- Studies on 2(1H)-quinolinone derivatives as gastric antiulcer active agents. 2-(4-Chlorobenzoylamino)-3-[2(1H)-quinolinon-4-yl]propionic acid and related compoundsUchida, Minoru; Tabusa, Fujio; Komatsu, Makoto; Morita, Seiji; Kanbe, Toshimi; et al, Chemical & Pharmaceutical Bulletin, 1985, 33(9), 3775-86
Cas no 90098-38-7 (Rebamipide methyl ester)
Rebamipide methyl ester structure
Product Name:Rebamipide methyl ester
CAS No:90098-38-7
MF:C20H17ClN2O4
MW:384.812984228134
CID:4557497
PubChem ID:13342146
Update Time:2024-10-26
Rebamipide methyl ester Chemical and Physical Properties
Names and Identifiers
-
- REBAMIPIDE METHYL ESTER
- Rebamipide Methyl Ester (Rebamipide Impurity)
- E82096
- Methyl 2-(4-chlorobenzoylamino)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propionate
- Rebamipide Impurity 7
- Rebamipide Impurity 6
- 4-Quinolinepropanoic acid, α-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-, methyl ester
- Rebamipide Impurity G
- 4-Quinolinepropanoic acid,a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-, methyl ester
- Methyl α-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-4-quinolinepropanoate (ACI)
- OPC 12763
- methyl 2-[(4-chlorobenzoyl)amino]-3-(2-oxo-1H-quinolin-4-yl)propanoate
- SCHEMBL16666855
- OAXCBIDOZGKWRV-UHFFFAOYSA-N
- Methyl 2-(4-chlorobenzamido)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propanoate
- 90098-38-7
- CS-0168041
- Rebamipide methyl ester
-
- Inchi： 1S/C20H17ClN2O4/c1-27-20(26)17(23-19(25)12-6-8-14(21)9-7-12)10-13-11-18(24)22-16-5-3-2-4-15(13)16/h2-9,11,17H,10H2,1H3,(H,22,24)(H,23,25)
- InChI Key： OAXCBIDOZGKWRV-UHFFFAOYSA-N
- SMILES： ClC1C=CC(=CC=1)C(NC(C(=O)OC)CC1=CC(NC2C=CC=CC1=2)=O)=O
Computed Properties
- Exact Mass: 384.0876847 g/mol
- Monoisotopic Mass: 384.0876847 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 4
- Heavy Atom Count: 27
- Rotatable Bond Count: 6
- Complexity: 613
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 1
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Molecular Weight: 384.8
- XLogP3: 2.7
- Topological Polar Surface Area: 84.5
Rebamipide methyl ester Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Aaron | AR01X00D-50mg |
4-Quinolinepropanoic acid,a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-, methyl ester |
90098-38-7 | 98% | 50mg |
$158.00 | 2025-02-12 | |
| Aaron | AR01X00D-100mg |
4-Quinolinepropanoic acid,a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-, methyl ester |
90098-38-7 | 98% | 100mg |
$235.00 | 2025-02-12 | |
| Aaron | AR01X00D-250mg |
4-Quinolinepropanoic acid,a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-, methyl ester |
90098-38-7 | 98% | 250mg |
$399.00 | 2025-02-12 | |
| 1PlusChem | 1P01WZS1-50mg |
4-Quinolinepropanoic acid,a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-, methyl ester |
90098-38-7 | 97% | 50mg |
$187.00 | 2024-04-20 | |
| 1PlusChem | 1P01WZS1-100mg |
4-Quinolinepropanoic acid,a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-, methyl ester |
90098-38-7 | 97% | 100mg |
$269.00 | 2024-04-20 | |
| 1PlusChem | 1P01WZS1-250mg |
4-Quinolinepropanoic acid,a-[(4-chlorobenzoyl)amino]-1,2-dihydro-2-oxo-, methyl ester |
90098-38-7 | 97% | 250mg |
$457.00 | 2024-04-20 |
Rebamipide methyl ester Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: Potassium carbonate
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Water ; 30 °C → 10 °C
1.2 Solvents: Acetone ; 0 - 10 °C; 30 min, 0 - 10 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ; 30 min, pH 1 - 3, 20 - 30 °C
1.4 Solvents: Dimethyl sulfoxide , Water
1.2 Solvents: Acetone ; 0 - 10 °C; 30 min, 0 - 10 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ; 30 min, pH 1 - 3, 20 - 30 °C
1.4 Solvents: Dimethyl sulfoxide , Water
Reference
- Magic bullet! Rebamipide, a superior anti-ulcer and ophthalmic drug and its large-scale synthesis in a single organic solvent via process intensification using Krapcho decarboxylationBabu, Prashanth Kumar; Bodireddy, Mohan Reddy; Puttaraju, Reshma Choudlu; Vagare, Dnyaneshwar; Nimmakayala, Raghu; et al, Organic Process Research & Development, 2018, 22(7), 773-779
Production Method 3
Reaction Conditions
1.1 Solvents: Methanol , Water ; 2 h; 48 h, 120 °C
Reference
- Sodium Salts and Solvate of Rebamipide: Synthesis, Structure, and Pharmacokinetic StudyChi, Yingnan; Liu, Chuanrong; Ren, Tianming; Wang, Xiaoying; Yang, Qiuhong; et al, Crystal Growth & Design, 2016, 16(6), 3180-3189
Rebamipide methyl ester Raw materials
- 3-Chlorobenzoyl chloride
- 2-Amino-3-(2-oxo-1,2-dihydroquinolin-4-yl)propanoic acid dihydrochloride
- Rebamipide
- methyl 2-amino-3-(2-oxo-1H-quinolin-4-yl)propanoate
Rebamipide methyl ester Preparation Products
Rebamipide methyl ester Related Literature
-
Luke L. Lairson,Warren W. Wakarchuk Chem. Commun., 2007, 365-367
-
Yu-Nong Li,Liang-Nian He,Xian-Dong Lang,Xiao-Fang Liu,Shuai Zhang RSC Adv., 2014,4, 49995-50002
-
Jing Chen,Yu Shao,Danzhen Li J. Mater. Chem. A, 2017,5, 937-941
-
Chandran Rajendran,Govindaswamy Satishkumar,Charlotte Lang,Eric M. Gaigneaux Catal. Sci. Technol., 2020,10, 2583-2592
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