298694-30-1

Basic information

• Product Name: 4-BROMO-2-METHYLTHIAZOLE
• Synonyms: 4-BROMO-2-METHYLTHIAZOLE;4-Bromo-2-methyl-1,3-thiazole;4-Bromo-2-(methyl-d3)-thiazole;298694-30-1
• CAS NO: 298694-30-1
• Molecular Formula: C₄H₄BrNS
• Molecular Weight: 178.05
• Mol File: 298694-30-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 199.2 °C at 760 mmHg
• Flash Point: 74.3 °C
• Appearance: /
• Density: 1.702 g/cm³
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 0.66±0.10(Predicted)
• CAS DataBase Reference: 4-BROMO-2-METHYLTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-2-METHYLTHIAZOLE(298694-30-1)
• EPA Substance Registry System: 4-BROMO-2-METHYLTHIAZOLE(298694-30-1)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• Hazardous Substances Data: 298694-30-1(Hazardous Substances Data)

Usage

General Description

4-Bromo-2-methylthiazole is a chemical compound with the molecular formula C4H4BrNS. It is a heterocyclic compound containing a thiazole ring with a bromine atom and a methyl group attached to it. This chemical is commonly used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also utilized in the production of flavors and fragrances, as well as in research and development of new materials. The compound has a wide range of applications due to its reactivity and versatility in forming new chemical bonds. It is important to handle 4-bromo-2-methylthiazole with caution, as it may pose health and safety hazards if not properly managed and controlled.

Upstream product

• 13061-96-6 dihydroxy-methyl-borane 
• 4175-77-3 2,4-dibromo-1,3-thiazole 
• 616-42-2 dimethylsulfite 
• 333-27-7 methyl trifluoromethanesulfonate 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 1239586-80-1 (E)-3-((2-methylthiazol-4-yl)ethynyl)cyclohex-2-enone oxime 
• 653564-10-4 tributyl-(2-methylthiazol-4-yl)stannane 
• 329203-85-2 2-methyl-4-[(trimethylsilyl)ethynyl]-1,3-thiazole 
• 1036988-73-4 1-{3-[7-(2-methyl-thiazol-4-yl)-imidazo[1,2-a]pyridin-3-yl]-phenyl}-3-(2,2,2-trifluoro-ethyl)-urea 

Relevant articles and documents

Synthesis of epothilone 16,17-alkyne analogs by replacement of the C13-C15(O)-ring segment of natural epothilone C

Ring-opening cross metathesis of epothilone C (4a) with ethylene, followed by silyl protection and ester hydrolysis, yielded an eastern ring segment C1-C12 as the carboxylic acid 10. Separately, a western ring segment 12 carrying a C16-C17 triple bond was synthesized and coupled with 10 to form the ester 13. Ring closure by olefin metathesis, deprotection, and then epoxidation, gave the 16,17-alkyne analogs (14b, 3b) of epothilone C and epothilone A. The identity of 3b was proven by hydrogenation to (16Z)-epothilone A8 (17) and comparison with an authentic sample prepared from natural epothilone A8 (18). The biological activity of the new epothilones was determined. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.

Small-molecule anticancer agents kill cancer cells by harnessing reactive oxygen species in an iron-dependent manner

In the course of generating a library of open-chain epothilones, we discovered a new class of small molecule anticancer agents that has no effect on tubulin but instead kills selected cancer cell lines by harnessing reactive oxygen species in an iron-dependent manner. Results of the preliminary studies are consistent with the recently described cell death mechanism ferroptosis. Studies are in progress to confirm ferroptosis as the cell death mechanism and to identify the specific molecular targets of these small molecule anticancer agents.

Synthesis of epothilones molecule fragment (15R)-C13-C 21 from D-mannitol

Efficient synthesis of an epothilone molecules fragment (15R)-C 13-C21 was carried out from D-mannitol through its conversion into methyl 2,3-O-cyclohexylidene-D-glycerate followed by the cyclopropanation of the ester group with ethy