Dexlansoprazole

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Dexlansoprazole
File:Dexlansoprazole structure.svg
Systematic (IUPAC) name
(R)-(+)2-([3-methyl-4-(2,2,2-trifluoroethoxy)pyridin-2-yl]methylsulfinyl)-1H-benzo[d]imidazole
Clinical data
[[Regulation of therapeutic goods |Template:Engvar data]]
Pregnancy
category
  • US: B (No risk in non-human studies)
Routes of
administration		 Oral
Legal status
Legal status
Identifiers
CAS Number 138530-94-6
ATC code none
Chemical data
Formula C16H14F3N3O2S
Molar mass 369.363 g/mol[[Script error: No such module "String".]]
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Dexlansoprazole (INN, trade names Kapidex, Dexilant) is a proton pump inhibitor that is marketed by Takeda Pharmaceuticals. Chemically, it is an enantiomer of lansoprazole. The compound was launched in the US for use in the treatment and maintenance of patients with erosive oesophagitis and non-erosive gastro-oesophageal reflux disease (GERD or GORD).[1] Dexlansoprazole was approved by the U.S. Food and Drug Administration (FDA) on January 30, 2009.[1]

Pharmacokinetics

After racemic lansoprazole is applied orally, 80% of the circulating drug are dexlansoprazole. Moreover, both enantiomers have a similar effect on the proton pump.[2] Consequently, the main advantage of Kapidex is not the enantiopure substance, but the pharmaceutical formulation.

Kapidex is based on a dual release technology, with the first quick release producing a plasma peak concentration about one hour after application, and the second retarded release producing another peak about four hours later.[1][3] As of November 2009, clinical relevance of this form of release has yet to be shown.

Naming confusion

Since Kapidex was approved in January 2009, there have been reports of dispensing errors because of confusion with the drugs Casodex (bicalutamide) and Kadian (morphine sulfate), which have very different uses from Kapidex and from each other. On March 4, 2010, the FDA has approved a name change for Kapidex to avoid confusion with the two other medications. Effective in late April 2010, Takeda Pharmaceuticals North America will market Kapidex under the new name Dexilant.[4]

References

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External links

H2 antagonists ("-tidine")
Prostaglandins (E)/analogues ("-prost-")
Proton-pump inhibitors ("-prazole")
Other


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  1. ↑ 1.0 1.1 1.2 FDA Approves KAPIDEX (dexlansoprazole) delayed release capsules for the Treatment of GERD
  2. ↑ Schubert-Zsilavecz, M, Wurglics, M, Neue Arzneimittel 2009
  3. ↑ Metz, DC; Vakily, M; Dixit, T; Mulford, D (1 May 2009). "Review article: dual delayed release formulation of dexlansoprazole MR, a novel approach to overcome the limitations of conventional single release proton pump inhibitor therapy". Aliment Pharmacol Ther. 29 (9): 928–37. doi:10.1111/j.1365-2036.2009.03984.x. PMID 19298580. 
  4. ↑ "KAPIDEX (dexlansoprazole) Renamed DEXILANT in U.S. to Avoid Name Confusion". Takeda. 4 March 2010.  line feed character in |title= at position 54 (help)
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