CAS 87802-11-7: methyl 5-chloro-1H-indole-2-carboxylate

5-Chloroindole-2-carboxylic acid methyl ester is a reagent and a building block for the synthesis of complex compounds. It has been used as an intermediate in the synthesis of various drugs, such as anti-inflammatory agents and antibiotics. 5-Chloroindole-2-carboxylic acid methyl ester has also been shown to be useful as a scaffold for the synthesis of natural products with biological activity.

5-Chloroindole-2-carboxylic acid methyl ester is a potent inhibitor of the enzyme tyrosine kinase in cell culture, with an IC50 value of 0.5 nM. It has been shown to inhibit the growth of cancer cells (e.g., MDA-MB231, MCF-7) in vitro and in vivo. The IC50 values for inhibition of MDA-MB231 and MCF-7 cells are 0.1 and 10 nM, respectively. 5-Chloroindole-2-carboxylic acid methyl ester binds to the ATP binding site on tyrosine kinase, preventing ATP from binding and inhibiting phosphorylation of the receptor protein. This allows the receptor's downstream signaling pathways to be blocked, which leads to cell growth inhibition by arresting cell cycle progression at G0/G1 phase or inducing apoptosis.

5-Chloro-1H-Indole-2-Carboxylic Acid Methyl Ester