested in the five-dose assay.

Thiazolecarboxylic acid derivatives. 1. N-substituted 2-amino-4- methylthiazole-5-carboxylic acid derivatives

Acylation of the ethyl ester and anilide of 2-amino-4-methylthiazole-5- carboxylic acid gave 2-acetyl(arylsulfonyl)amino derivatives. Methylation of acetylaminothiazole and subsequent deacetylation gave 2-methylamino-4- methylthiazole-5-carboxylic acid, w

Pseudohalogen chemistry. XI. Some aspects of the chemistry of octhiocyanato-β-dicarbonyl compounds

Enolised α-thiocyanato-β-dicarbonyl compounds dimerise in ethanol at room temperature to give tautomeric 4,5-disubstituted 2-amino- and 2-acetamido-thiazoles by a C-S-C + C-N cyclisation. Tautomerism is due to the unusual 4-(β-dicarbonyl-α-thio) substituent. Competing intramolecular cyclisations lead to minor amounts of heterocycles containing the thiazole and/or oxathiole ring systems.