An internal standard for the quantification of rebamipide
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Unlabeled Version(s)
17186Rebamipide
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Rebamipide-d4

Item No. 33543

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(4-chlorobenzamido-2,3,5,6-d4)-3-(2-oxo-1,2-dihydroquinolin-4-yl)propanoic acid
CAS Number
1219409-06-9
Molecular Formula
C19H11ClD4N2O4
Formula Weight
374.8
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
SMILES
O=C(C1=C([2H])C([2H])=C(C([2H])=C1[2H])Cl)NC(C(O)=O)CC(C2=CC=CC=C2N3)=CC3=O
InChi Code
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)/i5D,6D,7D,8D
InChi Key
ALLWOAVDORUJLA-KDWZCNHSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $214

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    Product Description

    Rebamipide-d4 is intended for use as an internal standard for the quantification of rebamipide (Item No. 17186) by GC- or LC-MS. Rebamipide is a gastroprotective agent and mucin secretagogue.1,2 It increases the levels of prostaglandin E2 (PGE2; Item No. 14010) and COX-2 in rat gastric mucosa when administered at doses of 15 and 50 mg/kg per day. Rebamipide (30 and 100 mg/kg, i.p.) prevents the formation of gastric ulcers induced by absolute ethanol, sodium hydroxide, or hydrochloric acid in rats, an effect that can be blocked by the non-selective COX inhibitor indomethacin (Item No. 70270).3 It also increases the production of mucin 16 in stratified corneal epithelial cells in vitro when used at concentrations of 10 and 100 µM.2 Rebamipide (1% w/v) increases the levels of mucin-like substances in rabbit conjunctiva and cornea and, in a rabbit model of dry eye disease, reduces desiccation-induced corneal damage.4 Formulations containing rebamipide have been used in the treatment of peptic ulcer disease and dry eye disease.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sun, W.H., Tsuji, S., Gunawan, E.S., et al. Induction of cyclooxygenase-2 in rat gastric mucosa by rebamipide, a mucoprotective agent. Pharmacol. Exp. Ther. 295(2), 447-452 (2000).

    2. Uchino, Y., Woodward, A.M., and Argüeso, P. Differential effect of rebamipide on transmembrane mucin biosynthesis in stratified ocular surface epithelial cells. Exp. Eye Res. 153, 1-7 (2016).

    3. Yamasaki, K., Kanbe, T., Chijiwa, T., et al. Gastric mucosal protection by OPC-12759, a novel antiulcer compound, in the rat. Eur. J. Pharmacol. 142(1), 23-29 (1987).

    4. Urashima, H., Takeji, Y., Okamato, T., et al. Rebamipide increases mucin-like substance contents and periodic acid Schiff reagent-positive cells density in normal rabbits. J. Ocul. Pharmacol. Ther. 28(3), 264-270 (2012).