An internal standard for the quantification of rabeprazole
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Unlabeled Version(s)
14939Rabeprazole (sodium salt)
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Rabeprazole-d4 (sodium salt)

Item No. 26118

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[[4-(3-methoxypropoxy)-3-methyl-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole-4,5,6,7-d4, monosodium salt
Molecular Formula
C18H16D4N3O3S • Na
Formula Weight
385.4
Purity
≥99% deuterated forms (d1-d4)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
CC1=C(CS(C2=NC3=C(C([2H])=C([2H])C([2H])=C3[2H])[N-]2)=O)N=CC=C1OCCCOC.[Na+]
InChi Code
InChI=1S/C18H20N3O3S.Na/c1-13-16(19-9-8-17(13)24-11-5-10-23-2)12-25(22)18-20-14-6-3-4-7-15(14)21-18;/h3-4,6-9H,5,10-12H2,1-2H3;/q-1;+1/i3D,4D,6D,7D;
InChi Key
KRCQSTCYZUOBHN-SWSVCJOSSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Rabeprazole-d4 is intended for use as an internal standard for the quantification of rabeprazole (Item No. 14939) by GC- or LC-MS. Rabeprazole is a proton pump inhibitor that selectively and irreversibly inhibits the gastric H+/K+ ATPase (IC50 = 72 nM).1 It can be activated more rapidly and over a greater pH range than other proton pump inhibitors such as omeprazole (Item No. 14880), lansoprazole (Item No. 13627), and pantoprazole (Item No. 21345).2 Rabeprazole (30 mg/kg) inhibits gastric acid secretion in pylorus-ligated rats and a rat model of gastric fistula.3 It also inhibits the growth of several strains of H. pylori in vitro (MIC50s = 1.57-3.13 μg/mL).2 Formulations containing rabeprazole have been used in the treatment of ulcers, pathological hypersecretory conditions, and gastroesophageal reflux disease (GERD).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Morii, M., Takata, H., Fujisaki, H., et al. The potency of substituted benzimidazoles such as E3810, omeprazole, Ro 18-5364 to inhibit gastric H+,K+-ATPase is correlated with the rate of acid-activation of the inhibitor. Biochem. Pharmacol. 39(4), 661-667 (1990).

    2. Williams, M.P., and Pounder, R.E. Review article: The pharmacology of rabeprazole. Aliment. Pharmacol. Ther. 13(3), 3-10 (1999).

    3. Tomiyama, Y., Morii, M., and Takeguchi, N. Specific proton pump inhibitors E3810 and lansoprazole affect the recovery process of gastric secretion in rats differently. Biochem. Pharmacol. 48(11), 2049-2055 (1994).