Our website is made possible by displaying online advertisements to our visitors.
Please consider supporting us by disabling your ad blocker.

Responsive image

Misoprostol

Misoprostol
Clinical data
Trade namesCytotec, Misodel, others
AHFS/Drugs.comMonograph
MedlinePlusa689009
License data
Pregnancy
category
Routes of
administration		By mouth, rectal, vaginal, under the tongue
ATC code
Legal status
Legal status
Pharmacokinetic data
Bioavailabilityextensively absorbed
Protein binding80–90% (active metabolite, misoprostol acid)
MetabolismLiver (extensive to misoprostic acid)
Elimination half-life20–40 minutes
ExcretionUrine (80%)
Identifiers
  • Methyl 7-((1R,2R,3R)-3-hydroxy-2-((S,E)-4-hydroxy-4-methyloct-1-enyl)-5-oxocyclopentyl)heptanoate
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.190.521 Edit this at Wikidata
Chemical and physical data
FormulaC22H38O5
Molar mass382.541 g·mol−1
3D model (JSmol)
  • CCCC[C@](C)(O)C/C=C/[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(=O)OC
  • InChI=1S/C22H38O5/c1-4-5-14-22(2,26)15-10-12-18-17(19(23)16-20(18)24)11-8-6-7-9-13-21(25)27-3/h10,12,17-18,20,24,26H,4-9,11,13-16H2,1-3H3/b12-10+/t17-,18-,20-,22?/m1/s1 checkY
  • Key:OJLOPKGSLYJEMD-URPKTTJQSA-N checkY
  (verify)

Misoprostol is a synthetic prostaglandin medication used to prevent and treat stomach and duodenal ulcers, induce labor, cause an abortion, and treat postpartum bleeding due to poor contraction of the uterus.[10][11] It is taken by mouth when used to prevent gastric ulcers in people taking nonsteroidal anti-inflammatory drugs (NSAID).[11] For abortions it is used by itself or in conjunction with mifepristone or methotrexate.[12] By itself, effectiveness for abortion is between 66% and 90%.[13][14] For labor induction or abortion, it is taken by mouth, dissolved in the mouth, or placed in the vagina.[12][15][16][17][18] For postpartum bleeding it may also be used rectally.[19]

Common side effects include diarrhea and abdominal pain.[11] It is in pregnancy category X, meaning that it is known to result in negative outcomes for the fetus if taken during pregnancy.[11] In rare cases, uterine rupture may occur.[11] It is a prostaglandin analogue—specifically, a synthetic prostaglandin E1 (PGE1).[11]

Misoprostol was developed in 1973.[20] It is on the World Health Organization's List of Essential Medicines.[21] It is available as a generic medication.[11]

  1. ^ "TGA eBS - Product and Consumer Medicine Information Licence". Archived from the original on 14 April 2023. Retrieved 14 April 2023.
  2. ^ "TGA eBS - Product and Consumer Medicine Information Licence". Archived from the original on 14 April 2023. Retrieved 14 April 2023.
  3. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 October 2023.
  4. ^ "Angusta (Norgine Pty Ltd)". Therapeutic Goods Administration (TGA). 13 January 2023. Archived from the original on 18 March 2023. Retrieved 9 April 2023.
  5. ^ Anvisa (31 March 2023). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 4 April 2023). Archived from the original on 3 August 2023. Retrieved 15 August 2023.
  6. ^ "Angusta 25 microgram tablets - Summary of Product Characteristics (SmPC)". (emc). 8 April 2022. Archived from the original on 10 April 2023. Retrieved 9 April 2023.
  7. ^ "Cytotec- misoprostol tablet". DailyMed. 9 July 2021. Archived from the original on 18 April 2023. Retrieved 13 April 2023.
  8. ^ "List of nationally authorised medicinal products. Misoprostol (gastrointestinal indication). Procedure no.: PSUSA/00010353/202005" (PDF). European Medicines Agency. 14 January 2021. Archived (PDF) from the original on 29 June 2022. Retrieved 8 August 2021.
  9. ^ "List of nationally authorised medicinal products. Misoprostol (gastrointestinal indication). Procedure no.: PSUSA/00010291/202006" (PDF). European Medicines Agency. 14 January 2021. Archived (PDF) from the original on 29 June 2022. Retrieved 8 August 2021.
  10. ^ Rostom A, Dube C, Wells G, Tugwell P, Welch V, Jolicoeur E, et al. (2002). "Prevention of NSAID-induced gastroduodenal ulcers". The Cochrane Database of Systematic Reviews. 2011 (4): CD002296. doi:10.1002/14651858.CD002296. PMC 8439413. PMID 12519573. S2CID 1052260.
  11. ^ a b c d e f g "Misoprostol". The American Society of Health-System Pharmacists. Archived from the original on 21 February 2015. Retrieved 20 February 2015.
  12. ^ a b Zhang J, Zhou K, Shan D, Luo X (May 2022). "Medical methods for first trimester abortion". The Cochrane Database of Systematic Reviews. 2022 (5): CD002855. doi:10.1002/14651858.CD002855.pub5. PMC 9128719. PMID 35608608.
  13. ^ Bryant AG, Regan E, Stuart G (January 2014). "An overview of medical abortion for clinical practice". Obstetrical & Gynecological Survey. 69 (1): 39–45. doi:10.1097/OGX.0000000000000017. PMID 25102250. S2CID 28486936.
  14. ^ Raymond EG, Harrison MS, Weaver MA (January 2019). "Efficacy of Misoprostol Alone for First-Trimester Medical Abortion: A Systematic Review". Obstetrics and Gynecology. 133 (1): 137–147. doi:10.1097/AOG.0000000000003017. PMC 6309472. PMID 30531568.
  15. ^ Marret H, Simon E, Beucher G, Dreyfus M, Gaudineau A, Vayssière C, et al. (April 2015). "Overview and expert assessment of off-label use of misoprostol in obstetrics and gynaecology: review and report by the Collège national des gynécologues obstétriciens français". European Journal of Obstetrics, Gynecology, and Reproductive Biology. 187: 80–4. doi:10.1016/j.ejogrb.2015.01.018. PMID 25701235.
  16. ^ Prager S. "Early Pregnancy Loss" (PDF). ACOG Practice Bulletin (200). ACOG. Archived (PDF) from the original on 2 June 2021. Retrieved 2 June 2021.
  17. ^ Cite error: The named reference ACOG Practice Bulletin No. 200: Ear was invoked but never defined (see the help page).
  18. ^ "Early Pregnancy Loss". ACOG. 20 January 2015. Archived from the original on 19 January 2023. Retrieved 25 June 2023.
  19. ^ Blum J, Alfirevic Z, Walraven G, Weeks A, Winikoff B (December 2007). "Treatment of postpartum hemorrhage with misoprostol". International Journal of Gynaecology and Obstetrics. 99 (Suppl 2): S202-5. doi:10.1016/j.ijgo.2007.09.013. PMID 17961565. S2CID 10997666.
  20. ^ Paul M (2011). "Misoprostol". Management of Unintended and Abnormal Pregnancy: Comprehensive Abortion Care. John Wiley & Sons. ISBN 9781444358476. Archived from the original on 29 June 2022. Retrieved 18 August 2020.
  21. ^ World Health Organization (2021). World Health Organization model list of essential medicines: 22nd list (2021). Geneva: World Health Organization. hdl:10665/345533. WHO/MHP/HPS/EML/2021.02.

Previous Page Next Page






Misoprostol AF ميزوبروستول Arabic Misoprostol AST میزوپرستول AZB Misoprostol German Μισοπροστόλη Greek Misoprostolo EO Misoprostol Spanish میزوپرستول FA Misoprostoli Finnish

Responsive image

Responsive image