| 词条 | Lansoprazole |
| 释义 |
| Watchedfields = changed | verifiedrevid = 458267412 | IUPAC_name = (RS)-2-([3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl)-1H-benzo[d]imidazole | image = Lansoprazole.svg | width = 245 | image2 = Lansoprazole 3D.png | chirality = Racemic mixture | tradename = Prevacid, others | Drugs.com = {{drugs.com|monograph|lansoprazole}} | pronounce = {{IPAc-en|l|æ|n|ˈ|s|oʊ|p|r|ə|z|oʊ|l}} {{respell|lan|SOH|prə-zohl}} | MedlinePlus = a695020 | licence_US = Lansoprazole | pregnancy_AU = B3 | pregnancy_US = B | legal_US = OTC | legal_UK = POM | routes_of_administration = by mouth, IV | class = proton pump inhibitor | bioavailability = 80% or more | protein_bound = 97% | metabolism = Liver (CYP3A4- and CYP2C19-mediated) | elimination_half-life = 1–1.5 hours | excretion = Kidney and fecal | IUPHAR_ligand = 7208 | CAS_number_Ref = {{cascite|correct|??}} | CAS_number = 103577-45-3 | ATC_prefix = A02 | ATC_suffix = BC03 | PubChem = 3883 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = DB00448 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 3746 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 0K5C5T2QPG | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = D00355 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 6375 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 480 | C=16 | H=14 | F=3 | N=3 | O=2 | S=1 | molecular_weight = 369.363 g/mol | smiles = FC(F)(F)COc1ccnc(c1C)CS(=O)c2[nH]c3ccccc3n2 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 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) | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = MJIHNNLFOKEZEW-UHFFFAOYSA-N }}Lansoprazole, sold under the brand name Prevacid among others, is a medication which reduces stomach acid.[1] It is used to treat peptic ulcer disease, gastroesophageal reflux disease, and Zollinger–Ellison syndrome.[2] Effectiveness is similar to other proton pump inhibitors (PPIs).[1] It is taken by mouth.[1] Onset is over a few hours and effects last up to a couple of days.[1] Common side effects include constipation, abdominal pain, and nausea.[1] Serious side effects may include osteoporosis, low blood magnesium, Clostridium difficile infection, and pneumonia.[1] Use in pregnancy and breastfeeding is of unclear safety.[2] It works by blocking H+/K+-ATPase in the parietal cells of the stomach.[3] Lansoprazole was patented in 1984 and came into medical use in 1992.[4] It is avaliable as a generic medication.[5] A month supply in the United Kingdom costs the NHS less than 5 £ as of 2019.[5] In the United States the wholesale cost of this amount is about 5.40 USD.[6] In 2016 it was the 141st most prescribed medication in the United States with more than 4 million prescriptions.[7] Medical usesLansoprazole is used for treatment of:
There is no good evidence that it works better than other PPIs.[1] Side effectsSide effects of PPIs in general[8] and lansoprazole in particular[9] may include:
PPIs may be associated with a greater risk of hip fractures and Clostridium difficile-associated diarrhea.[15]{{rp|22}} InteractionsLansoprazole interacts with several other drugs, either due to its own nature or as a PPI.[13]
Lansoprazole possibly interacts with, among other drugs:
ChemistryIt is a racemic 1:1 mixture of the enantiomers dexlansoprazole and levolansoprazole.[15] 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).[16] History{{main|Discovery and development of proton pump inhibitors}}Lansoprazole was originally synthesized at Takeda and was given the development name AG 1749.[17] Takeda patented it in 1984 and the drug launched in 1991.[18] In the United States, it was approved for medical use in 1995.[19] Society and culturePatentsThe lansoprazole molecule is off-patent and so generic drugs are available under many brand names in many countries;[20] there are patents covering some formulations in effect as of 2015.[21] Patent protection expired on November 10, 2009.[22][23] AvailabilitySince 2009, lansoprazole has been available over the counter (OTC) in the U.S. in a marketed by Novartis as Prevacid 24HR.[24] In Australia, it is marketed by Pfizer as Zoton. ResearchIn vitro experiments have shown that lansoprazole binds to the pathogenic form of tau protein.[35] As of 2015 laboratory studies were underway on analogs of lansoprazole to explore their use as potential PET imaging agents for diagnosing tauopathies including Alzheimer's disease.[25]References1. ^1 {{cite web|title=[99] Comparative effectiveness of proton pump inhibitors {{!}} Therapeutics Initiative|url=http://www.ti.ubc.ca/2016/06/28/99-comparative-effectiveness-proton-pump-inhibitors/|accessdate=14 July 2016|date=28 June 2016}} 2. ^{{cite web |title=Lansoprazole Use During Pregnancy|url=https://www.drugs.com/pregnancy/lansoprazole.html |website=Drugs.com |accessdate=3 March 2019 |language=en}} 3. ^1 2 3 4 5 {{cite web |title=Lansoprazole Monograph for Professionals |url=https://www.drugs.com/monograph/lansoprazole.html |website=Drugs.com |publisher=American Society of Health-System Pharmacists |accessdate=3 March 2019 |language=en}} 4. ^{{cite book |last1=Fischer |first1=Jnos |last2=Ganellin |first2=C. Robin |title=Analogue-based Drug Discovery |date=2006 |publisher=John Wiley & Sons |isbn=9783527607495 |page=445 |url=https://books.google.ca/books?id=FjKfqkaKkAAC&pg=PA445 |language=en}} 5. ^1 2 {{cite book|title=British national formulary : BNF 76|date=2018|publisher=Pharmaceutical Press|isbn=9780857113382|pages=79-80|edition=76}} 6. ^{{cite web |title=NADAC as of 2019-02-27 |url=https://data.medicaid.gov/Drug-Pricing-and-Payment/NADAC-as-of-2019-02-27/s7c9-pfa6 |website=Centers for Medicare and Medicaid Services |accessdate=3 March 2019 |language=en}} 7. ^{{cite web |title=The Top 300 of 2019 |url=https://clincalc.com/DrugStats/Top300Drugs.aspx |website=clincalc.com |accessdate=22 December 2018}} 8. ^British National Formulary (Free registration required) 1.3.5 Proton pump inhibitors 9. ^British National Formulary (Free registration required) Lansoprazole 10. ^{{Cite web|title = Prevacid (Lansoprazole) Drug Information: Side Effects and Drug Interactions - Prescribing Information at RxList|url = http://www.rxlist.com/prevacid-drug/side-effects-interactions.htm|website = RxList|access-date = 2016-02-09}} 11. ^K C Singhal & S Z Rahman, Lansoprazole Induced Adverse Effects on the Skin, Indian Medical Gazette, July 2001, Vol. CXXXV. N0. 7: 223-225 12. ^{{cite book |vauthors=Sterry W, Assaf C |chapter=Erythroderma |editor=Bolognia JL |title=Dermatology |publisher=Mosby |location=St. Louis |year=2007 |page=154 |isbn=1-4160-2999-0}}. 13. ^British National Formulary (Free registration required) Lansoprazole interactions 14. ^{{cite journal|pages=1765–1771|pmc=245265|year=1991|author1=Piscitelli|first1=S. C.|title=Effects of ranitidine and sucralfate on ketoconazole bioavailability|journal=Antimicrobial Agents and Chemotherapy|volume=35|issue=9|last2=Goss|first2=T. F.|last3=Wilton|first3=J. H.|last4=d'Andrea|first4=D. T.|last5=Goldstein|first5=H|last6=Schentag|first6=J. J.|pmid=1952845|doi=10.1128/aac.35.9.1765}} 15. ^{{cite web|title=Pharmacy Benefit Update|url=http://epharmacytechnicanschools.com/pharmacy-benefit-update/|accessdate=2 July 2014}} 16. ^{{cite web | url = http://www.rxlist.com/cgi/generic/lansop_cp.htm | title = Prevacid Pharmacology, Pharmacokinetics, Studies, Metabolism | year = 2007 | accessdate = April 14, 2007 | publisher = RxList.com}} 17. ^{{cite book|last1=Fischer|first1=Janos|last2=Ganellin|first2=C. Robin|title=Analogue-based Drug Discovery|date=2006|publisher=John Wiley & Sons|isbn=9783527607495|page=102|url=https://books.google.com/books?id=FjKfqkaKkAAC&pg=PA102|language=en}} 18. ^{{cite book|last1=Chorghade|first1=Mukund S.|title=Drug Discovery and Development, Volume 1: Drug Discovery|date=2006|publisher=John Wiley & Sons|isbn=9780471780090|page=201|url=https://books.google.com/books?id=Bu5IHnBxjxwC&pg=PA201|language=en}} 19. ^Mosby's Drug Consult: Lansoprazole 20. ^drugs.com [https://www.drugs.com/international/lansoprazole.html International availability of lansoprazole] Page accessed February 3, 2015 21. ^drugs.com [https://www.drugs.com/availability/generic-prevacid.html Generic lansoprazole] Page accessed February 3, 2015 22. ^Prevacid drug patents 23. ^Teva to release Prevacid version when patent expires 24. ^1 2 {{cite web|url=http://www.fda.gov/downloads/AdvisoryCommittees/CommitteesMeetingMaterials/PediatricAdvisoryCommittee/UCM214713.pdf| title=Prevacid 24HR Label| date=May 2010| format=PDF| accessdate = November 15, 2014}} 25. ^1 {{cite journal|last1=Villemagne|first1=VL|last2=Fodero-Tavoletti|first2=MT|last3=Masters|first3=CL|last4=Rowe|first4=CC|title=Tau imaging: early progress and future directions.|journal=The Lancet. Neurology|date=January 2015|volume=14|issue=1|pages=114–24|pmid=25496902|doi=10.1016/s1474-4422(14)70252-2}} External links
13 : Proton pump inhibitors|Benzimidazoles|Sulfoxides|Pyridines|Phenol ethers|Organofluorides|Trifluoromethyl compounds|Sanofi|Takeda Pharmaceutical Company|Novartis|Novartis brands|GlaxoSmithKline brands|RTT |
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