A potential impurity found in commercial preparations of lansoprazole
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Lansoprazole sulfone N-oxide

Item No. 35450

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[[[3-methyl-1-oxido-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methyl]sulfonyl]-1H-benzimidazole
CAS Number
953787-54-7
Molecular Formula
C16H14F3N3O4S
Formula Weight
401.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 5 mg/mlEthanol: insolPBS (pH 7.2): insol
λmax
277 nm
SMILES
O=S(CC1=C(C)C(OCC(F)(F)F)=CC=[N+]1[O-])(C2=NC3=CC=CC=C3N2)=O
InChi Code
InChI=1S/C16H14F3N3O4S/c1-10-13(22(23)7-6-14(10)26-9-16(17,18)19)8-27(24,25)15-20-11-4-2-3-5-12(11)21-15/h2-7H,8-9H2,1H3,(H,20,21)
InChi Key
RQCPAMTYJRPELQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Lansoprazole sulfone N-oxide is a potential impurity found in commercial preparations of the proton pump inhibitor lansoprazole.1 It is a degradation product formed under oxidative conditions.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Reddy, G.M., Mukkanti, K., Kumar, T.L., et al. Synthesis and characterization of metabolites and potential impurities of lansoprazole, an antiulcerative drug. Synth. Com. 38(20), 3477-3489 (2008).

    2. Shankar, G., Borkar, R.M., Suresh, U., et al. Forced degradation studies of lansoprazole using LC-ESI HRMS and 1 H-NMR experiments: In vitro toxicity evaluation of major degradation products. J. Mass. Spectrom. 52(7), 459-471 (2017).