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R5655

Sigma-Aldrich

Rebamipide hydrate

≥98% (HPLC), powder

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Synonym(s):
α-[(4-Chlorobenzoyl)amino]-1,2-dihydro-2-oxo-4-quinolinepropanoic acid hydrate, Mucosta hydrate, OPC 12759 hydrate, Proamipide hydrate
Empirical Formula (Hill Notation):
C19H15ClN2O4 · xH2O
CAS Number:
90098-04-7
Molecular Weight:
370.79 (anhydrous basis)
MDL number:
MFCD11114396
UNSPSC Code:
12352200
PubChem Substance ID:
329824033
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: >5 mg/mL

SMILES string

O.OC(=O)C(CC1=CC(=O)Nc2ccccc12)NC(=O)c3ccc(Cl)cc3

InChI

1S/C19H15ClN2O4.H2O/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);1H2

InChI key

WQRHVBKNEDPECA-UHFFFAOYSA-N

Biochem/physiol Actions

Rebamipide is an anti-ulcer agent with free-radical scavenging and anti-inflammatory effects. It has been used for mucosal protection, healing of gastroduodenal ulcers, and treatment of gastritis. It works by enhancing mucosal defense, scavenging free radicals, and temporarily activating COX-2 genes. Rebamipide significantly reduced ulcerogenesis and maintained mucosal superoxide dismutase (SOD) activity. It has also been used for the treatment of Behçet′s disease. Rebamipide may be involved in a noval mechanism to enhance tear secretion and increase mucin levels covering conjunctiva and cornea.
Rebamipide helps to reduce intestinal injury, stimulated by radiation.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Rebamipide ameliorates radiation-induced intestinal injury in a mouse model
Shim S, et al.
Toxicology and Applied Pharmacology, 329, 40-47 (2017)
Fumiaki Nagashima et al.
Biomolecules & therapeutics, 26(4), 399-408 (2017-12-11)
In this study, we examined the molecular and functional characterization of choline uptake in the human esophageal cancer cells. In addition, we examined the influence of various drugs on the transport of [3H]choline, and explored the possible correlation between the

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