Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

Medroxyprogesterone

From Wikipedia, the free encyclopedia
Steroidal progestin drug
This article is about a non-clinically used progestin compound. For the pharmaceutical drug, seemedroxyprogesterone acetate.
Pharmaceutical compound
Medroxyprogesterone
Clinical data
Other namesMP; Methylhydroxyprogesterone; 6α-Methyl-17α-hydroxyprogesterone; 6α-Methyl-17α-hydroxypregn-4-en-3,20-dione
Drug classProgestin;Progestogen
ATC code
  • None
Identifiers
  • (6S,8R,9S,10R,13S,14S,17R)-17-acetyl-17-hydroxy-6,10,13-trimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
ECHA InfoCard100.007.545Edit this at Wikidata
Chemical and physical data
FormulaC22H32O3
Molar mass344.495 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 (MP), is aprogestin which is not used medically.[1][2][3][4] A derivative,medroxyprogesterone acetate (MPA), is used as a medication in humans, and is far more widely known in comparison.[5]Medroxyprogesterone is sometimes used as a synonym formedroxyprogesterone acetate,[5] and what is almost always being referred to when the term is used is MPA and not medroxyprogesterone.[6]

Pharmacology

[edit]

Pharmacodynamics

[edit]

Compared to MPA, medroxyprogesterone is over two orders of magnitude less potent as aprogestogen.[7] Medroxyprogesterone is also notable in that it is a minormetabolite of MPA.[8] In addition to its progestagenic activity, medroxyprogesterone is a weakantiandrogenin vitro on humanandrogen receptor.[9]

MP and related steroids at the PR (nM)[7]
CompoundKiEC50Tooltip Half-maximal effective concentrationaEC50b
Progesterone4.30.925
Medroxyprogesterone2414732
Medroxyprogesterone acetate1.20.60.15
Values are nM.a = Coactivator recruitment.b = Reporter cell line.

Chemistry

[edit]
See also:List of progestogens

Medroxyprogesterone, also known as 6α-methyl-17α-hydroxyprogesterone or as 6α-methyl-17α-hydroxypregn-4-en-3,20-dione, is asyntheticpregnanesteroid and aderivative ofprogesterone.[1][2] It is specifically a derivative of17α-hydroxyprogesterone with amethyl group at the C6α position.[1][2] The generic name of medroxyprogesterone is a contraction of 6α-methyl-17α-hydroxyprogesterone. It is closely related tomedrogestone as well as other unesterified 17α-hydroxyprogesterone derivatives such aschlormadinone,cyproterone, andmegestrol.[1][2]

Society and culture

[edit]

Generic names

[edit]

Medroxyprogesterone is thegeneric name of the drug and itsINNTooltip International Nonproprietary Name andBANTooltip British Approved Name.[1][2][4]

Brand Name

Meprate 10 Tablets (practo)

References

[edit]
  1. ^abcdeElks J (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 657–.ISBN 978-1-4757-2085-3.
  2. ^abcdeIndex Nominum 2000: International Drug Directory. Taylor & Francis. 2000. pp. 638–.ISBN 978-3-88763-075-1.
  3. ^Morton IK, Hall JM (31 October 1999).Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 173–.ISBN 978-0-7514-0499-9.
  4. ^ab"Medroxyprogesterone".
  5. ^ab"MedroxyPROGESTERone: Drug Information Provided by Lexi-Comp".Merck Manual. 2009-12-01. Retrieved2010-07-08.
  6. ^Lenco W, Mcknight M, Macdonald AS (January 1975)."Effects of cortisone acetate, methylprednisolone and medroxyprogesterone on wound contracture and epithelization in rabbits".Annals of Surgery.181 (1):67–73.doi:10.1097/00000658-197501000-00015.PMC 1343717.PMID 1119869.
  7. ^abPullen 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.S2CID 24703323.
  8. ^Ishihara M, Kirdani Y, Osawa Y, Sandberg AA (January 1976). "The metabolic fate of medroxyprogesterone acetate in the baboon".Journal of Steroid Biochemistry.7 (1):65–70.doi:10.1016/0022-4731(76)90167-9.PMID 1271819.
  9. ^Šauer P, Bořík A, Golovko O, Grabic R, Staňová AV, Valentová O, et al. (November 2018). "Do progestins contribute to (anti-)androgenic activities in aquatic environments?".Environmental Pollution.242 (Pt A):417–425.Bibcode:2018EPoll.242..417S.doi:10.1016/j.envpol.2018.06.104.PMID 29990947.S2CID 51622914.
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists
Retrieved from "https://en.wikipedia.org/w/index.php?title=Medroxyprogesterone&oldid=1329019188"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2026 Movatter.jp