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Clogestone acetate

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Chemical compound Pharmaceutical compound
Clogestone acetate
Clinical data
Other namesChlormadinol acetate; AY-11440; 3β,17α-Diacetoxy-6-chloropregna-4,6-diene-20-one
Drug classProgestogen; Progestogen ester
Identifiers
IUPAC name
  • (1S,2R,5S,10R,11S,14R,15S)-14-acetyl-5-(acetyloxy)-8-chloro-2,15-dimethyltetracycloheptadeca-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
3D model (JSmol)
SMILES
  • CC(=O)C1(CCC2C1(CCC3C2C=C(C4=CC(CCC34C)OC(=O)C)Cl)C)OC(=O)C
InChI
  • 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, is a steroidal progestin which was investigated as a progestin-only contraceptive and postcoital contraceptive but was never marketed. It is the diacetate ester of clogestone, which, similarly was never marketed. Clogestone acetate produces chlormadinone acetate as an active metabolite.

See also

References

  1. Litwack G (2 December 2012). Biochemical Actions of Hormones. Elsevier. pp. 323–. ISBN 978-0-323-15189-4.
  2. ^ 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). "". 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.
Progesterone receptor modulators
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists
See also
Receptor/signaling modulators
Progestogens and antiprogestogens
Androgen receptor modulators
Estrogen receptor modulators
List of progestogens
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