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Merck
CN

R5655

Rebamipide hydrate

≥98% (HPLC), COX-2 activator, powder

Synonym(s):

α-[(4-Chlorobenzoyl)amino]-1,2-dihydro-2-oxo-4-quinolinepropanoic acid hydrate, Mucosta hydrate, OPC 12759 hydrate, Proamipide hydrate

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About This Item

Empirical Formula (Hill Notation):
C19H15ClN2O4 · xH2O
CAS Number:
Molecular Weight:
370.79 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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Product Name

Rebamipide hydrate, ≥98% (HPLC), powder

Quality Level

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 helps to reduce intestinal injury, stimulated by radiation.
Rebamipide hydrate is an anti-ulcer agent, an antioxidant, a gastrointestinal agent, and a gastric cytoprotectant.
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.


pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type N95 (US)



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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



Global Trade Item Number

SKUGTIN
R5655-5MG04061832723129
R5655-25MG04061832723112