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Lubiprostone information


Lubiprostone
Clinical data
Trade namesAmitiza
Other namesRU-0211
SPI-0211
AHFS/Drugs.comMonograph
MedlinePlusa607034
License data
  • US DailyMed: Lubiprostone
Routes of
administration
By mouth
ATC code
  • A06AX03 (WHO)
Legal status
Legal status
  • CA: ℞-only[1]
  • US: ℞-only
  • In general: ℞ (Prescription only)
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
IUPAC name
  • 7-[(1R,3R,6R,7R)-3-(1,1-Difluoropentyl)-3-hydroxy-8-oxo-2-oxabicyclo[4.3.0]non-7-yl]heptanoic acid
CAS Number
  • 136790-76-6 checkY
PubChem CID
  • 157920
IUPHAR/BPS
  • 4242
DrugBank
  • DB01046 checkY
ChemSpider
  • 138948 checkY
UNII
  • 7662KG2R6K
KEGG
  • D04790 checkY
ChEMBL
  • ChEMBL1201134 ☒N
CompTox Dashboard (EPA)
  • DTXSID80861338 DTXSID5048639, DTXSID80861338 Edit this at Wikidata
ECHA InfoCard100.107.168 Edit this at Wikidata
Chemical and physical data
FormulaC20H32F2O5
Molar mass390.468 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • FC(F)(CCCC)[C@]2(O)O[C@@H]1CC(=O)[C@@H]([C@H]1CC2)CCCCCCC(=O)O
InChI
  • 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 brand name Amitiza among others, is a medication used in the management of chronic idiopathic constipation, predominantly irritable bowel syndrome-associated constipation in women and opioid-induced constipation. The drug is owned by Mallinckrodt and is marketed by Takeda Pharmaceutical Company.

The drug was developed by Sucampo Pharmaceuticals and approved by the Food and Drug Administration (FDA) in 2006.[2][3][4] It was recommended for use in the UK by the National Institute for Health and Care Excellence (NICE) in July 2014.[5] Health Canada approved the drug in 2015.[6] Lubiprostone received approval from the Food and Drug Administration in 2008, to treat irritable bowel syndrome with constipation (IBS-C),[7] and in 2013, for the treatment of opioid-induced constipation in adults with chronic noncancer pain.[4] It is available as a generic medication.[8]

  1. ^ "Health Canada New Drug Authorizations: 2015 Highlights". Health Canada. 4 May 2016. Retrieved 7 April 2024.
  2. ^ "FDA Approves New Type of Drug To Treat Constipation in Adults". The Wall Street Journal. February 1, 2006.
  3. ^ "Highlights of Prescribing Information" (PDF). FDA. 2020.
  4. ^ a b Webster LR, Brewer RP, Lichtlen P, Losch-Beridon T, Mareya S, Wang M (June 2018). "Efficacy of Lubiprostone for the Treatment of Opioid-Induced Constipation, Analyzed by Opioid Class". Pain Medicine. 19 (6): 1195–1205. doi:10.1093/pm/pnx212. PMID 29897589.
  5. ^ "Final appraisal determination: Lubiprostone for treating chronic idiopathic constipation". National Institute for Health and Care Excellence. June 2014.
  6. ^ "Health Canada New Drug Authorizations: 2015 Highlights". Health Canada. 2016-05-04.
  7. ^ "In the news: FDA approves one drug for irritable bowel syndrome but suspends another". Harvard Health. 2008-08-01.
  8. ^ "Competitive Generic Therapy Approvals". U.S. Food and Drug Administration (FDA). 29 June 2023. Archived from the original on 29 June 2023. Retrieved 29 June 2023.

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Lubiprostone

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Lubiprostone, sold under the brand name Amitiza among others, is a medication used in the management of chronic idiopathic constipation, predominantly...

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Irritable bowel syndrome

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effects in 3 months of follow-up. "Lubiprostone: MedlinePlus Drug Information". medlineplus.gov. 2017. Lubiprostone is also used to treat irritable bowel...

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Constipation

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positive outcomes in chronic constipation; these include prucalopride and lubiprostone. Cisapride is widely available in third world countries, but has been...

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Laxative

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since December 7, 2011, and in the United States since December 2018. Lubiprostone is used in the management of chronic idiopathic constipation and irritable...

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Lactitol

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2 (NCT02481947) which compared Pizensy to previously approved drug (lubiprostone) for CIC, and Trial 3 (NCT02819310) in which subjects used Pizensy for...

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Aspirin

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receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

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Defecation

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and bloating. Drug interventions, such as laxatives, loperamide, and lubiprostone are applied to relieve intense symptoms including diarrhea, abdominal...

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Prostaglandin

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receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

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Curcumin

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receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

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Naproxen

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receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 3133

Salicylic acid

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 3451

Ibuprofen

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 5851

Ketorolac

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 2264

Resveratrol

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 3847

Paracetamol

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 12178

Etoricoxib

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 1155

Carprofen

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 1664

Celecoxib

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 6082

Ketoprofen

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 1840

Linoleic acid

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 2240

Nimesulide

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 1751

Flatulence

Last Update:

allowing them to be passed more easily. Other drugs including prokinetics, lubiprostone, antibiotics and probiotics are also used to treat bloating in patients...

Word Count : 6167

Aceclofenac

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 445

Misoprostol

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 4767

Prostaglandin E1

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 1105

Latanoprost

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 1554

Diclofenac

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 5599

Arachidonic acid

Last Update:

receptor Agonists: Beraprost Enprostil Iloprost (ciloprost) Latanoprost Lubiprostone Misoprostol Prostaglandin E1 (alprostadil) Prostaglandin E2 (dinoprostone)...

Word Count : 1878

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