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An Efficient and Improved Process for the Synthesis of Itopride Hydrochloride and Trimethobenzamide Hydrochloride

[ Vol. 15 , Issue. 4 ]

Author(s):

Ponnusamy Kannan, Samuel I.D. Presley*, Pallikondaperumal Shanmugasundaram, Nagapillai Prakash and Deivanayagam Easwaramoorthy*   Pages 572 - 575 ( 4 )

Abstract:


Aim and Objective: Itopride is a prokinetic agent used for treating conditions like non-ulcer dyspepsia. Itopride is administered as its hydrochloride salt. Trimethobenzamide is used for treating nausea and vomiting and administered as its hydrochloride salt. The aim is to develop a novel and environmental friendly method for large-scale production of itopride and trimethobenzamide.

Materials and Methods: Itopride and trimethobenzamide can be prepared from a common intermediate 4- (dimethylaminoethoxy) benzyl amine. The intermediate is prepared from one pot synthesis using Phyrdroxybenzaldehye and zinc dust and further reaction of the intermediate with substituted methoxy benzoic acid along with boric acid and PEG gives itopride and trimethobenzamide.

Results: The intermediate 4-(dimethylaminoethoxy) benzylamine is prepared by treating p-hydroxybenzaldehyde and 2-dimethylaminoethyl chloride. The aldehyde formed is treated with hydroxylamine hydrochloride. The intermediate is confirmed by NMR and the purity is analysed by HPLC.

Conclusion: Both itopride and trimethobenzamide were successfully synthesized by this method. The developed method is environmental friendly, economical for large-scale production with good yield and purity.

Keywords:

Boric acid, carboxylic acid, amine, amidation, polyethylene polyethylene glycol and P-hydroxybenzaldehyde benzaldehyde.

Affiliation:

Department of Chemistry, B.S. Abdur Rahman Crescent Institute of Science & Technology, Chennai, Department of Chemistry, SSN College of Engineering, Chennai, Department of Chemistry, B.S. Abdur Rahman Crescent Institute of Science & Technology, Chennai, Department of Chemistry, Saveetha Institute of Medical and Technical Sciences, Chennai, Department of Chemistry, B.S. Abdur Rahman Crescent Institute of Science & Technology, Chennai

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