Steroids and Derivatives

Applications Testosterone ester.
References Zarzycki, P., et al.: Anal. Bioanal. Chem., 391, 2219 (2008), Talarovicova, A., et al.: Hormon. Behav., 55, 235 (2009),

Applications A metabolite of the neuroactive steroid Progesterone (PROG) (P755900).
References Wiebe, J., et al.: Cancer Res., 60, 936 (2000), Lacasa, D., et al.: J. Biol. Chem., 276, 11512 (2001), Johansson, I., et al.: Brain Res., 934, 125 (2002), Leonhardt, S., et al.: Steroids, 68, 761 (2003),

Impurity Levonorgestrel EP Impurity D
Applications 13-Ethyl-18,19-dinor-17α-pregn-4-en-20-yn-17-ol (Levonorgestrel EP Impurity D) is an impurity of Levonorgestrel.
References McGinty, D., et al.: Endocrinology, 24, 829 (1939), Belanger, A., et al.: Steroids, 37, 361 (1981), Nieman, L., et al.: J. Clin. Endocrinol. Metab., 61, 536 (1985), Klebe, G., et al.: J. Med. Chem., 37, 4130 (1994),

Applications Lynestrenol is an orally available progestogen hormone used in contraception to avoid hereditary angiodema as well as in treatment of ischemic stroke.
References Saule, C. et al.: Clin. Exp. Allergy, 43, 475 (2013); Beraki, S. et al.: PLoS One., 8, e69233 (2013);

Applications Epoxy Metradiene is an impurity from synthesis of Fluorometholone (F593145),a glucocorticoid; anti-inflammatory.
References Kupferman, A., et al.: Arch. Ophthlmol., 640, 100 (1982); Tokunaga H., et al.: Chem. Pharm. Bull., 32, 4012 (1984);

Applications 16α-Hydroxypregna-4,9(11)-diene-3,20-dione is an intermediate in the synthesis of 16-Hydroxycorticosterone 20-Hydroxy-21-Acid (H918430), an oxidized derivative of corticosterone (C695700).
References Allen, G.R., et al.: J. Am. Chem. Soc., 81, 4968 (1959);

Applications 21-Butyryloxy Budesonide is a derivative of Budesonide (B689490), a non-halogenated glucocorticoid related to triamcinolone hexacetonide.
References Ryrfeldt., A., et a.: J. Steroid Biochem., 10, 317 (1979); Roth, G., et al.: J. Pharm. Sci., 69, 766 (1980); Clissold, S.P., et al.: Drugs, 28, 485 (1984)

Stability Temperature Sensitive
Applications An epoxy impurity of the selective FP prostaglandin receptor agonist Travoprost (T715600).

Applications Estriol 3,16α,17β-Triacetate is a triacetate derivative of Estriol (E888960) with contraceptive activity.
References Wotiz, H.H., et al.: J. Reprod. Fertil., 26, 363 (1971)

Applications 17α,21-Dideoxy-6α,​9α-Difluoroprednisolone is an impurity of the drug Difluprednate (D445925). Difluprednate is a corticosteroid (derivative of prednisolone), approved for the treatment of post-operative ocular inflammation.
References Kapp, A., et al.: J. Allergy and Clin. Immunol., 110, 277 (2002); Yasueda, S., et al.: J. Pharm. Biomed. Anal., 30, 1735 (2003); Yamaguchi, M., et al.: Int. J. Pharm., 301, 121 (2005)

Applications 2-Hydroxy Estradiol 6-N3-Adenine is a depurinating adduct that is created by the interaction of specific metabolites of estrogens in the body with DNA. Unfortunately, these adducts are endogeneous initiators of various human cancers, such as breast & prostate.
References Yang, L., et al.: Prostate, 69, 41 (2009); Zahid, M., et al.: Chem. Res. Toxicol., 19, 164 (2006); Zhang, Y., et al.: Metabol. Clin. Exp., 56, 887 (2007)

Applications The minor metabolite of Deflazacort.
References Bernareggi, A., et al.: J. Pharma. Biomed. Anal., 5, 177-81 (1987), Assandri, A., et al.: Xenobiotica, 13(3), 185 (1983), Martinelli, E., et al.: Drug Metab. Dispos., 7, 335 (1979),