Chemistry:Levonorgestrel acetate
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Short description: Chemical compound
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| Other names | LNG-A; LNGA; 3-Ketonorgestimate; Levonorgestrel 17β-acetate; D-(–)-Norgestrel 17β-acetate; 17α-Ethynyl-18-methylestr-4-en-17β-ol-3-one 17β-acetate; 17β-Acetoxy-13β-ethyl-17α-ethynylgon-4-en-3-one |
| Drug class | Progestogen; Progestogen ester |
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| Formula | C23H30O3 |
| Molar mass | 354.490 g·mol−1 |
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Levonorgestrel acetate (LNG-A), or levonorgestrel 17β-acetate, also known as 3-ketonorgestimate, is a progestin which was never marketed.[1][2][3][4] It is a progestogen ester and is the C17β acetate ester and a prodrug of levonorgestrel.[2] Norgestimate is the C3 oxime of LNG-A.[1][5] The drug is a minor active metabolite of norgestimate, which is a prodrug of norelgestromin and to a lesser extent of levonorgestrel and LNG-A.[2] LNG-A has high affinity for the progesterone receptor, about 135% of that of promegestone (relative to 150% for levonorgestrel).[2][3] Along with levonorgestrel butanoate, LNG-A was investigated as a hormonal contraceptive by the Population Council.[6][4]
See also
References
- ↑ 1.0 1.1 "Long-acting contraceptive agents: in vitro hydrolysis of esters of norethisterone and levonorgestrel". Steroids 41 (3): 397–417. 1983. doi:10.1016/0039-128x(83)90110-1. PMID 6419410.
- ↑ 2.0 2.1 2.2 2.3 "Pharmacology of estrogens and progestogens: influence of different routes of administration". Climacteric 8 (Suppl 1): 3–63. 2005. doi:10.1080/13697130500148875. PMID 16112947. http://hormonebalance.org/images/documents/Kuhl%2005%20%20Pharm%20Estro%20Progest%20Climacteric_1313155660.pdf.
- ↑ 3.0 3.1 "Classification and pharmacology of progestins". Maturitas 61 (1–2): 171–80. 2008. doi:10.1016/j.maturitas.2008.11.013. PMID 19434889.
- ↑ 4.0 4.1 "Evaluation of four different contraceptive vaginal rings: steroid serum levels, luteal activity, bleeding control and lipid profiles". Contraception 46 (4): 387–98. 1992. doi:10.1016/0010-7824(92)90101-x. PMID 1486777.
- ↑ Sven O. Skouby (15 July 1997). Clinical Perspectives on a New Gestodene Oral Contraceptive Containing 20μg of Ethinylestradiol. CRC Press. pp. 11–. ISBN 978-1-85070-786-8. https://books.google.com/books?id=IYj54F5zvM4C&pg=PA11.
- ↑ Population Reports: Injectables and implants. Department of Medical and Public Affairs, George Washington University.. 1987. https://books.google.com/books?id=zZhLAQAAIAAJ. "The Population Council also plans to test vaginal rings with two other progestins, ST-1435 and levonorgestrel acetate, alone and combined with ethinyl estradiol (168)."
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