Rebamipide

Rebamipide

Systematic (IUPAC) name
N-(4-Chlorobenzoyl)-3-(2-oxo-1,2-dihydroquinolin-4-yl)alanine
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	90098-04-7 N
ATC code	None
PubChem	CID 5042
IUPHAR ligand	871
ChemSpider	4866 Y
UNII	LR583V32ZR Y
KEGG	D01121 Y
ChEMBL	CHEMBL1697771 N
Chemical data
Formula	C19H15ClN2O4
Mol. mass	370.786 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/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) Y Key:ALLWOAVDORUJLA-UHFFFAOYSA-N Y
N(what is this?)  (verify)

Rebamipide, an amino acid derivative of 2(1H)-quinolinone, is used for mucosal protection, healing of gastroduodenal ulcers, and treatment of gastritis. It works by enhancing mucosal defense, scavenging free radicals, and temporarily activating genes encoding cyclooxygenase-2.

Studies have shown that Rebamipide can fight the damaging effects of NSAIDs on the GIT Mucosa, and more recently, the small intestine.

It has also been used for the treatment of Behçet's disease.

It was shown to successfully treat pouchitis in a single-N study after first line therapies for the condition were unsuccessful (http://www.wjgnet.com/1007-9327/12/656.pdf).

Some studies have shown effectiveness in presbyacusis (age-related hearing loss).

References

• Arakawa T, Watanabe T, Fukuda T, Yamasaki K, Kobayashi K (1995). "Rebamipide, novel prostaglandin-inducer accelerates healing and reduces relapse of acetic acid-induced rat gastric ulcer. Comparison with cimetidine". Dig Dis Sci 40 (11): 2469–72. doi:10.1007/BF02063257. PMID 7587834. 
• Arakawa T, Kobayashi K, Yoshikawa T, Tarnawski A (1998). "Rebamipide: overview of its mechanisms of action and efficacy in mucosal protection and ulcer healing". Dig Dis Sci 43 (9 Suppl): 5S–13S. PMID 9753220. 
• Matsuda T, Ohno S, Hirohata S, Miyanaga Y, Ujihara H, Inaba G, Nakamura S, Tanaka S, Kogure M, Mizushima Y (2003). "Efficacy of rebamipide as adjunctive therapy in the treatment of recurrent oral aphthous ulcers in patients with Behcet's disease: a randomised, double-blind, placebo-controlled study". Drugs R D 4 (1): 19–28. doi:10.2165/00126839-200304010-00002. PMID 12568631. 
• Tarnawski AS, Chai J, Pai R, Chiou SK (2004). "Rebamipide activates genes encoding angiogenic growth factors and Cox2 and stimulates angiogenesis: a key to its ulcer healing action?". Dig Dis Sci 49 (2): 202–9. doi:10.1023/B:DDAS.0000017439.60943.5c. PMID 15104358. 
• Takumida M, Anniko M. (2009). "Radical scavengers for elderly patients with age-related hearing loss". Acta Otolaryngol 129 (1): 36–44. doi:10.1080/00016480802008215. PMID 18607930. 

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