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Chemical compound
Tosagestin
Other names ORG-30659; Exogestin; Letogestin;
[1] 11-Methylene-δ15 -norethisterone; 17α-Ethynyl-11-methylene-19-nor-δ15 -testosterone
Routes of administration
By mouth
(1S,2R,10R,11S,14R,15S)-14-ethynyl-14-hydroxy-15-methyl-17-methylidenetetracyclo[8.7.0.02,7 .011,15 ]heptadeca-6,12-dien-5-one
CAS Number
PubChem
CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (
EPA )
Formula C 21 H 24 O 2
Molar mass 308.421 g·mol−1 3D model (
JSmol )
CC12CC(=C)C3C(C1C=CC2(C#C)O)CCC4=CC(=O)CCC34
InChI=1S/C21H24O2/c1-4-21(23)10-9-18-17-7-5-14-11-15(22)6-8-16(14)19(17)13(2)12-20(18,21)3/h1,9-11,16-19,23H,2,5-8,12H2,3H3/t16-,17-,18-,19+,20-,21-/m0/s1
Key:YJSTYQGZKJHXLN-OLGWUGKESA-N
Tosagestin (
INN Tooltip International Nonproprietary Name ,
USAN Tooltip United States Adopted Name ) (developmental code name ORG-30659 ), also known as 11-methylene-δ15 -norethisterone or 17α-ethynyl-11-methylene-19-nor-δ15 -testosterone , is a
progestin of the
19-nortestosterone group which was under development by
Organon in the
United States and
Europe as a
hormonal contraceptive (in combination with
ethinylestradiol ) and for the treatment of
menopausal symptoms but was never marketed.
[2]
[3]
[4]
[5]
[6]
See also
References
^ Negwer M, Scharnow HG (2001).
Organic-chemical drugs and their synonyms: (an international survey) . Wiley-VCH. p. 2104.
ISBN
978-3-527-30247-5 .
^ World Health Organization (2013),
The use of stems in the selection of International Nonproprietary Names (INN) for pharmaceutical substances (PDF) , p. 95, archived from
the original (PDF) on August 8, 2016
^
"Tosagestin" , AdisInsight , Springer Nature Switzerland AG, retrieved 12 July 2016
^ Verhoeven CH, Krebbers SF, Wagenaars GN, Booy CJ, Groothuis GM, Olinga P, Vos RM (November 1998).
"In vitro and in vivo metabolism of the progestagen Org 30659 in several species" . Drug Metabolism and Disposition . 26 (11): 1102–1112.
PMID
9806953 .
^ de Visser SJ, Uchida N, van Vliet-Daskalopoulou E, Fukazawa I, van Doorn MB, van den Heuvel MW, et al. (September 2003). "Pharmacokinetic differences between Caucasian and Japanese subjects after single and multiple doses of a potential combined oral contraceptive (Org 30659 and EE)". Contraception . 68 (3): 195–202.
doi :
10.1016/S0010-7824(03)00140-9 .
PMID
14561540 .
^ Obruca A, Korver T, Huber J, Killick SR, Landgren B, Struijs MJ (July 2001).
"Ovarian function during and after treatment with the new progestagen Org 30659" . Fertility and Sterility . 76 (1): 108–115.
doi :
10.1016/S0015-0282(01)01824-6 .
PMID
11438328 .
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 )