Steroids and Derivatives

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 Labelled Testosterone (T155000). Principal hormone of the testes, produced by the interstitial cells. Major circulating androgen; converted by 5α-reductase in androgen-dependent target tissues to 5α-dehydrotestosterone which is required for normal male sexual differentiation. Also converted by aromatization to Estradiol.Controlled substance (anabolic steroid). Androgen.
References McFarland, K., et al.: Science, 245, 494 (1989), Heckert, L., et al.: Mol. Endocrinol., 12, 1499 (1998), Themmen, A., et al.: Endocr. Rev. 21, 551 (2000), Kumar, R., et al.: Biol. Reprod., 65, 710 (2001),

Applications 4’-Nitro-3’-(trifluoromethyl)acetanilide is a metabolite of the nonsteroidal antiandrogen drug, Flutamide (F598850).
References Kang, P. et al.: Drug Metab. Dispos., 36, 1425 (2008); Takashima, E. et al.: Biol. Pharmac. Bull., 26, 1455 (2003); Katchen, B. et al.: J. Invest. Dermatol., 66, 379 (1976);

Applications (5α)-Pregnane-3,20-dione exerts neuroprotective effects in chronic autoimmune encephalomyelitis (EAE). The neuroactivity of the steroid acts as a therapeutic agent for multiple sclerosis.
References Caruso, D. et al.: J. Neuroendocrinol., 24, 851 (2012);

Applications N-Des(1,1-dimethylethyl) N-Cyclohexyl Finasteride is an impurity of Finasteride (F342000); an inhibitor of 5α-reductase which is the enzyme that converts testosterone to the more potent androgen 5α-dihydrotestosterone.Also an antialopecia agent.
References Koronkowski, M.J., et al.: Pharmacotherapy, 13, 309 (1993); Tenover, J.L., et al.: Clin. Ther., 19, 243 (1997); McConnell, J.D., et al.: N. Engl. J. Med., 338, 557 (1998)

Applications A metabolite of Etonogestrel.

Stability Hygroscopic
Applications Prednisolone 21-Sulfate is a metabolite of Prednisolone (P703740).
References Hutzler, J., ET AL.: Drug Metab. Dispos., 30, 355 (2002), Sugiyama, D., et al.: J. Biol. Chem., 278, 43489 (2003), Hagenbuch, B., et al.: Xenobiotica, 38, 778 (2008),

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),

Applications Controlled substance.

Applications Tasimelteon is a novel drug, used in the treatment of non-24 hour sleep-wake disorder. It helps to correct the circadian rhythm disorder often seen in patients who are visually impaired.
References Lahon, J. et al.: World. J. Pharm. Res., 3, 1521 (2014);

Impurity Budesonide EP Impurity J
Applications 9α-Bromobudesonide (Budesonide EP Impurity J) is an impurity of Budesonide (B689460), a non-halogenated glucocorticoid intended for the local treatment of lung disease.
References Ryrfeldt, Å., et al.: Eur. J. Respir. Dis., 122, 86 (1981); Vestbo, J., et al.: Lancet, 353, 1819 (1999)

Applications Δ6-Gestodene, is an impurity of Gestodene (G368250), an orally active gestogen with progesterone-like profile of activity. Used in combination with estrogen as oral contraceptive.
References Duesterberg, B., et al.: Contraception, 24, 673 (1981); Duesterberg, B., et al.: Seroids, 43, 43 (1984); Losert, W., et al.: Arzneim.-Forsch., 35, 459 (1985);

Applications A metabolite of Etonogestrel.

Applications Testosterone Isocaproate, is one of the common anabolic steroid esters. It is a controlled substance in US due to their potential for abuse and misuse. It can be used for the treatment of constitutional delayed puberty (CDP), in combination of other testosterone esters.
References Noggie, F. T., et al.: J. Chromatography. Sci., 28 (5), 263 (1990); Buyukgebiz, A., et al.: Hormone REs., 44 Suppl 3, 32 (1995);

Applications 6α-Spiro[androsta-1,4-diene-6,2'-oxiran]-3,17-dione is a metabolite of exemestane (E957000). Exemestane is an antineoplastic (hormonal).
References Giudici, D., et al.: J. Steroid Biochem., 30, 391 (1988), Evans, T.R.J., et al.: Cancer Res., 52, 5933 (1992), Zilembo, N., et al.: Brit. J. Cancer, 72, 1007 (1995)

Applications (6α,9β,11β,16α)-21-(Acetyloxy)-9,11-epoxy-6-fluoro-17-hydroxy-16-methylpregna-1,4-diene-3,20-dione is an intermediate in the synthesis of Paramethasone Acetate (P191845), a derivative of Dexamethasone (D298800), a potent synthetic member of the glucocorticoid class of steroid drugs that has anti-inflammatory and immunosuppressant properties.
References Wershil, B.K., et al.: Int. Arch. Allergy Immunol., 107, 323 (1995), Riccardi, C., et al.: Cell Death Diff., 6, 1182 (1999), Llanos, S.L. and Roldan, A.: Bio Cell, 23, 29 (1999)