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 names	H-3510; 17α-Methyl-19-norpregn-4-ene-3,20-dione; (17β)-17-Acetyl-17-methylestr-4-en-3-one
Drug class	Progestin; Progestogen
Identifiers
ChemSpider	34253447
Chemical and physical data
Formula	C21H30O2
Molar mass	314.469 g·mol−1
3D model (JSmol)	Interactive image
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

• Gestronol (17α-hydroxy-19-norprogesterone)

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". In Elsimar Coutinho (ed.). Physiology and Genetics of Reproduction, part A. Basic Life Sciences. Vol. 4. pp. 143–160. doi:10.1007/978-1-4684-2889-6_10 (inactive 2024-09-19). ISBN 978-1-4684-2891-9. PMID 4374925.{{cite book}}: CS1 maint: DOI inactive as of September 2024 (link)
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.