77470-53-2

Basic information

• Product Name: 4-CHLOROMETHYL-2-METHYLTHIAZOLE HYDROCHLORIDE
• Synonyms: BUTTPARK 45\02-17;4-(CHLOROMETHYL)-2-METHYL-1,3-THIAZOLE HYDROCHLORIDE;4-(CHLOROMETHYL)-2-METHYLTHIAZOLE HCL;4-CHLOROMETHYL-2-METHYLTHIAZOLE HYDROCHLORIDE;TIMTEC-BB SBB005574;4-(Chloromethyl)-2-methyl-1,3-thiazoleHCl;(4-(Chloromethyl)-2-methythiazole Hydrochloride);2-Methyl-4-(chloromethyl)thiazole Hydrochloride
• CAS NO: 77470-53-2
• Molecular Formula: C₅H₆ClNS*ClH
• Molecular Weight: 184.09
• Product Categories: Heterocycles;Sulfur & Selenium Compounds
• Mol File: 77470-53-2.mol

Chemical Properties

• Melting Point: 161-163 °C
• Boiling Point: 217.5 °C at 760 mmHg
• Flash Point: 85.3 °C
• Appearance: Cream to gray-pink or brown/Crystalline Powder
• Storage Temp.: -20°C Freezer
• Solubility: DMSO, Methanol
• Sensitive: Lachrymatory
• CAS DataBase Reference: 4-CHLOROMETHYL-2-METHYLTHIAZOLE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLOROMETHYL-2-METHYLTHIAZOLE HYDROCHLORIDE(77470-53-2)
• EPA Substance Registry System: 4-CHLOROMETHYL-2-METHYLTHIAZOLE HYDROCHLORIDE(77470-53-2)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-26
• RIDADR: 3261
• HazardClass: 8
• Hazardous Substances Data: 77470-53-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Chloromethyl-2-methylthiazole hydrochloride is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a versatile building block for the development of new drugs with potential therapeutic applications.
Used in Chemical Synthesis:
In the field of chemical synthesis, 4-chloromethyl-2-methylthiazole hydrochloride serves as a key component in the creation of a wide array of chemical products. Its reactivity and functional groups make it a valuable asset for researchers and chemists working on the development of new materials and compounds.
Used in Research and Development:
4-CHLOROMETHYL-2-METHYLTHIAZOLE HYDROCHLORIDE is also used in research and development for the exploration of new chemical reactions and the synthesis of novel molecules. Its unique properties make it an interesting candidate for studying various chemical phenomena and potentially discovering new applications in different industries.
Used in Agrochemical Industry:
4-Chloromethyl-2-methylthiazole hydrochloride may also find applications in the agrochemical industry, where it could be used as a starting material for the development of new pesticides or other agricultural chemicals. Its chemical properties make it a promising candidate for the creation of innovative products that can address various challenges in agriculture.

Upstream product

• 62-55-5 thioacetamide 
• 534-07-6 1,3-Dichloroacetone 
• 22043-38-5 C₅H₈ClNOS*ClH 
• 21262-97-5 4-chloromethyl-2-methyl-4,5-dihydro-thiazol-4-ol 

Downstream Products

• 152147-43-8 methyl Z-4-[[2-butyl-5-[[1-butyl-3-[(2-methyl-4-thiazolyl)methyl]-2,5-dioxo-4-imidazolidinylidene]methyl]-1H-imidazol-1-yl]methyl]benzoate 
• 144163-81-5 N-methyl-(2-methyl-1,3-thiazol-4-yl)methanamine 
• 313680-92-1 tert-butyl (1S)-2-{4-[(2-methyl-1,3-thiazol-4-yl)methoxy]phenyl}-1-[(2S)-oxiranyl]-ethylcarbamate 
• 409359-57-5 Ethyl [2-[2-[(5-cyano-2-methoxybenzenesulfonyl)-(2-methyl-1,3-thiazole-4-ylmethyl)amino]ethyl]-5-isopropylphenoxy]-acetate 
• 359879-02-0 2-(4-Methoxyphenyl)-N-(4-methylbenzyl)-N-[1-(2-methylthiazol-4-ylmethyl) piperidin-4-yl] acetamide 

Relevant articles and documents

Synthesis and promising in Vitro antiproliferative activity of sulfones of a 5-nitrothiazole series

The synthesis in water of new sulfone derivatives under microwave irradiation is described. This eco-friendly process leads to the expected products in good yields by reaction of various substituted sulfinates (commercially available or obtained by reduction of the corresponding sulfonyl chlorides) with 4-chloromethyl-2-methyl-5-nitro-1,3- thiazole. In order to evaluate the antiproliferative effect of these compounds, several sulfone derivatives are also dichlorinated on the Ca next to the sulfonyl group. An evaluation on different cancer cell lines reveals promising selective in vitro antiproliferative activity toward HepG2 human cell lines by dihydrogenated sulfones, suggesting further research should be to explore their anticancer potential in the treatment of liver cancer.

SUBSTITUTED CYCLOHEXYL DERIVATIVES AS NK-3 RECEPTOR ANTAGONISTS

The present invention relates to the compounds of formula (I): wherein A,B, n, X, Y, Z, R1, R2, R3, R4, R5, R6, R7 and R8 are defined herein, and pharmaceutically acceptable salts thereof, pharmaceutical compositions comprising them and their use in treating diseases mediated by neurokinin-3 (NK-3) receptors. These compounds can thus be used in methods of treatment to suppress and treat such disorders.

Discovery of ritonavir, a potent inhibitor of HIV protease with high oral bioavailability and clinical efficacy

The structure-activity studies leading to the potent and clinically efficacious HIV protease inhibitor ritonavir are described. Beginning with the moderately potent and orally bioavailable inhibitor A-80987, systematic investigation of peripheral (P3 and P2') heterocyclic groups designed to decrease the rate of hepatic metabolism provided analogues with improved pharmacokinetic properties after oral dosing in rats. Replacement of pyridyl groups with thiazoles provided increased chemical stability toward oxidation while maintaining sufficient aqueous solubility for oral absorption. Optimization of hydrophobic interactions with the HIV protease active site produced ritonavir, with excellent in vitro potency (EC50 = 0.02 μM) and high and sustained plasma concentrations after oral administration in four species. Details of the discovery and preclinical development of ritonavir are described.

Synthesis and S(RN)1 reactions in 5-nitrothiazole series

A new heterocyclic reductive alkylating agent, the 2-methyl-4-chloromethyl-5-nitrothiazole, has been synthesized and could react with the 2-nitropropane anion as nucleophile, to give the 2-methyl-4-(2-methylpropenyl)-5-nitrothiazole as the major product.

Imidazolylethoxymethyl derivatives of thiazole

New imidazolylethoxymethyl derivatives of thiazole are provided having the general formula STR1 wherein R1 is hydrogen, lower alkyl, lower alkoxy-lower alkyl, phenoxy-lower alkyl, phenyl-lower alkyl or substituted or unsubstituted phenyl; R2 is hydrogen or halogen; R3 and R4 are the same or different and are hydrogen, lower alkyl, lower alkoxy or halogen. The above compounds and their salts are useful as antifungal and antibacterial agents.