Quinazoline and Quinoline Derivatives

<p>Applications Isotope labelled Resiquimod (R144680) 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.<br>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);<br></p>

<p>Applications N-Benzyl Hydroxymedetomidine is an impurity of Medetomidine (M203250, HCl); an α2-adrenergic agonist, sedative, and analgesic.<br>References Scheinin, M., et al.: Br. J. Clin. Pharmacol., 24, 443 (1987); Stenberg, D., et al.: J. Vet. Pharmacol. Ther., 10, 319 (1987); Virtanen, R., et al.: Eur. J. Pharmacol., 150, 9 (1988); Cullen, L.K., et al.: Br. Vet. J., 152, 519 (1996)<br></p>

<p>Impurity Ambroxol EP Impurity B Hydrochloride<br>Stability Hygroscopic<br>Applications Ambroxol Cyclic Impurity is a metabolite as well as an impurity of the bronchosecretolytic drug, Ambroxol (A575900).<br>References Hammer, R. et al.: Arzneim.-Forsch., 28, 899 (1978); Nieder, M. et al.: HRC &amp; CC, 9, 561 (1986); Huq, F. et al.: J. Pharmacol. Toxicol., 3, 147 (2008);<br></p>

<p>Applications Labelled Carboxymefloquine (C178700). Carboxymefloquine is a metabolite of Mefloquine (M207050).<br>References Crevoisier, C., et al.: Eur. J. Clin. Pharmacol., 53, 135 (1997), Ridtitid, W., et al.: J. Pharm. Pharmacol., 52, 1265 (2000),<br></p>

<p>Impurity Olanzapine EP Impurity A/ Olanzapene USP Related Compound A<br>Applications 5-Methyl-2-[(2-nitrophenyl)amino]-3-thiophenecarbonitrile (Olanzapine EP Impurity A) is an impurity of Olanzapine (O253750).<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 Anon., et al.: Fed. Regist., 65, 83041 (2000), Yu, L., et al.: J. Phys. Chem., 106, 544 (2002),<br></p>

<p>Impurity Ritonavir EP Impurity N<br>Applications 4-Dehydroxy-5-Hydroxy Ritonavir (Ritonavir EP Impurity N) is an impurity of the selective HIV protease inhibitor Ritonavir (R535000). It is a COVID19-related research product.<br>References Kempf, D.J. et al.: J. Med. Chem., 41, 602 (1998); Mekapati, S.B. et al.: J. Enzyme Inhib., 16, 185 (2001);<br></p>

<p>Applications 10-Acetoxy-5H-dibenz[b,f]azepine-5-carboxamide is an intermediate in the synthesis of Oxacarbazepine (O869250) related compounds.<br></p>

<p>Applications Febantel (F227000) impurity. Anthelmintic.<br>References Wollweber, H., et al.: Arzneim.-Forsch., 34, 531 (1984),<br></p>

<p>Applications An isomer of the antiarrhythmic, antiglaucoma agent Timolol (T443700).<br>References Marini, R.D. et al.: Anal. Chim. Acta, 531, 131 (2005);<br></p>

<p>Applications Labelled Fenfluramine. Anorexic.<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 Pinder, et al.: Drugs, 10, 241 (1975), Caccia, S., et al.: Eur. J. Clin. Pharmacol., 29, 221 (1985), Finner, N., et al.: Curr. Ther. Res., 38, 847 (1985),<br></p>

<p>Applications Vildagliptin Racemic is an impurity of Vildagliptin (V305000),a class of oral anti-hyperglycemic agents that inhibit dipeptidyl peptidase 4 (DPP-4), which can act as a serine exopeptidase. Aside from their use in type 2 diabetes, gliptins have positive cardiovascular and anti-inflammtatory effects. Antidiabetic.<br>References Ahren, B., et al.: J. Clin. Endocrinol. Metab., 89, 2078 (2004), Ahren, B., et al.: Diabetes Care, 27, 2874 (2004), Barlocco, D., et al.: Curr. Opin. Invest. Drugs, 5, 1094 (2004),<br></p>

<p>Impurity Bisoprolol Carboxylic Acid Impurity<br>Applications The major metabolite of Bisoprolol (B510500).<br>References Heberer, T., et al.: Toxicol. Lett., 131, 5 (2002), Boxall, A., et al.: Environ. Sci. Technol., 38, 368A (2004), Huschek, G., et al.: Environ. Toxicol., 19, 226 (2004), Larsen, T., et al.: J. Biotechnol., 113, 295 (2004)<br></p>

<p>Applications A phosphodiesterase (PDE5) inhibitor, used to treat erectile dysfunction.<br>References Hatzimouratidis, K., et al.: Drugs, 68, 231 (2008);<br></p>

<p>Impurity Risperidone EP Impurity F<br>Applications Risperidone Carboxylate Impurity (Risperidone EP Impurity F) is a Risperidone (R525000) impurity.<br></p>

<p>Applications A labelled metabolite of Carvedilol (C184625). It is used in the treatment of hypertension.<br>References Sponer, G., et al.: J. Cardiovasc. Pharmacol., 9, 317 (1987), Fujimaki, M., ET AL.: Xenobiotica, 20, 1025 (1990), Ruffolo, R., et al.: Eur. J. Clin. Pharmacol., 38, S82 (1990), Schaefer, W.H., et al.: Drug Metab. Dispos., 26, 10, 958 (1998),<br></p>

<p>Applications 4-Amino-N-(1,1-dimethylethyl)-4,5-dihydro-3-(1-methylethyl)-5-oxo-1H-1,2,4-triazole-1-carboxamide is a triazolinone herbicide with a broad spectrum of weed control.<br>References Dayan, F., et al.: Weed Science, 57, 579 (2009); Elmore, M., et al.: Weed Technol., 27, 596 (2013)<br></p>

<p>Applications 4-[4-(4-Chlorophenyl)-4-hydroxy-1-piperidinyl]-1-[4-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]phenyl]-1-butanone is an impurity of Haloperidol (H103700), an antipsychotic agent.<br>References Morris, A.P., et al.: Drug. Meta. Lett., 2, 275 (2008); Morris, A.P., et al.: Int. J. Pharma., 367, 44 (2009);<br></p>

<p>Applications 2,3,4-Trimethoxybenzaldehyde is a trimethoxylated aromatic aldehyde. 2,3,4-Trimethoxybenzaldehyde is an impurity of the anti-anginal drug Trimetazidine (T795610).<br>References Medenica, M.B. et al.: J. Chrom. Sci., 46, 430 (2008);<br></p>

<p>Applications Sulindac Acyl-β-D-Glucuronide is the major metabolite of the non-steroidal anti-inflammatory drug Sulindac (S699215) in plasma and urine.<br>References Hucker, H.B., et al.: Drug Metab. Dispos., 1, 721 (1973),<br></p>

<p>Applications Pimozide N-Oxide is an impurity of Pimozide (P447800) with hERG inhibitory activity. Pimozide impurity E.<br></p>

<p>Applications 2-[2-(2,2,2-Trifluoroethoxy)phenoxy]ethyl Methanesulfonate is an intermediate of Silodosin (S465000) which is an α1a-adrenoceptor antagonist and used in the treatment of benign prostatic hypertophy.<br>References Francesco, C., et al.: Eur. J. Org. Chem., 27, 6011 (2015)<br></p>

<p>Applications A major metabolite of Methylphenidate.<br>References Redalieu, E., et al.: Drug Metab. Dispos., 10, 708 (1982), Brewer, E., et al.: J. Pharm. Sci., 87, 395 (1998), Shah, V., et al.: Pharm. Res., 17, 1551 (2000), Tanaka, N., et al.: Anal. Chem., 73, 420 (2001),<br></p>

<p>Applications Aprepitant-d4 is a labeled analogue of Aprepitant (A729800), A novel selective neurokinin-1 (NK-1) receptor antagonist. In vitro studies using human liver microsomes indicate that Aprepitant is metabolised primarily by CYP3A4 with minor metabolism by CYP1A2 and CYP2C19, and no metabolism by CYP2D6, CYP2C9, or CYP2E1. Aprepitant-d4 is a potential treatment for chemotherapy induced nausea and vomiting.<br>References Hale, J.J., et al.: J. Med. Chem., 41, 4607 (1998); Campos, D., et al.: J. Clin. Oncol., 19, 1759 (2001); Van Belle, S., et al.: Cancer, 94, 3032 (2002); Majumdar, A.K., et al.: J. Clin. Pharmacol., 46, 291 (2006)<br></p>

<p>Applications 3R,4R)-3-[(6-Amino-4-pyrimidinyl)methylamino]-4-methyl-β-oxo-1-piperidinepropanenitrile is a reagent used in the structural activity relationship studies on Tofacitinib bioisosteres<br>References Gehringer, M., et al.: ChemMedChem, 9, 2516 (2014)<br></p>

<p>Impurity Ritonavir EP Impurity E<br>Applications Hydroxy Ritonavir (Ritonavir EP Impurity E) is a metabolite of Ritonavir (R535000), HIV-1 protease inhibitor. It is a COVID19-related research product.<br>References Eagling, V., et al.: Br. J. Clin. Pharmacol., 48, 543 (1999), Eagling, V., et al.: Xenobiotica, 32, 1 (2002), Meaden, E., et al.: J. Antimicrob. Chemother., 50, 583 (2002), Treijtel, N., et al.: Drug Metab. Dispos., 33, 1325 (2005),<br></p>

<p>Applications Gabapentin-d10 is the labelled analogue of Gabapentin (G117250), an amino acid structurally related to γ-Aminobutyric Acid (GABA), designed to cross the blood brain barrier. Used as an anticonvulsant.<br>References Vollmer, K.-O. et al.: Arzneimittel-Forshc., 36, 830 (1986), Saletu, B., et al.: Int. J. Clin. Pharmacol. Ther. Toxicol., 24, 362 (1986)<br></p>

<p>Impurity Olanzapine EP Impurity C<br>Applications N-Chloromethyl Olanzapine Chloride (Olanzapine EP Impurity C) is an impurity of Olanzapine (O253750).<br>References Moore, N., et al.: J. Pharmacol. Exper. Ther., 262, 545 (1992), Tamminga, C., et al.: J .Neural .Transm., 109, 411 (2002), Moore, N., et al.: Curr. Opin Invest Drugs, 2, 281 (1993),<br></p>

<p>Applications 4-Defluoro-2-fluoro Haloperidol is a positional isomer and impurity of the antipsychotic agent Haloperidol (H103700).<br></p>

<p>Applications (S)-Pramipexole-d5 Dihydrochloride is a labeled analogue of (S)-Pramipexole Dihydrochloride (P700755), a dopamine-D2-receptor agonist. Antiparkinsonian.<br>References Schilling, J.C., et al.: Clin. Pharmacol. Ther., 51, 541 (1992); Kieburtz, K., et al.: J. Am. Med. Assoc., 278, 125 (1997)<br></p>

<p>Stability Hygroscopic<br>Applications (R)-3-Amino-4-(2,4,5-trifluorophenyl)butanoic Acid Hydrochloride is an intermediate in the synthesis of the new antidiabetic drug Sitagliptine (S491000); a trizolopyrazine dipeptidyl peptidase IV inhibitor.<br>References Tasnadi, G., et al.: Org. Biomol. Chem., 8, 793 (2010); Kim, D., et al.: J. Med. Chem. 48, 141 (2005); Ahren, B., et al.: Eur. J. Pharmacol. 521 164 (2005); Bergman, A., et al: Clin. Ther. 28, 55 (2006)<br></p>

<p>Applications Nucleotide analog with broad-spectrum anticoccidial activity. Coccidiostat.<br>References Maes, L., et al.: J. Parasitol., 74, 931 (1988);<br></p>

<p>Applications Antibiotic for treatment of Mycobacterium tuberculosis, inhibits mycolic acid biosynthesis. Metabolized by hepatic N-acetyltransferase (NAT) and cytochrome P450 2E1 (CYP2E1) to form hepatotoxins. Selectively induces expression of CYP2E1. Reversibly inhibits CYP2C19 and CYP3A4 activities, and mechanistically inactivates CYP1A2, CYP2A6, CYP2C19 and CYP3A4 at clinically relevant concentrations. Antibacterial (tuberculostatic).<br>References Brewer, G.A., et al.: Anal. Profiles Drug Subs., 6, 183 (1977), Weber, W.W., et al.: Clin. Pharmacokinet., 4, 401 (1979)<br></p>

<p>Applications Used as an anticonvulsant.<br>References Maryanoff, B.E., et al.: J. Med. Chem., 30, 880 (1987); Bialer, M.: Clin. Pharmacokinet., 24(6), 441-52 (1993)<br></p>

<p>Impurity Anastrozole Diamide Impurity<br>Applications Anastrozole Diamide is a derivative of Anastrozole (A637425), an aromatase inhibitor. Used as an antineoplastic. Anastrozole Diamide Impurity<br>References Plourde, P.V., et al.: Breast Cancer Res. Treat., 30, 103 (1994), Buzdar, A.U., et al.: Cancer, 79, 730 (1997)<br></p>

<p>Applications An aminocrotonylamino-substituted quinazoline derivative used for treating cancer and diseases of the respiratory tract, lungs, gastrointestinal tract, bile duct, and gallbladder.<br>References Nakao, K., et al.: Sci. Rep., 9, 18202 92019); Ebert, K, PLoS One, 14, 0223225 (2019)<br></p>

<p>Stability Hygroscopic<br>Applications Semicarbazide Hydrochloride is a metabolite of Nitrofuran (N493840), a minor antimicrobial used in veterinary medicine affecting semicarbazide-sensitive amine oxidase (SSAO) activity (1). Semicarbazide may be found in from nitrofuran residues in honey extracts (2) as well as milk from dairy cows (3). Drinking water contaminant candidate list 3 (CCL 3) compound as per United States Environmental Protection Agency (EPA), environmental, and food contaminants.Environmental contaminants; Food contaminants; Heat processing contaminants.<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 1. Elliott J. et al.: J Pharm Pharmacol. 1989 Jan;41(1):37-41. 2. Tribalat L. et al.: Anal Bioanal Chem. 2006 Dec;386(7-8):2161-8. 3. Chu, P. et al.: J. Agric. Food Chem. 2007 Feb:55(6);2129-2135<br></p>

<p>Applications 7-Hydroxy Loxapine is a metabolite of Loxapine (L472750), a neuroleptic medication used to treat patients with schizophrenia and obsessive compulsive disorder.<br>References Kapur, S., et al.: Am. J. Psychiatry, 154, 1525 (1997); Rivers-Bulkeley, N. &amp; Hollender, M.: Am. J. Psychiat., 139, 1345 (1982)<br></p>

<p>Applications A labelled novel non-nucleoside reverse transcriptase inhibitor. Rilpivirine seems to be well tolerated with less CNS disturbance than Efavirenz, and has non-teratogenic potential. An anti-HIV agent.<br>References Sun, et al.: J. Med. Chem., 41, 4648 (1998); Kashiwada, et al.: Bioorg. Med. Chem. Lett., 11, 183 (2001);<br></p>

<p>Impurity Efavirenz USP Related Compound B<br>Applications (E)-Dihydro Efavirenz (Efavirenz USP Related Compound B) is an impurity of the nonnucleoside HIV-1 reverse transcriptase inhibitor Efavirenz (E425000).<br>References Weissburg, R.P. et al.: J. Pharmac. Biomed. Anal., 28, 45 (2002); Ribeiro, J.A.A. et al.: J. Pharmac. Biomed. Anal., 43, 298 (2007);<br></p>

<p>Applications A metabolite of Felodipine (F232375).<br>References Wang, S.X. et al.: J. Pharmacol. Exp. Therap., 250, 632 (1989); Baeaernhielm, C. et al.: Drug Metab. Disp., 14, 613 (1986);<br></p>

<p>Impurity USP Omeprazole Related Compound A<br>Applications A metabolite of Omeprazole.<br></p>

<p>Applications Empagliflozin-d4 is a labelled analog of Empagliflozin (E521510); a novel, potent and selective SGLT-2 inhibitor, improves glycaemic control and features of metabolic syndrome in diabetic rats.<br>References Thomas, L., et al.: Diabetes. Obesity. Metabol. 14, 94 (2012); Grempler, R., et al.: Diabetes. Obesity. Metabol., 14, 83 (2012);<br></p>

<p>Applications A metabolite of Carvedilol (C184625). It is used in the treatment of hypertension.<br>References Sponer, G., et al.: J. Cardiovasc. Pharmacol., 9, 317 (1987), Fujimaki, M., ET AL.: Xenobiotica, 20, 1025 (1990), Ruffolo, R., et al.: Eur. J. Clin. Pharmacol., 38, S82 (1990), Schaefer, W.H., et al.: Drug Metab. Dispos., 26, 10, 958 (1998),<br></p>

<p>Applications Hydrochloride Salt of N-[(2'-Cyano[1,1'-biphenyl]-4-yl)methyl]-L-valine Methyl Ester is an intermediate in the preparation of angiotensin II type 1 receptor antagonists.<br>References Goossen, L.J. et al.: J. Org. Chem., 72, 7473 (2007); Nie, Y. et al.: Bioorg. Med. Chem., 20, 2747 (2012);<br></p>

<p>Impurity CLOZAPINE N-OXIDE IMPURITY<br>Applications Clozapine N-Oxide is a 5-HT2 antagonist. It is a major metabolite of clozapine (C587500) that can be monitored by HPLC.<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 Baldessarini, E., et al.: Neuropsychopharmacol., 9, 117 (1993); Lin, G., et al.: J. Pharm. Sci, 83, 1412 (1994); Roth, B.L., et al.: J. Pharmacol. Exp. Ther., 268, 1403 (1994)<br></p>

<p>Stability Hygroscopic<br>Applications 4-Defluoro 2-Fluoro Flunarizine Dihydrochloride is an impurity of Flunarizine(F455200, Dihydrochloride), which is a calcium channel blocker. Flunarizine is a fluorinated derivative of Cinnarizine and a vasodilator (cerebral and peripheral).<br>References Desmedt, L.K., et al.: Arzneim.-Forsch., 25, 1408 (1975), Godfraind, T., et al.: Eur. J. Pharmacol., 53, 273 (1979), Nihard, P., et al.: Angiology, 33, 37 (1982), Holmes, B., et al.: Drugs, 27, 6 (1984)<br></p>

<p>Impurity Levetiracetam USP Related Compound A<br>Applications (S)-N-(1-Amino-1-oxobutan-2-yl)-4-chlorobutanamide is a related compound of Levetiracetam (L331500). Levetiracetam related compound A. Levetiracetam USP Related Compound A.<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 Felodipine Ester Lactone is an intemediate used in the synthesis of Dehydro Felodipine Ester Lactone (D229690), which is a metabolite of Felodipine (F232375).<br>References Wang, S.X. et al.: J. Pharmacol. Exp. Therap., 250, 632 (1989); Baeaernhielm, C. et al.: Drug Metab. Disp., 14, 613 (1986);<br></p>

<p>Stability Hygroscopic<br>Applications Andregenic and dopamine receptor agonist; active metabolite of Ibopramine (I123500). Also, it is used as internal standard in chromatographic analysis of catecholamines.<br>References Kindler, P., et al.: Arch. Pharm., 270, 340 (1932), Bridgers, W.F., et al.: J. Biol. Chem., 237, 526 (1962),<br></p>

<p>Applications Aprepitant-M3 is an active metabolite of Aprepitant.<br>References Ballard, T., et al.: Eur. J. Pharmacol., 412, 255 (2001), Campos, D., et al.: J. Clin. Oncol., 19, 1759 (2001), Severini, C., et al.: Pharmacol. Rev., 54, 285 (2002),<br></p>

<p>Applications Tricyclic compound with psychostimulant, anti-ulcer and anti-emetic properties. Antidepressant.<br>References Malen, C., et al.: Experientia, 28, 811 (1972), Safa, A., et al.: J. Biol. Chem., 262, 7884 (1987), Ford, J.M., et al.: Pharmacol. Rev., 42, 155, (1990), Pierre, A., et a.: Cancer Res., 51, 2312 (1991),<br></p>

<p>Impurity Bromhexine EP Impurity E Chloride<br>Applications 3-Cyclohexyl-6,8-dibromo-3-methyl-1,2,3,4-tetrahydroquinazolinium Chloride is an impurity of Bromhexine Hydrochloride (B678600). Bromhexine Hydrochloride impurity E Chloride. Bromhexine is an expectorant; mucolytic.<br>References Goicoechea, H., et al.: Talanta, 49, 793 (1999), Ribone, M., et al.: J. Pharm. Biomed. Anal., 23, 591 (2000),<br></p>