174560-85-1

Basic information

• Product Name: C-[4-(4-METHOXY-BENZYL)-MORPHOLIN-2-YL]-METHYLAMINE DIHYDROCHLORIDE
• Synonyms: C-[4-(4-METHOXY-BENZYL)-MORPHOLIN-2-YL]-METHYLAMINE DIHYDROCHLORIDE;(4-(4-Methoxybenzyl)Morpholin-2-yl)MethanaMine dihydrochloride
• CAS NO: 174560-85-1
• Molecular Formula: C₁₃H₂₀N₂O₂
• Molecular Weight: 309.23198
• Mol File: 174560-85-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: C-[4-(4-METHOXY-BENZYL)-MORPHOLIN-2-YL]-METHYLAMINE DIHYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: C-[4-(4-METHOXY-BENZYL)-MORPHOLIN-2-YL]-METHYLAMINE DIHYDROCHLORIDE(174560-85-1)
• EPA Substance Registry System: C-[4-(4-METHOXY-BENZYL)-MORPHOLIN-2-YL]-METHYLAMINE DIHYDROCHLORIDE(174560-85-1)

Safety Data

• Hazardous Substances Data: 174560-85-1(Hazardous Substances Data)

Upstream product

• 112887-01-1 2-Acetylaminomethyl-4-(p-methoxybenzyl)morpholine 
• 824-94-2 p-methoxybenzyl chloride 
• 131322-23-1 <2-(acetylamino)methyl>morpholine acetyl salt 
• 112913-96-9 2-(N-acetylaminomethyl)-4-benzylmorpholine 

Downstream Products

• 112885-02-6 4-Amino-5-chloro-2-methoxy-N-[4-(4-methoxy-benzyl)-morpholin-2-ylmethyl]-benzamide 

Relevant articles and documents

Pyrimidine derivatives

Pyrimidine derivatives useful as a gastrointestinal prokinetic agent, represented by formula STR1 wherein X is O or NR5, Y is O, S or NR5 wherein R5 is a hydrogen atom, a C1 -C6 alkyl group or the like; R1 and R2 may be the same or different and each is a hydrogen atom, a C1 -C6 alkyl group or the like; R3 is CN, or COOR6 wherein R6 is a C1 -C6 alkyl group, a C3 -C6 cycloalkyl group, an aryl group or the like; R4 is --SR7 or --NR8 R9 wherein R7 is a C1 -C6 alkyl group; R8 is a C1 -C6 alkyl group or the like; R9 is a hydrogen atom, a C1 -C6 alkyl group or the like, or R8 and R9 may represent, together with the nitrogen atom to which they are attached, an N-substituted piperazine ring of formula (X) STR2 wherein R10 represents a C1 -C6 alkyl group or the like or a pharmacologically acceptable salt thereof. The above-mentioned compounds are useful as a gastrointestinal prokinetic agent used for the therapy of digestive tract diseases.

Novel benzamides as selective and potent gastrokinetic agents. 2.1 Synthesis and structure-activity relationships of 4-amino-5-chloro-2-ethoxy-N-[[4-(4-fluorobenzyl)-2-morpholinyl]methyl] benzamide citrate (AS-4370) and related compounds

The title compounds (19-55) with a 4-substituted 2-(aminomethyl)morpholine group were prepared and evaluated for the gastrokinetic activity by determining their effect on gastric emptying of phenol red semisolid meal in rats. Introduction of chloro, fluoro, and trifluoromethyl groups to the benzyl group of the parent compounds 1a and 1b enhanced the activity. Among compounds tested, 4-amino-5-chloro-2-ethoxy-N-[[4-(4-fluorobenzyl)-2-morpholinyl] methyl]benzamide (23b) showed the most potent gastric emptying activity (effects on phenol red semisolid meal in rats and mice, and on resin pellets solid meal in rats). The gastrokinetic activity of 23b citrate (AS-4370) compared very favorably with that of cisapride and was higher than that of metoclopramide. In contrast to metoclopramide and cisapride, AS-4370 was free from dopamine D2 receptor antagonistic activity in both in vitro ([3H]spiperone binding) and in vivo (apomorphine-induced emesis in dogs) tests.