Chemistry:Clomegestone acetate

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Short description: Chemical compound
Clomegestone acetate
Clomegestone acetate.svg
Clinical data
Other namesClomagestone acetate; SH-741; 6-Chloro-17α-acetoxy-16α-methylpregna-4,6-diene-3,20-dione
Drug classProgestogen; Progestogen ester
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC24H31ClO4
Molar mass418.96 g·mol−1
3D model (JSmol)

Clomegestone acetate (USAN) (developmental code name SH-741), or clomagestone acetate, also known as 6-chloro-17α-acetoxy-16α-methylpregna-4,6-diene-3,20-dione, is a steroidal progestin of the 17α-hydroxyprogesterone group which was developed as an oral contraceptive but was never marketed.[1][2] It is the acetate ester of clomegestone, which, similarly to clomegestone acetate, was never marketed.[1] Clomegestone acetate is also the 17-desoxy cogener of clometherone, and is somewhat more potent in comparison.[3] Similarly to cyproterone acetate, clomegestone acetate has been found to alter insulin receptor concentrations in adipose tissue,[4] and this may indicate the presence of glucocorticoid activity.[5][6]

References

  1. 1.0 1.1 The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014. pp. 297–. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA297. 
  2. CENTO Workshop Series on Clinical and Applied Research in Family Planning, Ankara, Turkey, February 23-26: Tehran, Iran, March 1-4; Lahore, Pakistan, March 9-12, 1971; [papers. Central Treaty Organization. 1971. https://books.google.com/books?id=Wk4aAAAAYAAJ. 
  3. Steroid Chemistry at a Glance. John Wiley & Sons. 20 June 2011. pp. 5–. ISBN 978-1-119-95729-4. https://books.google.com/books?id=iyHTt-QzKoQC&pg=SA5-PA58. 
  4. "Changes in insulin receptor concentration in rat fat cells following treatment with the gestagens clomegestone acetate and cyproterone acetate". Acta Endocrinologica 86 (3): 667–672. November 1977. doi:10.1530/acta.0.0860667. PMID 579029. 
  5. "Changes in insulin receptor concentration in rat fat cells following treatment with the gestagens clomegestone acetate and cyproterone acetate". Acta Endocrinologica 86 (3): 667–672. November 1977. doi:10.1530/acta.0.0860667. PMID 579029. 
  6. "Glucose tolerance and serum insulin in rats and insulin sensitivity of rat adipose cells following treatment with the progestogen clomegestone acetate". Acta Endocrinologica 75 (2): 305–313. February 1974. doi:10.1530/acta.0.0750305. PMID 4406547.