Benaprizine Usage And Synthesis

Originator

Brizin,Beecham,UK,1973

Uses

Anticholinergic.

Definition

ChEBI: Benapryzine is a diarylmethane.

Manufacturing Process

A methanolic solution of sodium methoxide [from sodium (0.2 gram) and dry methanol (3 ml)] was added dropwise during 20 minutes to a boiling solution of methyl α,α-diphenylglycollate (11 grams) and 2-ethylpropylaminoethanol (6 grams) in light petroleum (150 ml, BP 80°-100°C) and the methanol that separated was removed by using a Dean and Starke apparatus. At the end of 5 hours no further separation of methanol occurred and the reaction mixture after being washed with water (3 x 20 ml) was extracted with 1N hydrochloric acid (3 x 30 ml).
The acid extracts (after washing with 50 ml ether) were made alkaline with aqueous 5 N sodium hydroxide solution, the liberated base was extracted into ether (4 x 50 ml) and the ether extracts were dried (MgSO4). Treatment of the extracts with hydrogen chloride gave the hydrochloride (11 grams, 70%), which was obtained as rectangular plates, MP 164° to 166°C, after several crystallizations from butanone.

Therapeutic Function

Anticholinergic, Antiparkinsonian

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