Composés Organiques Chiraux

Stability Hygroscopic
Applications 10-O-2,2-Dichloroethoxycarbonyl Docetaxel is an impurity of Docetaxel (D494420); an antineoplastic and antimitotic agent that promotes the assembly of micro-tubules and inhibits their de-polymerization to free tubulin.Docetaxel Impurity 1.
References Ringel, I., et al.: J. Natl. Cancer Inst., 83, 288 (1991); Extra, J.-M., et al.: Cancer Res., 53, 1037 (1993)

Applications (S)-β-Isopropylphenethylamine is an intermediate in the process for producing optically active Flurbiprofen (F598700).
References Magnus, M., et al.: Nature, 38, 3491 (1997), Agranat, I., et al.: Nat. Rev. Drug Discovery., 1, 753 (2002),

Applications 4H-Furo[3,2-c]pyranyl Mupirocin Methyl Ester is an intermediate in the synthesis of 4H-Furo[2,3-c]pyranyl Mupirocin Sodium Impurity (F864850), which is also a mupirocin (M794000) impurity. The rearrangement isomer of Mupirocin is prepared using an enzyme-catalyzed, selective deesterification.
References Sime, J.T., et al.: Tetrahedron Lett., 28, 5169 (1987),

Stability Hygroscopic
Applications Docetaxel (D494420) injection impurity A.
References Vasu Dev, R., et al.: J. Pharm. Biomed. Anal., 40, 614 (2006),

Stability Hygroscopic
Applications (1R,2S,5R)-(-)-Menthol β-D-Glucuronide-d8 is the isotope labelled analog of (1R,2S,5R)-(-)-Menthol β-D-Glucuronide (M218880). (1R,2S,5R)-(-)-Menthol β-D-Glucuronide is a metabolite of L-(-)-Menthol (M218875), the natural form of Methanol.
References Eccles, R., et al.: J. Pharm. Pharmacol., 46, 618 (1994), Feng, S., et al.: Toxicol. Lett., 173, 101 (2007), Dempsey, D., et al.: Clin. Pharmacol. Ther., 76, 64 (2004),

Impurity Docetaxel EP Impurity D
Applications 7-Epi-10-oxo Docetaxel (Docetaxel EP Impurity D) is a Docetaxel (D494420) injection impurity D.
References Hanna, I., et al.: Cancer Res., 60, 3440 (2000), Bournique, B., et al.: Br. J. Clin. Pharmacol., 52, 53 (2001), McFadyen, M., et al.: Biochem. Pharmacol., 62, 207 (2001), Vasu Dev, R., et al.: J. Pharm. Biomed. Anal., 40, 614 (2006),

Impurity Timolol EP A; Timolol BP Impurity A; Timolol USP Related Compound A
Applications Antihypertensive; antiarrhythmic (class II); antianginal; antiglaucoma agent.Timolol EP A; Timolol BP Impurity A; Timolol USP Related Compound A
References Wasson, et al.: J. Med. Chem., 15, 651 (1972), Franciosa, et al.: Clin. Pharmacol. Ther., 13, 138 (1972), Heel, R.C., et al.: Drugs, 17, 38 (1979), Rofman, B.A., et al.: Hypertension, 2, 643 (1980), Mazzo, D.J., et al.: Anal. Profiles Drug Subs., 16, 641 (1987),

Applications β-Caryophyllinic Acid is the acid derivative of β-Caryophyllene (C184725). β-Caryophyllene is one of the chemical compounds that contributes to the spiciness of black pepper. β-Caryophyllene was shown to selectively bind to the cannabinoid receptor type-2 (CB2) and to exert significant cannabimimetic antiinflammatory effects in mice.
References Kaul, P.N., et al.: J. Sci. Food Agric., 83, 53 (2003); Singh, G., et al.: J. Agric. Food Chem., 54, 174 (2006);

Impurity Tadalafil EP Impurity A
Applications The (6R)-cis-enantiomer of Tadalafil (T004500). Tadalafil Impurity (6R,12aS)
References Aldridge, J., et al.: Br. Med. J., 318, 669 (1999), Daugan, A., et al.: J. Med. Chem., 46, 4533 (2003), Vredenbregt, M., et al.: J. Pharm. Biomed. Anal., 40, 840 (2006),

Impurity Rac-Vildagliptin Impurity F
Applications Vildagliptin Lactam is an impurity of Vildagliptin (V305000). Glyptins are class of oral anti-hyperglycemic agents that inhibit dipeptidyl peptidase 4 (DPP-4), which can act as a serine exopeptidase. ASide from there use in type 2 diabetes, gliptins have positive cardiovascular and anti-inflammtatory effects. Antidiabetic.
References Ahren, B., et al.: J. Clin. Endocrinol. Metab., 89, 2078 (2004), Ahren, B., et al.: Diabetes Care, 27, 2874 (2004), Barlocco, D., et al.: Curr. Opin. Invest. Drugs, 5, 1094 (2004),

Stability Hygroscopic
Applications 4-Desacetamido-4-chloro Andarine is a Selective Androgen Receptor Modulator (SARM) that has potential use for treatment of androgen related diseases such as muscle wasting and osteoporosis. 4-Desacetamido-4-chloro Andarine also a derivative of Andarine (A637470), a non-steroidal SARM that is used by athletes to enhance performance.
References Jones, A., et al.: Endocrinology, 150, 385 (2009); Marhefka, C., et al.: J. Med. Chem., 47, 993 (2004); Thomas, A., et al.: Rapid Comm. Mass Spec., 24, 1124 (2010)

Impurity Orlistat USP Related Compound D
Applications N-Formyl-L-leucine (3S,4R,6S)-3-Hexyltetrahydro-2-oxo-6-undecyl-2H-pyran-4-yl ester is an impurity of Orlistat (O686500). Orlistat USP Related Compound D.
References Stalder, H., et al.: Helv. Chim. Acta , 75, 1593 (1992),

Stability Very Hygroscopic
Applications 2-O-α-D-Glucosylglycerol is used to prepare glycoglycerolipid analogs active as antitumor-promoters the influence of the anomeric configuration.
References Colombo, D., et al.: Eur. J. Med. Chem., 35, 1109 (2000);

Impurity Tadalafil EP Impurity C
Applications The (6S)-cis-enantiomer of Tadalafil (T004500). Tadalafil Impurity (6S,12aR)
References Aldridge, J., et al.: Br. Med. J., 318, 669 (1999), Daugan, A., et al.: J. Med. Chem., 46, 4533 (2003), Vredenbregt, M., et al.: J. Pharm. Biomed. Anal., 40, 840 (2006),

Applications Rivaroxaban Pseudodimer is an impurity of Rivaroxaban (R538000), a novel antithrombotic agent. A highly potent and selective, direct FXa inhibitor.
References Ansell, J., et al.: Drugs, 64, 1 (2004), Eriksson, B., et al.: J. Thromb. Haemost., 3, 103 (2005), Kubitza, D., et al.: Clin. Pharmacol. Ther., 78, 412 (2005),