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F r o m W i k i p e d i a , t h e f r e e e n c y c l o p e d i a
Stomach acid suppressing medication
Lansoprazole Pronunciation lan-SOH -prə-zohl Trade names Prevacid, others Other names AG 1749 AHFS /Drugs.com Monograph MedlinePlus a695020 License data
Pregnancy category
Routes of administration By mouth , intravenous Drug class Proton pump inhibitor ATC code
Legal status
UK : POM (Prescription only)
US : WARNING [2] OTC / Rx-only[3]
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
(RS )-2-([3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl)-1H -benzo[d ]imidazole
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA )
ECHA InfoCard 100.173.220 Formula C 16 H 14 F 3 N 3 O 2 S Molar mass 369.36 g·mol−1 3D model (JSmol )
Chirality Racemic mixture Melting point 178 °C (352 °F) (decomposes)
FC(F )(F )COc1ccnc(c1C)CS(=O)c2[nH ]c3ccccc3n2
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) Y
Key:MJIHNNLFOKEZEW-UHFFFAOYSA-N Y
(verify)
Lansoprazole , sold under the brand name Prevacid among others, is a medication which reduces stomach acid .[4] It is a proton pump inhibitor (PPI), used to treat peptic ulcer disease , gastroesophageal reflux disease , and Zollinger–Ellison syndrome .[5] Its effectiveness is similar to that of other PPIs.[6] It is taken by mouth .[4] Onset is over a few hours and effects last up to a couple of days.[4]
Common side effects include constipation , abdominal pain , and nausea .[4] [3] Serious side effects may include osteoporosis , low blood magnesium , Clostridium difficile infection , and pneumonia .[4] [3] Use in pregnancy and breastfeeding is of unclear safety.[1] It works by blocking H + /K+ -ATPase in the parietal cells of the stomach.[4]
Lansoprazole was patented in 1984 and came into medical use in 1992.[7] It is available as a generic medication .[5] In 2021, it was the 216th most commonly prescribed medication in the United States, with more than 1 million prescriptions.[8] [9]
Medical uses
[ edit ]
Lansoprazole is used for treatment of:[3]
There is no good evidence that it works better than other PPIs.[6]
Side effects
[ edit ]
Side effects of PPIs in general[11] and lansoprazole in particular[12] may include:[3]
Common: diarrhea, abdominal pain[13]
Infrequent: dry mouth , insomnia , drowsiness , blurred vision , rash , pruritus
Rarely and very rarely: taste disturbance, liver dysfunction, peripheral oedema , hypersensitivity reactions (including bronchospasm , urinary, angioedema , anaphylaxis ), photosensitivity , fever , sweating , depression , interstitial nephritis , blood disorders (including leukopenia , leukocytosis , pancytopenia , thrombocytopenia ), arthralgia , myalgia , skin reactions[14] including (erythroderma ,[15] Stevens–Johnson syndrome , toxic epidermal necrolysis , bullous eruption )
PPIs may be associated with a greater risk of hip fractures and Clostridium difficile -associated diarrhea .[3] : 22
Interactions
[ edit ]
Lansoprazole interacts with several other drugs, either due to its own nature or as a PPI.[16]
Lansoprazole possibly interacts with, among other drugs:
Chemistry
[ edit ]
It is a racemic 1:1 mixture of the enantiomers dexlansoprazole and levolansoprazole.[18] Dexlansoprazole is an enantiomerically pure active ingredient of a commercial drug as a result of the enantiomeric shift . Lansoprazole's plasma elimination half-life (1.5 h ) is not proportional to the duration of the drug's effects to the person (i.e. gastric acid suppression).[19]
History
[ edit ]
Lansoprazole was originally synthesized at Takeda and was given the development name AG 1749.[20] Takeda patented it in 1984 and the drug launched in 1991.[21] In the United States, it was approved for medical use in 1995.[22]
Society and culture
[ edit ]
Prevacid 30 mg
Patents
[ edit ]
Patent protection of the lansoprazole molecule expired on 10 November 2009,[23] [24] and generic formulations became available under many brand names in many countries.[25] Some formulations may not be available in generic form.[26]
Availability
[ edit ]
Since 2009, lansoprazole has been available over the counter (OTC) in the U.S. as Prevacid 24HR[27] [28] and as Lansoprazole 24HR.[29] In Australia, it is marketed by Pfizer as Zoton.[30]
Research
[ edit ]
In vitro experiments have shown that lansoprazole binds to the pathogenic form of tau protein .[31] As of 2015[update] laboratory studies were underway on analogs of lansoprazole to explore their use as potential PET imaging agents for diagnosing tauopathies including Alzheimer's disease .[31]
References
[ edit ]
^ a b c d e f "Lansoprazole capsule, delayed release pellets" . DailyMed . U.S. National Library of Medicine. 11 October 2016. Retrieved 31 December 2019 .
^ a b c d e f "Lansoprazole Monograph for Professionals" . Drugs.com . American Society of Health-System Pharmacists. Retrieved 3 March 2019 .
^ a b British national formulary : BNF 76 (76 ed.). Pharmaceutical Press. 2018. pp. 79–80. ISBN 9780857113382 .
^ a b "Comparative effectiveness of proton pump inhibitors" . Therapeutics Initiative . Dept of Anesthesiology, Pharmacology & Therapeutics, Faculty of Medicine, University of British Columbia. 28 June 2016. Retrieved 14 July 2016 .
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery . John Wiley & Sons. p. 445. ISBN 9783527607495 .
^ "The Top 300 of 2021" . ClinCalc . Archived from the original on 15 January 2024. Retrieved 14 January 2024 .
^ "Lansoprazole - Drug Usage Statistics" . ClinCalc . Retrieved 14 January 2024 .
^ Hirschowitz BI, Mohnen J, Shaw S (August 1996). "Long-term treatment with lansoprazole for patients with Zollinger-Ellison syndrome". Alimentary Pharmacology & Therapeutics . 10 (4 ): 507–522. doi :10.1046/j.1365-2036.1996.10152000.x . PMID 8853754 . S2CID 10668517 .
^ "1.3.5 Proton pump inhibitors" . British National Formulary . Archived from the original on 21 February 2020. Retrieved 1 February 2012 .
^ "Lansoprazole" . British National Formulary . Archived from the original on 21 February 2020. Retrieved 1 February 2012 .
^ "Prevacid (Lansoprazole) Drug Information: Side Effects and Drug Interactions - Prescribing Information" . RxList . Retrieved 9 February 2016 .
^ Salloum A, Nasr D, Maalouf D (April 2021). "Dermatologic adverse reactions to proton-pump inhibitors: A synthetized review". Journal of Cosmetic Dermatology . 20 (4 ): 1073–1079. doi :10.1111/jocd.13763 . PMID 33031621 . S2CID 222236157 .
^ Sterry W, Assaf C (2007). "Erythroderma". In Bolognia JL (ed.). Dermatology . St. Louis: Mosby. p. 154. ISBN 978-1-4160-2999-1 . .
^ "Lansoprazole interactions" . British National Formulary . Archived from the original on 28 August 2021. Retrieved 1 February 2012 .
^ Piscitelli SC, Goss TF, Wilton JH, D'Andrea DT, Goldstein H, Schentag JJ (September 1991). "Effects of ranitidine and sucralfate on ketoconazole bioavailability" . Antimicrobial Agents and Chemotherapy . 35 (9 ): 1765–1771. doi :10.1128/aac.35.9.1765 . PMC 245265 . PMID 1952845 .
^ "Pharmacy Benefit Update" . Archived from the original on 14 July 2014. Retrieved 2 July 2014 .
^ "Prevacid Pharmacology, Pharmacokinetics, Studies, Metabolism" . RxList.com. 2007. Archived from the original on 16 August 2000. Retrieved 14 April 2007 .
^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery . John Wiley & Sons. p. 102. ISBN 9783527607495 .
^ Chorghade MS (2006). Drug Discovery and Development, Volume 1: Drug Discovery . John Wiley & Sons. p. 201. ISBN 9780471780090 .
^ "Lansoprazole" . Mosby's Drug Consult . Archived from the original on 8 February 2009.
^ "Prevacid Drug Profile" . Drugpatentwatch.com. Retrieved 30 April 2020 .
^ Witkowski W (7 November 2008). "Teva to release Prevacid version when patent expires" . Market Watch . Dow Jones.
^ "International availability of lansoprazole" . Drugs.com . Retrieved 3 February 2015 .
^ "Generic lansoprazole" . Drugs.com . Retrieved 20 November 2023 .
^ "Prevacid 24 HR- lansoprazole capsule, delayed release" . DailyMed . U.S. National Library of Medicine. 7 August 2019. Retrieved 31 December 2019 .
^ "Prevacid 24 HR- lansoprazole capsule, delayed release" . DailyMed . U.S. National Library of Medicine. 11 December 2019. Retrieved 31 December 2019 .
^ "Lansoprazole 24 HR- lansoprazole capsule, delayed release" . DailyMed . U.S. National Library of Medicine. 21 December 2017. Retrieved 31 December 2019 .
^ "Zoton FasTabs" . NPS MedicineWise . 2 September 2019. Retrieved 24 April 2022 .
^ a b Villemagne VL, Fodero-Tavoletti MT, Masters CL, Rowe CC (January 2015). "Tau imaging: early progress and future directions". The Lancet. Neurology . 14 (1 ): 114–124. doi :10.1016/s1474-4422(14 )70252-2 . PMID 25496902 . S2CID 10502833 .
R e t r i e v e d f r o m " https://en.wikipedia.org/w/index.php?title=Lansoprazole&oldid=1212582961 "
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