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Medroxyprogesterone

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This article is about a non-clinically used progestin compound. For the pharmaceutical drug, see medroxyprogesterone acetate.
Medroxyprogesterone
Clinical data
Pregnancy
category
  • X
ATC code
  • None
Legal status
Legal status
Identifiers
  • (6α)-17-hydroxy-6-methylpregn-4-ene-3,20-dione
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
ECHA InfoCard100.007.545 Edit this at Wikidata
Chemical and physical data
FormulaC22H32O3
Molar mass344.488 g/mol g·mol−1
3D model (JSmol)
  • O=C4\C=C2/[C@]([C@H]1CC[C@@]3([C@@](O)(C(=O)C)CC[C@H]3[C@@H]1C[C@@H]2C)C)(C)CC4
  • InChI=1S/C22H32O3/c1-13-11-16-17(20(3)8-5-15(24)12-19(13)20)6-9-21(4)18(16)7-10-22(21,25)14(2)23/h12-13,16-18,25H,5-11H2,1-4H3/t13-,16+,17-,18-,20+,21-,22-/m0/s1
  • Key:FRQMUZJSZHZSGN-HBNHAYAOSA-N

Medroxyprogesterone (INN, BAN), also known as 17α-hydroxy-6α-methylprogesterone, and abbreviated as MP, is a steroidal progestin drug which was never marketed for use in humans.[2] An acylated derivative, medroxyprogesterone acetate (MPA), is clinically used as a pharmaceutical medicine.[3] Compared to MPA, MP is over two orders of magnitude less potent as a progestogen.[4] As such, MP itself is not used clinically, though it has seen limited use in veterinary medicine under the trade name Controlestril in France.[5] In addition, it is a metabolite of MPA.[6]

While medroxyprogesterone is sometimes used as a synonym for medroxyprogesterone acetate,[3] what is normally being administered is MPA and not MP.[7]

See also

References

  1. ^ "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 Oct 2023.
  2. ^ F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1079. ISBN 978-0-412-46630-4. Retrieved 28 May 2012.
  3. ^ a b "MedroxyPROGESTERone: Drug Information Provided by Lexi-Comp". Merck Manual. 2009-12-01. Retrieved 2010-07-08.
  4. ^ Pullen MA, Laping N, Edwards R, Bray J (September 2006). "Determination of conformational changes in the progesterone receptor using ELISA-like assays". Steroids. 71 (9): 792–8. doi:10.1016/j.steroids.2006.05.009. PMID 16784762.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  5. ^ Index Nominum 2000: International Drug Directory. Taylor & Francis US. 2000. p. 638. ISBN 978-3-88763-075-1. Retrieved 28 May 2012.
  6. ^ Ishihara M, Kirdani Y, Osawa Y, Sandberg AA (January 1976). "The metabolic fate of medroxyprogesterone acetate in the baboon". J. Steroid Biochem. 7 (1): 65–70. doi:10.1016/0022-4731(76)90167-9. PMID 1271819.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  7. ^ Lenco W, Mcknight M, Macdonald AS (January 1975). "Effects of cortisone acetate, methylprednisolone and medroxyprogesterone on wound contracture and epithelization in rabbits". Ann. Surg. 181 (1): 67–73. doi:10.1097/00000658-197501000-00015. PMC 1343717. PMID 1119869.{{cite journal}}: CS1 maint: multiple names: authors list (link)



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