Miscellaneous Organic Molecules with Isotopical Substitutions

Applications A labelled chloroacetanilide herbicide used on vegetable crops. References Matthies, M., et al.: Environ. Sci. Technol., 43, 9223 (2009), Hollender, J., et al.: Environ. Sci. Technol., 43, 7862 (2009), Dresen, S., et al.: Anal. Bioanal. Chem., 396, 2425 (2010), Liu, B., et al.: J. Agric. Food Chem., 58, 2673 (2010),

Applications Labelled Ouabain (O714500). A cardiac glycoside that inhibits Na(+)/K(+) ATPase. It regulates transcription of MDR (increase, Pgp) and MRP (increase MRP1 and decrease CFTR, cyctic fibrosis transport receptor or cAMP-activated Cl- channel) genes, also alters localization of MRP1. 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 Padilha, A.S. et al.: Clin. Exp. Pharmacol. Physiol., 35, 801 (2008); Blaustein, M.P. et al.: Clin. Exp. Hypertens. 20, 691 (1998); van Huysse, J.W. et al.: Clin. Exp. Hypertens. 20, 657 (1998);

Applications Dihydro uracil-d4 is deuterium labelled dihydro uracil (D449990). Modified nucleobases are useful molecular tools to study nucleic acid structures and to probe biological systems. Dihydro uracil has also been utilized in mechanistic studies relating to the base excision repair (BER) pathway during DNA repair. References Chawla, M., et al.: Nucleic Acids Res 43, 9573 (2015); Jian, Y., et al.: J. Am. Chem. Soc. 137, 3318 (2015); Shaul, Y. D., et al.: Cell 158, 1094 (2014)

Applications Labelled Iothalamic Acid is used as a contrast medium in diagnostic radiology. Iothalamic Acid displayed the same level of nephrotoxicity against rat and human renal epithelial cells as conventional ionic contrast medioum. References Webb, J.A.W.: Br. J. Radiol., 57, 387 (1984); Uozumi, J. et al.: Clin. Exp. Nephrol.., 5, 97 (2001);

Applications Decanoic-9,9,10,10,10-d5 Acid (CAS# 1219803-00-5) is a useful isotopically labeled research compound.

Applications Insecticide. 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 Nishizawa, Y., et al.: Agric. Biol. Chem., 25, 605 (1961),

Applications Acetaminophen-13C2, 15N1 is doubly labeled Acetaminophen (A161220), an analgesic and antipyretic agent used as a pain reliever to treat headache, muscle aches, and arthritis (1,2,3). References (1) McGill, M. R. and Jaeschke, H. Pharm Res. 30, 2174 (2013)(2) Fairbrother, J.E., et al.: Anal. Profiles Drug Subs., 3, 1 (1974) (3) Hinson, J.A., et al.: Rev. Biochem. Toxicol., 2, 103 (1980)

Applications A labelled Phentolamine (P302550). An adrenergic blocking agent. An antihypertensive. Used for the treatment of pheochromocytoma. References Meier, R., et al.: Proc. Soc. Exp. Biol. Med., 71, 70 (1949), Spergel, G., et al.: J. Am. Med. Assoc., 211, 266 (1970), Gould, L. and Reddy, C.V.R.: Am. Heart J., 92, 397 (1976)

Applications 5β-Pregnan-3α-ol-20-one-d4 is a labelled analogue of 5β-Pregnan-3α-ol-20-one (P711300), which is a hyponotic-anaesthetic agent. It is also an intermediate in synthesizing Pregnanediol-d5 3α-O-β-D-Glucuronide (P705142), which is a glucuronide conjugate of Pregnanediol (P705130). Levels of Pregnanediol 3α-O-β-D-Glucuronide can be used to monitor the reproductive status of dairy cows. 3α-O-β-D-Glucuronide can be used (as an alternative to creatine) as a reference to adjust other hormonal markers in study of urinary hormonal profiles in the human menstrual cycle. References Yang, C.J. et al.: Asian-Austral. J. Anim. Sci., 17, 460 (2004); Miro, F. et al.: Clin. Chem. Lab. Med., 42, 1043 (2004); Gyermek, et al.: J. Med. Chem., 11, 117 (1968);

Applications Labelled Folpet (F402000). Agricultural fungicide. 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 Cohen, S., et al.: Crit. Rev. Toxicol., 40, 531 (2010), Wong, J., et al.: J. Agric. Food Chem., 58, 5884 (2010),

Applications 4-Ethylphenol-2,3,5,6-d4,OD (CAS# 340256-40-8) is a useful isotopically labeled research compound.

Applications D-Mannose is a carbohydrate that is important in the glycosylation of molecules in a variety of cellular processes. It is involved in N and O glycosylation of bovine why protein products, used in infant formulas. It is also responsible for the O-glycosylation of the T helper cell-derived cytokine interlukin-17A, an important cell-signaling molecule. This is the labeled analog. References Van Leeuwen, S. et al.: J. Agri. Food Chem., 60, 12553 (2012); Geoghegan, K. et al.: Prot. Express. Purif., 87, 27 (2013);

Applications Labelled Dicyclohexyl Phthalate (DCHP) metabolite. References Okubo, T., et al.: Biol. Pharm. Bull., 26, 1219 (2003), Silva, M., et al.: J. Anal. Toxicol., 29, 819 (2005), Matsumoto, M., et al.: Reg. Toxicol. Pharmacol., 50, 37 (2008),

Stability Hygroscopic Applications (±)-Mevalonolactone-4,4,5,5-d4 (CAS# 349553-98-6) is a useful isotopically labeled research compound.

Applications Labelled Chlorpromazine (C424750). Used as an antiemetic; antipsychotic. 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 Anden, N.-E., et al.: Eur. J. Pharmacol., 11, 303 (1970), Curzon, G., et al.: Trends Pharmacol. Sci., 11, 61 (1990),

Applications p-Cresol Glucuronide-d7, is the labeled analogue of p-Cresol Glucuronide (C782005), which is a metabolite of o-Cresol (C781910). References Goerge, G., et al.: Xenobiotica, 17, 1293 (1987),

Applications Etoricoxib-d6 is the labelled analog of Etoricoxib (E934100), a specific inhibitor of COX-2 . 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 McGeer, P.L., et al.: Exp. Gerontol., 37, 925 (2002), Chenevard, R., et al.: Circulation, 107, 405 (2003)

Applications Labelled N-2-(Hydroxyethyl)-L-valine (H942300). Cotinine and N-(2-hydroxyethyl)valine are markers of passive exposure to tobacco smoke in children. References Dempsey, D., et al.: Clin. Pharmacol. Ther., 67, 458 (2000), Smith, C., et al.: Food Chem. Toxicol., 41, 807 (20030,

Applications A labelled substituted hippurate analog as substrate and inhibitor of peptidylglycine α-hydroxylating monooxygenase (PHM). References Erion, M., et al.: J. Med. Chem., 37, 4430 (1994), Feng, J., et al.: Biochem. J., 350, 521 (2000), Zhang, L., et al.: Cancer Res., 66, 5696 (2006),

Applications (S)-Pregabalin-13C3, is the labeled analogue of (S)-Pregabalin (P704790), a S-Enantiomer of Pregabalin. A GABA analogue used as an anticonvulsant. Anxiolytic analgesic used to treat peripheral neuropathic pain and fibromyalgia. References Taylor, C.P., at al.: Epilepsy Res., 14, 11 (1993), Field, M.J., et al.: Pain, 80, 391 (1999)

Applications 2,3,3',4,4',5-Hexachlorobiphenyl-2',6,6'-d3 (CAS# 1219798-44-3) is a useful isotopically labelled compound. It has been used for wearable monitoring devices to detect environment chemical exposure. References O’Connell, S., & Anderson, K.: U.S. Pat. Appl. Publ. (2016), US 20160209298 A1

Applications N-Isopropyl quaternary salt of Atropine. Nonselective muscarinic acetylcholine receptor antagonist; bronchodilator. References Groeben, H., et al.: Anesthesiology, 85, 867 (1996), Haddad, et al.: Br. J. Pharmacol., 127, 413 (1999), Barnes, P. J., et al.: Chest, 117, 63S (2000),

Applications A deuterated analog of Paliperidone, a combined serotonin (5-HT2) and dopamine (D2) receptor antagonist. 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 Tiberghien, F., et al.: Anticancer Drugs, 7, 568 (1996), Kansy, M., et al.: J. Med. Chem., 41, 1007 (1998), Kerns, E., et al.: J. Pharm. Sci., 90, 1838 (2001), Kerr, K., et al.: J. Biol. Chem., 276, 8657 (2001), Doran, A., et al.: Drug Metab. Dispos., 33, 165 (2005),

Applications Labelled Fludioxonil, nonsystemic phenylpyrrole fungicide structurally related to pyrrolnitrin. 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 Chang, C.-H., et al.: Biochemistry 30, 5352 (1991),

Applications Labelled D-Glucose is a simple sugar that is present in plants. A monosaccharide that may exist in open chain or cyclic conformation if in solution. It plays a vital role in photosynthesis and fuels the energy required for cellular respiration. D-Glucose is used in various metabolic processes including enzymic synthesis of cyclohexyl-α and β-D-glucosides. Can also be used as a diagnostic tool in detection of type 2 diabetes mellitus and potentially Huntington's disease through analysis of blood-glucose in type 1 diabetes mellitus. References Wang, R., et al.: J. Mol. Catal. B. Enz., 56, 131 (2009); Springhorn, C. et al.: J. Clin. Endocrinol. Metab., 97, 4640 (2012); Hashimoto, K. et al.: J. Clin. Endocrinol. Metab., 97, 3016 (2012); Avelange, M. et al.: Plant. Phys., 94, 1157 (1990); Cramer, C. et al.: J. Chem. Soc., 115, 5745 (1993);

Applications 3-(methyl-d3)-1H-Indole-2,4,5,6,7-d5 is the labeled analogue of 3-Methylindole (M313470), a naturally abundant pneumotoxin, found primarily in mammalian feces providing its strong fecal odor; however in lower concentrations the compound has a pleasent aroma, giving orange blossoms and jasmine their pleasing scent. It is often a component of commercial fragrances and perfumes. 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 Nakashima, T., et al.: Biol. Pharm. Bull., 32, 832 (2009), Xu, H., et al.: Chem. Pharm. Bull., 57, 321 (2009), Bodoor, K., et al.: J. Med. Chem., 52, 3753 (2009), Naskar, S., et al.: J. Chem. Res., 3, 174 (2009), Sollner, K., et al.: J. Agric. Food Chem., 57, 4319 (2009),

Applications Labelled Estradiol (E888000) derivative. An estrogen. References Salole, E.G., et al.: Anal. Profiles Drug Subs., 15, 283 (1986), Lievertz, R.W., et al.: Am. J. Obstet. Gynecol., 156, 1289 (1987),

Stability Volatile Applications 2-Methylfuran-d6 is deuterium labelled 2-Methylfuran (M305440). 2-Methylfuran is a volatile organic compound (VOCs) used as a potential non-intrusive tool for screening of lung cancer. 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 McWilliams, et al.: Curr. Oncol. Rep., 4, 487 (2002), Buszewski, B., et al.: Biomed. Chromatogr., 21, 553 (2007), Ligor, T., et al.: J. Breath. Res., 1, 1 (2007),

Applications Labelled 1-Linolenoyl-3-chloropropanediol (L467700). New lipids in food protein hydrolyzates. References Velisek, J., et al.: J. Agric. Chem., 28, 1142 (1980),

Applications Labelled Perphenazine. D2 dopamine receptor antagonist; α-adrenergic receptor antagonist and σ-receptor agonist; phenothiazine antipsychotic. Inhibits glutamate dehydrogenase in vitro. Antipsychotic. References Gaertner, H.J., et al.: Drug Metab. Dispos., 3, 437 (1975), O Brien, S., et al.: J. Med. Chem., 48, 1287 (2005), Briggs, K., et al.: Toxicology, 231, 113 (2007), Toga, T., et al.: J. Pharmacol. Sci., 105, 207 (2007),

Applications Labelled analogue of Testosterone Cypionate, an anabolic steroid with androgenic properties. Testosterone Cypionate is used for testosterone therapy in males with hypogonadism. Controlled Substance. References Rabkin, J.G., et al.: J. Clin. Psychopharmacol., 19, 19 (1999); Hajjar, R., et al.: J. Clin. Endocrinol. Metab., 82, 3793 (1997); Rhoden, E., et al.: J. Sex Med., 7, 277 (2010);

Applications Mixed β-adrenergic blocker and serotonin 5HT1A-receptor antagonist. Antihypertensive; antianginal; antiarrhythmic; antiglaucoma. 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 Dreshfield, L.J., et al.: Neurochem. Res., 21, 557 (1996), Perez, V., et al.: Lancet, 349, 1594 (1997),

Applications Sethoxydim is a neuroplastin isoforms, a member of Ig superfamily. It is expressed and important in stereocilia of outer hair cells function. Also, it is derived from Crotonaldehyde (C818650), which is an αβ-unsaturated aldehyde and an alkylating agent that is commonly found in tobacco smoke and some foods. Crotonaldehyde is also a known mutagen and carcinogen. References Zeng, W., et al.: J. Neurosci., 36, 9201-9216 (2016); Scherer, G., et al.: Hum. Exp. Toxicol., 26, 37 (2007); Zhang, S., et al.: Chem. Res. Toxicol., 19, 1386 (2006)

Applications A labelled inactive metabolite of Prasugrel (P701150). References Sugidachi, A., et al.: Br. J. Pharmacol., 129, 1439 (2000); Takahashi, S., et al.: J. Pharm. Sci., 97, 5434 (2008); Williams, E., et al.: Drug Metab. Dispos., 36, 1227 (2008); Hagihara, K., et al.: Xenobiotica, 39, 218 (2009);

Applications A labelled metabolite of Atomoxetine. References Creighton, C.J., et al.: Bioorg. Med. Chem. Lett., 14, 15, 4083 (2004)