Quinones and Derivatives

<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>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 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 (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 (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 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 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-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 (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 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>Applications 2,4,6-Triacetylphloroglucinol (cas# 2161-87-7) is a compound useful in organic synthesis.<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 (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>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 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 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 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>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 Ethofumesate is a herbicide.<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>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 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 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 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 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>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 Labelled Adapalene intermediate, an ester of labelled Adapalene.<br>References Charpentier, B., et al.: J. Med. Chem., 38, 4993 (1995),<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 2-((1r,4r)-4-(4-Chlorophenyl)cyclohexyl)-1-oxo-1H-indene-3-carboxylic Acid is the Indene isomer of Atovaquone (A793500)<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 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>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>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>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>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>Ellipticine is a powerful cancer drug with different actions, IC50: 0.27-1.48 μM for leukemia, breast cancer, neuroblastoma, glioblastoma.</p>

<p>Tetrabromobisphenol A is an activator of the hepatic interferon pathway in rats.</p>

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

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

<p>Gnidimacrin activates latent HIV-1, kills infected cells, and inhibits R5 viruses at &lt;10 pM.</p>

<p>Hexazinone: a triazine herbicide blocks photosynthesis by binding to D-1 protein in photosystem II.</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>Talaporfin, an effective tumor localizer, can produce the selective degradation of tumor tissue following light exposure.</p>

<p>Piroxantrone (CI942; PD111815) is an anthrapyrazole antibiotic that disrupts DNA replication and repair, with limited cardiotoxicity and antineoplastic range.</p>

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

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

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

<p>Phacolysine is a chemical compound. Phacolysine is used in ophthalmologic eye lotions.</p>

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

<p>Fluroxypyr is an herbicide in the class of synthetic auxins that is used to control broadleaf weeds and woody brush.</p>

<p>Aminaftone, a derivative of 4-aminobenzoic acid, inhibits endothelin-1 (ET-1) production and can be used to study hypertension and systemic sclerosis.</p>

<p>Ametoctradin is a Qo-site inhibitor of mitochondrial respiratory complex III and is used in the study of oomycete diseases.</p>

<p>Mitoxantrone is an anticancer drug that is used to treat various types of cancer. Mitoxantrone is a prodrug, which means it needs to be metabolized by the body to become active. The main metabolic pathway for mitoxantrone involves hydrolysis of the 2-hydroxyethyl piperazine impurity and formation of N-desmethylmitoxantrone, which is a metabolite that has been found to be more potent than the parent compound in inhibiting DNA synthesis. This impurity standard is used as a reference substance for quality control purposes during drug development. Mitoxantrone can also be synthesized with high purity and custom synthesis services are available upon request.</p>

<p>CUR61414 is a cell-permeable inhibitor of Hedgehog signaling pathway (IC50 =100-200 nM) and selectively binds to smoothened (Ki = 44 nM).</p>