21262-25-9

Basic information

• Product Name: 4(5H)-Thiazolone, 2-[(4-bromophenyl)amino]-
• Synonyms: F0833-0001
• CAS NO: 21262-25-9
• Molecular Formula: C9H7BrN2OS
• Molecular Weight: 271.13400
• Mol File: 21262-25-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4(5H)-Thiazolone, 2-[(4-bromophenyl)amino]-(CAS DataBase Reference)
• NIST Chemistry Reference: 4(5H)-Thiazolone, 2-[(4-bromophenyl)amino]-(21262-25-9)
• EPA Substance Registry System: 4(5H)-Thiazolone, 2-[(4-bromophenyl)amino]-(21262-25-9)

Safety Data

• Hazardous Substances Data: 21262-25-9(Hazardous Substances Data)

Upstream product

• 2646-30-2 1-(4-bromophenyl)thiourea 
• 105-39-5 chloroacetic acid ethyl ester 
• 17356-08-0 thiourea 
• 79-11-8 chloroacetic acid 
• 106-40-1 4-bromo-aniline 
• 19249-89-9 1-benzoyl-3-(4-bromophenyl)thiourea 
• 105-36-2 ethyl bromoacetate 
• 333-20-0 potassium thioacyanate 
• 2564-02-5 N-(4-bromophenyl)-2-chloroacetamide 

Downstream Products

• 63500-83-4 2-(4-bromo-phenylimino)-3-methyl-thiazolidin-4-one 
• 63500-76-5 2-(4-bromo-N-methyl-anilino)-thiazol-4-one 
• 358339-82-9 2-(p-bromophenyl)imino-5-(1H-indol-3-yl)methylene-1,3-thiazolidin-4-one 
• 912969-55-2 (4-chlorothiazol-2-yl)-4-bromophenylamine 

Relevant articles and documents

A 5 - (1 H - indole - 3 - methylene) - 1, 3 - thiazolidine - 4 - ketone derivative and its synthetic method and application

The invention relates to 5-(1H-indolyl-3-methylene)-1,3-thiazolidinyl-4-one derivatives, and a synthesis method and application thereof. By using ethanol and/or water as a solvent, substituted 2-substituted-imino-1,3-thiazolidinyl-4-one and 1H-indolyl-3-formaldehyde are subjected to reflux reaction under the catalytic condition of piperidine through intermolecular dehydration condensation reaction to form methylene linking group, thereby obtaining the 5-(1H-indolyl-3-methylene)-1,3-thiazolidinyl-4-one derivatives. The intermediate 2-substituted-iminothiazolidinyl-4-one is prepared by carrying out cyclization reaction on various monosubstituted ethyl thiocarbamide chloroacetates or chloroacetic acids in a low-boiling solvent under reflux conditions, and the intermediate 2-substituted-imino-3-substituted-1,3-thiazolidinyl-4-one is prepared by carrying out a green environment-friendly synthesis technique on various disubstituted symmetric thiocarbamides and chloroacetic acids. The bioactivity preliminary screening experiment result of all the target compounds on the enzyme molecular level indicates that the target products have certain inhibition activity on PTP1B and CDC25B to different degrees.

[4-(Imidazol-1-yl)thiazol-2-yl]phenylamines. A novel class of highly potent colchicine site binding tubulin inhibitors: Synthesis and cytotoxic activity on selected human cancer cell lines

Synthesis and cytotoxic activity in the submicromolar range of a series of [4-(imidazol-1-yl)thiazol-2-yl]-phenylamines are described. Cell cycle dependent cytotoxicity on RKO human colon carcinoma cells with inducible expression of p27kip1 and the influence on microtubule formation were investigated. Considering the significant correlation between the IC50 values of tubulin polymerization inhibition, [3H]colchicine competition, and cytotoxicity of the investigated compounds, tubulin is the main cellular target. The inhibition of microtubule formation was shown to be mediated by interference with the colchicine binding site of tubulin. In depth analysis of the investigated compounds allowed the identification of modifications that altered the pharmacological profile of the compounds from a mitosis-inducing phenotype to a G1 cell cycle arresting phenotype.