REBAMIPIDE

Base Information

• Chemical Name: REBAMIPIDE
• CAS No.: 111911-87-6
• Molecular Formula: C₁₉H₁₅ClN₂O₄
• Molecular Weight: 370.78600
• Mol file: 111911-87-6.mol

Synonyms:REBAPIMIDE;

Chemical Property of REBAMIPIDE

Chemical Property:

• Vapor Pressure: 2.83E-20mmHg at 25°C
• PSA: 99.26000
• Density: 1.362
• LogP: 2.99810

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Rebamipide is a quinolinone derivative introduced as a novel antiulcer agent. It acts as a local gastric mucosa prostaglandin inducer and is reported to be effective in both the healing and prevention of recurrence of gastric ulcer.

Technology Process of REBAMIPIDE

There total 35 articles about REBAMIPIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.9%

2-amino-3-[2(1H)-quinolinone-4-yl]propionic acid dihydrochloride dihydrate (914769-50-9) + 4-chloro-benzoyl chloride (122-01-0) → rebamipide (90098-04-7,111911-87-6)

Guidance literature:

2-amino-3-[2(1H)-quinolinone-4-yl]propionic acid dihydrochloride dihydrate; 4-chloro-benzoyl chloride; With sodium hydroxide; In water; acetone; at 0 ℃;

With hydrogenchloride; In water; acetone;

Reference yield: 96.2%

2-amino-3-[6-bromo-2(1H)-quinolon-4-yl]propionic acid (889573-80-2) + 4-chloro-benzoyl chloride (122-01-0) + 2-amino-3-<2-(1H)-quinolinon-4-yl>propionic acid hydrochloride (4876-14-6,132210-24-3) → rebamipide (90098-04-7,111911-87-6)

Guidance literature:

2-amino-3-[6-bromo-2(1H)-quinolon-4-yl]propionic acid; 2-amino-3-<2-(1H)-quinolinon-4-yl>propionic acid hydrochloride; With sodium hydroxide; hydrogen; Raney nikel; In water; at 20 ℃; for 2h;

4-chloro-benzoyl chloride; With sodium hydroxide; In water; acetone; at 0 ℃;

With hydrogenchloride; In water; acetone;

Reference yield: 94.0%

ethyl 2-(4-chlorobenzamido)-2-ethoxyoxo-3-[2-(1H)-quinolin-4-yl]propionate (1028268-32-7) → rebamipide (90098-04-7,111911-87-6)

Guidance literature:

With water; sodium hydroxide; In ethanol; Reflux;

upstream raw materials:

4-chloro-benzoyl chloride

2-amino-3-<2-(1H)-quinolinon-4-yl>propionic acid hydrochloride

4-bromomethyl-2(1H)-quinolinone

2-acetylamino-2-(ethoxycarbonyl)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propionic acid ethyl ester

Downstream raw materials:

methyl 2-(4-chlorobenzoylamino)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propionate

Refernces

• 1、 -. "Preparation method of rebamipide bulk drug". Paragraph 0012; 0029-0030; 0038-0039; 0047-0048. . Retrieved 2021/08/14.
• 2、 -. "A synthesis process of fluorinated". . . Retrieved 2018/07/30.