Chiral Organic Compounds

Applications (S)-Pramipexole-d7 dihydrochloride is the labelled hydrochloride salt analogue of (S)-Pramipexole (P700750), a dopamine-D2-receptor agonist which is used to treat early-stage Parkinson's disease (PD) and restless legs syndrome (RLS).
References Mierau, J., et al.: J. Med. Chem., 30, 494 (1987), Schilling, J.C., et al.: Clin. Pharmacol. Ther., 51, 541 (1992), Kieburtz, K., et al.: J. Am. Med. Assoc., 278, 125 (1997)

Applications Fulvestrant (F862500) impurity C.

Applications rac Enterolactone (E558950) derivative.

Applications (L)-Suberyl Carnitine Trifluoroacetic Acid Salt is a metabolite of L-Carnitine (C184110).
References Millington, D., et al.: J. Inherit. Metab. Dis., 13, 321 (1990), Chace, D., et al.: Clin. Chem., 49, 1797 (2003),

Applications 17alpha-Ethynylestradiol-2,4,16,16-d4 3-Methyl Ether is a useful isotopically labeled compound of Mestranol (M258755)

Applications (R)-(-)-Phenylephrine-2,4,6-d3 HCl (CAS# 1276197-50-2) is a useful isotopically labeled research compound.

Applications 3-Deoxyyunaconitine is a metabolite of Aconitine (A189875), a neurotoxin that binds, activates tetrodotoxin-sensitive Na+ channels and prolongs the opening of the sodium-ion channel by suppressing conformational changes.
References Derbre, S., et al.: Anal. Bioanal. Chem., 398, 1747 (2010), Li, M., et al.: J. Pharm. Biomed. Anal., 53, 1063 (2010),

Impurity Simvastatin EP Impurity C
Applications Dehydro Simvastatin (Simvastatin EP Impurity C) is a Simvastatin (S485000) impurity.
References Carlucci, G., et al.: J. Pharm. Biomed. Anal., 10, 693 (1992), Nagarajan, R., et al.: Langmuir, 16, 6400 (2000), Wang, L., et al.: J. Pharm. Biomed. Anal., 21, 1243 (2000),

Stability Temperature and Light Sensitive
Applications 3-Aminopropyl-24,25-dihydroxy Vitamin D3 is a derivative of Vitamin D3 (V676045), an important factor in maintaining bone health, and has also been associated with cardiovascular health in humans.
References Dawson-Hughes, B., et al.: 16, 713 (2005); Lee, J., et al: J. Am. Coll. Cardio., 52, 1949 (2008)

Applications An astrocyte modulating agent, in acute ischemic stroke. A therapeutic agent for the treatment of neurodegenerative diseases including Alzheimer's disease and Parkinson’s disease. This compound has neuroprotective properties. Also used in Glaucoma Research. Inhibits secondary injury and improves motor function in rats with spinal cord injury (1). Inhibits the production and release of S100 protein from astrocytes. Stimulates the human GLAST ortholog, EAAT1, expression in human neuroglioblastoma cells (2).
References Hanada M, et al. 2014. J Neurol Sci. 15;337(1-2):186-92. Yanagisawa M, et al. 2015. Cell Death Dis. 19;6:e1693

Applications Labelled rac-Nicotine (N412420). Nicotine is an alkaloid isolated from plants. Nicotine is an active stimulant, having both addictive and carcinogenic properties. Nicotine can be absorbed through the alimentary canal, respiratory tract and intact skin. Nicotine is used in the treatment of smoking withdrawal syndrome. Nicotine has been used as an anthelmintic.
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 Ferretti, G., et al.: J. Med. Chem., 45, 4724 (2002), Guillen, M., et al.: J. Agric. Food Chem., 53, 1093 (2005), Ramunno, A., et al.: Bioorg. Med. Chem. Lett., 15, 3237 (2005), Alburges, M., et al.: Eur. J. Pharmacol., 573, 124 (2007),

Applications Dendrobine is an alkaloid isolated from Dendrobium nobile and is an antagonist of β-alanine, taurine and of presynaptic inhibition in the frog spinal cord.
References Kudo, Y., et. al.: Brit. J. Pharmacol., 78, 709 (1983)

Applications Α hydroxylated metabolite of Vitamin D2 (V676040); a synthetic analog of Vitamin D.
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 Matsuoka, M. et al.: J. Nutrit. Sci. Vitaminol., 35, 253 (1989); Jones, G. et al.: Arch. Biochem. Biophys., 202, 450 (1980); Goff, J. et al.: J. Nutrit., 112, 1387 (1982);

Applications (4E, 8Z)-Sphingadienine-C18-1-phosphate is an analogue of (4E, 14Z)-Sphingadienine-C18 (S680630), a sphingoid base of sea cucumber cerebroside that may have cytotoxicity activity against human colon cancer cells.
References Sugawara, T., et. al.: Biosci. Biotech. Bioch., 70, 2906 (2006)

Applications A metabolite of Methylphenidate.
References Shafi'ee, A., et al.: J. Pharm. Sci., 56, 1689 (1967),

Applications Di(α-tocopherol) Phosphate is used as a vitamin E supplement.
References Libinaki, R., et al.: Food Chem. Toxicol., 44, 916 (2006)

Applications A compound closely related to Enterolactone (E558950). A metabolite of sesame lignans (sesamin, sesamolin). Inhibits colonic cancer cell growth by inducing cell cycle arrest and apoptosis. Possible relationship between exposure and reduced risk of breast cancer.
References Hirano, T. et al.: Res. Com. Chem. Path. Pharmac., 64, 227 (1989); Ayella, A. et al.: Nut. Res., 30, 762 (2010); Pianjing, P. et al.: J. Agric. Food Chem., 59, 212 (2011); Buck, K. et al.: Am. J. Clinic. Nut., 92, 141 (2010);

Impurity Paclitaxel - Impurity D
Applications The C-7 epimer of the taxane Cephalomannine (C258500) isolated from Taxus x media cv. 'Hicksii' needles. Paclitaxel - Impurity D
References Stenken, J., et al.: J. Pharm. Sci., 86, 958 (1997), Kobayashi, J., et al.: Bioorg. Med. Chem. Lett., 8, 1555 (1998), Andreu, J., et al.: Biochemistry, 40, 11975 (2001), Markman, M., et al.: J. Clin. Oncol., 24, 988 (2006),

Applications (R)-(-)-Metalaxyl-d6 (2,6-dimethyl-d6) (CAS# 1398112-32-7) is a useful isotopically labeled research compound.

Impurity Diltiazem EP Impurity C (HCl)
Applications A metabolite of Diltiazem (D460620), an antianginal, antihypertensive pharmaceutical. Diltiazem EP Impurity C (HCl).
References Li, R., et al.: J. Med. Chem., 35, 3246 (1992),

Applications Reagent used in the preparation of a variety of biotin derivatives.
References Sharma, V., et al.: J. Biol. Chem., 284, 33079 (2009), Papalia, G., et al.: Anal. Biochem., 403, 30 (2010), Ito, T., et al.: Biochem., 49, 2604 (2010),

Applications (8S-cis)-8-Acetyl-10-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-1-methoxy-5,12-naphthacenedione is an tert-butyldiphenylsilyl protected degredation product of Doxorubicin (D194500), an anthracycline antibiotic related to the rhodomycins.
References Matsumoto, T., et al.: Chem. Pharma. Bull., 34, 4613 (1986);

Applications Solifenacin-d7 hydrochloride is deuterium labelled Solifenacin hydrochloride (S676700), which is a Muscarinic M3 receptor antagoinst and used to treat urinary incontinence.
References Ikeda K., et al.: Arch. Pharmacol., 366, 97, (2002), Chapple, C.R., et al.: Br. J. Urol., 93, 303 (2004), Ohtake, A., et al.: Eur. J. Pharmacol., 492, 243 (2004), Brunton, S., et al.: Curr. Med. Res. Opin., 21, 71 (2005), Habb, F., et al.: Eur. Urol. 47, 376 (2005), Payne, C.K., et al.: Drugs, 66, 175 (2006),

Applications L-Alanine-2-d1-N-FMOC (CAS# 225101-64-4) is a useful isotopically labeled research compound.

Applications Terconazole-d4 is the isotope labelled analog of Terconazole (T110600); a compound used for topical treatment of mycotic vaginitis. Terconazole may also be used in vitro as a potent antifungal agent to prevent the morphogenetic transformation of yeast into the (pseudo-)mycelium form of Candida albicans.
References Cauwenbergh, G., Vanden Bossch H.: J. Reprod. Med., 34, 588 (1989); Del Palacio-Hernanz, A., et. al.: Chemioterapia, 3, 192 (1984); Van Cutsem, J., et. al.: Chemotherapy, 29, 322 (1983)

Applications (1S)-3-[3-(3-Isopropyl-5-methyl-4H-1,2,4-triazol-4-yl)-exo-8-azabicyclo[3.2.1]oct-8-yl]-1-phenyl-1-propanamine (cas# 376348-71-9) is a compound useful in organic synthesis.