Steroids and Derivatives

Applications Finasteride Carboxylic Acid Methyl Ester is an metabolite of Finasteride (F342000), an inhibitor of 5α-reductase, the enzyme which converts testosterone to the more potent androgen, 5α-dihydrotestosterone.
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 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 (20S)-21-Hydroxy-20-methylpregn-4-en-3-one is a side chain degradation product of natural sterols. It is also an intermediate in the preparation of follicular fluid-meiosis activating sterol.
References Andor, A. et al.: Appl. Environ. Microbiol., 72, 6554 (2006); Blume, T. et al.: Org, Lett., 5, 1837 (2003);

Applications 2-Hydroxy-estrone-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 endogenous 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 A derivative of Exemestane (E957000), a new aromatase inhibitor.
References Thompson, E., et al.: J. Biol. Chem., 249, 5364 (1974), Cole, P., et al.: J. Med. Chem., 33, 2933 (1990), Buzzetti, F., et al.: Steroids, 58, 527 (1993),

Applications Labelled Bexarotene (B336750). Used as an antineoplastic. A selective retinoid X receptor (RXR) agonist.
References Boehm, M.F., et al.: J. Med. Che., 37,2930 (1994), Gottardis, M.M., et al.: Cancer Res., 56, 5566 (1996), Mukherjee, R., et al.: Nature, 386, 407 (1997), Miller, V.A., et al.: J. Clin. Oncol., 15, 790 (1997)

Applications Anti-inflammatory (topical).
References Kirshbaum, J., et al.: Anal. Profiles Drug Subs., 8, 251 (1979),

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);

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);

Impurity Progesterone EP Impurity E
Applications 20-Dihydroprogesterone Acetate (Progesterone EP Impurity E) is an analogue of Progesterone (P755900), a steroid used in cardiovascular and menopausal studies.
References Grodstein, F. et al.: New. Eng. J. Med., 335, 453 (1996); Cushman, M. et al.: Circulation, 100, 717 (1999);

Applications Mexrenone is an impurity of eplerenon (E588775). Eplerenone is a selective aldosterone receptor antagonist (SARA), structurally similar to Spiranolactone. Eplerenone is used alone or in combination with other medications to treat high blood pressure. Eplerenone is in a class of medications called mineralocorticoid receptor antagonists. It works by blocking the action of aldosterone, a natural substance in the body that raises blood pressure.
References de Gasparo, M., et al.: J. Pharmacol. Exp. Ther., 240, 650 (1987), Delyani, J.A., et al.: Cardiovasc. Drug Rev., 19, 185 (2001), Burgess, E., et al.: Expert. Opin. Pharmacother., 5, 2573 (2004), Ravis, W.R., et al.: J. Clin. Pharmacol., 45, 810 (2005),

Applications Labelled Cortisol-d4 21-Sulfate (C696320). Cortisol 21-Sulfate is a phase II metabolite of Cortisol (H714615).
References Spielgelhalder, B., et al.: J. Steroid Biochem., 7, 749 (1976), Vanluchene, E., et al.: J. Chromatogr., 456, 175 (1988), Choi, M., et al.: Steroids, 65, 54 (2000),

Applications Controlled substance.

Applications A metabolite of Eplerenone. Used in combination therapy for treatment of cardiovascular disorders.
References Staessen, J., et al.: J. Endocrinol., 91, 457 (1981), de Gasparo, M., et al.: J. Pharmacol. Exp. Ther., 240, 650 (1987), MacFadyen, R., et al.: Cardiovasc. Res., 35, 30 (1997),

Applications Ulipristal is a selective progesterone receptor modulator. Ulipristal is used as an emergency contraceptive.
References Gronemeijer, H., et al.: J. Steroid Biochem., 40, 271 (1991), Spitz, I., et al.: Contraception, 48, 403 (1993), Conneely, O., et al.: Steroids, 68, 771 (2003), Chwalisz, K., et al.: Endocr. Rev., 26, 423 (2005),

Applications 4-Hydroxy Estradiol 1-N3-Adenine is an estrogen metabolite formed with DNA which can lead to the mutations that initiate breast, prostate, and other types of cancer. The N3Ade depurinating adducts could serve as biomarkers to predict the risk of breast cancer.
References Chakravarti, D., et al.: Mutat. Res., 456, 17 (2000), Liehr, J., et al.: Endocr. Rev., 21, 4054 (2000), Chakravarti, D., et al.: Oncogene, 20, 7945 (2001), Cavalieri, E., et al.: Chem. Res. Toxicol., 14, 1041 (2002),

Applications 4-Methylestrone is an intermediate in the synthesis of 4-substituted estrone and estradiol derivatives with inhibitory activities towards steroid sulfatase as a target for therapeutic intervention of treating breast cancer.
References Numazawa, M., et al.: J. Steroid. Biochem. Molec. Biol., 96, 51 (2005);

Applications 17-Hydroxypregn-5-ene-3,20-dione is used in the synthesis of physiologically active steroid esters and spirolactones that functions as potential aldosterone antagonists.
References Seletskii, B. M., et al.: Croat. Chem. Acta. , 58, 699 (1986)

Applications E-Ospemifene is the E-isomer of Ospemifene (O703000) and is useful for lowering serum cholesterol. It acts as a antiatherosclerotic and is also estrogen-like.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Sodervall, M., et al.: PCT Int. Appl. WO 9942427 A1 19990826. Aug 26, 1999

Applications 10β-Hydroxy D-(-)-Norgestrel is an impurity of Levonorgestrel (N689510).
References Gorog, S. et al.: J. Pharmac. Biomed. Anal., 14, 85 (1995); Berta, R. et al.: J. Pharmac. Biomed. Anal., 54, 458 (2011); Choudhary, M. I. et al.: Nat. Prod. Res., 20, 1074 (2006);

Applications (11β)-9-Fluoro-11,21-dihydroxy-16-methyl-pregna-1,4,16-triene-3,20-dione is a derivative of Dexamethasone (D298800), an anti-inflammatory glucocorticoid.
References Kodelja, V., et al.: J. Immunol., 160, 1411 (1998), Metselaar, J., et al.: Arthritis Rheum., 48, 2059 (2003), Buttgereit, F., et al.: Arthritis Rheum., 50, 3408 (2004), Martinez, F., et al.: Front Biosci., 13, 453 (2008),

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

Stability Not stable in Acidic or basic condition
Applications 6β-Methyl Fluorometholone is an impurity in the 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 Obeticholic Acid Methyl Ester is a bile acid derivative useful in research.
References Pellicciari, R., et al.: Journal of Medicinal Chemistry, 50, 4265 (2007)

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

Applications Estradiol 17β-sulfate is a naturally occuring steroid in whihc can be converted into Estradiol(E888000)
References Takanashi, K., et al.: Steroids., 68, 383-392 (2003)

(1β,2β)-17-(Acetyloxy)-1,2-dihydro-3'H-cyclopropa[1,2]pregna
-1,4,6-triene-3,20-dione; 17-Hydroxy-1 ,2 -methylenepregna
-4,6-diene-3,20-dione Acetate; Cyproterone Acetate EP
Impurity A

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 (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 3-Aminobenzotrifluoride is a known human toxin that can cause bacterial mutation and hepatocyte unscheduled DNA synthesis.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Reinhold, D., et al.: T. ASAE, 49, 2077 (2006); Thompson, C., et al.: Environ. Mutagen., 5, 803 (1983)

Applications A potential metabolite of Exemestane (E957000).
References Buzzetti, F., et al.: Steroids, 58, 527 (1993),

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);

Stability Light Sensitive, Temperature Sensitive
Applications An Atorvastatin (A791750) derivative which have improved stability.

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)

Impurity Latanoprost USP Related Compound B
Applications An impurity of commercially prepared Latanoprost (L177280). Latanoprost USP Related Compound B.
References Resul, B., et al.: J. Med. Chem., 36, 2242 (1993),