111911-90-1

Basic information

• Product Name: rebamipide
• Synonyms: 4-Quinolinepropanoic acid, a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-, (R)- (9CI);(R)-2-[(4-Chlorobenzoyl)amino]-3-(1,2-dihydro-2-oxo-4-quinolyl)propanoic acid
• CAS NO: 111911-90-1
• Molecular Formula: C₁₉H₁₅ClN₂O₄
• Molecular Weight: 370.79
• Mol File: 111911-90-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 695 °C at 760 mmHg
• Flash Point: 374.1 °C
• Appearance: /
• Density: 1.394
• Vapor Pressure: 2.83E-20mmHg at 25°C
• Refractive Index: 1.634
• PKA: 3.38±0.10(Predicted)
• CAS DataBase Reference: rebamipide(CAS DataBase Reference)
• NIST Chemistry Reference: rebamipide(111911-90-1)
• EPA Substance Registry System: rebamipide(111911-90-1)

Safety Data

• Hazardous Substances Data: 111911-90-1(Hazardous Substances Data)

Usage

General Description

Rebamipide is a synthetic drug that is used to treat various conditions related to the gastrointestinal tract. It works by promoting the production of mucus lining in the stomach and intestines, which helps to protect the lining from damage caused by stomach acid and other irritants. Rebamipide is commonly prescribed to treat conditions such as gastritis, peptic ulcers, and gastrointestinal bleeding. It has also been shown to have anti-inflammatory and antioxidant properties, making it useful in treating conditions such as dry eye syndrome and chronic gastritis. Overall, rebamipide is a versatile medication that can provide relief for a range of gastrointestinal and ophthalmic conditions.

InChI:InChI=1/C19H15ClN2O4/c20-13-7-5-11(6-8-13)18(24)22-16(19(25)26)9-12-10-17(23)21-15-4-2-1-3-14(12)15/h1-8,10,16H,9H2,(H,21,23)(H,22,24)(H,25,26)/t16-/m1/s1

Upstream product

• 137433-07-9 (-)-2-chloro-4-<(2',5'-dimethoxy-6'-isopropyl-3',6'-dihydropyrazin-3'-yl)methyl>quinoline 
• 137354-55-3 (+)-2-chloro-4-<(2',5'-dimethoxy-6'-isopropyl-3',6'-dihydropyrazin-3'-yl)methyl>quinoline 
• 137354-57-5 methyl (-)-2-amino-3-(2-chloroquinolin-4-yl)propionate 
• 137433-11-5 methyl 2-amino-3-<2(1H)-quinolinon-4-yl>propionate, salt with D-(-)-mandelic acid 
• 4876-10-2 4-bromomethyl-2(1H)-quinolinone 
• 122-01-0 4-chloro-benzoyl chloride 
• 137433-09-1 (-)-2-amino-3-<2(1H)-quinolinon-4-yl>propionic acid hydrochloride 

Relevant articles and documents

Synthesis and antiulcer activity of optical isomers of 2-(4-chlorobenzoylamino)-3-[2(1H)-quinolinon-4-yl]propionic acid (Rebamipide)

The enantiomers of 2-(4-chlorobenzoylamino)-3-[2(1H)-quinolinon-4-yl]propionic acid [(±)-1, rebamipide, OPC-12759], a new antiulcer agent that enhances mucosal resistance, were synthesized from optically active α-amino acid derivatives of 2(1H)-quinolinone. The key intermediates, α-amino acid derivatives, were prepared by asymmetric synthesis and optical resolution. The (±)-1 was ahout 1.7 times as potent as the (-)-isomer in antiulcer activity against ethanol-induced gastric ulcers.