41963-17-1

Basic information

• Product Name: 4-(CHLOROMETHYL)-2-(3-METHYLPHENYL)-1,3-THIAZOLE
• Synonyms: 4-(CHLOROMETHYL)-2-(3-METHYLPHENYL)-1,3-THIAZOLE;4-(chloromethyl)-2-(3-methylphenyl)-1,3-thiazole(SALTDATA: FREE);4-(chloromethyl)-2-(3-methylphenyl)thiazole
• CAS NO: 41963-17-1
• Molecular Formula: C₁₁H₁₀ClNS
• Molecular Weight: 223.73
• Mol File: 41963-17-1.mol

Chemical Properties

• Boiling Point: 370.5°C at 760 mmHg
• Flash Point: 177.9°C
• Appearance: /
• Density: 1.233g/cm³
• Vapor Pressure: 2.34E-05mmHg at 25°C
• Refractive Index: 1.598
• CAS DataBase Reference: 4-(CHLOROMETHYL)-2-(3-METHYLPHENYL)-1,3-THIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(CHLOROMETHYL)-2-(3-METHYLPHENYL)-1,3-THIAZOLE(41963-17-1)
• EPA Substance Registry System: 4-(CHLOROMETHYL)-2-(3-METHYLPHENYL)-1,3-THIAZOLE(41963-17-1)

Safety Data

• Hazardous Substances Data: 41963-17-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(CHLOROMETHYL)-2-(3-METHYLPHENYL)-1,3-THIAZOLE is used as a starting material for the synthesis of pharmaceuticals due to its potential to be incorporated into biologically active compounds. Its unique structure allows for the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 4-(CHLOROMETHYL)-2-(3-METHYLPHENYL)-1,3-THIAZOLE is utilized as a building block for the creation of agrochemicals. Its chemical properties make it suitable for the development of compounds that can be used in pest control, crop protection, and other agricultural applications.
Used in Drug Discovery:
4-(CHLOROMETHYL)-2-(3-METHYLPHENYL)-1,3-THIAZOLE is employed as a component in drug discovery processes. Its structural features and biological activity contribute to the identification and development of new therapeutic agents with potential applications in various medical fields.
Used in Synthesis of Biologically Active Compounds:
This thiazole derivative is used as a key intermediate in the synthesis of biologically active compounds. Its presence in the molecular structure can influence the pharmacological properties, making it a valuable asset in the synthesis of novel compounds with specific biological targets.

InChI:InChI=1/C11H10ClNS/c1-8-3-2-4-9(5-8)11-13-10(6-12)7-14-11/h2-5,7H,6H2,1H3

Upstream product

• 618-47-3 m-toluamide 
• 2362-63-2 3-methylthiobenzamide 
• 534-07-6 1,3-Dichloroacetone 
• 94466-62-3 3-methyl-thiobenzimidic acid 3-chloro-2-oxo-propyl ester; hydrochloride 

Downstream Products

• 92422-79-2 2-m-tolyl-thiazole-4-carbaldehyde 
• 89152-85-2 C₁₁H₁₂N₂S 

Relevant articles and documents

Design, synthesis and fungicidal activity evaluation of novel pyrimidinamine derivatives containing phenyl-thiazole/oxazole moiety

Diflumetorim is a member of pyrimidinamine fungicides that possess excellent antifungal activities. Nevertheless, as reported that the activity of diflumetorim to corn rust (Puccinia sorghi) was not ideal (EC50 = 53.26 mg/L). Herein, a series of novel pyrimidinamine derivatives containing phenyl-thiazole/oxazole moiety were designed based on our previous study and the structural characteristics of diflumetorim, synthesized and bioassayed to discover novel fungicides with excellent antifungal activities. Among these compounds, T18 gave the optimal fungicidal activity, which respectively offers control effects with EC50 values of 0.93 mg/L against P. sorghi and 1.24 mg/L against E. graminis, significantly superior to commercial fungicides diflumetorim, tebuconazole, and flusilazole. Cell cytotoxicity results suggested that compound T18 has lower toxicities than diflumetorim. Furthermore, DFT calculation indicated that the phenyl-thiazole/oxazole moiety plays an unarguable role in the improvement of activity, which will contribute to designing and developing more potent compounds in the future.

Stereoselective Synthesis of β-(5-Arylthiazolyl) α-Amino Acids and Use in Neurotensin Analogues

A series of new unnatural amino acids bearing a β-arylthiazole side chain was synthesized by exploiting a diastereoselective alkylation starting from glycine tert-butyl ester Schiff base with hydroxypinanone as the chiral inducer. This strategy afforded β-arylthiazole alanines in good chemical yields and with 98 % ee. Due to their aromatic properties, these newly generated amino acids were used to prepare neurotensin (NT)[8-13] analogues by serving as replacements for the native Tyr11 residue. Incorporation of the (L)-(+)-(β-phenylthiazol-4-yl)alanine residue at NT[8-13] position 11 improved plasma stability and selectivity towards NTS1, while also preserving native receptor binding affinity and biological activity. New β-arylthiazole alanines were synthesized in good chemical yields and with 98 % ee using a diastereoselective alkylation; these alanine derivatives were then used as Tyr11 replacements in the construction of neurotensin (NT)[8-13] analogues. The new NT analogues showed improved plasma stability and selectivity towards NTS1 thus preserving the hypotensive properties of the native peptide.

Heterocycles 32. Efficient kinetic resolution of 1-(2-arylthiazol-4-yl) ethanols and their acetates using lipase B from Candida antarctica

In this paper we describe the chemoenzymatic synthesis of new enantiomerically enriched (R)- and (S)-1-(2-arylthiazol-4-yl)ethanols and their acetates by enzymatic enantioselective acetylation of the racemic alcohols rac-2a-d and by methanolysis of the corresponding racemic esters rac-3a-d mediated by lipase B from Candida antarctica (CaL-B) in non-aqueous media. In terms of stereoselectivity and activity, both procedures, acylation and alcoholysis, gave similar good results (50% conversion, E 〉 200). The absolute configuration of the kinetic resolution products was determined by a detailed 1H NMR study of the Mosher's derivatives of (S)-2b.