请输入您要查询的百科知识:

 

词条 Dexlansoprazole
释义

  1. Medical use

  2. Adverse effects

  3. Mechanism of action

  4. Chemistry

  5. Pharmacokinetics

  6. History

  7. References

{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 405811871
| IUPAC_name = (R)-(+)-2-([3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl)-1H-benzo[d]imidazole
| image = File:Dexlansoprazole.svg
| width = 245
| tradename = Kapidex, Dexilant, others
| Drugs.com = {{drugs.com|monograph|dexlansoprazole}}
| MedlinePlus = a695020
| licence_US = Dexlansoprazole
| pregnancy_AU =
| pregnancy_US = B
| legal_US = Rx-only
| legal_status =
| routes_of_administration = By mouth
| class = Proton pump inhibitor
| bioavailability =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion = 50% renal and 47% in the feces[1]
| IUPHAR_ligand = 5487
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 138530-94-6
| ATC_prefix = A02
| ATC_suffix = BC06
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = UYE4T5I70X
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D08903
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1201863
| PubChem = 9578005
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 7852369
| StdInChI_Ref = {{stdinchicite|changed|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)/t25-/m1/s1
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = MJIHNNLFOKEZEW-RUZDIDTESA-N
| C=16 | H=14 | F=3 | N=3 | O=2 | S=1
| molecular_weight = 369.363 g/mol
| smiles = n1c2ccccc2[nH]c1[S@](=O)Cc3nccc(c3C)OCC(F)(F)F
}}Dexlansoprazole, sold under the trade name Dexilant among others, is a medication which reduces stomach acid.[2] It is used to treat gastroesophageal reflux disease.[2] Effectiveness is similar to other proton pump inhibitors (PPIs).[2] It is taken by mouth.[2]

Common side effects include diarrhea, abdominal pain, and nausea.[2] Serious side effects may include osteoporosis, low blood magnesium, Clostridium difficile infection, anaphylaxis, and pneumonia.[2] Use in pregnancy and breastfeeding is of unclear safety.[3] It works by blocking H+/K+-ATPase in the parietal cells of the stomach.[4]

Dexlansoprazole was approved for medical use in the United States in 2009.[4] In the United States the wholesale cost for a month is about 270 USD.[5] In Canada this amount costs about 71.50 CAD in 2016 making it the most expensive PPI avaliable at the time.[2] In 2016 it was the 190th most prescribed medication in the United States with more than 3 million prescriptions.[6]

Medical use

Dexlansoprazole is used to heal and maintain healing of erosive esophagitis and to treat heartburn associated with gastroesophageal reflux disease (GERD).[1] It lasts longer than lansoprazole, to which it is chemically related, and needs to be taken less often.[15] There is not good evidence that it works better than other PPIs.[2]

Adverse effects

The most significant adverse reactions (≥2%) reported in clinical trials were diarrhea, abdominal pain, bloating, nausea, upper respiratory tract infection, vomiting, and flatulence.[1]

Mechanism of action

Like lansoprazole, dexlansoprazole permanently binds to the proton pump and blocks it, preventing the formation of gastric acid.[15]

Chemistry

Dexlansoprazole is the (R)-(+)-enantiomer of lansoprazole, which is a racemic mixture of its (R)-(+) and (S)-(−)-enantiomers.[15] The Takeda drug has a dual release pharmaceutical formulation, with two types of granules of dexlansoprazole, each with a coating that dissolves at a different pH level.[15]

Pharmacokinetics

Dexlansoprazole ((R)-(+)-lansoprazole) has the same binding affinity to the proton pump as the (S)-enantiomer, but is associated with a three- to five-fold greater area under the plasma drug concentration time curve (AUC) compared with (S)-lansoprazole.[15] With its dual release pharmaceutical formulation, the first quick release produces a plasma peak concentration about one hour after application, with a second delayed release producing another peak about four hours later.[7][8] {{as of|2009|11}}, clinical relevance of this form of release has yet to be shown.

History

Dexlansoprazole was approved by the U.S. Food and Drug Administration (FDA) in 2009, and was approved in Canada in 2010 and in Mexico in 2011.[9]

Since Kapidex was approved in 2009, there have been reports of dispensing errors because of confusion with the drugs Casodex (bicalutamide) and Kadian (morphine), which have very different uses from Kapidex and from each other. In 2010, the FDA approved a name change for Kapidex to avoid confusion with the two other medications and Takeda began marketing it under the new name Dexilant.[10] It is also available in Bangladesh for the first time as Dexilend by Ziska Pharmaceuticals Ltd.

References

1. ^Product Information: DEXILANT® delayed release oral capsules, dexlansoprazole delayed release oral capsules. Takeda Pharmaceuticals, Inc., Deerfield, IL, 2010. Revised: September 2012
2. ^{{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}}
3. ^{{cite web |title=Dexlansoprazole Use During Pregnancy|url=https://www.drugs.com/pregnancy/dexlansoprazole.html |website=Drugs.com |accessdate=3 March 2019 |language=en}}
4. ^{{cite web |title=Dexlansoprazole Monograph for Professionals |url=https://www.drugs.com/monograph/dexlansoprazole.html |website=Drugs.com |publisher=American Society of Health-System Pharmacists |accessdate=3 March 2019 |language=en}}
5. ^{{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}}
6. ^{{cite web |title=The Top 300 of 2019 |url=https://clincalc.com/DrugStats/Top300Drugs.aspx |website=clincalc.com |accessdate=22 December 2018}}
7. ^FDA Approves KAPIDEX (dexlansoprazole) delayed release capsules for the Treatment of GERD
8. ^{{cite journal|last=Metz|first=DC|date=1 May 2009|title=Review article: dual delayed release formulation of dexlansoprazole MR, a novel approach to overcome the limitations of conventional single release proton pump inhibitor therapy|journal=Aliment Pharmacol Ther|volume=29|issue=9|pages=928–37|doi=10.1111/j.1365-2036.2009.03984.x|pmid=19298580|last2=Vakily|first2=M|last3=Dixit|first3=T|last4=Mulford|first4=D}}
9. ^Behm BW, Peura DA. Dexlansoprazole MR for the management of gastroesophageal reflux disease. Expert Rev Gastroenterol Hepatol. 2011 Aug;5(4):439-45. {{PMID|21780890}}
10. ^{{cite news|url=http://www.takeda.com/press/article_35868.html|title=KAPIDEX (dexlansoprazole) Renamed DEXILANT in U.S. to Avoid Name Confusion|publisher=Takeda|date=4 March 2010}}
{{Proton-Pump Inhibitors}}

9 : Proton pump inhibitors|Benzimidazoles|Sulfoxides|Pyridines|Enantiopure drugs|Phenol ethers|Trifluoromethyl compounds|Takeda Pharmaceutical Company|RTT

随便看

 

开放百科全书收录14589846条英语、德语、日语等多语种百科知识,基本涵盖了大多数领域的百科知识,是一部内容自由、开放的电子版国际百科全书。

 

Copyright © 2023 OENC.NET All Rights Reserved
京ICP备2021023879号 更新时间:2024/9/30 20:27:33