17α-Methyl-19-norprogesterone

17α-Methyl-19-norprogesterone (developmental code name H-3510), also known as 17α-methyl-19-norpregn-4-ene-3,20-dione, is a progestin which was never marketed.[1][2][3] It is a derivative of progesterone, and is the combined derivative of 17α-methylprogesterone and 19-norprogesterone.[1] The drug is the parent compound of a subgroup of the 19-norprogesterone group of progestins, which includes demegestone (the δ9 derivative), promegestone (the δ9 and 21-methyl derivative), and trimegestone (the δ9, 21-methyl, and 21-hydroxyl derivative).[4]

17α-Methyl-19-norprogesterone
Clinical data
Other namesH-3510; 17α-Methyl-19-norpregn-4-ene-3,20-dione; (17β)-17-Acetyl-17-methylestr-4-en-3-one
Drug classProgestin; Progestogen
Identifiers
ChemSpider
Chemical and physical data
FormulaC21H30O2
Molar mass314.469 g·mol−1
3D model (JSmol)
  • O=C(C)[C@](C)1CC[C@]([H])2[C@@]([H])3CCC4=CC(CCC4C3CC[C@@]21C)=O
  • InChI=1S/C21H30O2/c1-13(22)20(2)11-9-19-18-6-4-14-12-15(23)5-7-16(14)17(18)8-10-21(19,20)3/h12,16-19H,4-11H2,1-3H3/t16-,17+,18+,19-,20+,21-/m0/s1
  • Key:SMHQTBXJLXZKNT-VXAANUECSA-N

See also

References
  1. Weiss MJ, Schaub RE, Allen Jr GR, Poletto JF, Pidacks V, Conrow RB, Coscia CJ (1964). "The formation of steroid enolate anions by reductive procedures". Tetrahedron. 20 (2): 357–372. doi:10.1016/S0040-4020(01)93223-5. ISSN 0040-4020.
  2. Raynaud JP, Philibert D, Azadian-Boulanger G (1974). "Progesterone-Progestin receptors". Basic Life Sciences. 4 (PART A): 143–160. doi:10.1007/978-1-4684-2889-6_10. ISBN 978-1-4684-2891-9. PMID 4374925.
  3. Delettré J, Mornon JP, Lepicard G, Ojasoo T, Raynaud JP (January 1980). "Steroid flexibility and receptor specificity". Journal of Steroid Biochemistry. 13 (1): 45–59. doi:10.1016/0022-4731(80)90112-0. PMID 7382482.
  4. Kuhl H (August 2005). "Pharmacology of estrogens and progestogens: influence of different routes of administration". Climacteric. 8 (Suppl 1): 3–63. doi:10.1080/13697130500148875. PMID 16112947. S2CID 24616324.
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