| 词条 | Medroxyprogesterone | ||||||||||||||||||||
| 释义 |
| IUPAC_name = (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 | image = Medroxyprogesterone.svg | width = 225px | image2 = Medroxiprogesterona3D.png | width2 = 225px | tradename = | pregnancy_category = | legal_status = | routes_of_administration = | class = Progestin; Progestogen | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number = 520-85-4 | CAS_supplemental = | ATC_prefix = None | ATC_suffix = | PubChem = 10631 | ChemSpiderID = 10185 | synonyms = MP; Methylhydroxyprogesterone; 6α-Methyl-17α-hydroxyprogesterone; 6α-Methyl-17α-hydroxypregn-4-en-3,20-dione | C=22 | H=32 | O=3 | molecular_weight = 344.488 g/mol | SMILES = 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 | StdInChI = 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 | StdInChIKey = FRQMUZJSZHZSGN-HBNHAYAOSA-N }}Medroxyprogesterone (MP), is a progestin 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 for medroxyprogesterone acetate,[5] and what is almost always being referred to when the term is used is MPA and not medroxyprogesterone.[6] PharmacologyPharmacodynamicsCompared to MPA, medroxyprogesterone is over two orders of magnitude less potent as a progestogen.[7] Medroxyprogesterone is also notable in that it is a minor metabolite of MPA.[8]
Chemistry{{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 a synthetic pregnane steroid and a derivative of progesterone.[1][2] It is specifically a derivative of 17α-hydroxyprogesterone with a methyl group at the C6α position.[1][2] The generic name of medroxyprogesterone is a contraction of 6α-methyl-17α-hydroxyprogesterone. It is closely related to medrogestone as well as other unesterified 17α-hydroxyprogesterone derivatives such as chlormadinone, cyproterone, and megestrol.[1][2] Society and cultureGeneric namesMedroxyprogesterone is the generic name of the drug and its {{abbrlink|INN|International Nonproprietary Name}} and {{abbrlink|BAN|British Approved Name}}.[1][2][4]References1. ^1 2 3 4 {{cite book|author=J. Elks|title=The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies|url=https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA657|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=657–}} {{Progesterone receptor modulators}}2. ^1 2 3 4 {{cite book|title=Index Nominum 2000: International Drug Directory|url=https://books.google.com/books?id=5GpcTQD_L2oC&pg=PA638|year=2000|publisher=Taylor & Francis|isbn=978-3-88763-075-1|pages=638–}} 3. ^{{cite book|author1=I.K. Morton|author2=Judith M. Hall|title=Concise Dictionary of Pharmacological Agents: Properties and Synonyms|url=https://books.google.com/books?id=mqaOMOtk61IC&pg=PA173|date=31 October 1999|publisher=Springer Science & Business Media|isbn=978-0-7514-0499-9|pages=173–}} 4. ^1 https://www.drugs.com/international/medroxyprogesterone.html 5. ^1 {{cite web | publisher = Merck Manual | url = http://www.merck.com/mmpe/lexicomp/medroxyprogesterone.html | title = MedroxyPROGESTERone: Drug Information Provided by Lexi-Comp | accessdate = 2010-07-08 | date = 2009-12-01 }} 6. ^{{cite journal |vauthors=Lenco W, Mcknight M, Macdonald AS | title = Effects of cortisone acetate, methylprednisolone and medroxyprogesterone on wound contracture and epithelization in rabbits | journal = Ann. Surg. | volume = 181 | issue = 1 | pages = 67–73 |date=January 1975 | pmid = 1119869 | pmc = 1343717 | doi = 10.1097/00000658-197501000-00015| url = }} 7. ^1 {{cite journal |vauthors=Pullen MA, Laping N, Edwards R, Bray J | title = Determination of conformational changes in the progesterone receptor using ELISA-like assays | journal = Steroids | volume = 71 | issue = 9 | pages = 792–8 |date=September 2006 | pmid = 16784762 | doi = 10.1016/j.steroids.2006.05.009 | url = }} 8. ^{{cite journal |vauthors=Ishihara M, Kirdani Y, Osawa Y, Sandberg AA | title = The metabolic fate of medroxyprogesterone acetate in the baboon | journal = J. Steroid Biochem. | volume = 7 | issue = 1 | pages = 65–70 |date=January 1976 | pmid = 1271819 | doi = 10.1016/0022-4731(76)90167-9| url = }} 6 : Abandoned drugs|Alcohols|Alkenes|Diketones|Pregnanes|Progestogens |
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