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product summary
company name :
MilliporeSigma
other brands :
FLUKA, Sigma-Aldrich, Roche Applied Science
product type :
chemical
product name :
Chlorzoxazone
catalog :
C4397
citations: 74
Reference
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Yan T, Lu L, Xie C, Chen J, Peng X, Zhu L, et al. Severely Impaired and Dysregulated Cytochrome P450 Expression and Activities in Hepatocellular Carcinoma: Implications for Personalized Treatment in Patients. Mol Cancer Ther. 2015;14:2874-86 pubmed publisher
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Uehara S, Uno Y, Inoue T, Kawano M, Shimizu M, Toda A, et al. Novel Marmoset Cytochrome P450 2C19 in Livers Efficiently Metabolizes Human P450 2C9 and 2C19 Substrates, S-Warfarin, Tolbutamide, Flurbiprofen, and Omeprazole. Drug Metab Dispos. 2015;43:1408-16 pubmed publisher
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Wang Y, Jiang Y, Fan X, Tan H, Zeng H, Wang Y, et al. Hepato-protective effect of resveratrol against acetaminophen-induced liver injury is associated with inhibition of CYP-mediated bioactivation and regulation of SIRT1-p53 signaling pathways. Toxicol Lett. 2015;236:82-9 pubmed publisher
Jin C, He X, Zhang F, He L, Chen J, Wang L, et al. Inhibitory mechanisms of celastrol on human liver cytochrome P450 1A2, 2C19, 2D6, 2E1 and 3A4. Xenobiotica. 2015;45:571-7 pubmed publisher
Jiang Y, Fan X, Wang Y, Tan H, Chen P, Zeng H, et al. Hepato-protective effects of six schisandra lignans on acetaminophen-induced liver injury are partially associated with the inhibition of CYP-mediated bioactivation. Chem Biol Interact. 2015;231:83-9 pubmed publisher
Uehara S, Uno Y, Inoue T, Murayama N, Shimizu M, Sasaki E, et al. Activation and deactivation of 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine by cytochrome P450 enzymes and flavin-containing monooxygenases in common marmosets (Callithrix jacchus). Drug Metab Dispos. 2015;43:735-42 pubmed publisher
Zhang W, Li R, Qiu J, Zhang Z, Wang H, Bian L, et al. Determination of kurarinone in rat plasma by UPLC-MS/MS. J Chromatogr B Analyt Technol Biomed Life Sci. 2015;986-987:31-4 pubmed publisher
Zhou X, Cheung C, Yang J, Or P, Lee W, Yeung J. Danshen (Salvia miltiorrhiza) water extract inhibits paracetamol-induced toxicity in primary rat hepatocytes via reducing CYP2E1 activity and oxidative stress. J Pharm Pharmacol. 2015;67:980-9 pubmed publisher
Lee J, Lee S, Lee K, Oh S, Kim S. Determination of species-difference in microsomal metabolism of amitriptyline using a predictive MRM-IDA-EPI method. Chem Biol Interact. 2015;229:109-18 pubmed publisher
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Guo W, Shi X, Wang W, Zhang W, Li J. Identification of the rat liver cytochrome P450 enzymes involved in the metabolism of the calcium channel blocker dipfluzine hydrochloride. Environ Toxicol Pharmacol. 2014;38:901-12 pubmed publisher
Spaggiari D, Mehl F, Desfontaine V, Grand Guillaume Perrenoud A, Fekete S, Rudaz S, et al. Comparison of liquid chromatography and supercritical fluid chromatography coupled to compact single quadrupole mass spectrometer for targeted in vitro metabolism assay. J Chromatogr A. 2014;1371:244-56 pubmed publisher
Huang X, Guo Y, Huang W, Zhang W, Tan Z, Peng J, et al. Searching the cytochrome p450 enzymes for the metabolism of meranzin hydrate: a prospective antidepressant originating from Chaihu-Shugan-San. PLoS ONE. 2014;9:e113819 pubmed publisher
Chang Z, Li J, Zhai Q. Evaluation on activity of cytochrome p450 enzymes in turbot via a probe drug cocktail. J Aquat Anim Health. 2014;26:272-7 pubmed publisher
Shimokawa Y, Sasahara K, Yoda N, Mizuno K, Umehara K. Delamanid does not inhibit or induce cytochrome p450 enzymes in vitro. Biol Pharm Bull. 2014;37:1727-35 pubmed
Jiang Y, Fan X, Wang Y, Chen P, Zeng H, Tan H, et al. Schisandrol B protects against acetaminophen-induced hepatotoxicity by inhibition of CYP-mediated bioactivation and regulation of liver regeneration. Toxicol Sci. 2015;143:107-15 pubmed publisher
Gerbal Chaloin S, Dumé A, Briolotti P, Klieber S, Raulet E, Duret C, et al. The WNT/β-catenin pathway is a transcriptional regulator of CYP2E1, CYP1A2, and aryl hydrocarbon receptor gene expression in primary human hepatocytes. Mol Pharmacol. 2014;86:624-34 pubmed publisher
Fan X, Jiang Y, Wang Y, Tan H, Zeng H, Wang Y, et al. Wuzhi tablet (Schisandra Sphenanthera extract) protects against acetaminophen-induced hepatotoxicity by inhibition of CYP-mediated bioactivation and regulation of NRF2-ARE and p53/p21 pathways. Drug Metab Dispos. 2014;42:1982-90 pubmed publisher
Wang Z, Yang H, Sun W, Huang C, Cui X, Qiu X, et al. UPLC-MS/MS determination of thiamphenicol in human plasma and its application to a pharmacokinetic study. J Chromatogr B Analyt Technol Biomed Life Sci. 2014;967:235-9 pubmed publisher
Dinger J, Meyer M, Maurer H. Development of an in vitro cytochrome P450 cocktail inhibition assay for assessing the inhibition risk of drugs of abuse. Toxicol Lett. 2014;230:28-35 pubmed publisher
Wang B, Yang S, Hu J, Li Y. Multifaceted interaction of the traditional Chinese medicinal herb Schisandra chinensis with cytochrome P450-mediated drug metabolism in rats. J Ethnopharmacol. 2014;155:1473-82 pubmed publisher
Nirogi R, Palacharla R, Uthukam V, Manoharan A, Srikakolapu S, Kalaikadhiban I, et al. Chemical inhibitors of CYP450 enzymes in liver microsomes: combining selectivity and unbound fractions to guide selection of appropriate concentration in phenotyping assays. Xenobiotica. 2015;45:95-106 pubmed publisher
Kwak H, Kim H, Oh S, Kim S. Effects of age increase on hepatic expression and activity of cytochrome P450 in male C57BL/6 mice. Arch Pharm Res. 2015;38:857-64 pubmed publisher
Masek V, Starha P, Harvanova M, Michalova M, Milde D, Trávníček Z, et al. Interaction of selected platinum(II) complexes containing roscovitine-based CDK inhibitors as ligands with human liver microsomal cytochrome P450. Biomed Pap Med Fac Univ Palacky Olomouc Czech Repub. 2015;159:382-7 pubmed publisher
Subramanian M, Kurawattimath V, Pocha K, Freeden C, Rao I, Mariappan T, et al. Role of hepatic blood flow and metabolism in the pharmacokinetics of ten drugs in lean, aged and obese rats. Xenobiotica. 2014;44:1108-16 pubmed publisher
Lee S, Jang H, Lee J, Kwon K, Oh S, Kim S. Inhibition of cytochrome P450 by ethambutol in human liver microsomes. Toxicol Lett. 2014;229:33-40 pubmed publisher
Spaggiari D, Geiser L, Daali Y, Rudaz S. Phenotyping of CYP450 in human liver microsomes using the cocktail approach. Anal Bioanal Chem. 2014;406:4875-87 pubmed publisher
Bae S, Kwon M, Park J, Kim D, Kim D, Kang J, et al. Metabolic drug-drug interaction potential of macrolactin A and 7-O-succinyl macrolactin A assessed by evaluating cytochrome P450 inhibition and induction and UDP-glucuronosyltransferase inhibition in vitro. Antimicrob Agents Chemother. 2014;58:5036-46 pubmed publisher
Dinger J, Meyer M, Maurer H. Development and validation of a liquid-chromatography high-resolution tandem mass spectrometry approach for quantification of nine cytochrome P450 (CYP) model substrate metabolites in an in vitro CYP inhibition cocktail. Anal Bioanal Chem. 2014;406:4453-64 pubmed publisher
Huang Y, Zheng S, Xu Z, Hou Y. Effects of Alismatis rhizome on rat cytochrome P450 enzymes. Pharm Biol. 2014;52:681-7 pubmed publisher
Yao H, Hsu Y, Lii C, Lin A, Chang K, Yang H. Effect of commercially available green and black tea beverages on drug-metabolizing enzymes and oxidative stress in Wistar rats. Food Chem Toxicol. 2014;70:120-7 pubmed publisher
Di Rago M, Saar E, Rodda L, Turfus S, Kotsos A, Gerostamoulos D, et al. Fast targeted analysis of 132 acidic and neutral drugs and poisons in whole blood using LC-MS/MS. Forensic Sci Int. 2014;243:35-43 pubmed publisher
Srikanth C, Joshi P, Bikkasani A, Porwal K, Gayen J. Bone distribution study of anti leprotic drug clofazimine in rat bone marrow cells by a sensitive reverse phase liquid chromatography method. J Chromatogr B Analyt Technol Biomed Life Sci. 2014;960:82-6 pubmed publisher
Liang D, Zheng S. Effects of icaritin on cytochrome P450 enzymes in rats. Pharmazie. 2014;69:301-5 pubmed
Zheng Y, Bae S, Choi E, Park J, Kim S, Jang M, et al. Evaluation of the in vitro/in vivo drug interaction potential of BST204, a purified dry extract of ginseng, and its four bioactive ginsenosides through cytochrome P450 inhibition/induction and UDP-glucuronosyltransferase inhibition. Food Chem Toxicol. 2014;68:117-27 pubmed publisher
Srinivas N. Strategies for preclinical pharmacokinetic investigation in streptozotocin-induced diabetes mellitus (DMIS) and alloxan-induced diabetes mellitus (DMIA) rat models: case studies and perspectives. Eur J Drug Metab Pharmacokinet. 2015;40:1-12 pubmed publisher
Choi M, Kwon M, Cho Y, Choi H, Kim Y, Kang H. Pharmacokinetics of tolbutamide and its metabolite 4-hydroxy tolbutamide in poloxamer 407-induced hyperlipidemic rats. Biopharm Drug Dispos. 2014;35:264-74 pubmed publisher
Langhammer A, Nilsen O. Fennel and raspberry leaf as possible inhibitors of acetaminophen oxidation. Phytother Res. 2014;28:1573-6 pubmed publisher
Feil K, Claaßen J, Bardins S, Teufel J, Krafczyk S, Schneider E, et al. Effect of chlorzoxazone in patients with downbeat nystagmus: a pilot trial. Neurology. 2013;81:1152-8 pubmed publisher
Lin W, Zhang J, Ling X, Yu N, Li J, Yang H, et al. Evaluation of the effect of TM208 on the activity of five cytochrome P450 enzymes using on-line solid-phase extraction HPLC-DAD: a cocktail approach. J Chromatogr B Analyt Technol Biomed Life Sci. 2013;923-924:29-36 pubmed publisher
Zhai X, Lu Y. Development and validation of a simple LC method for the determination of phenacetin, coumarin, tolbutamide, chlorzoxazone, testosterone and their metabolites as markers of cytochromes 1A2, 2A6, 2C11, 2E1 and 3A2 in rat microsomal medium. Pharmazie. 2013;68:19-26 pubmed
Paloncýová M, Berka K, Otyepka M. Molecular insight into affinities of drugs and their metabolites to lipid bilayers. J Phys Chem B. 2013;117:2403-10 pubmed publisher
Gao N, Zou D, Qiao H. Concentration-dependent inhibitory effect of Baicalin on the plasma protein binding and metabolism of chlorzoxazone, a CYP2E1 probe substrate, in rats in vitro and in vivo. PLoS ONE. 2013;8:e53038 pubmed publisher
Gao J, Shi Z, Zhu S, Li G, Yan R, Yao M. Influences of processed rhubarbs on the activities of four CYP isozymes and the metabolism of saxagliptin in rats based on probe cocktail and pharmacokinetics approaches. J Ethnopharmacol. 2013;145:566-72 pubmed publisher
Peng H, Auchus R. The action of cytochrome b(5) on CYP2E1 and CYP2C19 activities requires anionic residues D58 and D65. Biochemistry. 2013;52:210-20 pubmed publisher
Gao Z, Todorov B, Barrett C, van Dorp S, Ferrari M, van den Maagdenberg A, et al. Cerebellar ataxia by enhanced Ca(V)2.1 currents is alleviated by Ca2+-dependent K+-channel activators in Cacna1a(S218L) mutant mice. J Neurosci. 2012;32:15533-46 pubmed publisher
Laube M, Kimpel S, Dietl P, Thome U, Wittekindt O. Benzimidazolones enhance the function of epithelial Na? transport. Br J Pharmacol. 2013;168:1329-40 pubmed publisher
Yamasaki I, Yamada M, Uotsu N, Teramoto S, Takayanagi R, Yamada Y. Inhibitory effects of kale ingestion on metabolism by cytochrome P450 enzymes in rats. Biomed Res. 2012;33:235-42 pubmed
Abdelaleem E, Abdelwahab N. Stability-indicating TLC-densitometric method for simultaneous determination of paracetamol and chlorzoxazone and their toxic impurities. J Chromatogr Sci. 2013;51:187-91 pubmed publisher
Desai P, Patel N, Sherikar O, Mehta P. Development and validation of packed column supercritical fluid chromatographic technique for quantification of chlorzoxazone, paracetamol and aceclofenac in their individual and combined dosage forms. J Chromatogr Sci. 2012;50:769-74 pubmed publisher
Li J, Wei D, Wang J, Yu Z, Chou K. Molecular dynamics simulations of CYP2E1. Med Chem. 2012;8:208-21 pubmed
Li Z, Zhang W, Lu X, Li J, He B, Jiang H, et al. Reaction temperature alters chorzoxazone metabolism in carp (Cyprinus carpio) hepatic microsomes. Fish Physiol Biochem. 2012;38:1225-31 pubmed publisher
Ghobadi C, Johnson T, Aarabi M, Almond L, Allabi A, Rowland Yeo K, et al. Application of a systems approach to the bottom-up assessment of pharmacokinetics in obese patients: expected variations in clearance. Clin Pharmacokinet. 2011;50:809-22 pubmed publisher
Han Y, Li D, Ren B, Jing G, Meng X, Zhou Z, et al. Evaluation of impact of Herba Erigerontis injection, a Chinese herbal prescription, on rat hepatic cytochrome P450 enzymes by cocktail probe drugs. J Ethnopharmacol. 2012;139:104-9 pubmed publisher
Attia M, Ramsis M, Khalil L, Hashem S. Spectrofluorimetric assessment of chlorzoxazone and ibuprofen in pharmaceutical formulations by using Eu-tetracycline HCl optical sensor doped in sol-gel matrix. J Fluoresc. 2012;22:779-88 pubmed publisher
Shaik I, Mehvar R. Effects of normothermic hepatic ischemia-reperfusion injury on the in vivo, isolated perfused liver, and microsomal disposition of chlorzoxazone, a cytochrome P450 2E1 probe, in rats. J Pharm Sci. 2011;100:5281-92 pubmed publisher
Jones J, Joswig Jones C, Hebner M, Chu Y, Koop D. The effects of nitrogen-heme-iron coordination on substrate affinities for cytochrome P450 2E1. Chem Biol Interact. 2011;193:50-6 pubmed publisher
Nakanishi Y, Matsushita A, Matsuno K, Iwasaki K, Utoh M, Nakamura C, et al. Regional distribution of drug-metabolizing enzyme activities in the liver and small intestine of cynomolgus monkeys. Drug Metab Pharmacokinet. 2011;26:288-94 pubmed publisher
Wu J, Yue J, Feng Y. Determination of brain cytochrome P450 2E1 activity in rat with the probe of chlorzoxazone by liquid chromatography-mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2011;879:260-6 pubmed publisher
Hopf F, Simms J, Chang S, Seif T, Bartlett S, Bonci A. Chlorzoxazone, an SK-type potassium channel activator used in humans, reduces excessive alcohol intake in rats. Biol Psychiatry. 2011;69:618-24 pubmed publisher
Van Eerdenbrugh B, Taylor L. Small scale screening to determine the ability of different polymers to inhibit drug crystallization upon rapid solvent evaporation. Mol Pharm. 2010;7:1328-37 pubmed publisher
Alviña K, Khodakhah K. The therapeutic mode of action of 4-aminopyridine in cerebellar ataxia. J Neurosci. 2010;30:7258-68 pubmed publisher
Alviña K, Khodakhah K. KCa channels as therapeutic targets in episodic ataxia type-2. J Neurosci. 2010;30:7249-57 pubmed publisher
Hukkanen J, Jacob Iii P, Peng M, Dempsey D, Benowitz N. Effects of nicotine on cytochrome P450 2A6 and 2E1 activities. Br J Clin Pharmacol. 2010;69:152-9 pubmed publisher
Mizuno D, Tanaka E, Tanno K, Misawa S. Chlorzoxazone: a probe drug whose metabolism can be used to monitor toluene exposure in rats. Arch Toxicol. 2000;74:139-44 pubmed
Syme C, Gerlach A, Singh A, Devor D. Pharmacological activation of cloned intermediate- and small-conductance Ca(2+)-activated K(+) channels. Am J Physiol Cell Physiol. 2000;278:C570-81 pubmed
Singh A, Devor D, Gerlach A, Gondor M, Pilewski J, Bridges R. Stimulation of Cl(-) secretion by chlorzoxazone. J Pharmacol Exp Ther. 2000;292:778-87 pubmed
Powers B, Cattau E, Zimmerman H. Chlorzoxazone hepatotoxic reactions. An analysis of 21 identified or presumed cases. Arch Intern Med. 1986;146:1183-6 pubmed
product information
Catalog Number :
C4397
Product Name :
Chlorzoxazone
Product Type :
SMALL MOLECULES
Product Group :
Protein & Pathway Technologies
company information
MilliporeSigma
PO Box 14508
St. Louis, MO 63178
https://www.sigmaaldrich.com
1-800-325-3010
headquarters: USA