Chemical compound
Pharmaceutical compound
Melengestrol acetate Clinical data Trade names Heifermax, MGA Other names MGA; MLA; MLGA; Melengesterol acetate; Methylsuperlutin; U-21240; BDH-1921; 17α-Acetoxy-16-methylene-6-methyl-6-dehydroprogesterone; 17α-Acetoxy-16-methylene-6-methylpregna-4,6-diene-3,20-dione Drug class Progestogen ;Progestin ;Progestogen ester ATC code Identifiers [(8R ,9S ,10R ,13S ,14S ,17R )-17-acetyl-6,10,13-trimethyl-16-methylidene-3-oxo-1,2,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-17-yl] acetate
CAS Number PubChem CID DrugBank ChemSpider UNII KEGG CompTox Dashboard (EPA) ECHA InfoCard 100.018.964 Chemical and physical data Formula C 25 H 32 O 4 Molar mass −1 3D model (JSmol ) InChI=1S/C25H32O4/c1-14-11-19-20(23(5)9-7-18(28)13-21(14)23)8-10-24(6)22(19)12-15(2)25(24,16(3)26)29-17(4)27/h11,13,19-20,22H,2,7-10,12H2,1,3-6H3/t19-,20+,22+,23-,24+,25+/m1/s1
Key:UDKABVSQKJNZBH-DWNQPYOZSA-N
Melengestrol acetate (MLGA ), sold under the brand namesHeifermax andMGA among others, is aprogestin medication which is used inanimal reproduction .[ 1] [ 2] contraceptive for captive animals in zoos and other refuges,[ 3] feed additive topromote growth incattle , a purpose it is licensed for in theUnited States andCanada .[ 4]
Animal reproduction [ edit ] MLGA is used inanimal reproduction .[ 3] [ 4]
MLGA is aprogestogen , and hence is anagonist of theprogesterone receptor .[ 5] affinity ofprogesterone for the progesterone receptor inrhesus monkey uterus .[ 5]
MLGA, also known as 17α-acetoxy-16-methylene-6-dehydro-6-methylprogesterone or as 17α-acetoxy-16-methylene-6-methylpregna-4,6-diene-3,20-dione, is asynthetic pregnane steroid and aderivative ofprogesterone .[ 1] [ 2] 17α-hydroxyprogesterone with amethyl group at the C6 position, amethylene group at the C16 position, adouble bond between the C6 and C7 positions, and anacetate ester at the C17α position.[ 1] [ 2] 16-methylene-17α-hydroxyprogesterone acetate . MLGA is theacetate ester ofmelengestrol , which in contrast, has never been marketed.[ 1] Analogues of MLGA include other 17α-hydroxyprogesterone derivatives such aschlormadinone acetate ,chlormethenmadinone acetate ,cyproterone acetate ,delmadinone acetate ,hydroxyprogesterone caproate ,medroxyprogesterone acetate ,megestrol acetate ,methenmadinone acetate , andosaterone acetate .[ 1] megestrol acetate is the presence of the C16 methylene group in the former.[ 1]
Society and culture [ edit ] In November 2024, the FDA approved melengestrol acetate Type A liquid medicated article (brand name MEL 500) for increased rate of weight gain, improved feed efficiency and suppression of estrus (heat) in heifers fed in confinement for slaughter; and for suppression of estrus (heat) in heifers intended for breeding.[ 6] [ 7]
Melengestrol acetate is thegeneric name of the drug and itsUSAN Tooltip United States Adopted Name andUSP Tooltip United States Pharmacopeia .[ 1] [ 2] INN Tooltip International Nonproprietary Name andBAN Tooltip British Approved Name of the unesterified freealcohol form.[ 1] [ 2]
MLGA is marketed under the brand names Heifermax and MGA among others.[ 1] [ 2]
^a b c d e f g h i Elks J (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies ISBN 978-1-4757-2085-3 ^a b c d e f "Melengestrol" .Drugs.com . Archived fromthe original on 30 July 2017.^a b Asa CS, Porton IJ (2010)."Chapter 34: Contraception as a Management Tool for Controlling Surplus Animals" . In Kleiman DG, Thompson KV, Baer CK (eds.).Wild Mammals in Captivity: Principles and Techniques for Zoo Management (2nd ed.). Chicago, IL: University of Chicago Press. pp. 469– 482.ISBN 9780226440118 . Retrieved17 March 2016 . ^a b Sharman M, van Ginkel L, MacNeil JD (26 November 2009)."Chapter 4: Current Analytical Methods Used for the Detection of Hormone Residues" . In Kay JF (ed.).Analyses for Hormonal Substances in Food-Producing Animals . Royal Society of Chemistry. p. 139.doi :10.1039/9781849730723-00129 .ISBN 978-0-85404-198-5 . Retrieved27 May 2012 . ^a b Illingworth DV, Elsner C, De Groot K, Flickinger GL, Mikhail G (February 1977). "A specific progesterone receptor of myometrial cytosol from the rhesus monkey".Journal of Steroid Biochemistry .8 (2):157– 160.doi :10.1016/0022-4731(77)90040-1 .PMID 405534 . ^ "Recent Animal Drug Approvals" .U.S.Food and Drug Administration (FDA) . 2 December 2024. Retrieved21 December 2024 .public domain .^ https://animaldrugsatfda.fda.gov/adafda/app/search/public/document/downloadFoi/16365
PR Tooltip Progesterone receptor
Agonists Testosterone derivatives: Progestins:6,6-Difluoronorethisterone 6,6-Difluoronorethisterone acetate 17α-Allyl-19-nortestosterone Allylestrenol Altrenogest Chloroethynylnorgestrel Cingestol Danazol Desogestrel Dienogest Ethinylandrostenediol Ethisterone Ethynerone Etonogestrel Etynodiol Etynodiol diacetate Gestodene Gestrinone Levonorgestrel Levonorgestrel esters (e.g.,levonorgestrel butanoate )Lynestrenol Lynestrenol phenylpropionate Metynodiol Metynodiol diacetate Norelgestromin Norethisterone (norethindrone) Norethisterone esters (e.g.,norethisterone acetate ,norethisterone enanthate )Noretynodrel Norgesterone Norgestimate Norgestrel Norgestrienone Norvinisterone Oxendolone Quingestanol Quingestanol acetate Tibolone Tigestol Tosagestin ; Anabolic–androgenic steroids:11β-Methyl-19-nortestosterone 11β-Methyl-19-nortestosterone dodecylcarbonate 19-Nor-5-androstenediol 19-Nor-5-androstenedione 19-Nordehydroepiandrosterone Bolandiol Bolandiol dipropionate Bolandione Dimethisterone Dienedione Dienolone Dimethandrolone Dimethandrolone buciclate Dimethandrolone dodecylcarbonate Dimethandrolone undecanoate Dimethyldienolone Dimethyltrienolone Ethyldienolone Ethylestrenol (ethylnandrol) Methyldienolone Metribolone (R-1881) Methoxydienone (methoxygonadiene) Mibolerone Nandrolone Nandrolone esters (e.g.,nandrolone decanoate ,nandrolone phenylpropionate )Norethandrolone Normethandrone (methylestrenolone, normethandrolone, normethisterone) RU-2309 Tetrahydrogestrinone Trenbolone (trienolone) Trenbolone esters (e.g.,trenbolone acetate ,trenbolone enanthate )Trendione Trestolone Trestolone acetate MixedSPRMs Tooltip Selective progesterone receptor modulators ) Antagonists
mPR Tooltip Membrane progesterone receptor PAQR Tooltip Progestin and adipoQ receptor )
This article incorporates text from this source, which is in thepublic domain.