API reference

Lansoprazole

CAS number
103577-45-3
Molecular formula
C16H14F3N3O2S
Molecular weight
369.4 g/mol
Lansoprazole — 2D structure
2D structure (PubChem)

About this molecule

Lansoprazole is a substituted benzimidazole prodrug with selective and irreversible proton pump inhibitor activity. Lansoprazole prodrug is converted to an active sulfonamide derivative in the acidic environment of the gastric parietal cell; the sulfonamide derivative binds to the gastric proton pump H+/K+ ATPase and forms a stable disulfide bond with the sulfhydryl group near the potassium-binding site on the luminal side, resulting in inactivation of the ATPase and a reduction in gastric acid secretion. This agent does not have anticholinergic or histamine H2 -receptor antagonistic properties.

Source: NCI Thesaurus (NCIt), via PubChem.

Identifiers

IUPAC name
2-[[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridinyl]methylsulfinyl]-1H-benzimidazole
InChIKey
MJIHNNLFOKEZEW-UHFFFAOYSA-N
SMILES
CC1=C(C=CN=C1CS(=O)C2=NC3=CC=CC=C3N2)OCC(F)(F)F
Other CAS numbers recorded
1261394-42-6
PubChem CID
3883

Also known as

lansoprazole · Prevacid · Limpidex · Agopton · Lanzor · Takepron · Zoton · Prevacid SoluTab

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