112885-41-3

Basic information

• Product Name: 4-Amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide
• Synonyms: MOSAPRIDE;4-AMINO-5-CHLORO-2-ETHOXY-N-((4-(4-FLUOROBENZYL)-2-MORPHOLINYL)METHYL)BENZAMIDE;4-AMINO-5-CHLORO-2-ETHOXY-N-[4-(4-FLUORO-BENZYL)-MORPHOLIN-2-YLMETHYL]-BENZAMIDE;4-AMINO-5-CHLORO-2-ETHOXY-N-[[[4-(4-FLUOROPHENYL)METHYL]-2-MORPHOLINYL]METHYL]-BENZAMIDE;((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide/mosapride;4-Amino-5-Chloro-2-Ethoxy-N-((4-(4-Fluorobenzyl)-2-Morpholinyl)Methyl)Benzamide/Mosapride;Mosapride/4-Amino-5-Chloro-2-Ethoxy-N-((4-(4-Fluorobenzyl)-2-Morpholinyl)Methyl)Benzamide;Mosapid
• CAS NO: 112885-41-3
• Molecular Formula: C₂₁H₂₅ClFN₃O₃
• Molecular Weight: 421.89
• Product Categories: Agro Products;Agonist;Intermediates & Fine Chemicals;Pharmaceuticals;Pharmaceutical Intermediates;Amines;Aromatics;API;TAK-370, AS-4370, Gasmotin
• Mol File: 112885-41-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 151-153°C
• Boiling Point: 549.211 °C at 760 mmHg
• Flash Point: 285.953 °C
• Appearance: White to off-white crystalline solid
• Density: 1.272 g/cm³
• Vapor Pressure: 4.11E-12mmHg at 25°C
• Refractive Index: 1.584
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 13.52±0.46(Predicted)
• CAS DataBase Reference: 4-Amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide(112885-41-3)
• EPA Substance Registry System: 4-Amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide(112885-41-3)

Safety Data

• Hazardous Substances Data: 112885-41-3(Hazardous Substances Data)

Usage

Description

4-Amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide is a complex organic compound with a molecular structure that features a benzamide core, a 4-amino-5-chloro-2-ethoxy group, and a 4-(4-fluorobenzyl)-2-morpholinylmethyl substituent. 4-Amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide is characterized by its white to off-white crystalline solid appearance and is known for its selective agonist activity on the 5-HT4 receptor, making it a potential candidate for pharmaceutical applications.

Uses

Used in Pharmaceutical Industry:
4-Amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide is used as a selective 5-HT4 receptor agonist for its gastroprokinetic properties. It is particularly effective in treating gastrointestinal symptoms associated with chronic gastritis, gastro-oesophageal reflux, dyspepsia, and post-surgery recovery. The compound's agonist activity on the 5-HT4 receptor helps stimulate antral and duodenal motility, thereby improving gastrointestinal function.
Used in Drug Development:
As a gastroprokinetic agent, 4-Amino-5-chloro-2-ethoxy-N-((4-(4-fluorobenzyl)-2-morpholinyl)methyl)benzamide has potential applications in the development of new drugs for the treatment of various gastrointestinal disorders. Its selective agonist activity on the 5-HT4 receptor makes it a valuable compound for further research and development in the pharmaceutical industry.
Brand Name:
The compound may be marketed under a brand name, such as Gasmotin, which is the brand name for Mosapride citrate, a similar gastroprokinetic benzamide compound.

Originator

Dainippon (Japan)

Hazard

A poison by ingestion.

Safety Profile

A poison by ingestion. When heated to decomposition it emits toxic vapors of NOx, F-, and Cl-.

InChI:InChI=1/C21H25ClFN3O3/c1-2-28-20-10-19(24)18(22)9-17(20)21(27)25-11-16-13-26(7-8-29-16)12-14-3-5-15(23)6-4-14/h3-6,9-10,16H,2,7-8,11-13,24H2,1H3,(H,25,27)

Upstream product

• 108282-38-8 4-amino-5-chloro-2-ethoxybenzoic acid 
• 112914-13-3 2-aminomethyl-4-(4-fluoro-benzyl) morpholine 
• 4093-28-1 methyl 4-acetamido-2-hydroxybenzoate 
• 4235-43-2 4-Acetylamino-5-chloro-2-ethoxy-benzoic acid methyl ester 
• 59-06-3 methyl 4-acetamido-2-ethoxybenzoate 
• 112913-96-9 2-(N-acetylaminomethyl)-4-benzylmorpholine 
• 112913-94-7 2-<(acetylamino)methyl>-4-(4-fluorobenzyl)morpholine 
• 131322-23-1 <2-(acetylamino)methyl>morpholine acetyl salt 
• 636582-70-2 (RS)-4-(tert-butoxy-carbonyl-amino)-5-chloro-2-ethoxy-N-{[4-(4-fluoro-benzyl)-2-morpholinyl]methyl}-benzamide 
• 112885-42-4 mosapride citrate 
• 392-09-6 2-fluoro-4-nitro-benzoic acid methyl ester 
• 403-24-7 2-fluoro-4-nitrobenzoic acid 
• 24091-87-0 methyl 2-ethoxy-4-nitrobenzoate 
• 2486-63-7 2-ethoxy-1-methyl-4-nitrobenzene 

Downstream Products

• 170799-30-1 4-amino-2-ethoxy-N-(2-morpholinylmethyl)benzamide 
• 112885-42-4 mosapride citrate 
• 144256-49-5 4-Amino-5-chloro-N-[4-(4-fluoro-benzyl)-morpholin-2-ylmethyl]-2-(3-methyl-but-2-enyloxy)-benzamide 
• 144256-42-8 4-Amino-5-chloro-N-[4-(4-fluoro-benzyl)-morpholin-2-ylmethyl]-2-(3-methyl-butoxy)-benzamide 
• 112885-45-7 4-amino-2-butoxy-5-chloro-N-[[4-(4-fluorobenzyl)-2-morpholinyl]methyl]benzamide 
• 170799-32-3 N-<(4-acetyl-2-morpholinyl)methyl>-4-(acetylamino)-5-chloro-2-ethoxybenzamide 
• 170799-31-2 N-<(4-acetyl-2-morpholinyl)methyl>-4-(acetylamino)-2-ethoxybenzamide 
• 112914-16-6 4-amino-5-chloro-N-<<4-(fluorobenzyl)-2-morpholinyl>methyl>-2-hydroxybenzamide 

Relevant articles and documents

Novel preparation method of mosapride

The invention discloses a novel preparation method of mosapride.Cheap 2-chlorotoluene is used as an initial raw material is subjected to nitration, nucleophilic substitution, free radical bromination, chlorination, alkylation, nitro reduction and oxidative amidation to synthesize mosapride. According to the scheme, raw materials are easy to obtain, dangerous processes and highly toxic reagents are avoided, the method is green and environment-friendly, oxidation amidation is adopted, selectivity is achieved, formation of aromatic amide by-products is avoided, and the yield is high.

4-amino-5-chloro-2-ethoxy-N- "[ 4-(4-Flurobenzyl)-2-morphorinyl] methyl" phenylbenzamide hydroxycitric salt 2 hydrate production method

PROBLEM TO BE SOLVED: To provide a method for producing a high-purity 4-amino-5-chloro-2-ethoxy-N-[[4-(4-fluorobenzyl)-2-morpholinyl]methyl]benzamide citric acid salt dehydrate, which produces less by-product. SOLUTION: The method for producing a 4-amino-5-chloro-2-ethoxy-N-[[4-(4-fluorobenzyl)-2-morpholinyl]methyl]benzamide citric acid salt dehydrate includes reacting 4-amino-5-chloro-2-ethoxy-N-[[4-(4-fluorobenzyl)-2-morpholinyl]methyl]benzamide and citric acid at ≥30°C and ≤70°C in a mixed solvent of water and a water-soluble organic solvent. COPYRIGHT: (C)2012,JPOandINPIT

DRY-COATED ORALLY-DISINTEGRATING TABLET

The purpose of the present invention is to provide a press-coated orally-disintegrating tablet characterized by containing an inner core which has an excellent disintegratability in oral cavity and a suitable hardness as a whole tablet. The present invent