An Improved Synthesis of Nomegestrol Acetate

被引:9
作者
Lu, He-Lin [1 ]
Wu, Zong-Wen [1 ]
Song, Shu-Yong [1 ]
Liao, Xiao-Dan [2 ]
Zhu, Yan [3 ]
Huang, Yun-Sheng [1 ]
机构
[1] Guangdong Med Coll Sch Pharm, Dongguan 523808, Peoples R China
[2] Minist Tradit Chinese Med, Key Lab South China Essential Oil, Zhanjiang 524018, Peoples R China
[3] Shanghai Inst Planned Parenthood Res, Dept Reprod Pharmacol, Shanghai 200032, Peoples R China
关键词
C-13; NMR-SPECTRA; ORAL-CONTRACEPTIVES; TOTAL ASSIGNMENT; 17-BETA-ESTRADIOL; PROFILE; ETHINYLESTRADIOL; TOLERABILITY; PHARMACOLOGY; EFFICACY; REGIMEN;
D O I
10.1021/op4003533
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Oral contraceptives (OCs) are synthetic steroids, or progestins, which are structurally related to testosterone or to progesterone. Many progestins have been synthesized and approved for OCs, hormonal replacement therapy (HRT), or the treatment of some gynecological disorders. Nomegestrol acetate (NOMAc) is a newly approved OC and has gained rapid acceptance in many countries for OC or HRT. The synthesis of NOMAc remains challenging and costly. We have developed a novel and improved procedure for the synthesis of NOMAc with a total of 11 steps and an overall good yield without the use of hazardous reagents. © 2014 American Chemical Society.
引用
收藏
页码:431 / 436
页数:6
相关论文
共 40 条
  • [1] Effects of a monophasic combined oral contraceptive containing nomegestrol acetate and 17β-oestradiol in comparison to one containing levonorgestrel and ethinylestradiol on markers of endocrine function
    Agren, Ulla M.
    Anttila, Marjatta
    Maenpaa-Liukko, Kristiina
    Rantala, Maija-Liisa
    Rautiainen, Hilkka
    Sommer, Werner F.
    Mommers, Ellen
    [J]. EUROPEAN JOURNAL OF CONTRACEPTION AND REPRODUCTIVE HEALTH CARE, 2011, 16 (06) : 458 - 467
  • [2] Estradiol Valerate/Dienogest: A Novel Combined Oral Contraceptive
    Borgelt, Laura M.
    Martell, Chad W.
    [J]. CLINICAL THERAPEUTICS, 2012, 34 (01) : 37 - 55
  • [3] Palladium-catalysed enantioselective hydrogenation of alkenoic acids. Role of isomerization
    Borszeky, K
    Mallat, T
    Baiker, A
    [J]. CATALYSIS LETTERS, 1999, 59 (2-4) : 95 - 97
  • [4] Comparison of a 24-day and a 21-day pill regimen for the novel combined oral contraceptive, nomegestrol acetate and 17β-estradiol (NOMAC/E2): a double-blind, randomized study
    Christin-Maitre, S.
    Serfaty, D.
    Chabbert-Buffet, N.
    Ochsenbein, E.
    Chassard, D.
    Thomas, J. -L.
    [J]. HUMAN REPRODUCTION, 2011, 26 (06) : 1338 - 1347
  • [5] Christin-Maitre S, 2013, WOMENS HEALTH, V9, P13, DOI [10.2217/whe.12.70, 10.2217/WHE.12.70]
  • [6] Total assignment of 1H and 13C NMR spectra of 13α- and 13β-estrone methyl ethers
    Ciuffreda, P
    Ferraboschi, P
    Verza, E
    Manzocchi, A
    [J]. MAGNETIC RESONANCE IN CHEMISTRY, 2001, 39 (10) : 648 - 650
  • [7] Oral Contraceptives Suppress Ovarian Hormone Production
    Fleischman, Diana S.
    Navarrete, C. David
    Fessler, Daniel M. T.
    [J]. PSYCHOLOGICAL SCIENCE, 2010, 21 (05) : 750 - 752
  • [8] The use of nomegestrol acetate in rapid preparation of endometrium before operative hysteroscopy in pre-menopausal women
    Florio, Pasquale
    Imperatore, Alberto
    Litta, Pietro
    Franchini, Mario
    Calzolari, Stefano
    Angioni, Stefano
    Gabbanini, Massimo
    Bruni, Luca
    Petraglia, Felice
    [J]. STEROIDS, 2010, 75 (12) : 912 - 917
  • [9] An overview of the development of combined oral contraceptives containing estradiol: focus on estradiol valerate/dienogest
    Fruzzetti, Franca
    Tremollieres, Florence
    Bitzer, Johannes
    [J]. GYNECOLOGICAL ENDOCRINOLOGY, 2012, 28 (05) : 400 - 408
  • [10] Review of clinical experience with estradiol in combined oral contraceptives
    Fruzzetti, Franca
    Bitzer, Johannes
    [J]. CONTRACEPTION, 2010, 81 (01) : 8 - 15