Quinones and Derivatives

<p>Applications Labelled analogue trans-1,2-Dihydroxy-1,2-dihydronaphthalene, a metabolite of Naphthalene.<br>References Sun, Y. et al.: Arch. Toxicol., 80, 280 (2006); Cho, T. et al.: Drug Metab. Drug Interact., 22, 235 (2007); Iwamoto, N. et al.: J. Biol. Chem., 282, 33396 (2007);<br></p>

<p>Stability Moisture Sensitive<br>Applications Labelled Benzoyl Chloride. Used in the manufacturing of dye intermediates.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br></p>

<p>Applications 2-Methyl-1-phenyl-2-propanol is used in the preparation of (hydroisoquinolinylidene)acetic ureides with analgesic and antibacterial activities.<br>References Surikova, O. V., et al.: Pharm. Chem. J., 47, 198 (2013);<br></p>

<p>Applications 2,4,6-Triacetylphloroglucinol (cas# 2161-87-7) is a compound useful in organic synthesis.<br></p>

<p>Stability Moisture Sensitive<br>Applications A substituted naphthoquinones as insecticides and acaricides.<br>References Bhuyan, B., et al.: Cancer., Res., 37, 1057 (1977), Buffinton, G., et al.: Biochem. J., 257, 561 (1989), Hakura, A., et al.: Chem. Res. Toxicol., 7, 559 (1994), , Shimizu, N., et al.: Biol. Pharm. Bull., 20, 168 (1997),<br></p>

<p>Applications Labelled analogue of cis-Entacapone, the (Z)-Isomer of Entacapone (E558500) polymorphic form B. Antiparkinsonian.<br>References Karlsson, M., et al.: J. Pharm. Biomed. Anal., 10, 593 (1992), Nissinen, E., et al.: Arch. Pharmacol., 346, 262 (1992), Wikberg, T., et al.: Eur. J. Drug Metab. Pharmacokinet., 18, 359 (1993),<br></p>

<p>Applications Naphthalene is an abundant polycyclic aromatic hydrocarbon that is persistent, bioaccumulative, toxic and found in tobacco smoke and urban air. This compound is a contaminant of emerging concern (CECs).<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Sutherland, K.M., et. al.: Am. J. Physiol., 302, L68 (2012); Bahuguna, A., et. al.: J. Pharm. Res., 5, 1600 (2012);<br></p>

<p>Applications A glucuronide of monohydroxylated Warfarin metabolite, 7-Hydroxy Warfarin (H996130).<br>References Zielinska, A., et al.: J. Pharmacol. Exp. Ther., 324, 139 (2008);<br></p>

<p>Applications 2-Amino-4-chlorophenol is a widely used reagent in the synthesis of various drugs, dyes and pesticides. A reagent in the synthesis of aggrecanase-2 inhibitors based on acylthiosemicarbazide zinc-binding, used in the treatment of osteoarthritis.<br>References Arora, P. et al.: Microb. Cell Fact., 11, 150 (2012); Maingot, L. et al.: Eur. J. Med. CHem., 69, 244 (2013);<br></p>

<p>Applications 1-Naphthylamine is a reagent used to synthesize various dyes used in the textile industry.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Case, R., et al.: Brit. J. Ind. Med., 11, 75 (1954)<br></p>

<p>Applications (2E)-2-Cyano-3-(3-ethoxy-4-hydroxy-5-nitrophenyl)-N,N-diethyl-2-propenamide is an impurity of Entacapone (E558500), a peripherally acting inhibitor of catechol-O-methyl transferase (COMT), an enzyme involved in the metabolism of catecholamine neurotransmitters and related drugs. Antiparkinsonian.<br>References Karlsson, M., et al.: J. Pharm. Biomed. Anal., 10, 593 (1992), Nissinen, E., et al.: Arch. Pharmacol., 346, 262 (1992), Wikberg, T., et al.: Eur. J. Drug Metab. Pharmacokinet., 18, 359 (1993),<br></p>

<p>Applications A labelled Camptothecin derivative; a topoisomerase inhibitor for cancer therapy.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Wani, M.C., et al.: J. Med. Chem., 29, 2358 (1986), Miller, K.D., et al.: Invest. New Drugs, 22, 69 (2004), Punt, C.J.A., et al.: Eur. J. Cancer, 40, 1332 (2004), Wang, J.-Q., et al.: Bioorg. Med. Chem., 13, 549 (2005),<br></p>

<p>Applications Precursor to the semiquinone free radical of Etoposide, believed to inactivate φX174 DNA.<br>References Kagan, V., et al.: Biochem., 33, 9651 (1994), Gantchev, T., et al.: Mol. Pharmacol., 53, 422 (1998), Fan, Y., et al.: Chem. Res. Toxicol., 20, 1067 (2007), Alegria, A., et al.: Free Rad. Res., 42, 70 (2008),<br></p>

<p>Applications Phenindione is a proton pump inhibitor and traditional nonsteroidal anti-inflammatory drug used for acute interstitial nephritis and acute kidney injury.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Leonard, C.E., et al.: Pharmacoepidemiol. Drug. Safety., 21, 1155 (2012); Moda, T.L., et al.: Bioorg. Med. Chem. Lett., 22, 2889 (2012); Dhareshwar, S.S., et al.: J. Pharma. Sci., 99, 2711 (2010);<br></p>

<p>Applications Labelled Lubiprostone is a bicyclic fatty acid metabolite analog of Prostaglandin E1. It activates specific chloride channels in the gastrointestinal tract to stimulate intestinal fluid secretion, increase gastrointestinal transit, and improve symptoms of constipation.<br>References Farthing, M., et al.: Drugs, 56, 11 (1998), Pare, P., et al.: Am. J. Gastroenterol., 96, 3130 (2001), Sloots, C., et al.: Aliment. Pharmacol. Ther., 16, 759 (2002), Coremans, G., et al.: Digestion, 67, 82 (2003),<br></p>

<p>Applications (E)-6-(1,3-Dihydro-4,6-dimethoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic Acid, is the Dimethoxy analogue of Mycophenolic Acid (M831500), which is an immunosuppressant drug used to prevent rejection in organ transplantation. A selective inhibitor of lymphocyte proliferation by blocking inosine monophosphate dehydrogenase, an enzyme involved in the de novo synthesis of purine nucleotides.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Senda, M., et al.: Transplantation, 60, 1143 (1995), Nimmesgern, E., et al.: J. Biol. Chem., 271, 19421 (1996), Gummert, J.F., et al.: J. Pharmacol. Exp. Ther., 291, 1100 (1999),<br></p>

<p>Applications 2-((1r,4r)-4-(4-Chlorophenyl)cyclohexyl)-1-oxo-1H-indene-3-carboxylic Acid is the Indene isomer of Atovaquone (A793500)<br></p>

<p>Applications 2,4-Dihydroxybenzophenone-d5 is deuterium labelled of 2,4-Dihydroxybenzophenone (D451780), which is a metabolite of Benzophenone (B204980). Benzophenone can be used to synthesize antihistamines, hypnotics and insecticides.<br>References Li, M.H., et al.: Toxicol. Environ. Chem., 94, 566 (2012); Leon, Z.. et al.: Anal. Bioanal. Chem., 398, 831 (2010); Bechard, K., et al.: Aquat. Toxicol., 90, 310 (2008)<br></p>

<p>Applications A vitamin K antagonist with anticoagulant applications<br>References Streiff, M., et al.: Am. J. Hematol., 81, 684 (2006), Vilar, S., et al.: J. Med. Chem., 49, 1118 (2006), Tavassoli, N., et al.: Eur. J. Clin. Pharmacol., 63, 221 (2007), Bodin, L., et al.: J. Thromb. Haemost., 6, 1436 (2008),<br></p>

<p>Applications Hydroxynaphthoquinone derivative that inhibits mitochondrial electron transport. Antipneumocystic.<br>References Hudson, A.T., et al.: Drugs Exp. Clin. Res., 17, 427 (1991), Fry, M., et al.: Biochem. Pharmacol., 43, 1545 (1992), El-Sadr, W.M., et al.: N. Engl. J. Med., 339, 1889 (1998),<br></p>

<p>Applications Labelled Adapalene intermediate, an ester of labelled Adapalene.<br>References Charpentier, B., et al.: J. Med. Chem., 38, 4993 (1995),<br></p>

<p>Stability Light Sensitive<br>Applications Belinostat is a novel histone deacetylase 3 selective inhibitor, which protects the β cells from cytokine-induced apoptosis.<br>References Chou, D.H., et al.: Chem. Biol., 19, 669 (2012); Hwang, J.J., et al.: Inves. New. Drugs., 30, 1434 (2012); Dizon, D.S., et al.: Gynecol. Oncol., 125, 367 (2012);<br></p>

<p>Applications (S)-7-Hydroxywarfarin is the S-enantiomer of the 7-hydroxyl metabolite of Warfarin (W498500). (S)-7-Hydroxy Warfarin was present at levels 7-folds higher in chimeric mice with humanized liver (than that in controlled mice) following (S)-Warfarin metabolism.<br>References Wong, Y.W.J. et al.: Pharm. Res., 6, 982 (1989); O'Reilly, R.A. et al.: Clin. Pharmacol. Ther., 51, 656 (1992); Inoue, T. et al: Drug Metab. Dispos. 36, 2429 (2008);<br></p>

<p>Applications Phenprocoumon-d5, is the labeled analogue of Phenprocoumon (P318820), known for being an oral anti-coagulant.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Kohl, C. et al.: Drug. Metab. Disp., 28, 161 (2000);<br></p>

<p>Applications 2-Naphthalenecarboxylic Acid has been studied for its structure-activity relationship for allosteric NMDA receptor inhibitors for potential development of NMDA receptor modulator agents for a variety of neuropsychiatric and neurological conditions.<br>References Costa, B.M., et al.: Neuropharmacol., 62, 1730 (2012);<br></p>

<p>Applications (αE)-α-[(3,4-Dihydroxy-5-nitrophenyl)methylene]-β-oxo-1-piperidinepropanenitrile is an impurity of Entacapone (E558500), a peripherally acting inhibitor of catechol-O-methyl transferase (COMT), an enzyme involved in the metabolism of catecholamine neurotransmitters and related drugs. Antiparkinsonian.<br>References Karlsson, M., et al.: J. Pharm. Biomed. Anal., 10, 593 (1992), Nissinen, E., et al.: Arch. Pharmacol., 346, 262 (1992), Wikberg, T., et al.: Eur. J. Drug Metab. Pharmacokinet., 18, 359 (1993),<br></p>

<p>Applications OR 486 is an anti-inflammatory agent used in the treatment of rheumatoid arthritis and osteoarthritis. Entacapone (E588500) impurity.<br>References Jenei-Lanzl, Z. et al.: Annal Rheum. Dis., 74, 444 (2015); Karlsson, M., et al.: J. Pharm. Biomed. Anal., 10, 593 (1992), Nissinen, E., et al.: Arch. Pharmacol., 346, 262 (1992), Wikberg, T., et al.: Eur. J. Drug Metab. Pharmacokinet., 18, 359 (1993),<br></p>

<p>Applications Ethofumesate is a herbicide.<br></p>

<p>Applications Phenprocoumon is known for being an oral anti-coagulant.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Kohl, C. et al.: Drug. Metab. Disp., 28, 161 (2000);<br></p>

<p>Stability Light Sensitive<br>Applications 9-Methylidenefluorene is an analog of 9-Methylfluorene (M305335); a compound that has been shown to be mutagenic in Salmonella typhimurium TA98 and TA100 in the presence of 9000 X g supernantant from Aroclor-induced rats.<br> Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package<br>References Lavoie, E.J., et. al.: Mutat. Res., 91, 167 (1981)<br></p>

<p>Applications Retinoid selective for retinoic acid receptor (RAR) subtypes β and γ. Antiacne.<br>References Griffiths, C.E.M., et al.: J. Invest. Dermatol., 101, 325 (1993), Bernard, B.A., et al.: Skin Pharmacol., 6, 61 (1993), Waugh, J., et al.: Drugs, 64, 1465 (2004),<br></p>

<p>Camptothecin (CPT) belongs to the alkaloid group of natural products and is a specific DNA topoisomerase I (Topo I) inhibitor (IC50=679 nM) with specificity.</p>

<p>Ellipticine is a powerful cancer drug with different actions, IC50: 0.27-1.48 μM for leukemia, breast cancer, neuroblastoma, glioblastoma.</p>

<p>Methyl mycophenolate impurity E is a reactive, propargylamine-containing, monosodium salt with immunosuppressive properties. It is used in the treatment of cancer by inhibiting the production of white blood cells, which are needed to fight infection. Methyl mycophenolate impurity E has shown antitumor activity and can be used for the treatment of some types of cancer. It is metabolized in vivo to methyl mycophenolate and inhibits protein synthesis by alkylating DNA.</p>

<p>Des[2-[(2-hydroxyethyl)amino]ethyl] mitoxantrone is a research and development impurity standard for synthesis. It is a synthetic, high purity compound with a CAS number of 89991-52-6. The chemical is not found in nature and does not have any natural metabolites. Des[2-[(2-hydroxyethyl)amino]ethyl] mitoxantrone has been shown to be metabolized by the liver into various metabolites that have been identified through analysis of urine samples. The metabolite of des[2-[(2-hydroxyethyl)amino]ethyl] mitoxantrone may be used as an analytical standard for HPLC methods.</p>

<p>Flurochloridone (R 40244) is a selective herbicide. Flurochloridone induces apoptosis and is regulated by mitochondrial dysfunction and oxidative stresses.</p>

<p>Triacetyl aloe-emodin (impurity A) is an impurity found in the Triacetyl Aloe-Emodin HPLC standard, which is a drug product. It is not approved for use as a drug and should be used only for research and development purposes. The impurity can be custom synthesized or purchased from a specialty chemical supplier. Impurities are not typically found in the final drug product but can occur during synthesis or purification of the API. This impurity is not present in any pharmacopoeia and has no known biological activity. The CAS number of this impurity is 25395-11-3.</p>

<p>Mycophenolic acid lactone (MPA) is an analytical standard for HPLC, used as a reference material in drug development. It is also a metabolite of mycophenolate mofetil and mycophenolic acid, which are used to treat immunodeficiency disorders. MPA is not active by itself but it can be converted into the active form, mycophenolic acid, by esterases. MPA has been shown to have anti-inflammatory activities and can inhibit the production of prostaglandins in animals. Mycophenolic acid lactone is a metabolite of drugs that are used for the treatment of immunodeficiency disorders, such as mycophenolate mofetil and mycophenolic acid. The chemical structure of MPA is closely related to that of these drugs and it has been shown to have similar anti-inflammatory properties in animal studies.</p>

<p>Epirubicin, a doxorubicin derivative, is an antineoplastic, inhibits topoisomerase, DNA/RNA synthesis, and Foxp3, reducing T cell activity.</p>

<p>Talaporfin, an effective tumor localizer, can produce the selective degradation of tumor tissue following light exposure.</p>

<p>Ethacridine acts as an inhibitor of poly (ADP-ribose) glycohydrolase (PARG) and functions as an activator of transcriptional coactivators. It induces apoptosis in thyroid cancer cells and promotes the differentiation of thyroid follicular cells.</p>

<p>Naftazone: vasoprotectant for hemostasis; boosts vein cell growth in vitro without affecting clotting.</p>

<p>Hydroquinone monobenzoate, used in skin lightening and photography, may inhibit topoisomerase II and damage DNA.</p>

<p>Fluindione is a hematologic drug.</p>

<p>Hexazinone: a triazine herbicide blocks photosynthesis by binding to D-1 protein in photosystem II.</p>

<p>Mequindox is an antimicrobial agent [1]. Mequindox, as an inhibitor of DNA synthesis, induces genotoxicity and carcinogenicity in mice [2].</p>

<p>Flupyrimin is the insect nicotinic acetylcholine receptor (nAChR) antagonist [1].</p>