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)
SMILES
  • O=C(C)[C@](C)1CC[C@]([H])2[C@@]([H])3CCC4=CC(CCC4C3CC[C@@]21C)=O
InChI
  • 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, M.J.; Schaub, R.E.; Allen, G.R.; Poletto, J.F.; Pidacks, V.; Conrow, R.B.; Coscia, C.J. (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 Sci. 4 (PART A): 143–60. 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". J. Steroid Biochem. 13 (1): 45–59. doi:10.1016/0022-4731(80)90112-0. PMID 7382482.
  4. Kuhl H (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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