1311864-08-0

Basic information

• Product Name: methyl 2-(2-chlorophenyl)thiazole-4-carboxylate
• Synonyms: methyl 2-(2-chlorophenyl)thiazole-4-carboxylate
• CAS NO: 1311864-08-0
• Molecular Weight: 253.709
• Mol File: 1311864-08-0.mol

Chemical Properties

• CAS DataBase Reference: methyl 2-(2-chlorophenyl)thiazole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-(2-chlorophenyl)thiazole-4-carboxylate(1311864-08-0)
• EPA Substance Registry System: methyl 2-(2-chlorophenyl)thiazole-4-carboxylate(1311864-08-0)

Safety Data

• Hazardous Substances Data: 1311864-08-0(Hazardous Substances Data)

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 3717-28-0 2-chloro benzaldehyde oxime 
• 873-32-5 2-Chlorobenzonitrile 

Downstream Products

• 1370731-45-5 methyl 2-(o-chlorophenyl)-5-phenylthiazole-4-carboxylate 
• 944275-21-2 2-(2-chlorophenyl)thiazole-4-carboxylic acid 
• 1315510-29-2 dimethyl 2,2'-di-(2-chlorophenyl)-bis-5,5'-thiazole-4,4'-dicarboxylate 

Relevant articles and documents

Purple acid phosphatase inhibitors as leads for osteoporosis chemotherapeutics

Purple acid phosphatases (PAPs) are metalloenzymes that catalyse the hydrolysis of phosphate esters under acidic conditions. Their active site contains a Fe(III)Fe(II) metal centre in mammals and a Fe(III)Zn(II) or Fe(III)Mn(II) metal centre in plants. In humans, elevated PAP levels in serum strongly correlate with the progression of osteoporosis and metabolic bone malignancies, which make PAP a target suitable for the development of chemotherapeutics to combat bone ailments. Due to difficulties in obtaining the human enzyme, the corresponding enzymes from red kidney bean and pig have been used previously to develop specific PAP inhibitors. Here, existing lead compounds were further elaborated to create a series of inhibitors with Ki values as low as ～30 μM. The inhibition constants of these compounds were of comparable magnitude for pig and red kidney bean PAPs, indicating that relevant binding interactions are conserved. The crystal structure of red kidney bean PAP in complex with the most potent inhibitor in this series, compound 4f, was solved to 2.40 ? resolution. This inhibitor coordinates directly to the binuclear metal centre in the active site as expected based on its competitive mode of inhibition. Docking simulations predict that this compound binds to human PAP in a similar mode. This study presents the first example of a PAP structure in complex with an inhibitor that is of relevance to the development of anti-osteoporotic chemotherapeutics.

Pd(ii)-catalyzed direct C5-arylation of azole-4-carboxylates through double C-H bond cleavage

The first palladium-catalyzed direct C5-arylation of azole-4-carboxylates with simple unactivated arenes through double C-H bond cleavage is realized. This protocol provided a straightforward access to diverse 5-arylsubstituted azole-4-carboxylic derivatives with good functional group tolerance. The Royal Society of Chemistry 2012.