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Isolation, synthesis, and biological activity of five metabolites of danazol

Cite this: J. Med. Chem. 1977, 20, 3, 349–352
Publication Date (Print):March 1, 1977
https://doi.org/10.1021/jm00213a007
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    Cited By

    This article is cited by 29 publications.

    1. Abdullah A. Al-Badr. Danazol. 2022, 149-326. https://doi.org/10.1016/bs.podrm.2021.10.005
    2. Carla I. Nieto, M. Pilar Cornago, M. Pilar Cabildo, Dionisia Sanz, Rosa M. Claramunt, M. Carmen Torralba, José Elguero. Synthesis, structure and NMR study of fluorinated isoxazoles derived from hemi-curcuminoids. Journal of Fluorine Chemistry 2019, 219 , 39-49. https://doi.org/10.1016/j.jfluchem.2018.12.012
    3. Ausilia Baglieri, Luca Meschisi, Francesco De Sarlo, Fabrizio Machetti. Competitive Copper Catalysis in the Condensation of Primary Nitro Compounds with Terminal Alkynes: Synthesis of Isoxazoles. European Journal of Organic Chemistry 2016, 2016 (27) , 4643-4655. https://doi.org/10.1002/ejoc.201600897
    4. Haq Nawaz Bhatti, Rasheed Ahmad Khera. Biological transformations of steroidal compounds: A review. Steroids 2012, 77 (12) , 1267-1290. https://doi.org/10.1016/j.steroids.2012.07.018
    5. Robert W. Brueggemeier. Male Sex Hormones, Analogs, and Antagonists. 2010, 153-218. https://doi.org/10.1002/0471266949.bmc055
    6. Caroline A. Lee, David Neul, Andrea Clouser-Roche, Deepak Dalvie, Michael R. Wester, Ying Jiang, J. P. Jones, Sascha Freiwald, Michael Zientek, Rheem A. Totah. Identification of Novel Substrates for Human Cytochrome P450 2J2. Drug Metabolism and Disposition 2010, 38 (2) , 347-356. https://doi.org/10.1124/dmd.109.030270
    7. A.G. Fragkaki, Y.S. Angelis, A. Tsantili-Kakoulidou, M. Koupparis, C. Georgakopoulos. Schemes of metabolic patterns of anabolic androgenic steroids for the estimation of metabolites of designer steroids in human urine. The Journal of Steroid Biochemistry and Molecular Biology 2009, 115 (1-2) , 44-61. https://doi.org/10.1016/j.jsbmb.2009.02.016
    8. Robert W. Brueggemeier. Sex Hormones (Male): Analogs and Antagonists. 2006https://doi.org/10.1002/3527600906.mcb.200500066
    9. Remo Gandolfig, Paolo Grünanger. Partially Saturated Polynuclear Isoxazoles. 1999, 467-870. https://doi.org/10.1002/9780470187364.ch4
    10. Brian R. Davis, Peter J. Garratt. Acylation of Esters, Ketones and Nitriles. 1991, 795-863. https://doi.org/10.1016/B978-0-08-052349-1.00050-0
    11. R. McCague. Inhibitors of steroid hormone biosynthesis and action. 1990, 234-260. https://doi.org/10.1007/978-94-009-0397-5_8
    12. Thomas A. Lessen, Donald M. Demko, Steven M. Weinreb. Synthesis of an advanced quinocarcin intermediate from 1-glutamic acid. Tetrahedron Letters 1990, 31 (15) , 2105-2108. https://doi.org/10.1016/0040-4039(90)80083-X
    13. Krzysztof Selinger, Howard M. Hill, June A. Anslow, Diana Gash. A liquid chromatographic method for the determination of danazol in human serum. Journal of Pharmaceutical and Biomedical Analysis 1990, 8 (1) , 79-84. https://doi.org/10.1016/0731-7085(90)80010-M
    14. W P Dmowski. Therapeutic focus. International Journal of Clinical Practice 1988, 42 (8) , 343-347. https://doi.org/10.1111/j.1742-1241.1988.tb08602.x
    15. S.P. Robinson, V.C. Jordan. Metabolism of steroid-modifying anticancer agents. Pharmacology & Therapeutics 1988, 36 (1) , 41-103. https://doi.org/10.1016/0163-7258(88)90112-X
    16. Gloria A. Nygard, Leslie J. Lovett, Gary R. Erdmann, Shoukry K. Wahba Khalil. Analysis of danazol in serum using high-performance liquid chromatography. Journal of Chromatography B: Biomedical Sciences and Applications 1987, 415 , 438-444. https://doi.org/10.1016/S0378-4347(00)83240-5
    17. R.T. Sane, Maloy Chakraborty, V.G. Nayak, B.L. Chauhan. Determination of danazol in pharmaceutical preparations by liquid chromatography. Journal of Chromatography A 1986, 358 , 448-452. https://doi.org/10.1016/S0021-9673(01)90361-9
    18. Joseph P. Holt, David Keller. Danazol treatment increases serum enzyme levels. Fertility and Sterility 1984, 41 (1) , 70-74. https://doi.org/10.1016/S0015-0282(16)47544-8
    19. Peter Braun, Ludwig Wildt, Gerhard Leyendecker. The effect of danazol on gonadotropin secretion during the follicular phase of the menstrual cycle. Fertility and Sterility 1983, 40 (1) , 37-44. https://doi.org/10.1016/S0015-0282(16)47174-8
    20. W. P. Dmowski. Hormonal and Surgical Management of Pelvic Endometriosis. 1982, 233-272. https://doi.org/10.1007/978-1-4684-4010-2_12
    21. . PROCEEDINGS OF THE British Pharmacological Society. British Journal of Pharmacology 1981https://doi.org/10.1111/j.1476-5381.1981.tb10708.x
    22. Robert L. Barbieri, Kenneth J. Ryan. Danazol: Endocrine pharmacology and therapeutic applications. American Journal of Obstetrics and Gynecology 1981, 141 (4) , 453-463. https://doi.org/10.1016/0002-9378(81)90611-6
    23. Edward Wallach, W. Paul Dmowski. Endocrine Properties and Clinical Application of Danazol. Fertility and Sterility 1979, 31 (3) , 237-251. https://doi.org/10.1016/S0015-0282(16)43869-0
    24. Robert L. Barbieri, Hanmin Lee, Kenneth J. Ryan. Danazol Binding to Rat Androgen, Glucocorticoid, Progesterone, and Estrogen Receptors: Correlation With Biologic Activity. Fertility and Sterility 1979, 31 (2) , 182-186. https://doi.org/10.1016/S0015-0282(16)43820-3
    25. John P. Rosazza, Robert V. Smith. Microbial Models for Drug Metabolism. 1979, 169-208. https://doi.org/10.1016/S0065-2164(08)70150-3
    26. Harkishan Singh, Vijay K. Kapoor, Dharam Paul. 2 Heterosteroids and Drug Research. 1979, 35-149. https://doi.org/10.1016/S0079-6468(08)70187-5
    27. J.E. Peterson, M.E. King, W.F. Banks, J.F. Baker, A.F. Jensen, R.W. Ross, S. Clemans, J. Edelson. Radioimmunoassay for Danazol in Human and Monkey Plasma. Journal of Pharmaceutical Sciences 1978, 67 (10) , 1425-1428. https://doi.org/10.1002/jps.2600671026
    28. Tanya A. Williams, Jerome Edelson, Richard W. Ross. A radioimmumoassay for danazol (17α-Pregna-2,4-Dien-20-Yno[2,3-d]Isoxazol-17-OL). Steroids 1978, 31 (2) , 205-217. https://doi.org/10.1016/0039-128X(78)90113-7
    29. D. ROSI, H. C. NEUMANN, R. G. CHRISTIANSEN, H. P. SCHANE, G. O. POTTS. ChemInform Abstract: ISOLATION, SYNTHESIS, AND BIOLOGICAL ACTIVITY OF FIVE METABOLITES OF DANAZOL. Chemischer Informationsdienst 1977, 8 (30) https://doi.org/10.1002/chin.197730336

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