Synthesis and X‐ray analysis of 7‐bromoarbidol, an impurity standard of arbidol

Abstract

For the first time, synthesis and X‐ray analysis of 7‐bromoarbidol hydrochloride is reported. The latter is a proven impurity of Arbidol which is an antiviral drug marketed in Russia and China. J. Heterocyclic Chem., (2011).

Structural Analogs of Umifenovir. 1. Synthesis and Biological Activity of Ethyl 5-Hydroxy-1-Methyl-2-(Trans-2-Phenylcyclopropyl)-1H-Indole-3-Carboxylate

“…The major compound content (HPLC) was 100.00% (ELSD), 99.27% (UV); t R 13.43 min. 1 Ethyl 3-Oxo-3-(trans-2-phenylcyclopropyl)propanoate (2). A solution of trans-2-phenylcyclopropane-1-carbazide (1) in anhydrous CH 2 Cl 2 was prepared from trans-2-phenylcyclopropane-1-carbohydrazide (20.0 g, 113 mmol) by method [7] using CH 2 Cl 2 (550 ml) in place of PhMe.…”

“…In addition, existing technology for the preparation of this medicine has two marked drawbacks. In the first the stage of bromination of the ethyl 5-acetoxy-1,2-dimethyl-1H-indole-3-carboxylate occurs with low regioselectivity and this results in the appearance of polybrominated admixtures in the commercial product [2]. The second concerns the use of the toxic thiophenol, removal of traces of which from waste water presents a particular problem [3,4].…”