Proton pump inhibitor
Related Products
Labeled Version(s)
25227Lansoprazole-d4
Metabolite(s)
22569Lansoprazole sulfone
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Lansoprazole

Item No. 13627

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfinyl]-1H-benzimidazole
CAS Number
103577-45-3
Synonyms
  • AG-1749
Molecular Formula
C16H14F3N3O2S
Formula Weight
369.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/mlEthanol: 5 mg/ml
λmax
202, 284 nm
SMILES
CC1=C(CS(C2=NC(C=CC=C3)=C3N2)=O)N=CC=C1OCC(F)(F)F
InChi Code
InChI=1S/C16H14F3N3O2S/c1-10-13(20-7-6-14(10)24-9-16(17,18)19)8-25(23)15-21-11-4-2-3-5-12(11)22-15/h2-7H,8-9H2,1H3,(H,21,22)
InChi Key
MJIHNNLFOKEZEW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

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    Cayman Chemical
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    Product Description

    Lansoprazole is a proton pump inhibitor that inhibits the H+/K+-ATPase.1 It inhibits K+ and H+ accumulation in gastric microsomes in a concentration-dependent manner (IC50s = 6.3 and 7.0 µM, respectively) and inhibits H+/K+-ATPase activity by approximately 60% when used at a concentration of 10 µM. Lansoprazole inhibits the H+/K+-ATPase in parietal cells, thus inhibiting gastric acid secretion and increasing intragastric pH.2 It is a substituted benzimidazole that binds covalently to proton pumps, providing complete and prolonged inhibition of acid secretion.3,4 Formulations containing lansoprazole have been used as a proton pump inhibitor and in combination with antibiotics in the treatment of H. pylori infections and duodenal ulcer disease.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Nagaya, H., Satoh, H., Kubo, K., et al. Possible mechanism for the inhibition of gastric (H+ + K+)-adenosine triphosphatase by the proton pump inhibitor AG-1749. J. Pharmacol. Exp. Ther. 248(2), 799-805 (1989).

    2. Schubert, M.L. Pharmacotherapy for acid/peptic disorders. Yale J. Biol. Med. 69(2), 197-201 (1996).

    3. Richardson, P., Hawkey, C.J., and Stack, W.A. Proton pump inhibitors. Pharmacology and rationale for use in gastrointestinal disorders. Drugs 56(3), 307-335 (1998).

    4. Klotz, U. Pharmacokinetic considerations in the eradication of Helicobacter pylori. Clin. Pharmacokinet. 38(3), 243-270 (2000).