Esteroides y derivados

<p>Applications Labelled 17α-Hydroxyprogesterone (H952330). 17α-Hydroxy Progesterone is a metabolite of Progesterone. It was isolated from adrenal glands.<br>References Pfiffner, N., et al.: J. Biol. Chem., 132, 459 (1940), Florey, K., et al.: Anal. Profiles Drug Subs.,4, 209 (1975),<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>Stability Hygroscopic<br>Applications Equilin 3-Sulfate Sodium Salt, is a metabolite of Equilin (E592800).<br>References Hajdu, A., et al.: Experientia, 27, 956 (1971), Adams, W.P., et al.: J. Pharma. Sci., 68, 986 (1979),<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 Pregnenolone-d6 is the labeled analogue of Pregnenolone (P712200), a steroid hormone involved in the steroidogenesis of progesterone, mineralocorticoids, glucocorticoids, androgens, and estrogens. As such it is a prohormone. Pregnenolone is a GABAA antagonist and increases neurogenesis in the hippocampus. It is a modulator of cytochrome P 450-3A.<br>References Bjondahl, K., et al.: Med. Biol., 54, 454 (1976); Geick, A., et al.: J. Biol. Chem., 276, 14581 (2001); Johnson, D., et al.: Toxicol. Sci., 66, 16 (2002); Abe, C., et al.: Lipids, 42, 637 (2007)<br></p>

<p>Applications A hyponotic-anaesthetic agent.<br>References Gyermek, et al.: J. Med. Chem., 11, 117 (1968)<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 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 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>Impurity Clobetasone Butyrate EP Impurity H<br>Applications Clobetasone-17-propionate is derived from Clobetasol (Clobetasol Propionate EP Impurity G) (C583490), which is a topical corticosteroid. Glucocorticoid; anti-inflammatory.<br>References Olsen, E.A., et al.: J. Am. Acad. Dermatol., 15, 246 (1986)<br></p>

<p>Applications Gestrinone is a Steroidal antiestrogen, antiprogestogen, analog of Norgestrienone. Antigonadotropin.Controlled substance.<br>References Azadian-Boulanger, G., et al.: Am. J. Obstet. Gynecol., 125, 1049 (1976), Thomas, E.J., et al.: Br. Med. J., 294, 272 (1987), Coutinho, E.M., et al.: Fertil. Steril., 49, 418 (1988),<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 Anti-inflammatory.<br>References Buchwald, P., et al.: Steroids, 73, 193 (2008), Holbeck, S., et al.: Mol. Endocrinol., 24, 1287 (2010),<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>Applications A glucocorticoid that inhibits prolyl hydroxylase activity and used as an antiasthmatic and antiallergic drug.<br>References Kos-Kudla, B. et al.; J. Clin. Pharm. Ther., 28, 103 (2003); Hochhaus, G. et al.; Pharmaceut. Res., 7, 558 (1990); Counts, D. et al.: Mol. Pharmacol., 15, 99 (1979); Cutroneo, K. et al.; Mol. Pharmacol., 11, 632 (1975); Cutroneo, K. et al.: Mol. Pharmacol., 11, 44 (1975)<br></p>

<p>Applications 5β-Finasteride is an azasteroid and 5β-isomeric impurity of Finasteride (F342000).<br>References Cendrowska, I. et al.: J. Liq. Chrom. Rel. Technol., 22, 2259 (1999);<br></p>

<p>Applications Labelled Medroxyprogesterone, an orally active progestogen used in hormone replacement therepy (HRT), in the past has been used as a component of oral contraceptives.<br>References Pan, Q., et al.: Mol. Hum. Reprod., 13, 797 (2007), Matsson, P., et al.: J. Pharmacol. Exp. Ther., 323, 19 (2007), Jukosky, J.A., et al.: Bull. Environ. Contam. Toxicol., 81, 230 (2008), Cherkasov, A., et al.: J. Med. Chem., 51, 2047 (2008),<br></p>

<p>Applications A metabolite of Cholesterol. It is formed from Cholesterol by the drug-metabolizing enzyme cytochrome P 450 3A4. A potential ligand for the nuclear receptor LXR and also a new endogenous CYP3A marker.<br>References Breuer, O., et al.: J. Lipid Res., 36, 2275 (1995), Pikuleva, I., et al.: J. Biol. Chem., 273, 18153 (1998), Chawla, A., et al.: Science, 294, 1866 (2001), Bodin, K., et al.: J. Biol. Chem., 276, 38685 (2001),<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 A metabolite of Estradiol (E888000).<br>References Agasan, A., et al.: J. Immunol. Methods., 177, 251 (1994), Stone, R., et al.: Science, 265, 308 (1994), Tacey, R., et al.: J. Pharm. Biomed. Anal., 2, 1303 (1994),<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 (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 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 Bisnorcholenaldehyde can be used to prepare 27-Nor-Δ4-dafachronic acid as a synthetic ligand of Caenorhabditis elegans DAF-12 receptor. It is also used to synthesize 3β,6α-dihydroxy-5α-cholan-23-one.<br>References Samaja, G., et al.: Bioorg. Med. Chem. Lett., 23, 2893 (2013); Nahar, L., et al.: Tetrahedron, 59, 8623 (2003)<br></p>

<p>Applications A metabolite of Mifepristone (M343975).<br>References Ringler, I., et al.: Metabolism, 13, 37 (1964), Gagne, D., et al.: J. Steroid. Biochem., 25, 315 (1986), Jang, G., et al.: Biochem. Pharmacol., 52, 753 (1996), Hild, S., et al.: Hum. Reprod., 15, 822 (2000), Gainer, E., et al.: Steroids, 68, 1005 (2003),<br></p>

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

<p>Applications Prednisolone Tebutate is an anaesthetic corticosteroid.<br>References Lewis, A. et al.: Agents and Actions, 10, 258 (1980); Myers, S. et al.: Arthris. Rheum., 28, 1275 (1985);<br></p>

<p>Applications Norgestrel (N689500) impurity.<br>References Gorog, S., et al.: J. Chromatogr., 400 177 (1987),<br></p>

<p>Applications D-Digitoxose is a derivative of D-ribo-Hexonic acid that is metabolized in the liver. It inhibits glucose-stimulated insulin release.<br>References Domschke, W. et al.: Naun.-Schmied. Arch. Pharmacol., 265, 149 (1969); Brown, D.F. et al.: Experientia, 39, 979 (1983); Hussain, M. et al.: Biochem. Biophys. Res. Comm., 129, 358 (1985);<br></p>

<p>Applications Fulvestrant (F862500) impurity D.<br></p>

<p>Stability Hygroscopic<br>Applications A labelled metabolite of Estradiol (E888000).<br>References Agasan, A., et al.: J. Immunol. Methods., 177, 251 (1994), Stone, R., et al.: Science, 265, 308 (1994), Tacey, R., et al.: J. Pharm. Biomed. Anal., 2, 1303 (1994),<br></p>

<p>Applications Fluocortolone is a glucocorticoid used in the treatment of several conditions, including hemorrhoids. Fluocortolone is similar to Fluocortin, but with one less keto group.<br>References Breuer, et al.: Arzneim.-Forsch., 15, 50 (1965), Domenico, et al.: Arzneim.-Forsch., 15, 46 (1965), Gerhards, et al.: Acta Endocrinol., 68, 98 (1971),<br></p>

<p>Applications Cholesterol analog. Useful for treatment of hyperlipemia, arteriosclerosis, diabetes, obesity.<br>References Watson, K., et al.: J. Clin. Invest., 93, 2106 (1994), Wada, T., et al.: Circ. Res., 84, 166 (1999), Engelse, M., et al.: Cardiovasc. Res., 52, 281 (2001), Landis, M., et al.: J. Biol. Chem., 277, 4713 (2002),<br></p>

<p>Applications A metabolite of Testosterone (T155000).<br>References Janer, G., et al.: Aquat. Toxicol., 75, 32 ( 2005), Lavado, R., et al.: Steroids, 71, 489 (2006),<br></p>

<p>Applications b-Adrenergic agonist. Zipaterol, is used to promote growth. Zilpaterol is used to increase the size of cattle.<br>References Shelver, W.L., et al.: J. Agric. Food Chem., 52, 2159 (2004),<br></p>

<p>Impurity Budesonide EP Impurity D<br>Stability Hygroscopic<br>Applications 21-Dehydro Budesonide (Budesonide EP Impurity D) is a Budesonide (B689490) impurity.<br>References Backes, S., et al.: Drug Metab. Rev., 34, 157 (2002), Vermeer, H., et al.: Clin. Endocrinol., 59, 49 (2003), Assi, K., et al.: J. Pharm. Biomed. Anal., 41, 325 (2006),<br></p>

<p>Applications An anti-inflammatory drug used in veterinary medicine. It is a corticosteroid with both glucocorticoid and mineralocorticoid activity and has been shown to increase the frequency of severe hypokalemia in healthy cows.<br>References Coffer, N.Y. et al.: Am. J. Vet. Res., 67, 1244 (2006); Seifi, H.A. et al.: J. Diary Sci., 90, 4181 (2007);<br></p>

<p>Applications Cardiotonic. Obtained by the O-methylation of Digoxin.<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 Hunter, J., et al.: J. Biol. Chem., 268, 14991 (1993), Greiner, B., et al.: J. Clin. Invest., 104, 147 (1999), Jun, A., et al.: J. Pharm.Pharm. Sci., 4, 263 (2001), Sugiyama, D., et al.: Drug Metab. Dispos., 30, 220 (2002),<br></p>

<p>Applications Labelled Ulipristal (U700800). Ulipristal is a selective progesterone receptor modulator. Ulipristal is used during pregnancy.<br>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),<br></p>

<p>Stability Light Sensitive<br>Applications An impurity of Fluvastatin.<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>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>Impurity Triamcinolone EP Impurity B<br>Applications Triamcinolone 21-Acetate is an impurity of Triamcinolone (T767160), a glucocorticoid used as an antiasthmatic.<br>References Florey, K., et al.: Anal. Profiles Drug Subs., 1, 397 (1972), Bernstein, I.L., et al.: Chest, 81, 20 (1982)<br></p>