Pharmaceutical Standards

Applications (R,S)-1-(2-Nitrophenyl)ethanol (cas# 3205-25-2) is a compound useful in organic synthesis.

Applications An intermediate for the synthesis of mivacurium and and other neuromuscular blocking agents.

Applications 2-(Ethoxymethyl)-α,α-dimethyl-1H-imidazo[4,5-c]quinoline-1-ethanol-d5 is an intermediate in synthesizing Resiquimod-d5 (R144682), an isotope labelled Resiquimod (R144680) which is an imidazoquinoline derivative that acts as an immune response modifier. Resiquimod shows antitumor and antiviral activity and is used in the treatment of skin lesions such as herpes simplex virus. Resiquimod is a toll-like receptor 9 (TLR7) agonist.
References Wu, J.J. et al.: Antivir. Res., 64, 79 (2004); Fife, K.H. et al.: Antimicrob. Agents Chemother., 52, 477 (2008); Szeimies, R.M. et al.: Brit. J. Dermatol., 159, 205 (2008)

Applications Intermediate in the synthesis of m-Fluoro Prasugrel (F595870).

Applications 7-​Chloro-​1-​ethyl-​6-​fluoro-​1,​4-​dihydro-​4-​oxo-3-​quinolinecarboxylic Acid Ethyl-d5 Ester is the unlabelled form of 7-​Chloro-​1-​ethyl-​6-​fluoro-​1,​4-​dihydro-​4-​oxo-3-​quinolinecarboxylic Acid Ethyl Ester (C315510), which is an impurity of Norfloxacin (N681000), an antibacterial agent and a contaminant of emerging concern (CECs). 7-​Chloro-​1-​ethyl-​6-​fluoro-​1,​4-​dihydro-​4-​oxo-3-​quinolinecarboxylic Acid Ethyl-d5 Ester is also an intermediate in the synthesis of Norfloxacin-d5 (N681003).
References Koga, H., et al.: J. Med. Chem., 23, 1358 (1980); Hirai, K., et al.: Antimicrob. Agents Chemother., 19, 188 (1981); Holmes, B., et al.: Drugs, 30, 482 (1985)

Applications An intermediate in the preparation of heteropolycyclic quinolones.
References Dogan, J. et al.: Heterocycles, 41, 1659 (1995)

Applications Dichloroacetic Acid Methyl Ester is used in the preparation of telechelics and block copolymers through living radical polymerization.
References Keul, H., et. al.: Macromol. S., 19, 1 (1971)

Applications 2,​3,​4-​Triacetate 1-​(2,​2,​2-​Trichloroethanimidat​e) 6-​O-​(2,​3,​4,​6-​Tetra-​O-​acetyl-​β-​D-​glucopyranosyl)​-β-​D-​glucopyranose is an intermediate in the synthesis of Guaiacol-beta-D-gentiobioside (G245570), which is a Guaiacol Conjugate, that has shown to present in fermentation of grapes that had been exposed to bushfire smoke and can potentially yield unpalatable, smoke-affected wine.
References Hayasaka, Y.m et al.: J. Arg. Food Chem., Vol. 58, Issue 4, P: 2076; 2081 (2010);

Applications (R)-(((1-(6-Amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonic Acid Methyl Ester Trimethylamine is an intermediate in the synthesis of Tenofovir (T018500), is an acyclic phosphonate nucleotide analogue.
References Peng, J., et al.: J. Clin. Pharmacol., 46, 265 (2006), Seminari, E., et al.: J. Antimicrob. Chemother., 60, 831 (2007),

Applications 2,3,4-Trihydroxyacetophenone is used as a reagent in the synthesis of chromenone and quinolinone derivatives as potent antioxidant agents.
References Vats, P., et al.: Med. Chem. Res., no vol., no pp. (2014)

Applications Glutaric anhydride is an industrial chemical that causes gastrointestinal irritancy, erythema, edema, necrosis and ulcerations in humans. Glutaric anhydride is also used as a reagent to synthesize 4-(4-hydroxy-phenylcarbamoyl)-butyric acid, an analog of p-hydroxyaniline that displays analgesic and antipyretic effects in rats and mice.
References Ballantyne, B., et al.: Vet. Hum. Toxicol., 34, 493 (1992); Kumar, R., et al.: Acta Pharm. Sci., 50, 183 (2008)

Applications A labelled carcinogen.
References Kirkland, D., et al.: Mut. Res., Gen. Toxicol. Environ. Mutagen., 588, 70 (2005), Ahlstroem, M., et al.: J. Med. Chem., 50, 4444 (2007),

Applications 2-Bromo-5-nitropyridine (cas# 4487-59-6) is a compound useful in organic synthesis.

Applications Intermediate in the production of antifungal agents.
References Saksena, A., et al.: Bioorg. Med. Chem. Lett., 4, 2023 (1994),

Applications The labelled epimer of Medroxyprogesterone acetate (M203560). Progesterone impurity.
References Tang, M., et al.: Endocrinol., 151, 1320 (2010), Lee, K., et al.: Mol. Cell. Endocrinol., 319, 109 (2010), Rodgers, A., et al.: Chem., Res. Toxicol., 23, 724 (2010), Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010),

Applications N-Nitro-N'-[(tetrahydro-3-furanyl)methyl]carbamimidothioic Acid Methyl Ester is an intermediate in the synthesis of Dinoteturan (D482100), a neonicotinoid insecticide.

Applications N-Nitro-S-methylisothiourea-13C is an intermediate used in the synthesis of Clothianidin-d3, 13C1 (C588502), which is the isotope labelled analog of Clothianidin. Clothianidin is a neonicotinoid insecticide for use in food crops.
References Kamel, A., et al.: J. Agric. Food Chem., 58, 5926 (2010), Lynd, L., et al.: Energy Environ. Sci., 3, 1150 (2010), Cresswell, J., et al.: Ecotoxicology, 20, 149 (2011),

Applications (S)​-4-​[(Methoxycarbonyl)​amino]​-5-​hexenoic Acid Ethyl Ester is an intermediate in synthesizing (S)-Vigabatrin (V253000), a novel anti-epileptic drug. Antidepressant; antipsychotic; anxiolytic.
References Vajda, F., et al.: Clin. Neurosci., 7, 88 (2000); Beghi, E., et al.: Lancet. Neurol., 3, 618 (2004); Sagirli, O., et al.: J. Pharmaceut. Biomed., 42, 618 (2006);

Applications Labelled 4’-Bromoacetophenone (B679060). Possess activity against positive phototaxis of Chlamydomonas cells.A fundamental starting material for organic synthesis.
References Evans, S., et al.: Chem. Biol. Drug. Des., 75, 333 (2010), Rajabi, L., et al.: Lett Appl Microbiol., 40, 212 (2005),

Applications A 9-substituted derivative of the polycyclic aromatic hydrocarbon (PAH) Anthracene (A678400).

Applications 6-Chloro-5-(methoxymethoxy)nicotinic Acid is an intermediate in the synthesis of 5-Hydroxy-Imidacloprid (H943220), which is a metabolite of Imidacloprid (I274990) which is an active ingredient in certain neuro-active insecticides.
References Chauzat, M., et al.: Env. Entomol., 38, 514 (2009), Patial, A., et al.: Env. Ecol., 27, 320 (2009), Fernandez-Bayo, J., et al.: J. Agric., Food Chem., 57, 5435 (2009), Tomizawa, M., et al.: J. Med. Chem., 52, 3735 (2009), Chem. and Eng. News 90: 10 (2012)

Applications (S)-2-(Acetylthio)-propanoic Acid is an intermediate in synthesizing (R)-(+)-Thiolactomycin (T350880). It is a natural product inhibitor of β-Ketoacyl-AcpM Synthase A (KasA). It inhibits the synthesis of mycolic acid which is a major cell wall component of Mycobacterium tuberculosis. Also an inhibitor of D-Aspartate oxidase (DDO).
References Kapilashrami, K., et al.: J. Biol. Chem., 288, 6045 (2013); Paneerselvam, V., et al.: J. Pharm. Res., 4, 4618 (2011); Katane, M., et al.: Biochimie, 92, 1371 (2010)

Applications 8-Bromo-2’,3’,5’-tri-O-acetylguanosine-13C2,15N is an intermediate in the synthesis of 8-Aminoguanosine-13C2,15N (A609877). 8-Aminoguanosine-13C2,15N is an isotopic labelled compound of 8-Aminoguanosine (A609875), which is a potent inhibitor of purine nucleoside phosphorylase. 8-Bromo-2’,3’,5’-tri-O-acetylguanosine-13C2,15N is also a labelled analog of 8-Bromo-2’,3’,5’-tri-O-acetylguanosine (B688325).
References Kazmers, I.S., et al.: Science, 214, 1137 (1981); Chern, J-W., et al.: J. Med. Chem., 36, 1024 (1993)

Applications 5’-Deoxy-2’,3’-O-isopropylidene-5-fluorouridine-13C,15N2 is a compound useful in organic synthesis.

Applications N-Cyano-N',S-dimethylisothiourea, is a building block used in various chemical synthesis.

Applications 2-tert-Butyl-1,3-diisopropylisourea is a useful synthetic intermediate in the synthesis of 5-Oxo Atorvastatin tert-Butyl Ester (O847160) which is a Boc-protected derivative of Atorvastatin (A791750, Ca Salt). 2-tert-Butyl-1,3-diisopropylisourea is also used as a reagent in the total synthesis of Citrafungin A which is an antifungal natural product.
References Kearney, A.S., et al.: Pharm. Res., 10, 1461 (1993); Heinonen, T.M., et al.: Clin. Ther., 18, 853 (1996); Whitfield, L.R., et al.: Eur. J. Drug Metab. Pharmacokinet., 25, 97 (2000); Calo, F., et al.: J. Org. Chem., 73, 9692 (2008)

Applications Antifungal activity, particularly toward Candida albicans and Candida parapsilosis.
References Upadhayaya, R., et al.: Eur. J. Med. Chem., 39, 579 (2004), Sheng, C., et al.: J. Med. Chem., 49, 2512 (2006)

Applications α-(Hydroxyimino)-1H-indole-3-acetic Acid Methyl Ester (cas# 113975-75-0) is a compound useful in organic synthesis.

Applications N-(Trifluoroacetyl)-thyroxine-13C6 4’-O-β-D-Glucuronide Triacetate Dimethyl Ester is an intermediate in the synthesis of Thyroxine-13C6 4’-O-β-D-Glucuronide Disodium Salt, which is labelled Thyroxine 4’-O-β-D-Glucuronide (T425630), a major metabolite and glucuronide conjugate of Thyroxine (T425600) formed via the glucuronidation of the phenyl hydroxyl group.
References Tong, Z. et al.: Drug Metab. Dispos., 35, 2203 (2007); West, C.D. et al.: J. Clin. INvest., 42, 1134 (1963)

Applications 1,2-Dimethylisothiourea-HI (cas# 41306-45-0) is a useful research chemical.

Applications An intermediate for the synthesis of the metabolite of Flurbiprofen, an anti-inflammatory used as an analgesic.

Applications 5’-Deoxy-5’-iodo-2’,3’-O-isopropylidene-5-fluorouridine-13C,15N2 >95% is a compound useful in organic synthesis.

Applications 8-Bromoguanosine (cas# 4016-63-1) is a compound useful in organic synthesis.
References Hu, H., et al.: Mol. Pharmacol., 69, 1542 (2006), Mallett, D., et al.: J. Pharm. Biomed. Anal., 49, 100 (2009),

Applications N,​N-​Dimethyl-​5-​(phenylmethoxy)​-1H-​indole-​3-​ethan-​α,​α,​β,​β-​d4-​amine is an intermediate in the synthesis of Bufotenine-d4 Hydrochloride (B689467), which is labelled bufotenine Hydrochloride (B689465) which is a weak hallucinogenic agent active by intravenous injection. It is a constituent of toad poison.
References Stoll, et al.: Helv. Chim. Acta, 38, 1452 (1955), Bhattacharya, S., et al.: Indian. J. Physiol. Pharmacol., 15, 133 (1971), Falkenberg, G., et al.: Acta Crystallogr., 28B, 3219 (1972)

Impurity Vonoprazan Impurity 31
Applications 2'-Fluoroacetophenone (Vonoprazan Impurity 31)

Applications α-Ionol derivative.

Applications (R)-(-)-Norlaudanosine N-5-Hydroxypentyl Propionate is an intermediate in synthesizing N-Desmethyl-transatracurium Besylate (D295480), a structural analogue of Atracurium Besylate (A794500), A neuromuscular blocking agent.
References Hughes, R., et al.: Br. J. Anaesth., 53, 31 (1981), Basta, S.J., et al.: Anesth. Analog., 61, 723 (1982), Neill, E.A., et al.: Xenobiotica, 12, 203 (1982)

Applications 2-Bromoethyl-4-nitrophenyl Ether-d4 (cas# 1190017-10-7) is a compound useful in organic synthesis.

Applications Used in the new synthesis of alkylsulphanylnaphthalenes and the synthesis and mesomorphic properties of novel naphthylisothiocyanates.
References Lauk, u., et al.: Helv. Chim. Acta, 68, 1406 (1985), Collina, S., et al.: Bioorg. Med. Chem., 8, 1925 (2000),

Applications 6-Bromo-7-iodo-2-naphthalenecarbonitrile is an intermediate in the preparation of fused aromatic phosphonates as ptp-1b inhibitors.
References PCT Int. Appl. (2008), WO 2008089581 A1 20080731.