[{"@context":"http:\/\/schema.org\/","@type":"BlogPosting","@id":"https:\/\/wiki.edu.vn\/en\/wiki43\/fluoromedroxyprogesterone-acetate-wikipedia\/#BlogPosting","mainEntityOfPage":"https:\/\/wiki.edu.vn\/en\/wiki43\/fluoromedroxyprogesterone-acetate-wikipedia\/","headline":"Fluoromedroxyprogesterone acetate – Wikipedia","name":"Fluoromedroxyprogesterone acetate – Wikipedia","description":"From Wikipedia, the free encyclopedia Chemical compound Fluoromedroxyprogesterone acetate Other names FMPA; 9\u03b1-Fluoromedroxyprogesterone acetate; 9\u03b1-FMPA; 9\u03b1-Fluoro-6\u03b1-methyl-17\u03b1-hydroxyprogesterone acetate; 17\u03b1-Acetoxy-9\u03b1-fluoro-6\u03b1-methylpregn-4-ene-3,20-dione; 9\u03b1-Fluoro-6\u03b1-methyl-3,20-dioxopregn-4-en-17-yl acetate","datePublished":"2016-11-18","dateModified":"2016-11-18","author":{"@type":"Person","@id":"https:\/\/wiki.edu.vn\/en\/wiki43\/author\/lordneo\/#Person","name":"lordneo","url":"https:\/\/wiki.edu.vn\/en\/wiki43\/author\/lordneo\/","image":{"@type":"ImageObject","@id":"https:\/\/secure.gravatar.com\/avatar\/c9645c498c9701c88b89b8537773dd7c?s=96&d=mm&r=g","url":"https:\/\/secure.gravatar.com\/avatar\/c9645c498c9701c88b89b8537773dd7c?s=96&d=mm&r=g","height":96,"width":96}},"publisher":{"@type":"Organization","name":"Enzyklop\u00e4die","logo":{"@type":"ImageObject","@id":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","url":"https:\/\/wiki.edu.vn\/wiki4\/wp-content\/uploads\/2023\/08\/download.jpg","width":600,"height":60}},"image":{"@type":"ImageObject","@id":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/8\/8a\/Fluoromedroxyprogesterone_acetate.svg\/225px-Fluoromedroxyprogesterone_acetate.svg.png","url":"https:\/\/upload.wikimedia.org\/wikipedia\/commons\/thumb\/8\/8a\/Fluoromedroxyprogesterone_acetate.svg\/225px-Fluoromedroxyprogesterone_acetate.svg.png","height":"151","width":"225"},"url":"https:\/\/wiki.edu.vn\/en\/wiki43\/fluoromedroxyprogesterone-acetate-wikipedia\/","wordCount":3259,"articleBody":"From Wikipedia, the free encyclopediaChemical compoundFluoromedroxyprogesterone acetateOther namesFMPA; 9\u03b1-Fluoromedroxyprogesterone acetate; 9\u03b1-FMPA; 9\u03b1-Fluoro-6\u03b1-methyl-17\u03b1-hydroxyprogesterone acetate; 17\u03b1-Acetoxy-9\u03b1-fluoro-6\u03b1-methylpregn-4-ene-3,20-dione; 9\u03b1-Fluoro-6\u03b1-methyl-3,20-dioxopregn-4-en-17-yl acetateRoutes ofadministrationBy mouthDrug classAngiogenesis inhibitor; Progestogen; Progestogen ester; Progestin; Glucocorticoid[(6S,8S,9R,10S,13S,14S,17R)-17-Acetyl-9-fluoro-6,10,13-trimethyl-3-oxo-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-17-yl] acetateCAS NumberPubChem CIDChemSpiderUNIIFormulaC24H33FO4Molar mass404.522\u00a0g\u00b7mol\u221213D model (JSmol)C[C@H]1C[C@H]2[C@@H]3CC[C@@]([C@]3(CC[C@@]2([C@@]4(C1=CC(=O)CC4)C)F)C)(C(=O)C)OC(=O)CInChI=1S\/C24H33FO4\/c1-14-12-20-18-7-9-24(15(2)26,29-16(3)27)22(18,5)10-11-23(20,25)21(4)8-6-17(28)13-19(14)21\/h13-14,18,20H,6-12H2,1-5H3\/t14-,18-,20-,21-,22-,23+,24-\/m0\/s1Key:OITYTGLRWMEVSQ-XDBMOVBSSA-NFluoromedroxyprogesterone acetate (FMPA, 9\u03b1-fluoromedroxyprogesterone acetate, or 9\u03b1-FMPA) is a synthetic steroid medication which was under development by Meiji Dairies Corporation in the 1990s and 2000s for the potential treatment of cancers but was never marketed.[1][2][3][4][5][6][7] It is described as an antiangiogenic agent, with about two orders of magnitude greater potency for inhibition of angiogenesis than its parent compound medroxyprogesterone acetate.[2][4][5] FMPA showed about the same affinities for the progesterone and glucocorticoid receptors as MPA.[4] It reached the preclinical phase of research prior to the discontinuation of its development.[1]See also[edit]References[edit]^ a b “FMPA – AdisInsight”.^ a b Sugino E, Fujimori S, Hibino S, Choshi T, Ichihara Y, Sato Y, Yamaji T, Tsuboi H, Murata N, Uchida M, Shimamura M, Oikawa T (February 1997). “Synthesis of a new potent anti-angiogenic agent, 17 alpha-acetoxy-9 alpha-fluoro-6 alpha-methylprogesterone (9 alpha-fluoromedroxyprogesterone acetate [FMPA])”. Chem. Pharm. Bull. 45 (2): 421\u20133. doi:10.1002\/chin.199737217. PMID\u00a09118456.^ Kozutsumi D, Kawashima A, Sugimoto T, Kotohda Y, Fujimori S, Takami M, Kohno T, Oikawa T, Sugino E, Choshi T, Hibino S (September 1999). “Pharmacokinetics of 9alpha-fluoromedroxyprogesterone acetate in rats: comparison with medroxyprogesterone acetate”. Biopharm Drug Dispos. 20 (6): 277\u201384. doi:10.1002\/(SICI)1099-081X(199909)20:63.0.CO;2-T. PMID\u00a010701698. S2CID\u00a08879650.^ a b c Yamaji T, Tsuboi H, Murata N, Uchida M, Kohno T, Sugino E, Hibino S, Shimamura M, Oikawa T (October 1999). “Anti-angiogenic activity of a novel synthetic agent, 9alpha-fluoromedroxyprogesterone acetate”. Cancer Lett. 145 (1\u20132): 107\u201314. doi:10.1016\/S0304-3835(99)00239-6. PMID\u00a010530777.^ a b Uchida M, Tsuboi H, Yamaji T, Murata N, Kohno T, Sugino E, Hibino S, Shimamura M, Oikawa T (June 2000). “Inhibition by 9alpha-fluoromedoroxyprogesterone acetate (FMPA) against mammary carcinoma induced by dimethylbenz[a]anthracene in rats and angiogenesis in the rabbit cornea – comparison with medroxyprogesterone acetate (MPA)”. Cancer Lett. 154 (1): 63\u20139. doi:10.1016\/S0304-3835(00)00375-X. PMID\u00a010799740.^ Murata N, Fujimori S, Ichihara Y, Sato Y, Yamaji T, Tsuboi H, Uchida M, Suzuki H, Yamada M, Oikawa T, Nemoto H, Nobuhiro J, Choshi T, Hibino S (November 2006). “Synthesis and anti-tumor activity of a fluorinated analog of medroxyprogesterone acetate (MPA), 9alpha-fluoromedroxyprogesterone acetate (FMPA)”. Chem. Pharm. Bull. 54 (11): 1567\u201370. doi:10.1248\/cpb.54.1567. PMID\u00a017077554.^ Murata N, Yamaji T, Uchida M, Tsuboi H, Suzuki H, Yamada M, Oikawa T, Nobuhiro J, Choshi T, Hibino S (December 2006). “Suppression of laser-induced choroidal neovascularization by subconjunctival injection of 9alpha-fluoromedroxyprogesterone acetate (FMPA), an anti-angiogenic agent, in rats”. Biol. Pharm. Bull. 29 (12): 2410\u20134. doi:10.1248\/bpb.29.2410. PMID\u00a017142973.External links[edit]PRAgonistsTestosterone derivatives: Progestins: 6,6-Difluoronorethisterone6,6-Difluoronorethisterone acetate17\u03b1-Allyl-19-nortestosteroneAllylestrenolAltrenogestChloroethynylnorgestrelCingestolDanazolDesogestrelDienogestEthinylandrostenediolEthisteroneEthyneroneEtonogestrelEtynodiolEtynodiol diacetateGestodeneGestrinoneLevonorgestrelLevonorgestrel esters (e.g., levonorgestrel butanoate)LynestrenolLynestrenol phenylpropionateMetynodiolMetynodiol diacetateNorelgestrominNorethisterone (norethindrone)Norethisterone esters (e.g., norethisterone acetate, norethisterone enanthate)NoretynodrelNorgesteroneNorgestimateNorgestrelNorgestrienoneNorvinisteroneOxendoloneQuingestanolQuingestanol acetateTiboloneTigestolTosagestin; Anabolic\u2013androgenic steroids: 11\u03b2-Methyl-19-nortestosterone11\u03b2-Methyl-19-nortestosterone dodecylcarbonate19-Nor-5-androstenediol19-Nor-5-androstenedione19-NordehydroepiandrosteroneBolandiolBolandiol dipropionateBolandioneDimethisteroneDienedioneDienoloneDimethandroloneDimethandrolone buciclateDimethandrolone dodecylcarbonateDimethandrolone undecanoateDimethyldienoloneDimethyltrienoloneEthyldienoloneEthylestrenol (ethylnandrol)MethyldienoloneMetribolone (R-1881)Methoxydienone (methoxygonadiene)MiboleroneNandroloneNandrolone esters (e.g., nandrolone decanoate, nandrolone phenylpropionate)NorethandroloneNormethandrone (methylestrenolone, normethandrolone, normethisterone)RU-2309TetrahydrogestrinoneTrenbolone (trienolone)Trenbolone esters (e.g., trenbolone acetate, trenbolone enanthate)TrendioneTrestoloneTrestolone acetateMixed(SPRMs)AntagonistsmPR(PAQR)"},{"@context":"http:\/\/schema.org\/","@type":"BreadcrumbList","itemListElement":[{"@type":"ListItem","position":1,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/wiki43\/#breadcrumbitem","name":"Enzyklop\u00e4die"}},{"@type":"ListItem","position":2,"item":{"@id":"https:\/\/wiki.edu.vn\/en\/wiki43\/fluoromedroxyprogesterone-acetate-wikipedia\/#breadcrumbitem","name":"Fluoromedroxyprogesterone acetate – Wikipedia"}}]}]