35199-19-0

Usage

Chemical structure

2-(4-bromophenyl)-4-(chloromethyl)-1,3-thiazole is a heterocyclic compound containing both sulfur and nitrogen atoms.

Functional groups

The presence of the bromophenyl and chloromethyl groups gives the compound unique properties and reactivity.

Potential applications

The compound has potential applications in pharmaceutical and agrochemical industries.

Biological activities

Thiazole derivatives have been studied for their antimicrobial, antifungal, and anticancer activities, making 2-(4-bromophenyl)-4-(chloromethyl)-1,3-thiazole a potential candidate for further research and development.

Scientific interest

The synthesis, characterization, and potential uses in various applications make 2-(4-bromophenyl)-4-(chloromethyl)-1,3-thiazole an interesting compound for the scientific community.

Upstream product

• 26197-93-3 p-bromothiobanzamide 
• 534-07-6 1,3-Dichloroacetone 
• 623-00-7 4-bromobenzenecarbonitrile 

Downstream Products

• 21166-30-3 2-(4-bromo-phenyl)-thiazole-4-carbaldehyde 
• 1244030-75-8 2-amino-3-cyano-4-[2-(4-bromophenyl)thiazol-4-yl]-7-(dimethylamino)-4H-chromene 
• 1589081-17-3 4-amino-6-(benzo[d][1,3]dioxol-5-yl)-2-((2-(4-bromophenyl)thiazol-4-yl)methylthio)pyrimidine-5-carbonitrile 
• 64953-97-5 1-(2-p-bromophenylthiazol-4-yl)ethanol 
• 52041-98-2 5-bromo-2-(4-bromo-phenyl)-thiazole-4-carboxylic acid 
• 52041-94-8 5-bromo-2-(4-bromo-phenyl)-thiazole-4-carbaldehyde 
• 21160-50-9 2-(4-bromophenyl)-1,3-thiazole-4-carboxylic acid 
• 63484-62-8 10-[2-(4-bromo-phenyl)-thiazol-4-ylmethyl]-10H-acridin-9-one 
• 21160-53-2 2-(4-bromophenyl)-4-hydroxymethylthiazole 
• 4771-39-5 2-(4-bromo-phenyl)-4-chloromethyl-5-nitro-thiazole 

Relevant academic research and scientific papers

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.

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.

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.