Steroids and Derivatives

<p>Applications Testosterone (T155000) derivative. It is a potent androgen with anabolic properties. Since the begining of the year 2005, the use of steroid precursors (prohormones) is illegal in the United States. Controlled substance.<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 Liao, S., et al.: J. Biol. Chem., 248, 6154 (1973), Saartok, T., et al.: Endocrinology, 114, 2100 (1984), Sugawara, T., et al.: J. Biol. Chem., 278, 42487 (2003),<br></p>

<p>Applications A metabolite of the neuroactive steroid Progesterone (PROG) (P755900).<br>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),<br></p>

<p>Applications A Cortisone derivative, a glucocorticoid.<br>References Mickelson, K., et al.: Biochemistry, 20, 6211 (1981), Westphal, U., et al.: J. Steroid Biochem., 19, 1 (1983),<br></p>

<p>Applications 5-Androsten-3,17-dione has been used in the synthetic preparation of androstenediones for treatment of hormone-related disorders.<br>References Davies, H., et al.: U.S. (2011), WO 2011127232 A2<br></p>

<p>Impurity Estriol EP Impurity C<br>Applications Estriol Methyl Ether (Estriol EP Impurity C) is a metabolite (1,2) of Estriol (E888960), which is a produced naturally and also a metabolite of Estradiol (E888000). Estriol is a GPR3 antagonist in estrogen receptor-negative breast cancer cells displaying anti-proliferative effects (3).<br>References 1. Marrian, G. et al.: Biochem. J. 1929;23(5):1090-8.2. Rogerson, B. et al.: Arch. Biochem. Biophys. 1986 Oct;250(1):70-85.3. Lappano, R. et al.: Mol Cell Endocrinol. 2010 May 14;320(1-2):162-70.<br></p>

<p>Applications Calcipotriol Monohydrate is a synthetic derivative of calcitriol, which is a biologically active form of Vitamin D3 (1). Calcipotriol Monohydrate can be used to treat psoriasis (2).<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 (1) Kim, D. H., et al.: Ann Dermatol. 24, 341 (2012) (2) Queille-Roussel, C., et al.: Clin Drug Investig (2016)<br></p>

<p>Applications 4-Hydroxy Estradiol 1-N7-Guanine is an estrogen metabolite formed with DNA which can lead to the mutations that initiate breast, prostate, and other types of cancer. Estrogen-DNA depurinating adducts as biomarkers of cancer risk and their use in cancer detection and prevention.<br>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),<br></p>

<p>Applications A 16α-substituted Prednisolone as potent topical antiinflammatory agent.<br>References Lutsky, B.N., et al.: Arzneim.-Forsch., 29, 1662 (1979),<br></p>

<p>Applications A metabolite of Spironolactone.<br>References Gochman, N., et al.: J. Pharmacol. Exp. Ther., 135, 312 (1962), Tori, K., et al.: Steroids, 4, 713 (1964), Solymoss, B., et al.: Toxicol. Appli. Pharmacol., 18, 586 (1971),<br></p>

<p>Impurity Cholecalciferol EP Impurity A<br>Stability Light Sensitive, Temperature Sensitive<br>Applications 5,6-trans-Vitamin D3 (Cholecalciferol EP Impurity A) is the major photoisomer of Vitamin D3 analog, as 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 Bikle, D., et al.: Biochemistry, 25, 1545 (1986), Webb, A., et al.: J. Clin. Endocrinol. Metab., 68, 882 (1989), Baran, D., et al.: J. Cell Biochem., 50, 124 (1992), Tian, X., et al.: J. Biol. Chem., 268, 14888 (1993),<br></p>

<p>Applications Ospemifene-d4 is the isotope labelled analog of Ospemifene (O703000). Ospemifene is used to treat dyspareunia. It is a selective estrogen receptor modulator (SERM) acting similarly to an estrogen.<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 Rutanen, E., et al.: Menopause, 10, 433 (2003);<br></p>

<p>Applications (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. In 2019, the US Food and Drug Administration approved (3α)-Allopregnanolone as an intravenous infusion for treating postpartum depression.<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 Estradiol derivative which shows antioxidant activity.<br>References Fotsis, T., et al.: J. Steroid. Biochem., 28, 215 (1987), Sack, M., et al.: Lancet, 343, 269 (1994), Brunelli, R., et al.: Biochemistry, 39, 13897 (2000), Li, A., et al.: Nat. Med., 8, 1235 (2002),<br></p>

<p>Applications Ospemifene is used to treat dyspareunia. It is a selective estrogen receptor modulator (SERM) acting similarly to an estrogen.<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 Rutanen, E., et al.: Menopause, 10, 433 (2003);<br></p>

<p>Applications A metabolite of Desoxymetasone (D296970).<br>References Schriks, M., et al.: Environ. Sci. Technol., 44, 4766 (2010), Baeck, M., et al.: Eur. J. Dermatol., 20, 102 (2010), Lee, P., et al.: Bioorg. Med. Chem. Lett., 20, 69 (2010),<br></p>

<p>Applications An endogenous estrogen metabolite, risk-factor for development of breast cancer.<br>References Beral, V., et al.: Lancet, 362, 419 (2003), Nelson, R., et al.: Clin. Chem., 50, 373 (2004), Malekinejad, H., et al.: J. Agric. Food Chem., 54, 9785 (2006),<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 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 5β-Dihydro Progesterone-d8 is labelled which is labelled 5β-Dihydro Progesterone (D449280), a metabolite of the neuroactive steroid Progesterone (PROG) (P755900).<br>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),<br></p>

<p>Applications Nortestosterone derivative. Often found as an impurity in Dienogest (D441870).<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>Stability Moisture Sensitive<br>Applications Dexamethasone 21-Mesylate is a derivative of Dexamethasone (D298800), a glucocorticoid used as an anti-inflammatory agent.<br>References Kim, T.H., et al.: J. Nanosci. Nanotech., 13, 7325 (2013); Joshi, T., et al.: Brit. J. Pharmacol., 172, 1360 (2015);<br></p>

<p>Applications Controlled substance.<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>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 Mifepristone is a 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>Stability Light Sensitive<br>Applications A metabolite of Diethylstilbestrol.<br>References Liehr, J.G., et al.: Steroids, 40, 713 (1982),<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 4-Hydroxy Ospemifene is an Ospemifene (O703000) impurity, used to treat dyspareunia. It is a selective estrogen receptor modulator (SERM) acting similarly to an estrogen.<br>References Rutanen, E., et al.: Menopause, 10, 433 (2003);<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 4-Hydroxytestosterone is an anabolic steroid and does not have any therapeutic indication. 4-Hydroxytestosterone is metabolite of the aromatase inhibitor Formestane (F692250). 4-Hydroxytestosterone concentration in the urine can be used as a biomarker for steroid misuse.Controlled Substance.<br>References Kohler, M. et al.: Steroids, 72, 278 (2007); Brodie, A.M. et al.: J. Steroid. Biochem., 14, 693 (1981); Van Renterghem, P. et al.: Steroids, 75, 154 (2010);<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>Impurity Spironolactone EP Impurity E<br>Applications 7β-Spironolactone (Spironolactone EP Impurity E) is the 7β-isomer of Spironolactone (S683000). It binds effectively to human plasma proteins.<br>References Chien, Y.W. et al.: J. Pharmac. Sci., 65, 1337 (1976);<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 Isotope labelled Digitoxin (D445950), is used as a 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 Etonogestrel.<br></p>

<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>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 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>