Steroids and Derivatives

<p>Stability Hygroscopic<br>Applications Limaprost is an analog of Prostaglandin E1 with structural modifications intended to give it a prolonged half-life and greater potency. Limaprost is used as an antianginal.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Tsuboi, T., et al.: Arch. Int. Pharmacodyn., 247, 89 (1980), Adaikan, P.G., et al.: Prostaglandins Med., 6, 449 (1981), Kottegoda, S.R., et al.: Prostaglandins Leukotrienes Med., 8, 343 (1982), Ishizaki, T., et al.: Chest, 85, 382 (1984),<br></p>

<p>Applications A metabolite of Equilin (E592800).<br>References Enmark, E., et al.: J. Clin. Endocrinol. Metab., 82, 4258 (1997), Wang, Z., et al.: J. Med. Chem., 43, 2419 (2000), Jiang, X., et al.: Steroids, 71, 334 (2006),<br></p>

<p>Applications A metabolite of Atorvastatin, a selective, competitive HMG-CoA reductase inhibitor. Atorvastatin is the only drug in its class specfically indicated for lowering both elevated LDL-cholesterol and triglycerides in patients with hypercholesterolemia.<br>References Smith, S., et al.: Am. J. Cardiol., 80, 10H (1997), Jacobsen, W., et al.: Drug Metab. Dispos., 28, 1369 (2000), Istvan, E., et al.: Science, 292, 1160 (2001), Tabernero, L., et al.: J. Biol. Chem., 278, 19933 (2003), Bratton, L., et al.: Bioorg. Med. Chem., 15, 5576 (2007),<br></p>

<p>Impurity Estradiol EP Impurity C<br>Applications 4-Methyl Estradiol (Estradiol EP Impurity C) is an impurity of Estradiol (E888000).<br>References Zhu, B., et al.: Steroids, 70, 225 (2005), Enmark, E., et al.: J. Clin. Endocrinol. Metab., 82, 4258 (1997),<br></p>

<p>Impurity Ethinylestradiol EP Impurity A<br>Applications 17-epi-Ethynyl Estradiol (Ethinylestradiol EP Impurity A) is the epimer derivative of Ethynyl Estradiol (E685100). An impurity.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Pomper, M., et al: J. Med. Chem., 33, 3143 (1990), Vulliet, E., et al.: Anal. Bioanal. Chem., 387, 2143 (2007), Muller, M., et al.: Environ. Toxicol. Chem., 27, 1649 (2008),<br></p>

<p>Applications Dexamethasone-biotin is biotin labelled Dexamethasone. Dexamethasone is a glucocorticoid used as an anti-inflammatory agent. Dexamethasone regulates T cell survival, growth, and differentiation. Dexamethasone inhibits the induction of nitric oxide synthase.<br>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)<br></p>

<p>Applications 5β-Pregnane-3α,20α-diol is a metabolite of Progesterone (P755900).<br>References Beall, et al.: Biochem. J., 31, 35 (1937), Okuda, A., et al.: J. Biol. Chem., 259, 7519 (1984), Russell, D., et al.: Biochemistry, 31, 4737 (1992), Kondo, K., et al.: Eur. J. Biochem., 219, 357 (1994), Westerbacka, J., et al.: J. Clin. Endocrinol. Metab., 88, 4924 (2003),<br></p>

<p>Stability Hygroscopic<br>Applications 4-Hydroxyestradiol 4-O-β-D-Glucuronide Sodium Salt, is a glucuronide derivative of 4-Hydroxy-17β-estradiol (H941895); a metabolite of Estradiol (E888000) which is the major estrogen secreted by the premenopausal ovary.<br>References Bucala, R., et al.: J. Clin. Endocrinol. Metab., 60, 841 (1985); Telang, N., et al.: Anticancer Res., et al.: 11, 1021 (1991); Seeger, H., et al.: Med. Sci. Res., 26, 481 (1998); Bolton, J., et al.: Chem. Res. Toxicol., 13, 135 (2000); Salole, E.G., et al.: Anal. Profiles Drug Subs., 15, 283 (1986); Lievertz, R.W., et al.: Am. J. Obstet. Gynecol., 156, 1289 (1987)<br></p>

<p>Applications An antitumor drug. An aromatase inhibitor.<br>References Brodie, A.M. and Njar, V.C.: Steroids, 65, 171 (2000), Lonning, P.E., et al.: J. Steroid Biochem, 77, 39 (2001)<br></p>

<p>Applications The active metabolite of the widely used non-steroidal antagonist Flutamide (F598850). Shown to be an antianhydrogen.<br>References Katchen, B., et al.: J. Clin. Endocrinol. Metab., 41, 373 (1975), Fau, D., et al.: J. Pharmacol. Exp. Ther., 269, 954 (1994), Anzenbacher, P., et al.: Drug Metab. Dispos., 30, 100 (2002), Norlin, M., et al.: J. Lipid Res., 43, 721 (2002),<br></p>

<p>Applications Isotope labelled 17β-Estradiol (E888000), which is the major estrogen (1) secreted by the premenopausal ovary (2).Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.<br>References 1. Salole, E. et al.: Anal. Profiles Drug Subs. 1986 15, 23 283-3182. Lievertz, R. et al.: Am. J. Obstet. Gynecol. 1987 May;156(5):1289-93.<br></p>

<p>Applications Triamcinolone Hexacetonide is the Intra-articular glucocorticoid treatment for rheumatoid arthritis.<br>References Abd-El-Barr, M.M., et al.: J. Ocul. Pharmacol. Ther., 24, 197 (2007); Eberhard, B.A., et al.: J. Rheumatol., 31, 2507 (2004);<br></p>

<p>Applications 2-Nitrobenzotrifluoride can be used for self-repairing polyimide based on dynamic imine bond.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Lei, X., et.al., Faming Zhuanli Shenqing, 15, (2019);<br></p>

<p>Applications Isotope labelled Estrone (E889050), which is a metabolite of 17β-Estradiol (E888000). During the metabolism, it is in rapid equilibrium with Estriol (E888960) and 17β-Estradiol (E888000) (1). Causes the feminization of male fish at human and animal waste sites (2).Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.<br>References 1. Both, D. et al.: Anal. Prof. Drug Subst. 1983 12 pp135-1892. Goodman-Gruen, D. et al.: J. Clin. Endocrinol. Metab. 1996 Aug;81(8):2999-3003.<br></p>

<p>Applications A labelled progesterone receptor antagonist with partial agonist activity. Abortifacient.<br>References Healy, D.L., et al.: J. Clin. Endocrinol. Metab., 57, 863 (1983), Rauch, M., et al.: Eur. J. Biochem., 148, 213 (1985), Baulieu, E.E., et al.: Science, 245, 1351 (1989), Brogden, R.N., et al.: Drugs, 45, 384 (1993)<br></p>

<p>Impurity Fluocinolone Acetonide EP Impurity G<br>Applications Flurandrenolone Acetate, is the derivative of Flurandrenolide (F598650), which is a Glucocorticoid, used as an antipsoriatic.<br>References Pearlman, R., et al.: Int. J. Pharm., 18, 53 (1984), Neufeld, E., et al.: J. Chromatogr., 718, 273 (1998),<br></p>

<p>Applications Dienogest-d8 (major) is labelled derivative of 19-Nortestosterone. It is used in combination with estrogen as oral contraceptive.<br>References Hubner, M., et al.: Arzneim.-Forsch., 30, 401 (1980), Spona, J., et al.: Contraception, 56, 185 (1997), Foster, R.H., et al.: Drugs, 56, 825 (1998)<br></p>

<p>Stability Light Sensitive, Temperature Sensitive<br>Applications Synthetic analog of vitamin D. Antihyperparathyroid.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Sidek, H., et al.: Biochim. Biophys. Acta, 801, 26 (1984), Ciftci, M., et al.: J. Pharmacol., 54, 275 (2002),<br></p>

<p>Stability Light Sensitive<br>Applications Fluocinonide 22 Methyl Homologue is a steriod and a derivative compound of Fluocinolone Acetonide (F455800) with anti-inflammatory activity.<br>References Sammul, et al.: J. Assoc. Off. Agric. Chem., 47, 952 (1964), Emerson, M.V., et al.: BioDrugs, 21, 245 (2007),<br></p>

<p>Applications Glucocorticoid; an intermediate in the biosynthesis of aldosterone, isolated from the adrenal cortex.<br>References Schmidt, M., et al.: Endocrinol., 150, 2709 (2009), Bailey, M., et al.: J. Immunol., 182, 7888 (2009), Brunton, P., et al.: J. Neurosci., 29, 6449 (2009), Pruett, S., et al.: Toxicol. Sci., 109, 265 (2009),<br></p>

<p>Applications A metabolite of Tibolone. A synthetic steroid with weak estrogenic, androgenic and progestogenic activity. A pharamceutical used in the treatment of menopausal syndrome.<br>References Belman, S., et al.: Cancer Res., 32, 450 (1972), Shirahashi, H., et al.: Chem. Pharm. Bull., 41, 1664 (1993), Hoyte, R., et al.: Steroids, 58, 13 (1993), Sandker, G., et al.: Xenobiotica, 24, 143 (1994), Colombo, D., et al.: Eur. J. Med. Chem., 40, 69 (2005),<br></p>

<p>Applications Dienestrol is a metabolite of Diethylstilbestrol, a non-steroidal synthetic estrogen derivative.<br>References Liehr, J.G., et al.: Steroids, 40, 713 (1982); Yearley, E. et al.: J. Mol. Struct., 890, 240 (2008);<br></p>

<p>Applications An oxygenated derivative of Cholesterol (C432501); an oxysterol. An inhibitor of human immunodeficiency virus replication in vitro. It induces apoptosis in human monocytic cell lines as well as inducing apoptosis in CEM cells associated with negative regulation of c-Myc.<br>References Aupeix, K. et al.: Immunobiology, 194, 415 (1995); Moog, C. et al.: Antivir. Chem, Chemother., 9, 491 (1998); Ayala-Torres, S. et al.: Exp. Cell Res., 246, 193 (1999);<br></p>

<p>Impurity Dutateride EP Impurity E<br>Applications 17α-Dutasteride (Dutateride EP Impurity E) is an impurity of Dutasteride (D735000), a dual inhibitor of 5α-reductase isoenzymes type 1 and 2; structurally related to Finasteride (F342000).<br></p>

<p>Applications 17beta-Estradiol-16,16,17-d3 3-Benzoate (CAS# 1192354-74-7) is a useful isotopically labeled research compound.<br></p>

<p>Applications Estradiol-13C2 17-Benzoate is an intermediate in the synthesis of 17β-Estradiol-13C2 (E888003). Isotope labelled 17β-Estradiol (E888000) is the major estrogen (1) secreted by the premenopausal ovary (2).<br></p>

<p>Impurity Fluocinolone Acetonide EP Impurity D<br>Stability Hygroscopic<br>Applications Fluocinolone acetonide-21-aldehyde, is a derivative of Fluocinolone Acetonide (F455800), which is a Corticosteroid, used in dermatology to reduce skin inflammation and relieve itching.<br>References Sammul, et al.: J. Assoc. Off. Agric. Chem., 47, 952 (1964), Emerson, M.V., et al.: BioDrugs, 21, 245 (2007),<br></p>

<p>Applications A metabolite of Testosterone (T155000). It is a urinary metabolite of Androstenedione (A637550) in patients with Addison's disease and also used as a marker in blood plasma for detection of prostate cancer.<br>References Lokhov, P.G. et al.: Metabolomics, 6, 156 (2010); Bonnaire, Y. et al.: J. Anal. Toxicol., 19, 175 (1995); Tamm, J. et al.: Steroids, 8, 659 (1966);<br></p>

<p>Applications Cortisone (C696500) derivative.<br></p>

<p>Applications A metabolite of Estradiol.<br>References Bucala, R., et al.: J. Clin. Endocrinol. Metab., 60, 841 (1985), Telang, N., et al.: Anticancer Res., et al.: 11, 1021 (1991), Seeger, H., et al.: Med. Sci. Res., 26, 481 (1998), Bolton, J., et al.: Chem. Res. Toxicol., 13, 135 (2000),<br></p>

<p>Applications Labelled Estradiol. Estradiol (known as α-Estradiol or 17 α-Estradiol) is a biologically active estrogen in human breast cancer cells in tissue culture. 17-Εstradiol and its selective receptor, ER-X, are not part of a classical hormone/receptor endocrine system but of a system with important autocrine/paracrine functions in the developing and adult brain. 17-Estradiol may have enormous implications for hormone replacement strategies at the menopause and in the treatment of such neurodegenerative disorders as Alzheimer’s disease and ischemic stroke.<br>References Salole, E.G., Anal. Profiles Drug Subs., 15, 283 (1986), Lievertz, R.W., et al.: Am. J. Obstret. Gynecol., 156, 1289 (1987), Kuhnz, W., et al.: Arzneim.-Forsch., 43, 966 (1993),<br></p>

<p>Applications Sodium Estrone-2,4,16,16-d4 Sulfate (Stabilized with TRIS, 50% w/w) (CAS# 285979-80-8) is a useful isotopically labeled research compound.<br></p>

<p>Applications Dexamethasone-d3 is the labelled form of Dexamethasone (D298800), which is a glucocorticoid used as an anti-inflammatory agent. Dexamethasone regulates T-cell survival, growth, and differentiation. Dexamethasone inhibits the induction of nitric oxide synthase.<br>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)<br></p>

<p>Applications A major steroidal sapogenin from Radix ophiopogon japonicus with robust anti-inflammatory and anti-thrombotic activities. Studies suggest that it inhibits adhesion of leukocytes to a human umbilical vein endothelial cell line (ECV304) injured by tumor necrosis factor-α (TNF-α) in a concentration-dependent manner.<br>References Huang, Y. et al.: Drug Dev. Res., 69, 196 (2008); Huang, Y. et al.: J. Pharmacol. Sci., 108, 198 (2008); Song, J. et al.: J. Pharmacol. Sci., 113, 409 (2010);<br></p>

<p>Applications Tetrahydrodehydrocorticosterone inhibits aldosteronogenesis by intact cells at concentrations that inhibited angiotensin binding.<br>References Campanile, C.P., Goodfriend, T.L.: Steroids, 37, 681(1981)<br></p>

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

<p>Applications 6α,9α-​Difluoroprednisolone 21-Acetate, is an impurity of Difluprednate (D445925), which is shown to have antiinflammatory activity.<br>References Toscano L., et al.: J. Med. chem., 20, 213 (1977);<br></p>

<p>Applications Exemestane is an antineoplastic (hormonal).<br>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)<br></p>

<p>Fluvastatin (XU-62320) is an HMG-CoA reductase inhibitor used to lower plasma cholesterol levels and prevent cardiovascular disease.</p>

<p>Applications A corticosteroid (derivative of prednisolone), approved for the treatment of post-operative ocular inflammation.<br>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),<br></p>

<p>Stability Hygroscopic<br>Applications 17β-Estradiol 3-O-Sulfate is a neuroactive steroid used in the studies of human recombinant p1 γ-aminobutyric acid type C (GABAC) recptors.<br>References Li, W.J., et al.: J. Pharmacol. Exp. Therp., 323, 236 (2007); Schneider, C., et al.: Steroids., 69, 245 (2004);<br></p>

<p>Applications Δ1-Adrenosterone is a derivative of Adrenosterone (A305600), and is suspected to have some inhibitory effects on estrogen biosynthesis in human placental microsomes. Δ1-Adrenosterone also has potential androgenic anabolic and antiuterotropic activity.<br>References Lodge, B., et al.: Can. J. Pharm. Sci., 10, 107 (1975); Lodge, B., et al.: Can. J. Pharm. Sci., 11, 95 (1976); Schwarzel, W., et al.: Endocrinology, 92, 866 (1973)<br></p>

<p>Applications Dexamethasone Hemisuccinate is a derivative of Dexamethasone (D298800); a glucocorticoid used as an anti-inflammatory agent. It regulates T cell survival, growth, and differentiation. Dexamethasone also inhibits the induction of nitric oxide synthase.<br>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)<br></p>

<p>Applications Progesterone 3-(O-carboxymethyl)oxime is used in microtitre plate enzyme immunoassays (EIAs) for progesterone.<br></p>

<p>Applications Palovarotene, is a highly selective retinoic acid receptor gamma (RAR-γ) agonist that is under investigation as a potential treatment for emphysema.<br>References Hind, M., et al.: Curr. Opinion Invest. Drugs, 10(11), 1243 (2009); Stolk, J., et al.: Therap. advances Respi. dise., 4, 319 (2010);<br></p>

<p>Applications A metabolite of Norgestimate. Note- The oxime isomerizes when: 1) Heated in any solvent or heating the crystalline form 2) Dissolved in MeOH at room temperature very quickly 3) Dissolved in acetone or CHCl3 at room temperature in a couple of hours at room temperature4) In EtOAc or EtOAc/isooctane over a couple of days at RT. It is stable in the crystalline form.<br>References Phillips, A., et al.: Steroids, 55, 373 (1990)<br></p>

<p>Applications 6α-Methyl-9α-fluoro-11β,17α-dihydroxyprogesterone is an impurity of Fluorometholone (F593145), a glucocorticoid; anti-inflammatory.<br>References Kupferman, A., et al.: Arch. Ophthlmol., 640, 100 (1982), Tokunaga H., et al.: Chem. Pharm. Bull., 32, 4012 (1984),<br></p>

<p>Applications Bexarotene is a selective retinoid X receptor (RXR) agonist and an antineoplastic agent (1,2,3).<br>References (1) Boehm, M.F., et al.: J. Med. Che., 37,2930 (1994) (2) Gottardis, M.M., et al.: Cancer Res., 56, 5566 (1996) (3) Mukherjee, R., et al.: Nature, 386, 407 (1997)<br></p>

<p>Applications Labelled Limaprost (L461500). Limaprost is an analog of Prostaglandin E1 with structural modifications intended to give it a prolonged half-life and greater potency. Limaprost is used as an antianginal.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Tsuboi, T., et al.: Arch. Int. Pharmacodyn., 247, 89 (1980), Adaikan, P.G., et al.: Prostaglandins Med., 6, 449 (1981), Kottegoda, S.R., et al.: Prostaglandins Leukotrienes Med., 8, 343 (1982), Ishizaki, T., et al.: Chest, 85, 382 (1984),<br></p>

<p>Applications Norgestrel (N689500) impurity.<br></p>

<p>Applications 17-epi-Testosterone-d3 is the labelled analog of 17-epi-Testosterone.Testosterone (T155000) and epitestosterone (T155005) are endogenous steroids that differ in the configuration of the hydroxyl-bearing carbon at C-17. Testosterone is the predominant male sex hormone, whereas the role of epitestosterone is largely unclear. In humans, both androgens are excreted mainly as glucuronide conjugates.<br>References Wudy, S., et al.: Steroids, 66, 759 (2001), Kootstra, P., et al.: Anal. Chim. Acta., 586, 82 (2007), Sten, T., et al.: Drug Metab. Dispos., 37, 417 (2009),<br></p>

<p>Impurity Norethindrone EP Impurity E<br>Applications (17α)-3-Ethynyl-19-norpregna-3,5-dien-20-yn-17-ol (Norethindrone EP Impurity E) is an impurity of Norethindrone (N676000).<br></p>

<p>Applications Eplerenone 7-Carboxylic Acid is an impurity of Eplerenone (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.<br>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),<br></p>

<p>Applications Isotope labelled Cortisol (H714615) a topical corticosteroid, more specifically a glucocorticoid, produced by the zona fasciculata of the adrenal gland . Cortisol is released in response to stress and a low level of blood glucocorticoids. Its primary functions are to increase blood sugar through gluconeogenesis; suppress the immune system; and aid in fat, protein and carbohydrate metabolism.<br>References Vigore, L., et al.: Cancer Biol Ther.. 15. :699 (2014); Puurunen, J. et al.: J. Clin. Endocrinol. Metab., 94, 1973 (2009);<br></p>

<p>Applications 21-Dehydro Betamethasone is an impurity of Betamethasone (B327000), a corticosteroid used as an anti-inflammatory agent.<br>References Chen, B., et al.: Steroids, 74, 30 (2009); Li, M., et al.: J. Pharm. Sci., 98, 894 (2009); Xiong, Y., et al.: J. Pharm. Biomed. Anal., 49, 646 (2009);<br></p>

<p>Applications Tetrahydrocortisol is excreted in large amounts in premenopausal patients with early breast cancer. Tetrahydrocortisol has been found to be produced by lymphocytes in both normal and cancer bearing patients however, the concentration of Tetrahydrocortisol has increased in patients with cancer.<br>References Kodama, M., et. al.: J. Natl. Cancer I., 54, 1275 (1975); Klein, A., et. al.: Metabolism, 27, 731 (1978)<br></p>

<p>Applications A derivative of Danazol (D145000).<br>References Manson, A.J., et al.: J. Med. Chem., 6, 1 (1963), Jordan, V.C., et al.: Endocrinology, 124, 1717 (1989),<br></p>

<p>Applications A metabolite of Cortisone (C696500).<br>References Mashkovskii, M., et al.: Med. Agents, 2, 34 (2002),<br></p>

<p>Applications Topical corticosteroid. Glucocorticoid; anti-inflammatory.<br>References Olsen, E.A., et al.: J. Am. Acad. Dermatol., 15, 246 (1986),<br></p>

<p>Applications 6β-Hydroxy Betamethasone can be used as analyte in analytical study for detecting betamethasone metabolites in human urine using liquid chromatography coupled to tandem mass spectrometry.<br>References Matabosch, X., et al.: Drug Testing and Analysis, 7, 663-672 (2015)<br></p>

<p>Applications 6β-Hydroxy Dutasteride is a hydroxylated derivative of Dutasteride (D735000).<br></p>

<p>Applications Dexamethasone 9,11-Epoxide-d5, is the labeled analogue of the unlabeled (D298795 ), a Dexamethasone intermediate.<br>References Isogai, M., et al.: J. Steroid Biochem. Mol. Biol., 44, 141 (1993),<br></p>

<p>Impurity Progesterone EP Impurity B<br>Applications Δ4-Pregnen-20α-ol-3-one (Progesterone EP Impurity B) is the main metabolite of Progesterone (P755900). Studies shows regulation of estrogen receptor levels in breast cancer by Δ4-Pregnen-20α-ol-3-one and other progesterone metabolites.<br>References Zhang, L. et al.: Yaoz. Xueb., 39, 613 (2004); Pawlak, K.J. et al.: J. Steroid. Biochem. Mol. Biol., 107, 172 (2007);<br></p>

<p>Applications Prednisolone 17-Acetate is an intermediate in the preparation of anti-inflammatory drugs.<br>References Yoon, Kyoung-Jin, et al.: Steroids, 60(7), 445-51 (1995);Uszycka-Horawa, Teresa, et al.: Pol., PL 161012 B1 19930531 (1993)<br></p>

<p>Applications A glucocorticoid anti-inflammatory agent. Regulates T cell survival, growth, and differentiation. Inhibits the induction of nitric oxide synthase.<br>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)<br></p>

<p>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.<br>References Caruso, D. et al.: J. Neuroendocrinol., 24, 851 (2012);<br></p>

<p>Applications A labelled progestogen with low androgenic potency.<br>References Viinikka, L., et al.: Eur. J. Clin. Pharmacol., 15, 349 (1979), Bergink, E.W., et al.: J. Steroid Biochem., 14, 175 (1981)<br></p>

<p>Applications Anti-inflammatory.<br>References Phillips, et al.: Toxicol. Appl. Pharmacol., 20, 522 (1971), Sanen, F.J., et al.: Int. J. Clin. Pharmacol. Biopharm., 12, 174 (1975), Tarayre, J.P., et al.: Pharmacol., 19, 323 (1979).<br></p>

<p>Impurity Dutateride EP Impurity C<br>Applications Ethyl 3-Oxo-4-aza-5α-androst-1-ene-17β-carboxylate (Dutateride EP Impurity C) is a compound synthesized in the production of azasteroids. Used in the inhibition of 5α-reductase and of androgen receptor binding, both major effecters in the male hormonal system.<br>References Ramusson, G. et al.: J. Med. Chem., 29, 2298 (1986);<br></p>

<p>Applications The major metabolite of the progestational agent Norgestrel (N689500).<br>References DeJongh, D.C. et al.: Steroids, 11, 649 (1968); Uniyal, J.P. et al.: Acta Endocrinol., 84, 155 (1977); Sisenwine, S.F. et al.: Drug Metab. Disp., 7, 1 (1979);<br></p>

<p>Applications Progestogen. In combination with estrogen as oral contraceptive.<br>References Hahn, D.W., et al.: Contraception, 16, 541 (1977), Weintraub, H.S., et al.: J. Pharm. Sci., 67, 1406 (1978),<br></p>

<p>Applications A metabolite of Testosterone (T155000). It is a promising androgen for male hormonal contraception.CONTROLLED SUBSTANCE<br>References Glass, A., et al.: J. Clin. Endocrinol. Metab., 45, 1211 (1977), Behre, H., et al.: Eur. J. Endocrinol., 140, 414 (1999), Nieschlag, E., et al.: Steroids, 68, 965 (2003), Wang, C., et al.: J. Clin. Endocrinol. Metab., 91, 460 (2006),<br></p>

<p>Stability Hygroscopic<br>Applications A metabolite of Exemestane (E957000).<br>References Cavalcanti, G. et al.: Steroids 76, 1010 (2011)<br></p>

<p>Stability Hygroscopic<br>Applications Glucocorticoid.<br>References Ferrante, M.G., et al.: Anal. Profiles Drug Subs., 6, 43 (1977), Li, A., et al.: Chem. Biol. Interact., 142, 7 (2002), Cruz-Monteagudo, M., et al.: Eur. J. Med. Chem., 40, 1030 (2005), Rothfuss, A., et al.: Chem. Res. Toxicol., 19, 1313 (2006),<br></p>

<p>Applications Labelled (3α)-Allopregnanolone. (3α)-Allopregnanolone acts as a GABAA receptor positive allosteric modulator. (3α)-Allopregnanolone is a metabolite of Progesterone (P755900). (3α)-Allopregnanolone is a neuroactive steroid present in the blood and also the brain.<br>References Puja, G. et al.: Neuron, 4, 759 (1990); Belelli, D. et ael. Neurosteroid, 6, 565 (2006); Viapiano, M. et al.: Neurochem. Res., 23, 155 (1998);<br></p>

<p>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.<br>References Noggie, F. T., et al.: J. Chromatography. Sci., 28 (5), 263 (1990); Buyukgebiz, A., et al.: Hormone REs., 44 Suppl 3, 32 (1995);<br></p>