Stéroïdes

Impurity Beclomethasone Dipropionate EP Impurity H
Applications Beclomethasone 17-Propionate (Beclomethasone Dipropionate EP Impurity H) is an active metabolite of Beclomethasone Dipropionate (BDP).
References Soria, I., et al.: Biopharm. Drug Dispos., 19, 297 (1998), Harrison, L., et al., J. Pharm. Pharmacol., 51, 1235 (1999), Daley-Yates, P., et al.: Br. J. Clin. Pharm., 51, 400 (2001).

Applications A degradation and metabolic intermediate of Betamethasone (B3270000).

Applications Trestolone acetate is a derivative of Trestolone (T719600), a synthetic androgen used as a potential hormonal male contraceptive method that induces a state of temporary infertility.
References Garcia-Becerra, R., et al.: Reproduction., 143, 211 (2012); Attardi, B.J., et al.: J. Steroid. Biochem. Molec. Biol., 122, 212 (2010)

Applications Metabolite of 5α-Androst-16-en-3β-ol
References Gower, D., et al.: J. Steroid Biochem. Mol. Biol., 63, 81 (1997), Zorko, M., et al.: Steroids, 65, 46 (2000), Diel, P., et al.: Toxicol. Lett., 169, 64 (2007),

Stability Light Sensitive
Applications 3-(4-Hydroxyphenyl)-1,1,3-trimethyl-5-indanol is a compound derived from Bisphenol A (B519495), a chemical used in the manufacturing of polycarbonate plastics that has effects on reproductive health, body weight, and plasma LH levels in female Sprague-Dawley rats.
References Calafat, A., et al.: Environ. Health Persp., 116, 39 (2008); Rubin, B., et al.: Environ. Health Persp., 109, 675 (2001)

Impurity Beclomethasone Dipropionate EP Impurity A
Applications Beclomethasone 21-Propionate (Beclomethasone Dipropionate EP Impurity A) is a metabolite of Beclomethasone Dipropionate (BDP).
References Foe, K., et al.: Biopharm. Drug Disposition, 19, 1 (1998), Harrison, L., et al.: Eur. J. Clin. Pharmacol., 58, 197 (2002),

Applications A metabolite of Mifepristone (M343975).
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),

Applications Betamethasone 6α-Bromo 17-Valerate is an impurity of Betamethasone (B327000), which is a glucocorticoid used as an anti-inflammatory agent.
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),

(1α)-17-(Acetyloxy)-6-chloro-1-(chloromethyl)-pregna-4,6-
diene-3,20-dione; 6-Chloro-1α-(chloromethyl)-17-
hydroxypregna-4,6-diene-3,20-dione Acetate; Cyproterone
Acetate EP Impurity C

Applications Ethyl Deoxycholate is the ethyl ester of the common bile salt Deoxycholic Acid (D232645), a Cholic Acid (C432600) derivative used as a component in cell lysis buffers.
References Tuangtong, R. et al.: Dermatol. Surg., 36, 899 (2010); Araki, Y. et al.: Scand. J. Gast., 36, 533 (2001);

Impurity Norethindrone Acetate EP Impurity F
Applications 6β-Hydroxy Norethindrone Acetate (Norethindrone Acetate EP Impurity F) is an oxidative product of the drug Norethindrone (N676000). Norethindrone impurity.
References Reif, V., et al.: Pharmaceutical Res., 4, 54 (1987), Rao, P., et al.: Steroids, 59, 621 (1994),

Applications A synthetic adrenocorticosteroid that acts as an anti-inflammatory and anti-pruritic agents. It is used as a topical for the treatment of dermatologic disorders such as atopic dermatitis and psoriasis.
References Mason, J. et al.: Br. J. Dermatol., 146, 351 (2002); Sears, H.W. et al.: Clin. Therap., 19, 710 (1997); Otomo, Y.Z. et al.: Nip. Yakur. Zas., 78, 647 (1981);

Applications A bile acid derivative as anti-inflammatory and antitumor agent.
References Yasukawa, K., et al.: Chem. Pharm. Bull, 19, 573 (1996), Yasukawa, K., et al.: J. Pharm. Pharmacol., 52, 119 (2000), Iida, T., et al.: Lipids, 38, 281 (2003),

Stability Light Sensitive, Temperature Sensitive
Applications An oxidized derivative of the visual pigment carotenoid.
References Wada, A., et al.: Chem. Pharm. Bull., 56, 112 (2008), Smolensky, E., et al.: Biochem., 48, 9170 (2009),

Applications Stigmasta-3,5-diene is one of the components found in vegetable oil after refining.
References Lanzon, A., et al.: J. Am. Oil Chemist Soc., 71, 285 (1994); Cert, A., et al.: Food Chem., 49, 287 (1994)

Impurity Fluticasone USP Related Compound B
Applications An impurity of Fluticasone Propionate (F599500), a derivative of Flumethasone (F455000). An antiallergic; anti-asthmatic; anti-inflammatory. Fluticasone USP Related Compound B.
References Matuszewski, B, et al.: Anal. Chem., 75, 3019 (2003), Fekete, S., et al.: J. Pharm. Biomed. Anal., 49, 64 (2009), Meltzer, E.O., et al.: J. Allergy Clin. Immunol., 86, 221 (1990), Mitchison, H.C., et al.: Gut, 32, 260 (1991), Phillipps, G.H., et al.: J. Med. Chem., 37, 3717 (1994)

Applications Methyl Lithocholate is an derivative of Lithocholic Acid (L469180),a cholic acid derivative as TGR5 modulator. Found in ox bile, human bile, rabbit bile, and in ox and pig gallstones.
References Roleira, F.M., et al.: Lett. Drug. Design. Discovery., 7, 610 (2010);

Stability Hygroscopic
Applications A metabolite of Cortisol (H714615).
References Quinkler, M., et al.: J. Clin. Endocrinol. Metab., 88, 2384 (2003), Draper, N., et al.: J. Endocrinol., 186, 251 (2005), Kotlowska, A., et al.: Clin. Biochem., 42, 448 (2009),

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

Applications A metabolite of Desoxymetasone (D296970).
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),

Stability Light Sensitive
Applications A metabolite of Letrozole.
References Koyama, E., et al.: Ther. Drug Monit., 15, 224 (1993), Pfister, C., et al.: J. Pharm. Sci., 83, 520 (1994), Vander H.Y., et al.: J. Pharm. Biomed. Anal., 24, 723 (2001), Cohen, M., et al.: Clin. Cancer Res., 8, 665 (2002),

Applications 5α-Androstenone is a volatile steroid found in human perspiration, boar saliva, truffles, and celery. It was also identified as the first mammalian pheromone.
References Wysocki, C.J., et al.: P. Natl. Acad. Sci. USA, 86, 7976 (1989); Dorries, K.M., et al.: Brain Behav. Evol., 49, 53 (1997)

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

Applications 17α-Methyl-5α-androstane-2β,3α,17β)-triol is a derivative of Madol (M108000, which is an anabolic steroid recently identified to be misused as a doping agent. The potency of Madol (DMT) to transactivate androgen receptor (AR) dependent reporter gene expression was two times lower as compared to dihydrotestosterone (DHT).
References Zierau, O., et al.: Planta Med., 69, 856 (2003), Takahashi, M., et al.: Endocr. J., 51, 425 (2004), Labrie, F., et al.: J. Endocrinol., 184, 427 (2005),Friedel, A., et al.: Toxicol. Lett., 164, 16(2006),

Applications Quillaic Acid an unglycosylated saponin from the Quillaja saponaria bark is used as a topical antiinflammatory.
References Arrau, S. et al.: J. Ethnopharm., 133, 164 (2011);

Applications Cholesteryl Acetate Dibromide is an brominated intermediate in the synthesis of Cholesterol (C432501) derivatives.
References Kandutsch, A.A., et al.: J. Biol. Chem., 249, 6057 (1974);

Applications Prednisolone 21-β-D-Glucuronide Sodium Salt is a metabolite of Prednisolone (P703740).
References Hutzler, J., ET AL.: Drug Metab. Dispos., 30, 355 (2002), Sugiyama, D., et al.: J. Biol. Chem., 278, 43489 (2003), Hagenbuch, B., et al.: Xenobiotica, 38, 778 (2008),

Impurity Beclomethasone Dipropionate EP Impurity S
Applications Beclomethasone 11,17,21-Tripropionate (Beclomethasone Dipropionate EP Impurity S) is an impurity of Beclomethasone (B131000), a glucocorticoid. Used in chronic asthma and allergic rhinitis. Antiallergic, antiasthmatic (inhalant). Anti-inflammatory (topical).
References Malfitan, V.A., et al.: Clin. Ther., 4, 472 (1982), Rao, M., et al.: J. Asthma, 19, 21 (1982), Small, P., et al.: Ann. Allergy, 49, 127 (1982), Brogden, R.N., et al.: Drugs, 28, 99 (1984),

Applications Betamethasone 17-Butyrate is an impurity of Clobetasone 17-Butyrate (C583550), an glucocorticoid used for anti-inflammatory purposes.

Applications Clocortolone Acetate is an intermediate in the synthesis of Clocortolone (C583800), an corticosteroid used in the treatment of skin inflammmation and other skin conditions arising for dermatoses.
References Rehm, K. et al.: Pharmaz. Zeit., 127, 888 (1982);

Impurity Beclomethasone Dipropionate EP Impurity B
Applications Beclomethasone 21-Acetate 17-Propionate (Beclomethasone Dipropionate EP Impurity B) is an impurity of Beclomethasone Dipropionate (B131030).

Impurity Betamethasone Dipropionate EP Impurity G
Applications Betamethasone Tripropionate (Betamethasone Dipropionate EP Impurity G) is a Betamethasone (B327000) related compound.
References Grootveld, M., et al.: Biochem. Pharmacol., 37, 271 (1988), Chen, B., et al.: Steriods, 74, 30 (2009), Mikami, E., et al.: J. Pharm. Biomed. Anal., 28, 261 (2002),

Applications A metabolite of Fulvestrant (F862500).
References Rao, P., et al.: J. Steroid Biochem., 25, 417 (1986), Wakeling, A., et al.: J. Steroid Biochem. Mol. Biol., 43, 173 (1992), DeFriend, D., et al.: Cancer Res., 54, 408 (1994),

Applications Testosterone precursor and metabolite with androgenic activity. Controlled substance (anabolic steroid).
References Walker, V.R., et al.: Anal. Biopchem., 234, 194 (1996); King, D.S., et al.: J. Am. Med. Assoc., 281, 2020 (1999);

Applications Estra-5(10),9(11)-diene-3,17-dione, can be used as an intermediate for the synthesis of 3-keto-desogestrel.
References Wang, R., et al.: Zhongguo Yaowu Huaxue Zazhi, 4, 187 (1994);

Stability Hygroscopic
Applications beta-Estradiol 17-(beta-D-glucuronide) sodium salt is a glucocorticosteroid analog.

Applications 6-α-Hydroxy Stanozolol is a metabolite of Stanozolol (S684500), an androgenic/anabolic steroid used for treating conditions such as anaemia and hereditary angioedema.
References Scarth, J.P., et al.: Steroids., 75, 57 (2010); Steward, R.T., et al.: J. Steroid. Biochem. Molec. Biol., 117, 152 (2009);

Applications 4α-Methyl-cholest-5-en-3β-ol is a derivative of Cholesterol (C432501), 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.
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),