Clogestone acetate

Clogestone acetate
Clinical data
Other namesChlormadinol acetate; AY-11440; 3β,17α-Diacetoxy-6-chloropregna-4,6-diene-20-one
Drug classProgestogen; Progestogen ester
Identifiers
  • (1S,2R,5S,10R,11S,14R,15S)-14-acetyl-5-(acetyloxy)-8-chloro-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-6,8-dien-14-yl acetate
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC25H33ClO5
Molar mass448.98 g·mol−1
3D model (JSmol)
  • CC(=O)C1(CCC2C1(CCC3C2C=C(C4=CC(CCC34C)OC(=O)C)Cl)C)OC(=O)C
  • InChI=1S/C25H33ClO5/c1-14(27)25(31-16(3)29)11-8-20-18-13-22(26)21-12-17(30-15(2)28)6-9-23(21,4)19(18)7-10-24(20,25)5/h12-13,17-20H,6-11H2,1-5H3/t17-,18+,19-,20-,23+,24-,25-/m0/s1
  • Key:KSCZWFXQKITHSL-OKCNGXCSSA-N

Clogestone acetate (USANTooltip United States Adopted Name) (developmental code name AY-11440), also known as chlormadinol acetate or as 3β,17α-diacetoxy-6-chloropregna-4,6-diene-20-one,[1] is a steroidal progestin which was investigated as a progestin-only contraceptive and postcoital contraceptive but was never marketed.[2][3][4][5] It is the diacetate ester of clogestone, which, similarly was never marketed.[2] Clogestone acetate produces chlormadinone acetate as an active metabolite.[6]

  1. ^ Litwack G (2 December 2012). Biochemical Actions of Hormones. Elsevier. pp. 323–. ISBN 978-0-323-15189-4.
  2. ^ a b Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 297–. ISBN 978-1-4757-2085-3.
  3. ^ Hawkins DR, Elder MG (22 October 2013). Human Fertility Control: Theory and Practice. Elsevier Science. pp. 3–. ISBN 978-1-4831-6361-1.
  4. ^ Harper MJ (8 March 2013). "Contraception — retrospect and prospect". Progress in Drug Research, vol. 21. Progress in Drug Research / Fortschritte der Arzneimittelforschung / Progrès des rechersches pharmaceutiques. Vol. 21. Birkhäuser. pp. 293–407. doi:10.1007/978-3-0348-7098-6_4. ISBN 978-3-0348-7098-6. PMID 339271.
  5. ^ Hinselmann M, Jürgensen O, Hasselblatt I, Otten U, Prinz W, Taubert HD (August 1970). "[Clogestone acetate, a new orally effective progestagen]". Archiv Fur Gynakologie (in German). 209 (2): 136–148. doi:10.1007/BF00668180. PMID 5537778.
  6. ^ Stern MD, Givner ML (April 1975). "Measurement of serum clogestone acetate (AY-11,440) by a radioreceptor assay: a practical approach to the quantitative determination of synthetic progestins". The Journal of Clinical Endocrinology and Metabolism. 40 (4): 728–731. doi:10.1210/jcem-40-4-728. PMID 1127082.