专利号:EP-2070941-A1 优先权日:2007-12-14 标 题 :Stereoselective synthesis of selective estrogen receptor down-regulators 权利人:BAYER SCHERING PHARMA AG; ASTRAZENECA AB 摘要:The present invention relates to stereoselective synthesis of 7-α-substituted estra-4-ene-3,17-diones. Such compounds are valuable intermediates in the synthesis of 7-α-substituted estra-1,3,5(10)-triene-3,17-diols. n Key step in this synthesis is reacting a 3-keto-4,6-estradiene with a Grignard reagent selected from the group consisting of a magnesium-halide alkyl halide having at least 3 carbon atoms, a magnesium-halide alkenyl halide having at least 3 carbon atoms, and a magnesium-halide alkynyl halide having at least 3 carbon atoms, in the presence of a catalyst system comprising CuI. n The obtained 7α-alkyl, alkenyl and alkynyl halides can be used for the synthesis of pharmaceutically actice 7-α-substituted estra-1,3,5(10)-triene-3,17-diols (antiestrogens).
专利号:US-8183402-B2 优先权日:2007-06-27 标 题:Industrial method for the synthesis of 17-acetoxy-11β[4-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione and the key intermediates of the process 发明人:BODI JOZSEF; VISKY GYOERGY; SZELES JANOS; MAHO SANDOR; SANTA CSABA; CSOERGEI JANOS; TUBA ZOLTAN; TERDY LASZLO; MOLNAR CSABA; ARANYI ANTAL; HORVATH ZOLTAN; BALOGH GABOR 权利人:BODI JOZSEF; VISKY GYOERGY; SZELES JANOS; MAHO SANDOR; SANTA CSABA; CSOERGEI JANOS; TUBA ZOLTAN; TERDY LASZLO; MOLNAR CSABA; ARANYI ANTAL; HORVATH ZOLTAN; BALOGH GABOR; RICHTER GEDEON NYRT 摘要:The present invention relates to a process for the synthesis of the 17-acetoxy-11β-[4-(dimethylamino)-phenyl]-21-methoxy-19-norpregna-4,9-dien-3,20-dione of formula (I): n nfrom 3,3-[1,2-etandiyl-bis(oxy)]-oestr-5(10),9(11)-dien-17-one of formula (II):
专利号:US-4045452-A 优先权日:1974-03-13 标题 :Steroid total synthesis process utilizing a cyanoalkyl A-ring precursor 发明人:COHEN NOAL; ROSENBERGER MICHAEL; SAUCY GABRIEL 权利人:HOFFMANN LA ROCHE 摘要:A multi-step, stereospecific total synthesis of steroids utilizing intermediates having a cyanoalkyl A-ring precursor is disclosed. The initial starting materials for this process are the relatively inexpensive and commercially available reagents γ-butyrolactone and sodium cyanide. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly 19-norsteroids. It is a feature of this process that conditions employed during the multiple step synthesis are selected so as to retain the normally labile nitrile group even during hydrogenation and hydrolysis steps. In this manner, it is possible to employ the nitrile group as an A-ring precursor without resorting to protective groups as wasl heretofore found necessary in previous steroid total synthesis processes.
专利号:US-4105676-A 优先权日:1975-12-22 标题 :Steroid total synthesis process utilizing a cyanoalkyl a-ring precursor 发明人:COHEN NOAL; ROSENBERGER MICHAEL; SAUCY GABRIEL 权利人:HOFFMANN LA ROCHE 摘要:A multi-step, stereospecific total synthesis of steroids utilizing intermediates having a cyanoalkyl A-ring precursor is disclosed. The initial starting materials for this process are the relatively inexpensive and commercially available reagents γ-butyrolactone and sodium cyanide. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly 19-norsteroids. It is a feature of this process that conditions employed during the multiple step synthesis are selected so as to retain the normally labile nitrile group even during hydrogenation and hydrolysis steps. In this manner, it is possible to employ the nitrile group as an A-ring precursor without resorting to protective groups as was heretofore found necessary in previous steroid total synthesis processes.
专利号:US-3965138-A 优先权日:1974-03-13 标 题:Steroid total synthesis process utilizing a cyanoalkyl A-ring precursor 发明人:COHEN NOAL; ROSENBERGER MICHAEL; SAUCY GABRIEL 权利人:HOFFMANN LA ROCHE 摘要:A multi-step, stereospecific total synthesis of steroids utilizing intermediates having a cyanoalkyl A-ring precursor is disclosed. The initial starting materials for this process are the relatively inexpensive and commercially available reagents γ-butyrolactone and sodium cyanide. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly 19-norsteroids. It is a feature of this process that conditions employed during the multiple step synthesis are selected so as to retain the normally labile nitrile group even during hydrogenation and hydrolysis steps. In this manner, it is possible to employ the nitrile group as an A-ring precursor without resorting to protective groups as was heretofore found necessary in previous steroid total synthesis processes.
专利号:US-3991084-A 优先权日:1970-08-26 标题 :Steroid total synthesis process utilizing a cyanoalkyl A-ring precursor 发明人:COHEN NOAL; ROSENBERGER MICHAEL; SAUCY GABRIEL 权利人:HOFFMANN LA ROCHE 摘要:A multi-step, stereospecific total synthesis of steroids utilizing intermediates having a cyanoalkyl A-ring precursor is disclosed. The initial starting materials for this process are the relatively inexpensive and commercially available reagents γ-butyrolactone and sodium cyanide. The process is suitable for the preparation of racemic or optically active, medicinally valuable steroids, particularly 19-norsteroids. It is a feature of this process that conditions employed during the multiple step synthesis are selected so as to retain the normally labile nitrile group even during hydrogenation and hydrolysis steps. In this manner, it is possible to employ the nitrile group as an A-ring precursor without resorting to protective groups as was heretofore found necessary in previous steroid total synthesis processes.
摘要:21 CFR Sections 1308.11-1308.15 摘要:S109 | PARCEDC | List of 7074 potential endocrine disrupting compounds (EDCs) by PARC T4.2 | DOI:10.5281/zenodo.10944198 摘要:Kleemann A., Kutscher B., Reichert D., Bossart M., Pharmaceutical Substances, Thieme [Online], Stuttgart, (2025). 参考文献:10.1016/j.jsbmb.2007.09.024 摘要:Pinel G, Rambaud L, Cacciatore G, Bergwerff A, Elliott C, Nielen M, Le Bizec B. Elimination kinetic of 17β-estradiol 3-benzoate and 17β-nandrolone laureate ester metabolites in calves’ urine. The Journal of Steroid Biochemistry and Molecular Biology. 2008 May;110(1-2):30–8. doi: 10.1016/j.jsbmb.2007.09.024.