Miscellaneous Organic Molecules with Isotopical Substitutions

Applications DL-p-Hydroxyphenyllactic Acid-d3 is the isotope labelled analog of DL-p-Hydroxyphenyllactic Acid (H953665); a reagent in the synthesis of 2-O-(4-coumaroyl)-3-(4-hydroxyphenyl)lactic acid which is an important intermediate of rosmarinic acid biosynthesis. References Matsuno, M., et al.: Chem. Pharm. Bull., 49, 1644 (2001)

Applications An isotopically labelled version of Valsartan (V095750), a nonpeptide angiotensin II AT1-receptor antagonist. Antihypertensive. References Criscione, L., et al.: Brit. J. Pharmacol., 110, 761 (1993), Muller, P., et al.: Eur. J. Clin. Pharmacol., 47, 231 (1994)

Applications A deuterated metabolite of the potent and selective inhibitor of HIV-1 replication, AZT.This compounds contains Sodium Chloride. Water content not determined.

Stability Easily Oxidized Applications 1-Bromo-4-nitrobenzene-d4 (cas# 350820-19-8) is a compound useful in organic 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

Applications N4-Acetylcytidine-13C5 is a labeled analogue of N4-Acetylcytidine (CAS# 3768-18-1), which is a nucleotide-derived metabolite used as biomarkers for diagnosis of inflammation-related diseases. References Faustin, B.: Eur. Pat. Appl. 47 pp. (2017)

Applications 10α-Methoxy-9,10-dihydrolysergol-d3 is the labeled analogue of 10α-Methoxy-9,10-dihydrolysergol (M262280), a derivative of Lysergol and Dehydrolysergol-I which act as partial agonists and antagonists at 5-HT2A, 5-HT2C and 5-HT1B receptors, and at α1-andrenergic receptors. References Pertz, H.H., et al.: J. Pharm. Pharmacol., 51, 319 (1999)

Applications 1-Bromonaphthalene-d7 (cas# 37621-57-1) is a compound useful in organic synthesis.

Applications 2'-O-Methyl Adenosine-d3 is the labeled analogue of 2'-O-Methyl Adenosine (M276150), which is an Adenosine analog. Used for preparation of nucleoside derivatives as inhibitors of RNA-dependent RNA viral polymerase. References Eldrup, A.B., et al.: J. Med. Chem., 47, 2283 (2004), Shim, J., et al.: Antiviral Res., 243 (2003), Wang, M., et al.: J. Biol. Chem., 278, 9489 (2003),

Stability Hygroscopic Applications Dopamine receptor blocker; parent compound of sulforidazine and mesoridazine. 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 Goldenthal, E.I., Toxicol. Appl. Pharmacol., 18, 185 (1971), Abdel-Moety, E.M., et al.: Anal. Profile Drug Subs., 18, 459 (1989),

Applications: A labelled nitrogenous base component in the nucleic acid of DNA. References Keum, Y., et al.: App. Microbiol. Biotechnol., 80, 863 (2008), Redzic, Z., et al.: Neurochem. Res., 34, 566 (2009), Lanevskij, K., et al.: J. Pharm. Sci., 98, 122 (2009), Rajendar, B., et al.: Bioorg. Med. Chem., 17, 351 (2009),

Applications 1-Hydroxypyrene-d9 is found in humane urine after exposure to coal tar and a coal derived product. References Jongeneelen, F.J., et al.: Int. Arch. Occup. Environ. Health, 57, 47 (1985)

Applications DHPMA-d5 is the labeled isotope of DHPMA (D965260(M), of which has a (S)-isomer, S-​(2,​3-​Dihydroxypropyl)​mercapturic Acid (CAS# 23255-​33-​6), which was identified as a metabolite in rats. References Jones, A. R., et al.: Experientia, 35, 1432 (1979)

Applications Labelled analogue of Resorcinol, a benzene derivative used as keratolytic and antiseborrheic. Also used in veterinary medicine as a topical antipruritic and antiseptic (has been used as intestinal antiseptic). 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 Strakosch, E.A. et al.: Arch. Dermat. Syphil., 48, 393 (1943); Dyson, G.M.: Pharm. J., 120, 582 (1928); Sabalitschka, T. et al.: Pharmazeutiche Zeitung, 81, 335 (1936);

Applications An important isooptically labelled metabolite of benzene. References Muller, G., et al. : Anal. Hazard. Sust. Biol. Mater., 5, 143 (1997)

Applications Fenchlorphos-D6 is a labelled analogue of Fenchlorphos (F247402). Fenchlorphos is an organophosphorus pesticide that is used to maintain pest control. Fenchlorphos is highly toxic, and is known to exhibit toxic effects on animals such as rats. 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 Curini, M., et al.: Talanta, 27, 45 (1980); Johnson, W. & Langford, G.: J. Econ. Entomol., 53, 477 (1960); McCollister, D., et al.: J. Agr. Food Chem., 7, 689 (1959); Sulinski, A., et al.: Neuro. Pols., 14, 451 (1976)

Applications: Isotope labelled analogue of 2-Methoxyacetic Acid, a synthetic intermediate in the synthesis of dimethyl(alkyloxy)[(methylsulfonyl)phenyl]furanones as COX-2 inhibitors. Dangerous Goods Info: 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 Leblanc, Y., et al.: Bioorg. Med. Chem. Lett., 9, 2207 (1999);

Stability Hygroscopic Applications Isotope labelled N-Acetyl-S-(2-cyanoethyl)-L-cysteine Ammonium Salt is a metabolite of Acrylonitrile (AN) and acrylamide (AM). Are commonly used in the synthesis of plastics and polymers. References van Bladeren, P., et al.: Drug Metab. Dispos., 9, 246 (1981), Guengerich, F., et al.: Chem. Res. Toxicol., 4, 168 (1991),

Applications A labelled metabolite of Theophylline. References ottrup, A., et al.: Pharmacol. Toxicol., 67, 340 (1990), El-Kadi, A., et al.: Drug Metab. Dispos., 28, 1112 (2000), Kim, S., et al.: J. Med. Chem., 45, 2131 ( 2002), Hansel, T., et al.: Drugs Today, 40, 55 (2004),

Applications Labelled Deoxycorticosterone. A mineralocorticoid that occurs in adrenal cortex. It acts as a precursor to Aldosterone (A514700). References Bohl, C., et al.: J. Med.Chem., 47, 3765 (2004), Smith, J., et al.: Steroids, 73, 1160 (2008),

Stability Hygroscopic Applications 2-Methylcitric Acid-d3 is the isotope labelled analog of 2-Methylcitric Acid (M265080); a metabolite of Citric Acid (C521000) that can be formed from the condensation of propionoyl-CoA and oxaloacetic acid catalyzed by a citrate synthase enzyme. References Allen, R. H., et al.: Metabolism, 42, 978 (1993)

Applications Labelled ester analog of Rapamycin. References Raymond, E., et al.: J. Clin. Oncol., 22, 2336 (2004), Galanis, E., et al.: J. Clin. Oncol., 23, 5294 (2005)

Applications Isotope labelled Sodium D-Gluconate has use as an additive in processed foods, with the potential to improve taste. It has also been shown through study to alter gene expression in the colon of colorectal cancer model subjects. This is the labeled isomer. References Narukawa, M. et al.: Biosci. Biotech. Biochem., 76, 2282 (2012); Kameue, C. et al.: Biosci. Biotech. Biochem., 70, 606 (2006);

Applications 7-Hydroxy Granisetron-d3 Hydrochloride is a labelled Granisetron (G780000) metabolite. References Bloomer, J., et al.: Brit. J. Clin. Pharmacol., 38, 557 (1994), Vernekar, S.,e t al.: J. Med. Chem., 53, 2324 (2010),

Applications Metabolite of Salicylic Acid (S088125). References Jurkowski, W., et al.: Current Drug Metab., 10, 448 (2009), Appeldoorn, M., et al.: J. Agric. Food Chem., 57, 7693 (2009), van Oijen, M., et al.: Pharmacol., 83, 237 (2009),

Applications Ibrutinib-d4 is the labelled analogue of Ibrutinib (I124970). Ibrutinib is a highly selective Bruton’s tyrosine kinase (Btk) irreversible inhibitor. References MacGlashan, D., et. al.: Int. Immunol., 11, 475 (2011)

Applications Labelled Nitisinone. Nitisinone is a herbicidal triketone that inhibits 4-hydroxyphenylpyruvate dioxygenase (HPPD), an enzyme involved in plastoquinone biosynthesis in plants and in tyrosine catabolism in mammals. It is used in treatment of inherited tyrosinemia type I. References Lindstedt, S., et al.: Lancet, 340, 813 (1992), Ellis, M.K., et al.: Toxicol. Appl. Pharmacol., 133, 12 (1995), Lock, E.A., et al.: J. Inherited Metab. Dis., 21, 498 (1998),

Applications A labelled metabolite of Toluene. References Gargas, M., et al.: Toxicol. Appl. Pharmacol., 98, 87 (1989), Commandeur, J., et al.: Pharmacol. Rev., 47(2), 271 (1995), Campo, P., et al.: Neurotoxicol. Teratol., 21, 427 (1999), Lohse, C., et al.: J. Agr. Food Chem., 48, 5913 (2000),

Stability Hygroscopic Applications A labelled serotonin 5-HT2A receptor antagonist. Used as potential controls in various biological studies. 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 Wong, D.F., et al.: Science, 226, 1393 (1984), Blin, J., et al.: Eur. J. Pharmacol., 147, 73 (1988), Kehne, J.H., et al.: J. Pharmacol. Exp. Ther., 277, 968 (1996),

Applications Labelled Diltiazem (D460620). A calcium channel blocher with vasodilating activity. Antianginal; antihypertensive; antiarrhythmic (class IV). References Sato, et al.: Arzneim.-Forsch., 21, 1338 (1971), Smirnov, S.R.: Eur. J. Pharmacol., 360, 81 (1998), Hansson, L., et al.: Lancet, 356, 359 (2000),

Applications Menaquinone 9-d7 is the labeled analogue of Menaquinone 9 (M218610), which are isoprenoid quinones of the naphthalene series and belongs to the K2 Vitamin homologs. Menaquinones were originally discovered as the anti-hemorrhagic factor and now encompasses a variety of physiological processes. Menaquinone 9 is a form of vitamin K2 which acts as a prothrombogenic agent and is also a functional electron transfer component in nitrate reductase. References Hugenholtz, P., et al.: J. Bacteriol., 180, 4765 (1998); Ginet, N., et al.: Biochemistry, 40, 1812 (2001); Cape, J., et al.: J. Biol. Chem., 280, 34654 (2005)

Applications A labelled anabolic steroid.Controlled substance (anabolic steroid). References Gradeen, C., et al.: J. Anal. Toxicol., 14, 120 (1990), Teale, P., et al.: Biol. Mass Spectrom., 20, 109 (1991), Yamada, M., et al.: J. Pharm. Biomed. Anal., 45, 125 (2007), Yamada, M., et al.: J. Anal. Toxicol., 32, 387 (2008),

Applications Labelled Ethambutol. Antibacterial (tuberculostatic). References Wilkinson, et al.: J. Med. Chem., 5, 835 (1962), Kulig, et al.: Diss. Pharm. Pharmacol., 23, 463 (1971), Lee, C.S., et al.: Anal. Profiles Drug Subs., 7, 231 (1978)

Applications N-Cyclopropyl-5-(thiophen-2-yl)isoxazole-3-carboxamide -d4 is labelled N-Cyclopropyl-5-(thiophen-2-yl)isoxazole-3-carboxamide (C988880) which was shown to exhibit regulatory effects towards the expression of pH sensing G protein-coupled receptor-68 and is now a new drug target for ischemic heart disease. References Russell, J.L., et al.: ACS. Chem. Biol., 7, 1077 (2012); Schneider, J.W., et al.: ACS. Chem. Neurosci., 3, 557 (2012);

Applications A labelled intermediate in the synthesis of CCNU, an effective antitumor agent. 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 Farmer, P.B., et al.: J. Med. Chem., 21, 514 (1978),

Applications Sulfamethoxazole-13C6 is the isotope labelled analog of Sulfamethoxazole (S699086). An antibacterial drug. Sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. References Rudy, B.C., et al.: Anal. Profiles Drug Subs., 2, 467 (1973), Wormser, G.P., et al.: Drugs, 24, 459 (1982), Wharton, M., et al.: Ann. Intern. Med., 105, 37 (1986),

Applications 4-Hydroxy Nonenal Mercapturic Acid-d3, is a labeled analogue of 4-Hydroxy Nonenal Mercapturic Acid (H296810), a mercapturic acid conjugate of 4-hydroxy nonenal (4-HNE) formed to clear 4-HNE from plasma via enterohepatic circulation. References Alary, J., et al., Chemical research in toxicology. 8(1): 34-9. PMID: 7703364;

Applications Labelled Clopidogrel, an antithrombotic. References Mills, D.C.B., et al.: Arterioscler. Thromb., 12, 430 (1992), Feuerstein, G., et al.: Exp. Opin. Invest. Drugs, 4, 425 (1995)

Applications Labelled 2-Ketoglutaric Acid is used in enzymic preparation and conversion to radiolabeled isocitric acid References Ehrlich, R.S. et al.: Biochemistry, 26, 3461 (1987);