Steroids and Derivatives

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

<p>Impurity Norethindrone EP Impurity H<br>Applications 6β-Hydroxynorethindrone (Norethindrone EP Impurity H) is the 6β-hydroxy analogue of Norethindrone (N676000). 6β-Hydroxynorethindrone is also a metabolite of the progestagen hormone, Lynestrenol.<br>References Choudhary, M.I. et al.: Nat. Prod. Res., 24, 1 (2010); Bagocsi, B. et al.: J. Plan. Chrom. Mod. TLC, 16, 359 (2003);<br></p>

<p>Stability Hygroscopic<br>Applications Digitoxigenin has been used in a study to assess its stereochemical effects in cancer cytotoxicity. It has also been used in a study to investigate the advantage of gold(I)-catalyzed glycosidation of glycosyl o-alkyl benzoates to assemble digitoxin.<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 Hinds, J., et al.: Chemmedchem, 8, 63 (2013); Ma, Y., et al.: J. Org. Chem., 76, 9748 (2011)<br></p>

<p>Applications A derivatives of Dexamethasone (D298800), an analog of cortical hormones.<br>References Giesen, E.M., et al.: Molec. Cell. Endocrinol., 22, 153 (1981),<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 Gestodene is an orally active gestogen with a progesterone-like profile of activity. Gestodene is used in combination with estrogen as an oral contraceptive.<br>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),<br></p>

<p>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.<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 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),<br></p>

<p>Applications A Cholesterol (C432501) metabolite. Lathosterol (indicating cholesterol synthesis) and Sitosterol (indicating cholesterol absorption) also decreased with deteriorating health. Low Lathosterol, Sitosterol (S497050), and Cholesterol (C432501) predicted mortality additively and independently of each other.<br>References Chyou, P., et al.: Age Ageing, 29, 69 (2000), Schatz, I., et al.: Lancet, 358, 351 (2001), Bjorkman, M., et al.: Eur. J. Endocrinol., 158, 749 (2008),<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 Cardiotonic; diuretic.<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 Sreenivasan, Y., et al.: Biochem. Pharmacol., 66, 2223 (2003), Ni, D., et al.: J. Exp. Ther. Oncol., 2, 278 (2002), Langford, S.D., Toxicology, 109,1 (1996),<br></p>

<p>Applications 6-Ethylchenodeoxycholic-d5 Acid is an isotope labelled compound of 6-Ethylchenodeoxycholic Acid (E899810), which is used in the investigative treatment of primary biliary cholangitis. Primary biliary cholangitis is an autoimmune disease of the liver that slowly progresses to cirrhosis.<br>References Ali, A. H, et al.: Expert Opin. Orphan Drugs, 4, 1011 (2016)<br></p>

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

<p>Applications A labelled metabolite of Cholesterol (C432501).<br>References Marx, J., et al.: Science, 294, 508 (2001), Plosch, T., et al.: J. Biol. Chem., 277, 33870 (2002), Lund, E., et al.: J .Biol. Chem., 278, 22980 (2003),<br></p>

<p>Applications Estrone Enol Diacetate can be applied as a substrate for human paroxonases. A steroid with potential to be inhibitor of NADH-oxidase and succinate oxidase.<br>References Teiber, J. et al.: Arch. Biochem. Bioiphys. 461, 24 (2007); Stoppani, A. et al.: Arch. Biochem. Biophys., 127, 463 (1968)<br></p>

<p>Applications A Labelled 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>Impurity Estriol EP Impurity A<br>Stability Hygroscopic<br>Applications 9,11-Didehydrooestriol (Estriol EP Impurity A) is an impurity of Estriol (E888960), a metabolite of Estradiol (E888000). An estrogenic metabolite considerably less potent than the hormone Estradiol (E888000).<br>References Marrian, et al.: Biochem. J., 23,1090 (1929), Huffman, et al.: J. Biol. Chem., 169, 167 (1947),<br></p>

<p>Applications 5,6-Dehydro-17α-dutasteride is an epimer of 5,6-Dehydro-17β-dutasteride (D229560) an impurity in the synthesis of Dutasteride (D735000), a dual inhibitor of 5α-reductase isoenzymes type 1 and 2; structurally related to Finasteride (F342000). Dutasteride is used in the treatment of benign prostatic hyperplasia.<br>References Bakshi, R.K., et al.: J. Med. Chem., 38, 3189 (1995), Gisleskog, P.O., et al.: Brit. J. Clin. Pharmacol., 47, 53 (1999), Djavan, B., et al.: Expert Opin. Pharmacother., 6, 311 (2005),<br></p>

<p>Impurity Megestrol Acetate EP Impurity H<br>Applications (2α)-Methyl Megestrol Acetate (Megestrol Acetate EP Impurity H) is a related impurity in Megestrol acetate (M208050).<br>References Schneider, F., et al.: Helv. Chim. Acta, 56, 2396 (1973), Aisner, J., et al.: Semin. Oncol., 15, 68 (1988), Krischenowski, D., et al.: Steroids, 58, 278 (1993), Bratoeff, E., et al.: Chem. Pharm. Bull., 51, 1132 (2003),<br></p>

<p>Applications Dexamethasone Sodium Sulfobenzoate is related to Dexamethasone (D298800) a steroid that regulates T cell survival, growth, and differentiation.<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 metabolite of Cholesterol. Cholesterol oxidation product having cytotoxicity effects.<br>References Higley, N., et al.: Food Chem. Toxicol., 22, 983 (1984), Emanuel, H., et al.: J. Food Sci., 56, 843 (1991), Kilsdonk, E., et al.: J. Lipid Res., 36, 505 (1995), Cantwell, H., et al.: Cell Biol. Toxicol., 14, 401 (1998),<br></p>

<p>Impurity Levonorgestrel EP Impurity M<br>Applications 6(7)-Dehydro Norgestrel (Levonorgestrel EP Impurity M) is a Norgestrel (N689500) impurity.<br>References Gorog, S., et al.: J. Chromatogr., 400 177 (1987),<br></p>

<p>Applications (Z)-Guggulsterone acts as an α-glucosidase inhibitor also known as a hypolipidemic agent.<br>References Yang, D. et al.: J. Lipid Res., 53, 529 (2012); El-Mekkawy, S. et al.: Nat. Prod. Res., 27, 146 (2013);<br></p>

<p>Impurity Betamethasone EP Impurity C<br>Applications (16β)-17,21-Dihydroxy-16β-methyl-pregna-1,4,9(11)-triene-3,20-dione (Betamethasone EP Impurity C) is used in biological studies to perform preclinical characterization of VBP15, a novel anti-inflammatory delta 9,11 steroid. This compound is also used in analytical studies to determine the stability from reversed-phase high performance liquid chromatography (RP-HPLC) to separate low levels of dexamethasone and other related compounds from betametasone, which is an active pharmaceutical ingredient.<br>References Reeves, E.K.M., et al.: Bioorg., Med. Chem., 21, 2241 (2013), Xiong, Y., et al.: J. Pharm. Biomed. Anal., 49, 646 (2009)<br></p>

<p>Applications 17α-Progesterone is a testosterone precursror generated from cholesterol. Also used as a diagnostic agent in the identification and study of ovarian Leydig cell tumor disease.<br>References Vesely, D. et al.: Proc. Natl. Acad. Sci. USA., 76, 3491 (1979); Arhan, E. et al.: J. Pediatric Endocrinol. Metab., 21, 181 (2008);<br></p>

<p>Applications Δ7-Avenasterol is an analog of Stigmasterol (S686750); a plant sterol that is used as a precursor in the synthesis of progesterone.<br>References Han, P., et al.: Biotechnol. App. Biochem., 54, 105 (2009); Matsunaga, I., et al.: Anal. Biochem., 393, 222 (2009); Huang, C., et al.: Plant Physiol., 150, 1192 (2009)<br></p>

<p>Applications 24(R/S)-Hydroxycholesterol-d7 is used in the study of biochemical methods for quantitative detection of steroids containing quantitative charge tags and oxidizing agents and using mass spectroscopy for detection.<br>References Groffoths, Williams., US 20150233953, (2015)<br></p>

<p>Stability Hygroscopic<br>Applications Cardiotonic.<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 Foerster, et al.: Arch. Int. Pharmacodyn. Ther., 159, 1 (1966), Jakovljevic, I.M., Anal. Profiles Drug Subs., 3, 149 (1974)<br></p>

<p>Applications A metabolite of Eplerenone. Used in combination therapy for treatment of cardiovascular disorders.<br>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),<br></p>

<p>Applications 17-Hydroxy-3,11-dioxo-androsta-1,4-diene-17β-carboxylic Acid is an intermediate used to prepare (11β,​17α)​-17-​[(Ethoxycarbonyl)​oxy]​-​11-​hydroxy-​3-​oxo-​androsta-​1,​4-​diene-​17-​carboxylic acid (E890570) which is a derivative of Loteprednol Etabonate (L471400), an ophthalmic corticosteroid.<br>References Alberth, M., et al.: J. Biopharm.Sci., 2, 115 (1991), Bodor, N., et al.: Pharm. Res., 9, 1275 (1992), Bartlett, J.D., et al.: J. Ocul. Pharmacol., 9, 157 (1993)<br></p>

<p>Applications 17-Hydroxy Pregnenolone, is a metabolite of Pregnenolone (P712200).<br>References Kramer, R., et al.: J. Steroid Biochemi., 18, 715 (1983), Hiwatashi, A., et al.: J. Biochem., 98, 619 (1985), Eiichi, T., et al.: J. Pharmacol. Sci., 95, 140 (2004),<br></p>

<p>Applications (11α,16α)-9,11-Epoxy-17,21-dihydroxy-16-methylpregna-1,4-diene-3,20-dione, can be used for the synthesis of Calicoferol E, a vitamin D3 analogues.<br>References Vir Singh, T., et al.: ARKAT USA, INc., (2002);<br></p>

<p>Applications 20α-Dihydro Pregnenolone is a metabolite of Pregnenolone (P712200).<br>References Purdy, R., et al.: J. Med. Chem., 33, 1572 (1990), Bixo, M., et al.: Brain Res., 764, 173 (1997), Huang, X., et al.: J. Biol. Chem., 275, 29452 (2000),<br></p>

<p>Impurity Ethinylestradiol EP Impurity D<br>Applications 17b-Estradiol is the major estrogen (1) secreted by the premenopausal ovary (2).This compound is a contaminant of emerging concern (CECs). 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>Impurity Levonorgestrel EP Impurity B<br>Applications 13-Ethyl-17-hydroxy-18,19-dinor-17α-pregn-5(10)-en-20-yn-3-one (Levonorgestrel EP Impurity B) is an impurity of Levonorgestrel.<br>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),<br></p>

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

<p>Applications Glucocorticoid; 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 Dutasteride β-Dimer is a dimer impurity of Dutasteride (D735000); a dual inhibitor of 5α-reductase isoenzymes type 1 and 2. Dutasteride is structurally related to Finasteride (F342000) and is used in the treatment of benign prostatic hyperplasia.<br>References Bakshi, R.K., et al.: J. Med. Chem., 38, 3189 (1995); Gisleskog, P.O., et al.: Brit. J. Clin. Pharmacol., 47, 53 (1999); Djavan, B., et al.: Expert Opin. Pharmacother., 6, 311 (2005)<br></p>

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

<p>Impurity Cholecalciferol EP Impurity E<br>Stability Light Sensitive, Temperature Sensitive, Unstable in DMSO<br>Applications Tachysterol3 (Cholecalciferol EP Impurity E) is a bioactive, synthetic vitamin D3 analog.<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 Bouillon, R., et al.: Endocr. Rev., 16, 200 (1995), Ettinger, R., et al.: Adv. Drug Res., 28, 269 (1996), Doi, T., et al.: Tetrahedr. Lett., 45, 5727 (2004),<br></p>

<p>Applications 11α-Hydroxy Canrenone is the key intermediate in the synthesis of Eplerenone, a cardiovascular drug. Canrenone was biotransformed into 11α-Hydroxycanrenone by Aspergillus ochraceus SIT34205.<br>References Luetscher, J., et al.: J. Clin. Invest., 29, 1576 (1950), Gaunt, R., et al.: J. Clin. Endocrinol. Metab., 15, 621 (1955), McMahon, E., et al.: Curr. Opin. Pharm., 1, 190 (2001), McMahon, E., et al.: Curr. Pharm. Des., 9, 1065 (2003),<br></p>

<p>Applications Aldosterone is an adrenocortical steroid which exerts regulatory influence on metabolism of electrolytes and water. Biologically active aldosterone isomer; a mineralocorticoid produced by the adrenal cortex that induces urinary excretion of K+ and renal reabsorptioon of Na+. Exists as an equilibrium mixture of the aldehyde and the hemiacetal.<br>References Simpson, et al.: Experienta, 9, 333 (1953), Morel, A., et al.: Nature, 356, 523 (1992), Arima, S., et al.: Clin. Exp. Nephrol., 7, 172 (2003), Hirasawa, A., et al.: Eur. J. Pharmacol., 267, 71 (1994), Hiroyama, M., et al.: Mol. Endocrinol., 21, 247 (2007),<br></p>

<p>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.<br>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),<br></p>