Steroids and Derivatives

<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 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>Applications 2-Methoxy-17α-ethynyl Estradiol is a metabolite of the potent synthetic estrogen 17α-Ethynylestradiol (E685100).<br>References Maggs, J.L. et al.: Xenobiotica, 13, 421 (1983); Maggs, J.L. et al.: Biochem. Pharmacol., 32, 2793 (1983); Abdel-Aziz, M.T. et al.: Steroids, 15, 695 (1970);<br></p>

<p>Stability Hygroscopic<br>Applications A labelled glucocorticoid, antiasthmatic (inhalant); antiallergic (nasal).<br>References Florey, K., et al.: Anal. Profiles Drug Subs., 1, 397 (1972), Bernstein, I.L., et al.: Chest, 81, 20 (1982),<br></p>

<p>Applications Isotope labelled Norethindrone (N676000), a labelled progesterone in combination with acetate used as an oral contraceptive (1,2). It is reasonably anticipated to be a human carcinogen. Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.<br>References 1. Shroff, A. et al.: Anal. Profiles Drug Subst. 1975 ; 4;268-2932. Singh, H. et al.: Am. J .Obstet. Gynecol. 1979 Oct 1;135(3):409-14<br></p>

<p>Impurity Testosterone Decanoate EP Impurity I<br>Applications A metabolite of Testosterone (T155000). Controlled substance.<br>References Peng, S., et al.: Steroids, 67, 39 (2002), Pozo, O., et al.: Drug Metab. Dispos., 37, 2153 (2009),<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>Stability Temperature Sensitive<br>Applications Zilpaterol is a β-Adrenergic agonist. Growth promotant.<br>References Shelver, W.L., et al.: J. Agric. Food Chem., 52, 2159 (2004)<br></p>

<p>Applications Used as a reactant in the preparation of pyrimidinone ribosides and analogs that show anti-tumor properties.<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 Driscoll, J.S. et al.: J. Med. Chem., 34, 3280 (1991); Pan, L. et al.: J. Pharm. Biomed. Anal., 52, 589 (2010);<br></p>

<p>Applications A 17β-estradiol ester as prodrug of Estradiol (E888000).<br>References Kabasakalian, P., et al.: J. Pharm. Sci., 55, 642 (1966), Marsh, M., et al.: Br. Med. Bull., 48, 426 (1992),<br></p>

<p>Applications Isotope labelled intermediate in the synthesis of Dexamethasone (D298800), a glucocorticoid anti-inflammatory agent.<br>References Liu, Y., et al.: Anal. Bioanal. Chem., 395, 591 (2009), Rodgers, A., et al.: Chem. Res. Toxicol., 23, 724 (2010), Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010),<br></p>

<p>Applications The hydrophilic metabolite of Dexamethasone (D298800).<br>References Draper, R., et al.: Drug Res., 32, 317 (1982), Watkins, P., et al.: Clin. Pharmacol. Ther., 52, 265 (1992), Yamamoto, N., et al.: J. Clin. Oncol., 18, 2301 (2000), Slaviero, K., et al.: Br. J. Clin. Pharmacol., 57, 44 (2004),<br></p>

<p>Stability Store in Freezer<br>Applications 4-Pregnen-17α,20β-diol-3-one (cas# 1662-06-2) is a compound useful in organic synthesis.<br></p>

<p>Applications Max LMG is a progestin derived steroid and not a 17-alpha alkylated steroid. Max LMG is structurally related to RU-486 and acts as an antiprogesterone, decreasing estrogen-like effects.<br>References Eenoo, P.V., et al.: J. Steroid. Biochem. Molec. Biol., 101, 161 (2006); Kafrouni, M. I., Clinical. Gastroenterol. Hepatol., 5, 805 (2007); Ponsoid, K., et al.: Pharmazie., 33, 729 (1978);<br></p>

<p>Impurity Finasteride EP Impurity A<br>Applications Dihydro Finasteride (Finasteride EP Impurity A) is the reduced product of Finasteride (F342000): a mechanism-based inhibitor of human prostate and skin steroid 5α-reductase. It forms an enzyme-bound NADP-dihydrofinasteride adduct during this inhibitory process.<br>References Bull, H.G. et al.: Am. J. Chem. Soc., 118, 2359 (1996); Liang, T. et al.: Endocrinol., 117, 571 (1985); Ellsworth, K.P. et al.: J. Steroid Bioche. Mol. Biol., 66, 271 (1998);<br></p>

<p>Applications 11-Dehydrocorticosterone is a precursor to corticosterone (C695700), converted by 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) which plays a role in glucocorticoid-induced insulin resistance.<br>References Morgan, S. et al.: Diabetes, 58, 2506 (2009);<br></p>

<p>Applications Tetrahydrocorticosterone is a urinary steroid metabolite that decreases in postmenopausal women with osteoporosis. Tetrahydrocorticosterone is a potential biomarker of pathol. adrenal function.<br>References Poor, V., et. al.: Chromatographia, 60, S165 (2004); Kotlowska, A., et. al.: J. Chromatogr. B, 879, 359 (2011)<br></p>

<p>Applications Dutasteride is 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>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 Cholesterol is a major component of all biological membranes; ~25% of total brain lipid is Cholesterol. Cholesterol is the principal sterol of the higher animals. Cholesterol was found in all body tissues, especial in the brain, spinal cord, and in animal fats or oils. Cholesterol is the main constituent of gallstones. This compound is a contaminant of emerging concern (CECs).<br>References Rosin, Z., et al.: Physiol. Chem., 124, 282 (1923), Schoenheimer, et al.: J. Biol. Chem., 105, 355 (1934), Gemant, et al.: Life Sci., 1, 233 (1962), Johnson, K., et al.: 4, 457 (1964),<br></p>

<p>Stability Hygroscopic<br>Applications Deltamedrane is an impurity in the synthesis 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>Impurity Budesonide EP Impurity C, Budesonide Impurity C,<br>Applications 16α,17-[(1RS)-butylidenebis(oxy)]-11β-hydroxy-17-(hydroxymethyl)-D-homoandrosta-1,4-diene-3,17a-dione (Budesonide EP Impurity C) is an impurity of Budesonide (B689490), an antiinflammatory agent.<br>References Ferraboschi, P. et al.: J. Pharm. Biomed. Anal., 47, 636 (2008);<br></p>

<p>Applications It is a synthetic 17-lactone steroid which is a renal competitive aldosterone antagonist in a class of pharmaceuticals called potassium-sparing diuretics, used primarily to treat ascites in patients with liver disease, low-renin hypertension, hypokalemia, and Conn’s syndrome. A representative lot was 19% d3; 47% d6; 12% d7; 7% d8; 3% d9; 3% d10 and 8% d11.<br>References Sutter, J.L., et al.: Anal. Profiles Drug Subs., 4, 431 (1975),<br></p>

<p>Stability Hygroscopic, Unstable in Solution<br>Applications (αR,​1S,​3S,​4R)​-α,​4-​Dimethyl-​2-​oxo-​3-​(3-​oxobutyl)​-​cyclohexaneacetic Acid is an impurity of Artemisin (A777500), an active antimalarial constituent of the tradional Chinese medicinal herb Artemisia annua L., Compositae, which has been known for almost 2000 years as Qinghao. Antimalarial.<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 Klayman, D.L., et al.: Science, 228, 1049 (1985), Price, R.N., et al.: Expert Opin. Invest. Drugs, 9, 1815 (2000), Meshnick, S.R., et al.: Int. J., Parasitol., 32, 1655 (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>Impurity Clobetasol Propionate EP Impurity D<br>Applications 21-Chloro-9-fluoro-11β,17-dihydroxy-16β-methylpregn-4-ene-3,20-dione 17-Propionate (Clobetasol Propionate EP Impurity D) is an impurity of Clobetasol 17-Propionate (C583500), an topical corticosteroid with anti-inflammatory properties.<br>References Olsen, E.A., et al.: J. Am. Acad. Dermatol., 15, 246 (1986),<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 metabolite of Cholesterol. Its membrane organizing properties could have implications in Altzheimer’s disease.<br>References Wang, J., et al.: Biochemistry, 43, 1010 (2004), Lemaire-Ewing, S., et al.: Cell Biol. Toxicol., 21, 97 (2005), Fuda, H., et al.: J. Lipid Res., 48, 1343 ( 2007), Sasaki, H., et al.: Metabolism, 56, 357 (2007); S.L. Regen et al.: J. Amer. Chem. Soc., 131, 12354 (2009)<br></p>

<p>Applications Estradiol (E888000) derivative. An estrogen.<br>References 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 6β-Hydroxy-11-deoxycortisol is a corticosteroid which is a metabolite of Cortisol (H714615), a steroid hormone, 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.<br>References Vigore, L., et al.: Cancer Ther., 6, 699 (2008), Puurunen, J., et al.: J. Clin. Endocrinol. Metab., 94, 1973 (2009), Lemos, D., et al.: J. Endocrinol., 201, 275 (2009), Chen, S., et al.: Am. J. Physiol., 296 (2009),<br></p>

<p>Applications Labelled Cortisol (H714615). Cortisol, or Hydrocortisone, is a steroid hormone, 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 Hechter, O., et al.: Arch. Biochem. Biophys., 25, 457 (1950), Colingsworth, D.R., et al.: J. Biol. Chem., 203, 807 (1953), Florey, K., et al.: Anal. Profiles Drug Subs., 12, 277 (1983),<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>

<p>Impurity Clobetasol Propionate EP Impurity C<br>Applications 21-Chloro-9-fluoro-11β,17-dihydroxy-16α-methylpregna-1,4-diene-3,20-dione 17-Propionate (Clobetasol Propionate EP Impurity C) is an impurity of Clobetasol 17-Propionate (C583500), an topical corticosteroid with anti-inflammatory properties.<br>References Sugai, S., et al.: Chem. Pharma. Bull., 31, 12 (1983);<br></p>

<p>Stability Hygroscopic<br>Applications A deuterated 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>Applications A metabolite of Exemestane; exerts biological effects as an androgen.<br>References Howell, A., et al.: Lancet, 365, 60 (2005), Goss, P., et al.: Clin. Cancer Res., 10, 5717 (2004), Buzdar, A., et al.: Lancet Oncol., 7, 633 (2006), Coates, A., et al.: J. Clin. Oncol., 25, 486 (2007), Jordan, V., et al.: Steroids, 72, 7 (2007),<br></p>

<p>Applications A metabolite of Prednicarbate (P703700).<br>References Kumar, R., et al.: Steroids, 64, 310 (1999), Kauppi, B., et al.: Biol. Chem., 278, 22748 (2003), Buchwald, P., et al.: J. Med. Chem., 49, 883 (2006),<br></p>

<p>Applications (7α,11α,12α,17α)-11,12-Epoxy-17-hydroxy-3-oxo-pregn-4-ene-7,21-dicarboxylic Acid Lactone, Methyl Ester 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>Stability And Ether., Chloroform, Isomerizes Rapidly In Benzene<br>Applications A synthetic, nonsteroidal estrogen.Recomended solvents are DMSO, DMF and ethanol, even in these solvents do not store in solution for any prolonged period of time.<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 White, W. A. et. al.: J. Agric. Food Chem. 19(2), 388-390 (1971).<br></p>

<p>Applications Quinestrol is an estrogen-like compound.<br></p>

<p>Applications A labelled metabolite of Budesonide (B689490), a non-halogenated glucocorticoid related to triamcinolone hexacetonide. Used as an antiinflammatory agent.<br>References Ryrfeldt., A., et a.: J. Steroid Biochem., 10, 317 (1979), Roth, G., et al.: J. Pharm. Sci., 69, 766 (1980), Edsbaecker, S., et al.: Drug Metab. Dispos., 15, 412 (1987),<br></p>