38339-95-6

Usage

Uses

Used in Pharmaceutical Industry:
Metoclopramide Impurity F is used as a reference standard for testing the purity of metoclopramide. It helps in quality control processes to ensure that the levels of this impurity are carefully controlled, thereby maintaining the safety and effectiveness of the drug for patients.

Upstream product

• 364-62-5 metoclopramide 
• 7232-21-5 reglan 
• 102670-59-7 butanopride hydrochloride 

Downstream Products

• 114614-55-0 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-([1,3]dioxolan-2-ylmethoxy)-benzamide 
• 102685-89-2 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-benzamide 
• 102670-91-7 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-[2-(2-methyl-[1,3]dioxolan-2-yl)-ethoxy]-benzamide 
• 114614-37-8 4-Amino-2-but-3-enyloxy-5-chloro-N-(2-diethylamino-ethyl)-benzamide 
• 102670-42-8 4-amino-5-chloro-N-[2-(diethylamino)ethyl]-2-(2,2-dimethoxyethoxy)benzamide 
• 114614-36-7 4-Amino-2-[((E)-but-2-enyl)oxy]-5-chloro-N-(2-diethylamino-ethyl)-benzamide 
• 114614-35-6 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-(2-methyl-allyloxy)-benzamide 
• 102670-64-4 4-Amino-5-chloro-2-(pentan-3-on-2-yl)oxy-N-(2-diethylaminoethyl)benzamide hydrochloride 
• 114614-48-1 4-Amino-5-chloro-N-[2-(diethylamino)ethyl]-2-(3-hydroxybut-1-yl)oxybenzamide 
• 102671-15-8 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-(2-methoxy-propoxy)-benzamide 
• 125557-32-6 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-(2-propylsulfanyl-ethoxy)-benzamide 
• 114614-51-6 4-Amino-5-chloro-N-[2-(diethylamino)ethyl]-2-(3-methoxybut-1-yl)oxybenzamid 
• 125557-33-7 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-(2-phenylsulfanyl-ethoxy)-benzamide 
• 102670-83-7 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-[2-(2-methoxy-ethoxy)-ethoxy]-benzamide 

Relevant academic research and scientific papers

Stability of batanopride hydrochloride in aqueous solutions

The degradation of batanopride hydrochloride, an investigational antiemetic drug, was studied in aqueous buffer solutions (pH 2-10; ionic strength, 0.5; 56 °C) in an attempt to improve drug stability for parenteral administration. Degradation occurs by two different mechanisms depending on the pH of the solution. In acidic media (pH 2-6), the predominant reaction was intramolecular cyclization followed by dehydration to form a 2,3- dimethylbenzofuran. There was no kinetic or analytical (high-performance liquid chromatography) evidence for the formation of an intermediate; therefore, the rate of dehydration must have been very rapid compared with the rate of cyclization. In alkaline media (pH 8-10), the primary route of degradation was cleavage of the C-O alkyl ether bond. In the intermediate pH range (pH 6-8), both reactions contributed to the overall degradation. Both degradation reactions followed apparent first-order kinetics. The pH-rate profile suggests that batanopride hydrochloride attains its optimal stability at pH 4.5-5.5. Citrate buffer was catalytic at pH 3 and 5, and phosphate buffer was catalytic at pH 8. No catalytic effect was observed for the borate buffer at pH 9-10.

Pyridinium hydrochloride metoclopramide demethylation

Metoclopramide, or suitable salt thereof, is demethylated with pyridinium hydrochloride, providing an intermediate to quinuclidinyl benzamide drugs.

PHARMACOLOGICALLY ACTIVE SUBSTITUTED BENZAMIDES

Novel substituted benzamides of the formula STR1 wherein R. sup.1, R 2, R 3, R 4, R 5 and A are as defined herein are useful in the treatment of emesis, and particularly chemotherapy-induced emesis in cancer patients. Some of the compounds are also useful in disorders relating to impaired gastric motility.

Substituted Benzamides. 1. Potential Nondopaminergic Antagoinists of Chemotherapy-Induced Nausea and Emesis

A series of new substituted benzamides has been synthesized and evaluated for dopamine antagonist activity and for antagonism of cisplatin-induced emesis in the dog and in the ferret.It was found that modification of the 2-methoxy substituent of metoclopr