Nomegestrol acetate
Nomegestrol acetate
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Systematic (IUPAC) name |
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(17α)-17-acetyl-6-methyl-3-oxoestra-4,6-dien-17-yl acetate |
Clinical data |
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Oral |
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Identifiers |
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58652-20-3 |
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G03DB04 |
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PubChem |
CID 91668 |
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ChemSpider |
82771 |
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Chemical data |
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Formula |
C23H30O4 |
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370.482 g/mol |
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SMILES
- O=C4\C=C3\C(=C/[C@@H]1[C@H](CC[C@@]2([C@@](OC(=O)C)(C(=O)C)CC[C@@H]12)C)[C@H]3CC4)C
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InChI=1S/C23H30O4/c1-13-11-20-18(17-6-5-16(26)12-19(13)17)7-9-22(4)21(20)8-10-23(22,14(2)24)27-15(3)25/h11-12,17-18,20-21H,5-10H2,1-4H3/t17-,18-,20-,21+,22+,23+/m1/s1
Key:IIVBFTNIGYRNQY-YQLZSBIMSA-N
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Nomegestrol acetate (INN; Lutenyl), or 19-normegestrol acetate, is a steroidal progestin with additional antigonadotropic effects which was introduced in 1986 and is used as a hormonal contraceptive.[1][2] Unlike many other steroidal progestogens, it is selective for the progesterone receptor, lacking any significant affinity for other steroid receptors such as the androgen, estrogen, glucocorticoid, and mineralocorticoid receptors. As a result, it does not possess any androgenic, estrogenic, glucocorticoid, or mineralocorticoid effects. However, at sufficiently high doses it does have potent antiestrogenic and antiandrogenic effects due to its progesterone receptor-mediated antigonadotropic properties.[3][4]
The combination with estradiol is also used as a hormonal contraceptive and approved in Europe under the name Zoely.[5]
See also
References
- ↑ F.. Macdonald (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1445. ISBN 978-0-412-46630-4. Retrieved 12 May 2012.
- ↑ Jamin C, Batallan A, Madelenat P (January 2003). "[Antigonadotropic effects of a 19-nor-progesterone derivative: the example of nomegestrol acetate]". Gynécologie, Obstétrique & Fertilité (in French) 31 (1): 70–81. doi:10.1016/s1297-9589(02)00009-7. PMID 12659788.
- ↑ Lello S (March 2010). "Nomegestrol acetate: pharmacology, safety profile and therapeutic efficacy". Drugs 70 (5): 541–59. doi:10.2165/11532130-000000000-00000. PMID 20329803.
- ↑ Paris J, Thévenot R, Bonnet P, Granero M (1983). "The pharmacological profile of TX 066 (17 alpha-acetoxy-6-methyl-19-nor-4,6-pregna-diene-3,20-dione), a new oral progestative". Arzneimittel-Forschung 33 (5): 710–5. PMID 6683550.
- ↑ European Medicines Agency: Zoely
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| Description |
- Anatomy
- Physiology
- Development
- sex determination and differentiation
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| Disease |
- Infections
- Congenital
- Neoplasms and cancer
- male
- female
- gonadal
- germ cell
- Other
- Symptoms and signs
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| Treatment |
- Procedures
- Drugs
- benign prostatic hypertrophy
- erectile dysfunction and premature ejaculation
- sexual dysfunction
- infection
- hormones
- androgens
- estrogens
- progestogens
- GnRH
- prolactin
- Assisted reproduction
- Birth control
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| Receptor | |
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| Others |
- 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)
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| See also: Estrogenics • Glucocorticoidics • Mineralocorticoidics • Progestogenics |
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| Receptor | |
- Antagonists: Aglepristone
- BAY-1002670
- Lilopristone
- Lonaprisan
- Onapristone
- Toripristone
- ZM-150,271
- ZM-172,406
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| Enzyme | |
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| Others |
- 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)
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| See also: Androgenics • Estrogenics • Glucocorticoidics • Mineralocorticoidics |
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