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Oxitropium bromide

Oxitropium bromide (trade names Oxivent, Tersigan) is an anticholinergic used as a bronchodilator for the treatment of asthma and chronic obstructive pulmonary disease.

It was patented in 1966 and approved for medical use in 1983.

It is a thermosalient material.

Synthesis

Two successive alkylation reactions convert a natural product, norscopolamine (1), into oxitropium bromide. The first, with bromoethane, gives an N-ethyl intermediate (2), which is treated with bromomethane.

References