反应生成 醋酸烯诺孕酮 参考文献:Synthesewege Zum 17α‐hydroxy‐16‐methylen‐19‐nor‐progesteron Und Seinen Derivaten 标题:Synthesewege Zum 17α‐hydroxy‐16‐methylen‐19‐nor‐progesteron Und Seinen Derivaten 摘要:Abstractverschiedene Synthesewege Zum 17α‐hydroxy‐16‐methylen‐19‐nor‐progesteron (4A) Und Seinen Derivaten Werden Beschrieben. Die C‐19‐funktionalisierung Wird In Jedem Falle über Eine Barton‐reaktion Durchgeführt. Zum Teil Bisher Nicht Beschriebene Nebenprodukte Dieser Reaktion Und Der Folgereaktionen Werden Isoliert Und Aufgeklärt. Sie Gestatten Einen Genaueren Einblick In Die Reaktionsabläufe. DOI:10.1002/cber.19691020231
专利号:WO-2004101594-A1 优先权日:2003-05-14 标题 :New mono-and bismethylene-steroid derivatives and process for their synthesis 发明人:TUBA ZOLTAN; DANCSI LAJOSNE; FRANCSICSNE CZINEGE ERZSEBET; FALKAY GYOERGY; ZUPKO ISTVAN; MARKI ARPAD; MOLNAR CSABA; CSOERGEI JANOS; DUKATNE ABROK VILMA; BALOGH GABOR; MAK MARIANNA 权利人:RICHTER GEDEON VEGYESZET; TUBA ZOLTAN; DANCSI LAJOSNE; FRANCSICSNE CZINEGE ERZSEBET; FALKAY GYOERGY; ZUPKO ISTVAN; MARKI ARPAD; MOLNAR CSABA; CSOERGEI JANOS; DUKATNE ABROK VILMA; BALOGH GABOR; MAK MARIANNA 摘要:The invention relates to new mono- and bismethylene-steroid derivatives of general formula (I) - wherein Z represents two hydrogen atoms or an oxo group; X and Y independently of each other represent either two hydrogen atoms of a CH2= group, with the restriction that at least one of them is CH2= group and if the meaning of Z is oxo group Y represents two hydrogen atoms, R represents a C1-C4 alkyl group, as well as the pharmaceutical compositions containing the above compounds as active ingredients, and the processes for the synthesis of active ingredients and pharmaceutical compositions. The invention also relates to the methods of treatments with these compounds, which means administering to a mammal to be treated with progestogen - including human - effective amount/amounts of the active ingredients of the present invention as such or as medicament. The mono- and bismethylene-steroid derivatives of the general formula (I) have progestogen effect. They can be used as active ingredients of contraceptive medicaments as such or in combination with an estrogen component. Furthermore, they can be used in the treatment of endometriosis and in the substitution therapy of estrogen as gestagen agent beside the estrogen component. The mono- and bismethylene-steroid derivatives of the general formula (I) of the present invention can be synthesized by reacting a compound of the general formula (II), - wherein the meaning of Z, X and Y is as described for the compounds of formula (I) - with an acid anhydride of the general formula (R-CO)2O or with an acid chloride of the general formula R-CO-Cl - wherein R represents a C1-C4 alkyl group - in the presence of a strong acid.
1: Drugs and Lactation Database (LactMed®) [Internet]. Bethesda (MD): National Institute of Child Health and Human Development; 2006–. Segesterone Acetate. 2024 Aug 15. 101(10):618-620. 73:101136. doi: 10.1016/j.yfrne.2024.101136. Epub 2024 Apr 25. 115(6):1369-1376. doi: 10.1016/j.fertnstert.2021.03.047. Epub 2021 Apr 27. 5: Gemzell-Danielsson K, Sitruk-Ware R, Creinin MD, Thomas M, Barnhart KT, Creasy G, Sussman H, Alami M, Burke AE, Weisberg E, Fraser I, Miranda MJ, Gilliam M, Liu J, Carr BR, Plagianos M, Roberts K, Blithe D. Segesterone acetate/ethinyl estradiol 12-month contraceptive vaginal system safety evaluation. Contraception. 2019 Jun;99(6):323-328. doi: 10.1016/j.contraception.2019.02.001. Epub 2019 Mar 1.
合成参考文献
参考文献:10.1186/1471-2407-8-166 摘要:Fu XD, Giretti MS, Goglia L, Flamini MI, Sanchez AM, Baldacci C, Garibaldi S, Sitruk-Ware R, Genazzani AR, Simoncini T. Comparative actions of progesterone, medroxyprogesterone acetate, drospirenone and nestorone on breast cancer cell migration and invasion. BMC Cancer. 2008 Jun 09;8():166.