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17α-Methyl-19-norprogesterone 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 ChemSpider CompTox Dashboard (EPA ) Formula C 21 H 30 O 2 Molar mass 314.462 g/mol 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
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]
See also
References
^ a b 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 .
^ Raynaud JP, Philibert D, Azadian-Boulanger G (1974). "Progesterone-Progestin receptors". Basic Life Sci . 4 (PART A): 143–60. PMID 4374925 .
^ Delettré J, Mornon JP, Lepicard G, Ojasoo T, Raynaud JP (January 1980). "Steroid flexibility and receptor specificity". J. Steroid Biochem . 13 (1): 45–59. PMID 7382482 .
^ 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 .
PR Tooltip Progesterone receptor
Agonists
Testosterone derivatives: Progestins: 6,6-Difluoronorethisterone
6,6-Difluoronorethisterone acetate
17α-Allyl-19-nortestosterone
Allylestrenol
Altrenogest
Chloroethynylnorgestrel
Cingestol
Danazol
Desogestrel
Dienogest
Ethinylandrostenediol
Ethisterone
Ethynerone
Etonogestrel
Etynodiol
Etynodiol diacetate
Gestodene
Gestrinone
Levonorgestrel
Levonorgestrel esters (e.g., levonorgestrel butanoate )
Lynestrenol
Lynestrenol phenylpropionate
Metynodiol
Metynodiol diacetate
Norelgestromin
Norethisterone (norethindrone)
Norethisterone esters (e.g., norethisterone acetate , norethisterone enanthate )
Noretynodrel
Norgesterone
Norgestimate
Norgestrel
Norgestrienone
Norvinisterone
Oxendolone
Quingestanol
Quingestanol acetate
Tibolone
Tigestol
Tosagestin ; Anabolic–androgenic steroids: 11β-Methyl-19-nortestosterone
11β-Methyl-19-nortestosterone dodecylcarbonate
19-Nor-5-androstenediol
19-Nor-5-androstenedione
19-Nordehydroepiandrosterone
Bolandiol
Bolandiol dipropionate
Bolandione
Dimethisterone
Dienedione
Dienolone
Dimethandrolone
Dimethandrolone buciclate
Dimethandrolone dodecylcarbonate
Dimethandrolone undecanoate
Dimethyldienolone
Dimethyltrienolone
Ethyldienolone
Ethylestrenol (ethylnandrol)
Methyldienolone
Metribolone (R-1881)
Methoxydienone (methoxygonadiene)
Mibolerone
Nandrolone
Nandrolone esters (e.g., nandrolone decanoate , nandrolone phenylpropionate )
Norethandrolone
Normethandrone (methylestrenolone, normethandrolone, normethisterone)
RU-2309
Tetrahydrogestrinone
Trenbolone (trienolone)
Trenbolone esters (e.g., trenbolone acetate , trenbolone enanthate )
Trendione
Trestolone
Trestolone acetate
Mixed (SPRMs Tooltip Selective progesterone receptor modulators ) Antagonists
mPR Tooltip Membrane progesterone receptor (PAQR Tooltip Progestin and adipoQ receptor )