Demegestone

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Demegestone
Systematic (IUPAC) name


17-methyl-19-norpregna-4,9-diene-3,20-dione
Identifiers
CAS Number	10116-22-0
ATC code	G03DB05
PubChem	CID: 93057
ChemSpider	84009
Synonyms	RU-2453
Chemical data
Formula	C₂₁H₂₈O₂
Molecular mass	312.446 g/mol
SMILES CC(=O)[C@]1(CC[C@@H]2[C@@]1(CCC3=C4CCC(=O)C=C4CC[C@@H]23)C)C
InChI InChI=1S/C21H28O2/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/h12,18-19H,4-11H2,1-3H3/t18-,19+,20-,21+/m1/s1 Key:JWAHBTQSSMYISL-MHTWAQMVSA-N

Demegestone (INN) (brand name Lutionex), also known as 17-methyl-19-norpregna-4,9-diene-3,20-dione, is a 19-norprogesterone derivative and steroidal progestin which was introduced by Roussel in France in 1974.^[1]^[2] Like other 19-norprogesterone derivatives, it has relatively high affinity for the progesterone receptor and shows little or no activity at other steroid hormone receptors.^[3]

References[edit]

^ C.R. Ganellin; David J. Triggle (21 November 1996). Dictionary of Pharmacological Agents. CRC Press. pp. 582–. ISBN 978-0-412-46630-4.
^ William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia, 3rd Edition. Elsevier. pp. 1215–. ISBN 978-0-8155-1856-3.
^ Ian Milsom (2006). Contraception and Family Planning. Elsevier Health Sciences. pp. 102–. ISBN 0-444-51828-2.

Progestogens and antiprogestogens

Progestogens

Retroprogesterone	Dydrogesterone Trengestone

17α-Hydroxyprogesterone	Algestone Algestone acetophenide Chlormadinone acetate Cyproterone acetate Delmadinone acetate Hydroxyprogesterone acetate Hydroxyprogesterone caproate Hydroxyprogesterone heptanoate Medroxyprogesterone Medroxyprogesterone acetate^# Megestrol acetate Melengestrol acetate Other substitutions: Haloprogesterone (17α-bromo) Medrogestone (17α-methyl) Proligestone (14α,17α-propylidenedioxy)

19-Norprogesterone	Demegestone Gestonorone caproate Nestorone Nomegestrol acetate Norgestomet Promegestone Trimegestone

17α-Ethynyltestosterone	Dimethisterone Ethisterone

19-Nortestosterone	Allylestrenol Altrenogest Desogestrel Dienogest Etonogestrel Etynodiol diacetate Gestodene Gestrinone Levonorgestrel^# Lynestrenol Methylestrenolone Norelgestromine Norethisterone (norethindrone)^# Norethisterone acetate Norethisterone enanthate Norethynodrel Norgesterone Norgestimate Norgestrel Norgestrienone Norvinisterone Quingestanol acetate Tibolone Trenbolone

Spirolactone	Canrenone Drospirenone Potassium canrenoate Spironolactone

Others	Progesterone Non-steroidal: Tanaproget^§

SPRMs /
antiprogestogens

^#WHO-EM
^‡Withdrawn from market
Clinical trials:
- ^†Phase III
- ^§Never to phase III

v t e Index of reproductive medicine

Description	Anatomy male female Physiology menstrual cycle Development sex determination and differentiation

Disease	Infections STD and STI Congenital male female Neoplasms and cancer male female gonadal germ cell Other male female Symptoms and signs

Treatment	Procedures male female Drugs benign prostatic hypertrophy erectile dysfunction and premature ejaculation sexual dysfunction infection STDs hormones androgens estrogens progestogens GnRH prolactin Assisted reproduction Birth control hormonal

Progestogenics

Receptor
(ligands)

Agonists	5α-Dihydroprogesterone 20α-Dihydroprogesterone 11-Dehydroprogesterone 11-Deoxycorticosterone 17α-Hydroxyprogesterone 19-Norprogesterone Δ⁴-Tibolone Algestone Algestone acetonide Algestone acetophenide Allylestrenol Altrenogest Amadinone Amadinone acetate Anagestone Anagestone acetate Canrenoic acid Canrenone Chlormadinone Chlormadinone acetate Cingestol Cismadinone Cismadinone acetate Clogestone Clogestone acetate Clomegestone Clometerone Cyproterone acetate Danazol Delmadinone Delmadinone acetate Demegestone Desogestrel Dienogest Dimethisterone Drospirenone Dydrogesterone Edogesterone Ethisterone Ethynerone Etonogestrel Etynodiol Etynodiol diacetate Flugestone Flugestone acetate Gestaclone Gestadienol Gestodene Gestonorone Gestonorone caproate Gestovister Gestrinone Gestronol Guggulsterone Haloprogesterone Hydromadinone Hydroxyprogesterone acetate Hydroxyprogesterone caproate Hydroxyprogesterone heptanoate Hydroxyprogesterone hexanoate Levonorgestrel Lutenyl Lynestrenol Medrogestone Medroxyprogesterone Medroxyprogesterone acetate Megestrol Megestrol acetate Melengestrol Melengestrol acetate Mespirenone Methylestrenolone Methynodiol Methynodiol diacetate Mometasone furoate Nandrolone Nestorone Nomegestrol Nomegestrol acetate Norelgestromin Norethisterone/Norethindrone Norethisterone acetate Norethisterone acetate oxime Norethisterone enanthate Norethynodrel Norgesterone Norgestimate Norgestomet Norgestrel Norgestrienone Norvinisterone Org-2058 Oxogestone Oxogestone phenpropionate Pentagestrone Potassium canrenoate Progesterone Proligestone Promegestone Retroprogesterone Quingestanol Quingestanol acetate Quingestrone Segesterone Spironenone Spironolactone Tanaproget Tetrahydrogestrinone Tibolone Tigestol Tosagestin Trengestone Trimegestone ZM-182,345

Mixed (SPRMs)	Asoprisnil Asoprisnil ecamate J1042 LG-120,838 Telapristone; Antagonistic: Mifepristone Org-31710 Org-33628 Ulipristal acetate ZK-137,316

Antagonists	3α-Hydroxytibolone 3β-Hydroxytibolone Aglepristone Lilopristone Lonaprisan Onapristone Toripristone Valproic acid Vilaprisan ZM-150,271 ZM-172,406

Enzyme

Modulators	See here instead (modulators of 20,22-desmolase, 17α-hydroxylase/17,20-lyase, 3β-HSD, and 21-hydroxylase).

Others

Precursors/prohormones	Cholesterol 22R-Hydroxycholesterol 20α,22R-Dihydroxycholesterol Pregnenolone Pregnenolone sulfate 17-Hydroxypregnenolone

Indirect	Antigonadotropins (e.g., estrogens, progestogens, prolactin) GnRH agonists (e,g, GnRH, leuprorelin) GnRH antagonists (e.g., cetrorelix) Gonadotropins (e.g., FSH, hCG, LH) Kisspeptin Plasma proteins (ABP, albumin, SHBG)

See also: Androgenics • Estrogenics • Glucocorticoids • Mineralocorticoids

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