Mr. Ibrahem/Lubiprostone
Clinical data
Trade namesAmitiza, others
Other namesRU-0211
SPI-0211
AHFS/Drugs.comMonograph
MedlinePlusa607034
License data
Routes of
administration
By mouth
Legal status
Legal status
Pharmacokinetic data
BioavailabilityNegligible
Protein binding94%
MetabolismExtensive, CYP not involved
Elimination half-lifeUnknown (lubiprostone)
0.9–1.4 hours (main metabolite)
ExcretionKidney (60%) and fecal (30%)
Identifiers
  • 7-[(1R,3R,6R,7R)-3-(1,1-Difluoropentyl)-3-hydroxy-8-oxo-2-oxabicyclo[4.3.0]non-7-yl]heptanoic acid
Chemical and physical data
FormulaC20H32F2O5
Molar mass390.468 g·mol−1
3D model (JSmol)
  • FC(F)(CCCC)[C@]2(O)O[C@@H]1CC(=O)[C@@H]([C@H]1CC2)CCCCCCC(=O)O
  • InChI=1S/C20H32F2O5/c1-2-3-11-19(21,22)20(26)12-10-15-14(16(23)13-17(15)27-20)8-6-4-5-7-9-18(24)25/h14-15,17,26H,2-13H2,1H3,(H,24,25)/t14-,15-,17-,20-/m1/s1 checkY
  • Key:WGFOBBZOWHGYQH-MXHNKVEKSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Lubiprostone, sold under the trade name Amitiza among others, is a medication used to treat chronic constipation of unknown cause and irritable bowel syndrome associated constipation.[1] It is taken by mouth.[1]

Common side effects include nausea, diarrhea, abdominal pain, swelling, and tiredness.[1] Other side effects may include shortness of breath.[1] Safety in pregnancy is unclear.[1] It works by activating certain chloride channels in the intestines which increases fluid release.[1]

Lubiprostone was approved for medical use in the United States in 2006 and Canada in 2015.[1][2] In the United States a month of medication costs about 290 USD as of 2021.[3] A generic version was approved in 2021 in the USA.[4] It is not commercially available in the United Kingdom.[5]

References edit

  1. ^ a b c d e f g h i j "Lubiprostone Monograph for Professionals". Drugs.com. Archived from the original on 22 September 2020. Retrieved 24 November 2021.
  2. ^ "Health Canada New Drug Authorizations: 2015 Highlights". Health Canada. 2016-05-04. Archived from the original on 2020-02-20. Retrieved 2020-02-20.
  3. ^ "Lubiprostone". Archived from the original on 31 August 2016. Retrieved 24 November 2021.
  4. ^ Research, Center for Drug Evaluation and (10 February 2022). "2021 First Generic Drug Approvals". FDA. Archived from the original on 21 June 2022. Retrieved 22 October 2022.
  5. ^ "Lubiprostone for treating chronic idiopathic constipation | Guidance | NICE". www.nice.org.uk. Archived from the original on 18 June 2021. Retrieved 24 November 2021.