1184914-03-1

Basic information

• Product Name: 2-amino-N-(2-methylphenyl)thiazole-5-carboxamide
• Synonyms: 2-amino-N-(2-methylphenyl)thiazole-5-carboxamide
• CAS NO: 1184914-03-1
• Molecular Weight: 233.294
• Mol File: 1184914-03-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-amino-N-(2-methylphenyl)thiazole-5-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-N-(2-methylphenyl)thiazole-5-carboxamide(1184914-03-1)
• EPA Substance Registry System: 2-amino-N-(2-methylphenyl)thiazole-5-carboxamide(1184914-03-1)

Safety Data

• Hazardous Substances Data: 1184914-03-1(Hazardous Substances Data)

Usage

Chemical compound

2-amino-N-(2-methylphenyl)thiazole-5-carboxamide

Derivative

Thiazole with substituted amine and carboxamide group
Potential applications in pharmaceuticals and medicinal chemistry
Biological activity and therapeutic potential
Subject of interest for research and development
Valuable building block for synthesis of complex organic molecules

Upstream product

• 17356-08-0 thiourea 
• 1323138-76-6 (E)-N-(2-methylphenyl)-3-ethoxyacrylamide 
• 95-53-4 o-toluidine 

Downstream Products

• 1323138-64-2 N-(2-methylphenyl)-2-(2-(pyrrolidin-1-yl)acetamido)thiazole-5-carboxamide 
• 1323138-66-4 N-(2-methylphenyl)-2-(2-(piperidin-1-yl)acetamido)thiazole-5-carboxamide 
• 1323138-68-6 N-(2-methylphenyl)-2-(2-morpholinoacetamido)thiazole-5-carboxamide 
• 1323138-71-1 N-(2-methylphenyl)-2-(2-(4-methylpiperazin-1-yl)acetamido)thiazole-5-carboxamide 
• 1323138-72-2 N-(2-methylphenyl)-2-(2-(4-(2-hydroxyethyl)piperazin-1-yl)acetamido)thiazole-5-carboxamide 
• 1323138-82-4 N-(2-methylphenyl)-2-(2-chloroacetamido)thiazole-5-carboxamide 
• 1184919-23-0 N-(2-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl]-2-methyl-4-pyrimidinyl]amino]-5-thiazolecarboxamide 

Relevant articles and documents

2-Aminoxazole and 2-Aminothiazole Dasatinib Derivatives as Potent Inhibitors of Chronic Myeloid Leukemia K562 Cells

Dasatinib is an important drug against chronic myeloid leukemia (CML). In this paper, we describe the preparation and anti-CML activity of 2-aminoxazole and 2-aminothiazole dasatinib derivatives. Biological activity was measured by the inhibition of proliferation of human CML K562 cells. The 2-aminoxazole derivatives had similar activities as the 2-aminothiazole derivatives. All newly synthesized compounds demonstrated more potent antiproliferative activity than imatinib. A few compounds (8b, 8c, 9b) showed nanomolar inhibitory activity, similar to that of dasatinib.

Synthesis and biological activities of 2-amino-thiazole-5-carboxylic acid phenylamide derivatives

In an attempt to develop potent and selective anti-tumor drugs, a series of novel 2-amino-thiazole-5-carboxylic acid phenylamide derivatives were designed based on the structure of dasatinib. All compounds were synthesized by a systematic combinatorial chemical approach. Biological evaluation revealed that N-(2-chloro-6-methylphenyl)-2-(2-(4-methylpiperazin-1-yl)acetamido) thiazole-5-carboxamide (6d) exhibited high antiproliferative potency on human K563 leukemia cells comparable to dasatinib. Against mammary and colon carcinoma cells 6d was either inactive (MDA-MB 231) or distinctly less active (MCF-7 and HT-29: IC50=20.2 and 21.6μM, respectively). Dasatinib showed at each cell line IC501μM. The results of this structure activity relationship study clearly documented that the pyrimidin-4-ylamino core of dasatinib is responsible for the anti-tumor activity against non-leukemia cell lines.