21716-60-9

Upstream product

• 5202-89-1 4-chlorobenzenesulfonyl chloride 
• 96-32-2 bromoacetic acid methyl ester 
• 635-21-2 5-chloroanthranilic acid 
• 67-56-1 methanol 
• 96222-38-7 6-Chlor-1-methoxycarbonylmethyl-3,1-benzoxazin-2,4-dion 
• 133433-34-8 5-chloro-2-<(carboxymethyl)amino>-benzoic acid 

Downstream Products

• 911829-13-5 3-(3,5-bis-trifluoromethyl-phenoxy)-1-(4-tert-butyl-phenyl)-5-chloro-1H-indole-2-carboxylic acid ethyl ester 
• 911829-14-6 1-(4-tert-butyl-phenyl)-5-chloro-3-(4-chloro-3-trifluoromethyl-phenoxy)-1H-indole-2-carboxylic acid ethyl ester 
• 911828-97-2 1-(4-tert-butyl-phenyl)-5-chloro-3-(3-trifluoromethyl-phenoxy)-1H-indole-2-carboxylic acid ethyl ester 
• 911828-76-7 1-(4-tert-butyl-phenyl)-5-chloro-3-methoxy-1H-indole-2-carboxylic acid ethyl ester 
• 911828-89-2 1-(4-tert-butyl-phenyl)-5-chloro-3-hydroxy-1H-indole-2-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Formal synthesis of (±)-cladoniamide G

The formal synthesis of (±)-cladoniamide G, a natural product that exhibits cytotoxicity against human breast cancer MCF-7 cells, is presented. Our strategy employed a Suzuki-Miyaura coupling to join the two indole subunits of this natural product.

Synthesis and biological activities of novel aryl indole-2-carboxylic acid analogs as PPARγ partial agonists

A series of novel aryl indole-2-carboxylic acids has been identified as potent selective PPARγ modulators. Their chemical synthesis and in vitro activities are discussed. Compound 5 was selected for in vivo testing in the db/db mouse model of type 2 diabetes and resulted in reduction of hyperglycemia at comparable plasma exposure when compared to rosiglitazone.

Novel Indole-2-carboxylates as Ligands for the Strychnine-Insensitive N-Methyl-D-aspartate-Linked Glycine Receptor

A series of indole-2-carboxylates were prepared and evaluated for their ability to inhibit the binding at the strychnine-insensitive glycine receptor that is associated with the NMDA-PCP-glycine receptor complex.All of the compounds were selective for the glycine site relative to other sites on the receptor macrocomplex and several of the compounds in this series were found to have submicromolar affinity for this receptor.The lead compound, 2-carboxy-6-chloro-3-indoleacetic acid (Ki = 1.6 μM vsglycine), was also found to noncompetitively inhibit the binding of MK-801, a ligand for the phencyclidine site on the receptor macrocomplex.These latter data suggest that the compound functions as an antagonist at the strychnine-insensitive glycine receptor.The structural activity relationships within this series of indole-2-carboxylates is discussed and several key pharmacophores are identified for this series of glycine ligands.In general, the most potent compounds were the C-3 acetamides, with N-propyl-2-carboxy-6-chloro-3-indoleacetamide having the highest receptor affinity.

Quinazoline Carboxylic Acids, V: 1,4-Dihydro-quinazoline-4-on-1-yl-acetic Acids and Esters

1,4-Dihydro-quinazoline-4-on-1-yl-acetic acids 5 were prepared by reaction of 3,1-benzoxazine-2,4-diones 1 with ammonia to 2.Cyclisation of 2 gave 4 and their hydrolysis lead to 5. 2-Substituted quinazolinones 9 could be obtained by reaction of 2 with aci