17385-69-2

Basic information

• Product Name: 2-BENZYLAMINO-THIAZOL-4-ONE
• Synonyms: 2-(benzylamino)-1,3-thiazol-4-one
• CAS NO: 17385-69-2
• Molecular Formula: C₁₀H₁₀N₂OS
• Molecular Weight: 0
• Mol File: 17385-69-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 352.2°Cat760mmHg
• Flash Point: 166.8°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 3.91E-05mmHg at 25°C
• Refractive Index: 1.661
• CAS DataBase Reference: 2-BENZYLAMINO-THIAZOL-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZYLAMINO-THIAZOL-4-ONE(17385-69-2)
• EPA Substance Registry System: 2-BENZYLAMINO-THIAZOL-4-ONE(17385-69-2)

Safety Data

• Hazardous Substances Data: 17385-69-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H10N2OS/c13-9-7-14-10(12-9)11-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,11,12,13)

Upstream product

• 96-34-4 methyl chloroacetate 
• 621-83-0 N-benzylthiourea 
• 20949-66-0 2-methylsulfanyl-thiazol-4-one 
• 100-46-9 benzylamine 
• 2564-06-9 N-benzyl-2-chloroacetamide 
• 1147550-11-5 ammonium thiocyanate 
• 622-78-6 Benzyl isothiocyanate 
• 105-39-5 chloroacetic acid ethyl ester 
• 79-11-8 chloroacetic acid 
• 141-84-4 2-thioxo-4-thiazolidinone 

Downstream Products

• 332109-24-7 5-(4-hydroxyphenylmethylene)-2-benzylimino-4-oxothiazolidine 
• 76979-43-6 5-(4-Methoxyphenylmethylene)-2-(phenylmethylimino)-4-thiazolidinone 
• 107151-64-4 2-benzylamino-5-(2,4-dihydroxy-benzylidene)-thiazol-4-one 

Relevant articles and documents

SO2F2-Mediated N-Alkylation of Imino-Thiazolidinones

The N-alkylation of ambident and weakly nucleophilic imino-thiazolidinones has been developed via substitution with alkyl fluorosulfonates. These reactive electrophiles are obtained through the transformation of nontoxic, economic, and commercially availa

Discovery of certain benzyl/phenethyl thiazolidinone-indole hybrids as potential anti-proliferative agents: Synthesis, molecular modeling and tubulin polymerization inhibition study

A series of certain benzyl/phenethyl thiazolidinone-indole hybrids were synthesized for the study of anti-proliferative activity against A549, NCI-H460 (lung cancer), MDA-MB-231 (breast cancer), HCT-29 and HCT-15 (colon cancer) cell lines by using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT). We found that compound G37 displayed highest cytotoxicity with IC50 value of 0.92 ± 0.12 μM towards HCT-15 cancer cell line among all the synthesized compounds. Moreover, compound G37 was also tested on normal human lung epithelial cells (L132) and was found to be safe in contrast to HCT-15 cells. The lead compound G37 showed significant G2/M phase arrest in HCT-15 cells. Additionally, compound G37 significantly inhibited tubulin polymerization with IC50 value of 2.92 ± 0.23 μM. Mechanistic studies such as acridine orange/ethidium bromide (AO/EB) dual staining, DAPI nuclear staining, annexinV/propidium iodide dual staining, clonogenic growth inhibition assays inferred that compound G37 induced apoptotic cell death in HCT-15 cells. Moreover, loss of mitochondrial membrane potential with elevated intracellular ROS levels was observed by compound G37. These compounds bind at the active pocket of the α/β-tubulin with higher number of stable hydrogen bonds, hydrophobic and arene-cation interactions confirmed by molecular modeling studies.

Synthesis and activity of quinolinyl-methylene-thiazolinones as potent and selective cyclin-dependent kinase 1 inhibitors

A novel series of quinolinyl-methylene-thiazolinones has been identified as potent and selective cyclin-dependent kinase 1 (CDK1) inhibitors. Their synthesis and structure activity relationships (SAR) are described. Representative compounds from this class reversibly inhibit CDK1 activity in vitro, and block cell cycle progression in human tumor cell lines, suggesting a potential use as antitumor agents.