Chlormethenmadinone acetate

Chlormethenmadinone acetate
Clinical data
Trade names	Biogest, Sterolibrin, Antigest B, Agelin
Other names	SCH-12600; 6-Chloromethylenedehydroacetoxyprogesterone; 17α-Acetoxy-6-chloro-16-methylene-6-dehydroprogesterone; 16-Methylenechlormadinone acetate; 17α-Acetoxy-6-chloro-16-methylenepregna-4,6-diene-3,20-dione
Drug class	Progestogen;Progestin;Progestogen ester
Identifiers
	IUPAC name [(8R,9S,10R,13S,14S,17R)-17-Acetyl-6-chloro-10,13-dimethyl-16-methylidene-3-oxo-1,2,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthren-17-yl] acetate;
CAS Number	6799-23-1;
PubChemCID	175513;
ChemSpider	152916;
ChEMBL	ChEMBL3276150;
CompTox Dashboard(EPA)	DTXSID00987408;
Chemical and physical data
Formula	C24H29ClO4
Molar mass	416.94g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(=O)[C@]1(C(=C)C[C@@H]2[C@@]1(CC[C@H]3[C@H]2C=C(C4=CC(=O)CC[C@]34C)Cl)C)OC(=O)C;
	InChI InChI=1S/C24H29ClO4/c1-13-10-19-17-12-21(25)20-11-16(28)6-8-22(20,4)18(17)7-9-23(19,5)24(13,14(2)26)29-15(3)27/h11-12,17-19H,1,6-10H2,2-5H3/t17-,18+,19+,22-,23+,24+/m1/s1; Key:MDTBKPVVPCIBIT-USYNNDFZSA-N;

Chlormethenmadinone acetate(CMMA), also known aschlorsuperlutin,is aprogestinmedication which was developed inCzechoslovakiain the 1960s.^[1]It has been used in combination withmestranolinbirth control pillsunder the brand namesBiogest,Sterolibrin,andAntigest B,^[2]^[3]and inveterinary medicineunder the brand nameAgelin.^[4]Analoguesof CMMA includebromethenmadinone acetate(bromsuperlutin), which was assessed but was never marketed,^[3]^[5]andmelengestrol acetate(methylsuperlutin), which is used in veterinary medicine.^[6]

References[edit]

^Sterba R (1968)."New biological application of contraceptive steroids".Endocrinologia Experimentalis.2(2): 101–110. Archived fromthe originalon 16 September 2018.
^Melich H (July 1972)."[Biogest]".Casopis Lekaru Ceskych(in Czech).111(30): 694–695.PMID 5079918.Archived fromthe originalon 2018-09-16.Retrieved2018-09-16.
^^a ^bStĕrba R (March 1970)."[Towards a more physiological hormonal contraception]".Zentralblatt Fur Gynakologie(in German).92(10): 303–312.PMID 4096927.Archived fromthe originalon 2018-09-16.Retrieved2018-09-16.
^Bekeová E, Krajnicáková M, Hendrichovský V, Maracek I (November 1995)."[Thyroid and ovarian hormones in ewes treated with gestagens and PMSG in the spring season]".Veterinarni Medicina(in Slovak).40(11): 345–352.PMID 8659087.Archived fromthe originalon 2018-09-16.Retrieved2018-09-16.
^Štěrba, R. (1971)."On the Way to a More Physiological Hormonal Contraception".Current Problems in Fertility.pp. 154–158.doi:10.1007/978-1-4615-8651-7_28.ISBN 978-1-4615-8653-1.Archived fromthe originalon 2018-09-16.Retrieved2018-09-16.
^von Kunz W (8 March 2013)."Über neue Arzneimittel".In Denkewalter RG, Tishler M, Ehrhart G, Biel JH, Lum BK, Büchi J, Winter CA, Münzel K, Kunz W, Ariëns EJ, Labhardt F (eds.).Fortschritte der Arzneimittelforschung / Progress in Drug Research / Progrès des recherches pharmaceutiques.Birkhäuser. pp. 407–.ISBN 978-3-0348-7059-7.

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