Trimethobenzamide hydrochloride

Davies, J.S.H. and Hook, W.H. U.S. Patent 2,559,011 July 3, 1951 assigned to British Schering Research Laboratories Limited, England Spielman, M.A. U.S. Patent 2,575,692 November 20, 1951 assigned to Abbott Laboratories 

Chemical Name N-[(2-dimethylaminoethoxy)benzyl]-3,4,5-trimethoxybenzamide hydrochloride 

Trade Name Manufacturer Country Year Introduced 

To 122 grams (1 mol) of p-hydroxybenzaldehyde in 1 liter of chlorobenzene were added 66 grams (1.04 mols) of sodium methoxide (85%) and 108 grams (1 mol) of 2-dimethyl-aminoethyl chloride. The mixture was stirred and refluxed for 15 hours, then cooled and the precipitated sodium chloride filtered off. The filtrate was concentrated at steam temperature under water vacuum and the residual oil was fractionated in high vacuum, to give 4-(2-dimethylaminoethoxy)benzaldehyde, BPj.j 145°C. 

Two teaspoons of Raney nickel catalyst were added to a solution of 65.6 grams (0.34 mol) of 4-(2-dimethylaminoethoxy)benzaldehyde in 300 ml of 10% ammoniacal ethanol. The 

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Trimethaphan camsylate, 3,545 Trimethobenzamide hydrochloride, 2,551 Trimethoprim, 7,445 Triprolidine hydrochloride, 8,509 Tropicamide, 3,565 Tubocurarine chloride, 7,477 Tybamate, 4,494... 

Ginsburg CM, Clahsen J. Evaluation of trimethobenzamide hydrochloride (Tigan) suppositories for treatment of nausea and vomiting in children. J Pediatr 1980 96 767-769. 

Trimethobenzamide hydrochloride is an anticholinergic that is believed to directly affect the medullary chemoreceptor trigger zone to inhibit nausea. It is indicated in the prevention and treatment of nausea and vomiting. 

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