Steroids and Derivatives

Soluble in Chloroform & in Methanol Confirmed
Insoluble in Wate

Dutasteride impurity D is a natural impurity found in dutasteride and has been reported to be an analytical marker for dutasteride. It is also used as an impurity standard, HPLC standard, and custom synthesis for drug development. Metabolism studies have shown that the major route of elimination for Dutasteride impurity D is through glucuronidation with minor amounts being excreted in urine unchanged.

Soluble in Chloroform & in Methanol Confirmed
Insoluble in Water

Difluoro atorvastatin is a filtrate of atorvastatin, which is a cholesterol-lowering drug. It is synthesized by reacting butyric acid with atorvastatin in an organic solvent. The reaction solution was filtered to remove impurities and then purified by liquid chromatography. The product was characterized by diffraction and LC-MS analysis. Difluoro atorvastatin has a high purity and is suitable for further use in the preparation of pharmaceuticals.

Soluble in Chloroform & in Methanol Confirmed
Insoluble in Water

7α-Hydroxyhydrocortisone

Soluble in Chloroform & in Methanol Confirmed
Insoluble in Wate

Applications (3aR,4R,5R,6aS)-4-Formyl-2-oxohexahydro-2H-cyclopenta[b]furan-5-yl [1,1'-biphenyl]-4-carboxylate is an intermediate in the synthesis of Prostaglandin E2 (P838610), the most common and biologically potent of mammalian prostaglandins.
References Radeuchel, B., et al.: Tetrahedron. Lett., 633, 9 (1975);

Applications A labelled glucocorticoid microemulsion nasal preparation allergy inhibitor rhinitis.This compound is a mixture of diastereomers at the cyclohexyl acetal.
References Fukuoka, E., et al.: Chem. Pharm. Bull., 35, 2943 (1987), Schmitt, E., et al.: J. Pharm. Sci., 88, 291 (1999), Hancock, B., et al.: Pharm. Res., 17, 397 (2000), Hogan, S., et al.: Pharm. Res., 18, 112 (2001).

Applications Latanoprost Enol is an impurity of Latanoprost (L177280), a prostaglandin analogue used to treat glaucoma and other degenerative diseases of the eye.
References Resul, B., et al.: J. Med. Chem., 36, 2242 (1993);

Stability Temperature and Light Sensitive
Applications A metabolite of Vitamin D3.
References Bell, P.A., et al.: Biochem. J., et al.: 115, 663 (1969), Kumar, R.S., et al.: J. Clin. Invest., 65, 277 (1980), Shimada, K., et al.: Biol. Pharm. Bull., 19, 491 (1996),

Applications Estriol 16α,17β-Diacetate is a diacetate derivative of Estriol (E888960); an estrogenic metabolite considerably less potent than the hormone Estradiol (E888000).
References Marrian, et al.: Biochem. J., 23,1090 (1929); Huffman, et al.: J. Biol. Chem., 169, 167 (1947)

Impurity Levonorgestrel EP Impurity G
Applications 6α-Hydroxy Levonorgestrel (Levonorgestrel EP Impurity G) is a hydroxylated impurity of Norgestrel (N689500).
References Lin, Y., et al.: Biochim. Biophys. Acta, 218, 526 (1970), Smith, K., et al.: J. Steroid Biochem., 32, 445 (1989), Hu, S., et al.: Steroids, 60, 337 (1995),

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.
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);

Applications An impurity of Atorvastatin.
References Graul, A., et al.: Drugs Fut. 22, 956 (1997),

Applications Lasofoxifene intermediate.
References Rosati, R., et al.: J. Med. Chem., 41, 2928 (1998),

Applications Obeticholic Acid Acyl-β-D-glucuronide is composed of 6-Ethylchenodeoxycholic Acid (E899810) linked with Glucuronic Acid (G596850).
References Levene, M., et al.: J. Biol. Chem., 92, 257 (1931); Miyamoto, I., et al.: Anal. Biochem., 115, 308 (1981); Neuschwander-Tetri, B.A., et al.: Lancet., 385, 956 (2015);

Impurity Latanoprost USP Related Compound B
Applications An impurity of commercially prepared Latanoprost (L177280). Latanoprost USP Related Compound B.
References Resul, B., et al.: J. Med. Chem., 36, 2242 (1993),

Applications Labelled Budesonide, a non-halogenated glucocorticoid related to triamcinolone hexacetonide. Used as an antiinflammatory agent.
References Ryrfeldt., A., et a.: J. Steroid Biochem., 10, 317 (1979), Roth, G., et al.: J. Pharm. Sci., 69, 766 (1980), Clissold, S.P., et al.: Drugs, 28, 485 (1984),

Applications α,α,α-Trifluorotoluene, is used as a specialty solvent in organic synthesis and an intermediate in the production of pesticides and pharmaceuticals.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Skelly, P. D., et al.: Handbook for Critical Cleaning, 1, 191 (2011);

Stability Temperature Sensitive
Applications An epoxy impurity of the selective FP prostaglandin receptor agonist Travoprost (T715600).

Applications A Dexamethasone Dipropionate metabolite.
References Miyachi, Y., et al.: Steroids, 52, 137 (1988), Soh H., et al.: Brit. J. dermatol., 125, 73 (1991), Civiale, C., et al.: J. Ocul. Pharmacol., Thera., 20, 75 (2004),

Applications 3-Aminobenzotrifluoride is a known human toxin that can cause bacterial mutation and hepatocyte unscheduled DNA synthesis.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Reinhold, D., et al.: T. ASAE, 49, 2077 (2006); Thompson, C., et al.: Environ. Mutagen., 5, 803 (1983)

Applications E-Ospemifene is the E-isomer of Ospemifene (O703000) and is useful for lowering serum cholesterol. It acts as a antiatherosclerotic and is also estrogen-like.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Sodervall, M., et al.: PCT Int. Appl. WO 9942427 A1 19990826. Aug 26, 1999

Applications Estradiol 17β-sulfate is a naturally occuring steroid in whihc can be converted into Estradiol(E888000)
References Takanashi, K., et al.: Steroids., 68, 383-392 (2003)

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.
References Teiber, J. et al.: Arch. Biochem. Bioiphys. 461, 24 (2007); Stoppani, A. et al.: Arch. Biochem. Biophys., 127, 463 (1968)

Applications 17α-Hydroxy-progesterone Valerate acts as a synthetic Progesterone (P755900) reducing the chance of pre-term birth in women. Progesterone is a steroid hormone produced by the corpus luteum. Induces maturation and secretory activity of the uterine endothelium; suppresses ovulation
References Anderson, E., et al.: Breast Cancer Res., 4, 197 (2002), Lanari, C., et al.: Breast Cancer Res., 4, 240 (2002), Albrecht, E.D., et al.: Front. Biosci., 8, 416 (2003), Qiu, M., et al.: J. Steroid Biochem. Mol. Biol., 85, 147 (2003),

Applications 2,5-Bis(trifluoromethyl)aniline is a haloalkul substituted aniline used in the preparation of anti-benign prostatic hyperplasia drug, Dutasteride (D735000).
References Liang, Y. et al.: Jil. Dax. Xueb. Lixeub., 45, 1035 (2007);

Applications 10β-Hydroxy D-(-)-Norgestrel is an impurity of Levonorgestrel (N689510).
References Gorog, S. et al.: J. Pharmac. Biomed. Anal., 14, 85 (1995); Berta, R. et al.: J. Pharmac. Biomed. Anal., 54, 458 (2011); Choudhary, M. I. et al.: Nat. Prod. Res., 20, 1074 (2006);

Applications Triamcinolone Acetonide (T767165) impurity.

Applications N-Des(1,1-dimethylethyl) N-Cyclohexyl Finasteride is an impurity of Finasteride (F342000); an inhibitor of 5α-reductase which is the enzyme that converts testosterone to the more potent androgen 5α-dihydrotestosterone.Also an antialopecia agent.
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)

Applications A metabolite of Eplerenone. Used in combination therapy for treatment of cardiovascular disorders.
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),

Impurity Fulvestrant Impurity E;
Applications Fulvestrant (F862500) impurity E.

Stability Light Sensitive, Temperature Sensitive
Applications An Atorvastatin (A791750) derivative which have improved stability.

Applications Controlled substance.

Stability Not stable in Acidic or basic condition
Applications 6β-Methyl Fluorometholone is an impurity in the synthesis 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 Dexamethasone Acetate Impurity E is a pregn-4-ene derivative used in the preparation of antiallergic and antiinflammatory drugs.
References Nedelec, L., et al.: Ger. Offen. (1978)

Applications 21-Butyryloxy Budesonide is a derivative of Budesonide (B689490), a non-halogenated glucocorticoid related to triamcinolone hexacetonide.
References Ryrfeldt., A., et a.: J. Steroid Biochem., 10, 317 (1979); Roth, G., et al.: J. Pharm. Sci., 69, 766 (1980); Clissold, S.P., et al.: Drugs, 28, 485 (1984)

Applications 16α-Hydroxypregna-4,9(11)-diene-3,20-dione is an intermediate in the synthesis of 16-Hydroxycorticosterone 20-Hydroxy-21-Acid (H918430), an oxidized derivative of corticosterone (C695700).
References Allen, G.R., et al.: J. Am. Chem. Soc., 81, 4968 (1959);

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

Applications Labelled Cortisol-d4 21-Sulfate (C696320). Cortisol 21-Sulfate is a phase II metabolite of Cortisol (H714615).
References Spielgelhalder, B., et al.: J. Steroid Biochem., 7, 749 (1976), Vanluchene, E., et al.: J. Chromatogr., 456, 175 (1988), Choi, M., et al.: Steroids, 65, 54 (2000),

Applications Δ6-Gestodene, is an impurity of Gestodene (G368250), an orally active gestogen with progesterone-like profile of activity. Used in combination with estrogen as oral contraceptive.
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);

Applications An epimer of Pregnenolone (P712200), a GABAA antagonist and increases neurogenesis in the hippocampus.
References Li, W. et al.: J, Pharmacol. Exp. Therap., 323, 236 (2007); Sunol, C. et al.: J. Med. Chem., 49, 3225 (2006);

Applications 4-Methylestrone is an intermediate in the synthesis of 4-substituted estrone and estradiol derivatives with inhibitory activities towards steroid sulfatase as a target for therapeutic intervention of treating breast cancer.
References Numazawa, M., et al.: J. Steroid. Biochem. Molec. Biol., 96, 51 (2005);

Applications A metabolite of Finasteride (F342000) in human bile (M2 metabolite).
References Faller, B., et al.: Biochemistry, 32, 5705 (1993), Carlin, J.R., Drug Metab. Dispos., 25, 100 (1997), Bergman, E., et al.: Eur. J. Pharm. Sci., 29, 205 (2006),

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.
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),

Applications Dexamethasone Oxetanone is a potent antiglucocorticoid.
References Lamontagne, N., et al.: Endocrinology, 114, 2252 (1984);

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.
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),

Applications A labelled metabolite of Exemestane; exerts biological effects as an androgen.
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),

Applications Testosterone (T155000) derivative.

Applications Cortisol derivative. A potential corticoid metabolite.
References Okihara, R. et al.; Chem. Pharm. Bull. 58, 344 (2010); Hosoda, H. et al.; Chem. Pharm. Bull. 32, 4023 (1984)

Applications A metabolite of Etiocholanolone.
References Eriksson, H., et al.: Eur. J. Biochem., 15, 132 (1970), Cook, D., et al.: Endocrinology, 93, 1019 (1973),

Applications A potential metabolite of Exemestane (E957000).
References Buzzetti, F., et al.: Steroids, 58, 527 (1993),

Applications (3α)-Allopregnanolone 3-β-D-Glucuronide is the glucuronide conjugate of (3α)-Allopregnanolone (A547100), metabolite of progesterone and potent positive modulator of GABAA receptors.
References Martin, F. et al.: LJ Steroid Biochem., 6, 1339 (1975); Lin, M.T. et al.: Steroids, 32, 547 (1978);

Applications (11β)-9-Fluoro-11,21-dihydroxy-16-methyl-pregna-1,4,16-triene-3,20-dione is a derivative of Dexamethasone (D298800), an anti-inflammatory glucocorticoid.
References Kodelja, V., et al.: J. Immunol., 160, 1411 (1998), Metselaar, J., et al.: Arthritis Rheum., 48, 2059 (2003), Buttgereit, F., et al.: Arthritis Rheum., 50, 3408 (2004), Martinez, F., et al.: Front Biosci., 13, 453 (2008),