15087-97-5

Basic information

• Product Name: N-benzyl-4-phenyl-1,3-thiazol-2-amine
• Synonyms: N-benzyl-4-phenyl-1,3-thiazol-2-amine
• CAS NO: 15087-97-5
• Molecular Weight: 266.367
• Mol File: 15087-97-5.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: N-benzyl-4-phenyl-1,3-thiazol-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-4-phenyl-1,3-thiazol-2-amine(15087-97-5)
• EPA Substance Registry System: N-benzyl-4-phenyl-1,3-thiazol-2-amine(15087-97-5)

Safety Data

• Hazardous Substances Data: 15087-97-5(Hazardous Substances Data)

Upstream product

• 67-68-5 dimethyl sulfoxide 
• 98-86-2 acetophenone 
• 2010-06-2 2-Amino-4-phenylthiazole 
• 100-51-6 benzyl alcohol 
• 100-42-5 styrene 
• 621-83-0 N-(benzyl)carbamimidothioic acid 
• 70-11-1 α-bromoacetophenone 
• 100-39-0 benzyl bromide 
• 1260001-52-2 1,2-bis[(2-phenyl-1,3-dioxolan-2-yl)methyl]disulfane 
• 88333-03-3 Benzyl isocyanide 
• 19433-17-1 acetophenone O-acetyloxime 
• 622-78-6 Benzyl isothiocyanate 
• 621-83-0 N-benzylthiourea 
• 2290-65-5 trimethylsilyl isothiocyanate 

Relevant articles and documents

Efficient synthesis of 2,4-disubstituted thiazoles using ionic liquid?under ambient conditions: a practical approach towards?the?synthesis of Fanetizole

A highly efficient and rapid synthesis of 2-amino-4-arylthiazoles and 2-methyl-4-arylthiazole from α-bromoketone and thiourea/thioamide is described using room temperature ionic liquid at ambient conditions. The method is simple, rapid and practical, generating thiazole derivatives in excellent isolated yields. This protocol is utilized for a commercially feasible synthesis of an anti-inflammatory agent, Fanetizole.

Structure-Based Design of N-(5-Phenylthiazol-2-yl)acrylamides as Novel and Potent Glutathione S-Transferase Omega 1 Inhibitors

Using reported glutathione S-transferase omega 1 (GSTO1-1) cocrystal structures, we designed and synthesized acrylamide-containing compounds that covalently bind to Cys32 on the catalytic site. Starting from a thiazole derivative 10 (GSTO1-1 IC50 = 0.6 μM), compound 18 was synthesized and cocrystallized with GSTO1. Modification on the amide moiety of hit compound 10 significantly increased the GSTO1-1 inhibitory potency. We solved the cocrystal structures of new derivatives, 37 and 44, bearing an amide side chain bound to GSTO1. These new structures showed a reorientation of the phenyl thiazole core of inhibitors, 37 and 44, when compared to 18. Guided by the cocrystal structure of GSTO1:44, analogue 49 was designed, resulting in the most potent GSTO1-1 inhibitor (IC50 = 0.22 ± 0.02 nM) known to date. We believe that our data will form the basis for future studies of developing GSTO1-1 as a new drug target for cancer therapy.

Highly efficient heterogeneous copper-catalysed coupling of oxime acetates with isothiocyanates leading to 2-aminothiazoles

The heterogeneous coupling reaction of oxime acetates with isothiocyanates was achieved at 110°C in toluene in air in the presence of a bidentate nitrogen-functionalised MCM-41-immobilised copper(I) complex (MCM-41-2N-CuI) with Cs2CO3 as base to afford a variety of 2-aminothiazoles in good yields. The MCM-41-2N-CuI catalyst can be easily recovered by a simple filtration and reused at least eight times without significant loss of activity.