59418-09-6

Basic information

• Product Name: METHYL 4-THIAZOLECARBOXYLATE
• Synonyms: 4-(Methoxycarbonyl)-1,3-thiazole;2-Methyl-1,3-thiazole-4-carboxylate;4-Thiazolecarboxylic acid, Methyl ester;Methyl1,3-thiazole-4-carboxylate97%;THIAZOLE-4-CARBOXYLIC ACID METHYL ESTER;METHYL 4-THIAZOLECARBOXYLATE;METHYL 1,3-THIAZOLE-4-CARBOXYLATE;METHYL THIAZOLE-4-CARBOXYLATE
• CAS NO: 59418-09-6
• Molecular Formula: C₅H₅NO₂S
• Molecular Weight: 143.16
• Product Categories: Carboxes;Thiazoles;blocks
• Mol File: 59418-09-6.mol
• Article Data: 7

Chemical Properties

• Melting Point: 38-42
• Boiling Point: 219.8 °C at 760 mmHg
• Flash Point: 86.8 °C
• Appearance: /
• Density: 1.301 g/cm³
• PKA: 0.24±0.10(Predicted)
• CAS DataBase Reference: METHYL 4-THIAZOLECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-THIAZOLECARBOXYLATE(59418-09-6)
• EPA Substance Registry System: METHYL 4-THIAZOLECARBOXYLATE(59418-09-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 59418-09-6(Hazardous Substances Data)

Usage

General Description

Methyl 4-thiazolecarboxylate is a chemical compound, often used in the research or synthesis of biological compounds and pharmaceuticals due to its sulfur and nitrogen atoms that can connect to a variety of other elements. The molecular formula of this compound is C5H5NO2S. It is an organic molecule with a carboxylate functional group attached to a thiazole ring, which essentially includes a five-member ring containing nitrogen and sulfur atoms. It can be useful in various chemical reactions because of its reactivity and the diverse molecules it can produce when it reacts with other compounds.

Upstream product

• 60667-24-5 (4R)-thiazolidine-4-carboxylic acid,methyl ester 
• 186581-53-3 diazomethane 
• 3973-08-8 Thiazole-4-carboxylic acid 
• 42258-90-2 (R)-thiazolidine-4-carboxylic acid methyl ester 
• 67-56-1 methanol 

Downstream Products

• 1315510-12-3 C₁₁H₈ClNO₂S 
• 3973-08-8 Thiazole-4-carboxylic acid 
• 76862-26-5 2-(methylthio)-4-thiazolecarboxylic acid methyl ester 
• 99972-45-9 methyl 5-phenylthiazole-4-carboxylate 
• 133415-16-4 methyl 2,5-diphenylthiazole-4-carboxylate 
• 1362690-92-3 methyl 5-(2-cyanophenyl)thiazole-4-carboxylate 
• 1372926-40-3 C₁₉H₁₁N₃O₂S 
• 1362690-91-2 methyl 5-(3-formylphenyl)thiazole-4-carboxylate 
• 7113-02-2 2-phenyl-1,3-thiazole-4-carboxylic acid methyl ester 
• 1362690-90-1 methyl 5-(4-cyanophenyl)thiazole-4-carboxylate 
• 1372925-70-6 C₁₉H₁₁N₃O₂S 
• 173979-04-9 methyl 2-trimethylsilyl-4-thiazolecarboxylate 
• 10538-10-0 thiazole-4-carboxylic acid 4-bromo-anilide 

Relevant articles and documents

Anti-biofilm effect of novel thiazole acid analogs against Pseudomonas aeruginosa through IQS pathways

IQS has been proven to be a new quorum sensing (QS) system against bacterial biofilm formation, which is activated in the common phosphate-limiting environment of infected tissues taking over the central las system. Up to now, numerous biofilm inhibitors which function by affecting traditional QS system have been reported. However, no compound has been reported to exert anti-biofilm activity through IQS system. Herein, various novel IQS derivatives were synthesized by the reaction of thiazole-4-carboxylic acid with different linear alcohols (R-OH) or amines (R-NH2). IQS derivatives with four carbon chain length of R group were found to present the best biofilm inhibition activity. Compound B-11 as the model molecule was observed to inhibit biofilm formation only under phosphate-limiting condition, and increase in B-11 concentration significantly reduced the expression of rhlA-gfp and pqsA-gfp, but lasB-gfp. Moreover, B-11 reduced production of virulence factors of rhamnolipid and pyocyanin under phosphate limitation. These observations indicated that the synthesized compounds possessed the anti-biofilm activity through IQS pathways rather than traditional QS pathways, which pave a path for future molecular design against bacterial biofilm formation.

Method for preparing thiazole-4-formic acid

The invention discloses a method for preparing thiazole-4-formic acid. By the aid of the method, the problems of relatively high prices of raw materials used in old processes for thiabendazole which is one of important traditional pesticide and bactericide varieties and low yield of the thiabendazole can be solved. The method includes steps of generating thiazolidine-4-formic acid from L-cysteinehydrochloride, formaldehyde and pyridine; carrying out reaction on the thiazolidine-4-formic acid, methyl alcohol and HCl gas to generate thiazolidine-4-methyl formate; carrying out reaction on the thiazolidine-4-methyl formate, acetonitrile and MnO2 to generate thiazole-4-methyl formate; hydrolyzing the thiazole-4-methyl formate under the effect of sodium hydroxide to obtain the thiazole-4-formicacid which is a product. The method has the advantages of simple process synthetic route, mild reaction condition, low cost, environmental protection, safety, excellent application prospect, good social benefit and high economic benefit.

Direct C-2 arylation of alkyl 4-thiazolecarboxylates: New insights in synthesis of heterocyclic core of thiopeptide antibiotics

(Chemical Equation Presented) The Pd(0)-catalyzed regioselective C-2 (hetero)arylation of tert-butyl 4-thiazolecarboxylate with a broad (hetero)aryl halide is reported, including the direct coupling of pyridinyl halides. The process has allowed the preparation of valuable 2-pyridynyl-4- thiazolecarboxylates which are components of the complex heterocyclic core of thiopeptides antibiotics. As a first application, a synthesis of a tert-butyl sulfomycinamate thio-analogue from tert-butyl 4-thiazolecarboxylate is here described through a three-step direct pyridinylation, halogenation, and Stille cross-coupling sequence.