Lansoprazole

Lansoprazole
Clinical data
Pronunciation	/lænˈsoʊprəzoʊl/ lan-SOH-prə-zohl
Trade names	Prevacid, others
Other names	AG 1749
AHFS/Drugs.com	Monograph
MedlinePlus	a695020
License data	EU EMA: by INN; US DailyMed: Lansoprazole; US FDA: Lansoprazole;
Pregnancy; category	AU: B3;
Routes of; administration	By mouth, intravenous
Drug class	Proton pump inhibitor
ATC code	A02BC03 (WHO) ;
Legal status
Legal status	AU: S2, S3, & S4; UK: POM (Prescription only); US: WARNINGOTC / Rx-only;
Pharmacokinetic data
Bioavailability	80% or more
Protein binding	97%
Metabolism	Liver (CYP3A4- and CYP2C19-mediated)
Elimination half-life	1.0–1.5 hours
Excretion	Kidney and fecal
Identifiers
	IUPAC name (RS)-2-([3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl)-1H-benzo[d]imidazole;
CAS Number	103577-45-3 ;
PubChem CID	3883;
IUPHAR/BPS	7208;
DrugBank	DB00448 ;
ChemSpider	3746 ;
UNII	0K5C5T2QPG;
KEGG	D00355 ;
ChEBI	CHEBI:6375 ;
ChEMBL	ChEMBL480 ;
CompTox Dashboard (EPA)	DTXSID4023200 ;
ECHA InfoCard	100.173.220
Chemical and physical data
Formula	C16H14F3N3O2S
Molar mass	369.36 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
Melting point	178 °C (352 °F) (decomposes)
	SMILES FC(F)(F)COc1ccnc(c1C)CS(=O)c2[nH]c3ccccc3n2;
	InChI 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) ; Key:MJIHNNLFOKEZEW-UHFFFAOYSA-N ;
	(verify)

Lansoprazole, sold under the brand name Prevacid among others, is a medication which reduces stomach acid. It is a proton pump inhibitor (PPI), used to treat peptic ulcer disease, gastroesophageal reflux disease, and Zollinger–Ellison syndrome. Its effectiveness is similar to that of other PPIs. It is taken by mouth. Onset is over a few hours and effects last up to a couple of days.

Common side effects include constipation, abdominal pain, and nausea. Serious side effects may include osteoporosis, low blood magnesium, Clostridium difficile infection, and pneumonia. Use in pregnancy and breastfeeding is of unclear safety. It works by blocking H⁺/K⁺-ATPase in the parietal cells of the stomach.

Lansoprazole was patented in 1984 and came into medical use in 1992. It is available as a generic medication. In 2020, it was the 191st most commonly prescribed medication in the United States, with more than 2 million prescriptions.

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