97992-66-0

Basic information

• Product Name: Thiazole, 4-(chloromethyl)-2-(3-chlorophenyl)-
• Synonyms: 4-chloromethyl-2-(3-chloro-phenyl)-thiazole;THIAZOLE,4-(CHLOROMETHYL)-2-(3-CHLOROPHENYL)
• CAS NO: 97992-66-0
• Molecular Formula: C10H7Cl2NS
• Molecular Weight: 244.144
• Mol File: 97992-66-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Thiazole, 4-(chloromethyl)-2-(3-chlorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiazole, 4-(chloromethyl)-2-(3-chlorophenyl)-(97992-66-0)
• EPA Substance Registry System: Thiazole, 4-(chloromethyl)-2-(3-chlorophenyl)-(97992-66-0)

Safety Data

• Hazardous Substances Data: 97992-66-0(Hazardous Substances Data)

Upstream product

• 766-84-7 3-chloro-benzonitrile 
• 2548-79-0 3-chlorothiobenzamide 
• 534-07-6 1,3-Dichloroacetone 

Downstream Products

• 859850-99-0 2-(3-chlorophenyl)thiazole-4-carbaldehyde 
• 1244030-73-6 2-amino-3-cyano-4-[2-(3-chlorophenyl)thiazol-4-yl]-7-(dimethylamino)-4H-chromene 
• 1589081-21-9 4-amino-6-(benzo[d][1,3]dioxol-5-yl)-2-((2-(3-chlorophenyl)thiazol-4-yl)methylthio)pyrimidine-5-carbonitrile 

Relevant articles and documents

Agonists for the adenosine A1 receptor with tunable residence time. a case for nonribose 4-amino-6-aryl-5-cyano-2-thiopyrimidines

We report the synthesis and evaluation of previously unreported 4-amino-6-aryl-5-cyano-2-thiopyrimidines as selective human adenosine A 1 receptor (hA1AR) agonists with tunable binding kinetics, this without affecting their nanomolar affinity for the target receptor. They show a very diverse range of kinetic profiles (from 1 min (compound 52) to 1 h (compound 43)), and their structure-affinity relationships (SAR) and structure-kinetics relationships (SKR) were established. When put in perspective with the increasing importance of binding kinetics in drug discovery, these results bring new evidence of the consequences of affinity-only driven selection of drug candidates, that is, the potential elimination of slightly less active compounds that may display preferable binding kinetics.

Synthesis and in-vitro cytotoxicity of poly-functionalized 4-(2-arylthiazol-4-yl)-4H-chromenes

A new series of 4-aryl-4H-chromenes bearing a 2-arylthiazol-4-yl moiety at the 4-position were prepared as potential cytotoxic agents. The in-vitro cytotoxic activity of the synthesized 4-aryl-4H-chromenes was investigated in comparison with etoposide, a well-known anticancer drug, using MTT colorimetric assay. Among them, the 2-(2-chlorophenyl)thiazol-4-yl analog 4b showed the most potent activity against nasopharyngeal epidermoid carcinoma KB, medulloblastoma DAOY, and astrocytoma 1321N1, and compound 4d bearing a 2-(4-chlorophenyl) thiazol-4-yl moiety at the 4-position of the chromene ring exhibited the best inhibitory activity against breast cancer cells MCF-7, lung cancer cells A549, and colon adenocarcinoma cells SW480 with IC50 values less than 5 μM. The ability of compound 4b to induce apoptosis was confirmed in a nuclear morphological assay by DAPI staining in the KB and MCF-7 cells.