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533-45-9 | Clomethiazole
CAS No: 533-45-9 Catalog No: AG00DE16 MDL No:MFCD00868012
Product Description
Catalog Number:
AG00DE16
Chemical Name:
Clomethiazole
CAS Number:
533-45-9
Molecular Formula:
C6H8ClNS
Molecular Weight:
161.6524
MDL Number:
MFCD00868012
IUPAC Name:
5-(2-chloroethyl)-4-methyl-1,3-thiazole
InChI:
InChI=1S/C6H8ClNS/c1-5-6(2-3-7)9-4-8-5/h4H,2-3H2,1H3
InChI Key:
PCLITLDOTJTVDJ-UHFFFAOYSA-N
SMILES:
Cc1ncsc1CCCl
EC Number:
208-565-7
UNII:
0C5DBZ19HV
Properties
Complexity:
89.1
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
161.007g/mol
Formal Charge:
0
Heavy Atom Count:
9
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
161.647g/mol
Monoisotopic Mass:
161.007g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
41.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
2.1
Literature
| Title | Journal |
|---|---|
| Cytochrome P450 inhibition potential of new psychoactive substances of the tryptamine class. | Toxicology letters 20160122 |
| Inhibition of cytochrome P4502E1 by chlormethiazole attenuated acute ethanol-induced fatty liver. | Chemico-biological interactions 20141005 |
| CMZ reversed chronic ethanol-induced disturbance of PPAR-α possibly by suppressing oxidative stress and PGC-1α acetylation, and activating the MAPK and GSK3β pathway. | PloS one 20140101 |
| Design and synthesis of neuroprotective methylthiazoles and modification as NO-chimeras for neurodegenerative therapy. | Journal of medicinal chemistry 20120809 |
| Ethanol induction of CYP2A5: role of CYP2E1-ROS-Nrf2 pathway. | Toxicological sciences : an official journal of the Society of Toxicology 20120801 |
| Heart rate turbulence during acute alcohol withdrawal syndrome. | Drug and alcohol dependence 20120501 |
| Substitution therapy for alcoholism: time for a reappraisal? | Journal of psychopharmacology (Oxford, England) 20120201 |
| Association between leptin levels and doses of clomethiazole during alcohol withdrawal: a pilot study. | European addiction research 20120101 |
| Anti-Alcohol and Anxiolytic Properties of a New Chemical Entity, GET73. | Frontiers in psychiatry 20120101 |
| Dihydrocodeine/Agonists for alcohol dependents. | Frontiers in psychiatry 20120101 |
| Antidopaminergic drugs and acute pancreatitis: a population-based study. | BMJ open 20120101 |
| Endothelial dysfunction during acute alcohol withdrawal syndrome. | Drug and alcohol dependence 20111201 |
| Gender and use of hypnotics or sedatives in old age: a nationwide register-based study. | International journal of clinical pharmacy 20111001 |
| Therapeutic drug monitoring for drugs used in the treatment of substance-related disorders: literature review using a therapeutic drug monitoring appropriateness rating scale. | Therapeutic drug monitoring 20111001 |
| Sulforaphane prevents microcystin-LR-induced oxidative damage and apoptosis in BALB/c mice. | Toxicology and applied pharmacology 20110815 |
| Role of CYP2E1 in ethanol-induced oxidant stress, fatty liver and hepatotoxicity. | Digestive diseases (Basel, Switzerland) 20110401 |
| S100B and homocysteine in the acute alcohol withdrawal syndrome. | European archives of psychiatry and clinical neuroscience 20110301 |
| Effects of AMPA and clomethiazole on spreading depression cycles in the rat neocortex in vivo. | European journal of pharmacology 20110225 |
| Comparison of two oral symptom-triggered pharmacological inpatient treatments of acute alcohol withdrawal: clomethiazole vs. clonazepam. | Alcohol and alcoholism (Oxford, Oxfordshire) 20110101 |
| Carbamazepine and valproate as adjuncts in the treatment of alcohol withdrawal syndrome: a retrospective cohort study. | Alcohol and alcoholism (Oxford, Oxfordshire) 20110101 |
| [Diagnostics and therapy of alcohol withdrawal syndrome: focus on delirium tremens and withdrawal seizure]. | Psychiatrische Praxis 20100901 |
| Impaired cerebral autoregulation during acute alcohol withdrawal. | Drug and alcohol dependence 20100801 |
| DNA methylation of the POMC gene promoter is associated with craving in alcohol dependence. | Journal of neural transmission (Vienna, Austria : 1996) 20100401 |
| An open trial of gabapentin in acute alcohol withdrawal using an oral loading protocol. | Alcohol and alcoholism (Oxford, Oxfordshire) 20100101 |
| Medications acting on the GABA system in the treatment of alcoholic patients. | Current pharmaceutical design 20100101 |
| Oxazepam versus clomethiazol in alcohol withdrawal treatment. | European addiction research 20100101 |
| Low effective organizational strategies in visual memory performance of unmedicated alcoholics during early abstinence. | Psycho-social medicine 20100101 |
| Characterization of cardamonin metabolism by P450 in different species via HPLC-ESI-ion trap and UPLC-ESI-quadrupole mass spectrometry. | Acta pharmacologica Sinica 20091001 |
| Oxcarbazepine in combination with Tiaprid in inpatient alcohol-withdrawal--a RCT. | Pharmacopsychiatry 20090901 |
| Neurotoxicity of drugs of abuse--the case of methylenedioxyamphetamines (MDMA, ecstasy), and amphetamines. | Dialogues in clinical neuroscience 20090901 |
| [Pharmacotherapy of substance dependence and withdrawal syndromes]. | Therapeutische Umschau. Revue therapeutique 20090601 |
| Gamma hydroxybutyric acid (GHB) for the treatment of alcohol dependence: a review. | International journal of environmental research and public health 20090601 |
| [Anticonvulsants in the treatment of alcoholism]. | Fortschritte der Neurologie-Psychiatrie 20090401 |
| Modeling subpopulations with the $MIXTURE subroutine in NONMEM: finding the individual probability of belonging to a subpopulation for the use in model analysis and improved decision making. | The AAPS journal 20090301 |
| Severe protracted alcohol withdrawal syndrome: prevalence and pharmacological treatment at an inpatient detoxification unit--a naturalistic study. | Pharmacopsychiatry 20090301 |
| Subchronic MK-801 behavioural deficits in rats: partial reversal by the novel nitrate GT 1061. | Pharmacology, biochemistry, and behavior 20090201 |
| Gamma-hydroxybutyric acid versus clomethiazole for the treatment of alcohol withdrawal syndrome in a medical intensive care unit: an open, single-center randomized study. | The American journal of drug and alcohol abuse 20090101 |
| [Use of combined treatment with melatonin and clomethiazole in circadian rhythm sleep disorder in the elderly with dementia]. | Revista espanola de geriatria y gerontologia 20090101 |
| Reduced cardio-respiratory coupling in acute alcohol withdrawal. | Drug and alcohol dependence 20081201 |
| [Emergency checklist: delirium tremens]. | MMW Fortschritte der Medizin 20081009 |
| Treatment with clomethiazole is associated with lower rates of premature discharge during alcohol withdrawal. | Pharmacopsychiatry 20080701 |
| [Pharmacotherapy of alcohol dependence]. | MMW Fortschritte der Medizin 20080519 |
| The effectiveness of anticonvulsants in psychiatric disorders. | Dialogues in clinical neuroscience 20080301 |
| Association between inflammatory mediators and response to inhaled nitric oxide in a model of endotoxin-induced lung injury. | Critical care (London, England) 20080101 |
| A comprehensive functional analysis of tissue specificity of human gene expression. | BMC biology 20080101 |
| Pharmacologic neuroprotection: the search continues. | The journal of extra-corporeal technology 20071201 |
| Depletion of S-adenosyl-l-methionine with cycloleucine potentiates cytochrome P450 2E1 toxicity in primary rat hepatocytes. | Archives of biochemistry and biophysics 20071015 |
| Angiogenesis as a predictive marker of neurological outcome following hypoxia-ischemia. | Brain research 20070926 |
| Clinical studies with oral lipid based formulations of poorly soluble compounds. | Therapeutics and clinical risk management 20070801 |
| AMPA receptor activation reduces epileptiform activity in the rat neocortex. | Brain research 20070716 |
| Oxcarbazepine--efficacy and tolerability during treatment of alcohol withdrawal: a double-blind, randomized, placebo-controlled multicenter pilot study. | Alcoholism, clinical and experimental research 20070701 |
| Docosahexaenoic acid induces apoptosis in CYP2E1-containing HepG2 cells by activating the c-Jun N-terminal protein kinase related mitochondrial damage. | The Journal of nutritional biochemistry 20070501 |
| Altered benzodiazepine receptor sensitivity in alcoholism: a study with fMRI and acute lorazepam challenge. | Psychiatry research 20070415 |
| [Choice of sleeping pills to patients with Parkinson disease]. | Lakartidningen 20070401 |
| Measurement properties of the National Institutes of Health Stroke Scale for people with right- and left-hemisphere lesions: further analysis of the clomethiazole for acute stroke study-ischemic (class-I) trial. | Archives of physical medicine and rehabilitation 20070301 |
| Alcohol withdrawal syndrome: how to predict, prevent, diagnose and treat it. | Prescrire international 20070201 |
| Mitochondrial involvement in transhemispheric diaschisis following hypoxia-ischemia: Clomethiazole-mediated amelioration. | Neuroscience 20070119 |
| [Carbamazepine intoxication. Complication of alcohol detoxification with combined carbamazepine and tiapride]. | Der Nervenarzt 20070101 |
| Reduced baroreflex sensitivity in acute alcohol withdrawal syndrome and in abstained alcoholics. | Drug and alcohol dependence 20061015 |
| NXY-059: a hopeful sign in the treatment of stroke. | Stroke 20061001 |
| Heart rate variability and sympathetic skin response in male patients suffering from acute alcohol withdrawal syndrome. | Alcoholism, clinical and experimental research 20060901 |
| Ubiquitin-dependent degradation of p53 protein despite phosphorylation at its N terminus by acetaminophen. | The Journal of pharmacology and experimental therapeutics 20060401 |
| Modeling drug- and system-related changes in body temperature: application to clomethiazole-induced hypothermia, long-lasting tolerance development, and circadian rhythm in rats. | The Journal of pharmacology and experimental therapeutics 20060401 |
| Mallory body forming cells express the preneoplastic hepatocyte phenotype. | Experimental and molecular pathology 20060401 |
| Chorea induced by low-dose trazodone. | European neurology 20060101 |
| Driving under the influence of chlormethiazole. | Forensic science international 20051029 |
| Oxcarbazepine versus carbamazepine in the treatment of alcohol withdrawal. | Addiction biology 20050901 |
| Methodological quality of animal studies on neuroprotection in focal cerebral ischaemia. | Journal of neurology 20050901 |
| Effects of anticonvulsants on soman-induced epileptiform activity in the guinea-pig in vitro hippocampus. | European journal of pharmacology 20050822 |
| The effects of clomethiazole on polysomnographically recorded sleep in healthy subjects. | European archives of psychiatry and clinical neuroscience 20050801 |
| The role of laminin-integrin signaling in triggering MB formation. An in vivo and in vitro study. | Experimental and molecular pathology 20050801 |
| Induction of cytochrome P450 2E1 increases hepatotoxicity caused by Fas agonistic Jo2 antibody in mice. | Hepatology (Baltimore, Md.) 20050801 |
| Clomethiazole: mechanisms underlying lasting neuroprotection following hypoxia-ischemia. | FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050601 |
| The p105/50 NF-kappaB pathway is essential for Mallory body formation. | Experimental and molecular pathology 20050601 |
| CYP2E1 inhibition enhances mallory body formation. | Experimental and molecular pathology 20050601 |
| Effect of intravenous magnesium sulphate in reducing irritability and restlessness in pure and polysubstance opiate detoxification. | Psychiatry research 20050515 |
| Rapid and long-lasting tolerance to clomethiazole-induced hypothermia in the rat. | European journal of pharmacology 20050411 |
| Alcohol, vitamin A, and cancer. | Alcohol (Fayetteville, N.Y.) 20050401 |
| Treatment of alcohol withdrawal syndrome with combined carbamazepine and tiapride in a patient with probable sleep apnoe syndrome. | Pharmacopsychiatry 20050301 |
| Generic three-column parallel LC-MS/MS system for high-throughput in vitro screens. | Journal of chromatography. A 20041126 |
| Factor analysis of the National Institutes of Health Stroke Scale in patients with large strokes. | Archives of neurology 20041101 |
| Polysomnography during withdrawal with clomethiazole or placebo in alcohol dependent patients--a double-blind and randomized study. | Pharmacopsychiatry 20040901 |
| Chlormethiazole potentiates the discriminative stimulus effects of methamphetamine in rats. | European journal of pharmacology 20040628 |
| Clomethiazole alters immune function within an isolated cardiopulmonary bypass circuit. | Anesthesia and analgesia 20040401 |
| Treatment of alcohol withdrawal: chlormethiazole vs. carbamazepine and the effect on memory performance--a pilot study. | Addiction biology 20040301 |
| The proteasome inhibitor, PS-341, causes cytokeratin aggresome formation. | Experimental and molecular pathology 20040201 |
| Early impairment in consciousness predicts mortality after hemispheric ischemic stroke. | Critical care medicine 20040101 |
| Changes in fatalities due to overdose of anxiolytic and sedative drugs in the UK (1983-1999). | Drug safety 20040101 |
| The pharmacology of chlormethiazole: a potential neuroprotective agent? | CNS drug reviews 20040101 |
| Activity of chlormethiazole at human recombinant GABA(A) and NMDA receptors. | British journal of pharmacology 20031101 |
| Treatment of acute alcohol withdrawal with gabapentin: results from a controlled two-center trial. | Journal of clinical psychopharmacology 20031001 |
| Population pharmacokinetics of clomethiazole and its effect on the natural course of sedation in acute stroke patients. | British journal of clinical pharmacology 20030801 |
| Long-term effects of clomethiazole in a model of global ischemia. | Experimental neurology 20030801 |
| Diazepam and chlormethiazole attenuate the development of hyperthermia in an animal model of the serotonin syndrome. | Neurochemistry international 20030701 |
| The effect of clomethiazole on plasma concentrations of interleukin-6, -8, -1beta, tumor necrosis factor-alpha, and neutrophil adhesion molecule expression during experimental extracorporeal circulation. | Anesthesia and analgesia 20030701 |
| Pharmacokinetics and sedative effects in healthy subjects and subjects with impaired liver function after continuous infusion of clomethiazole. | European journal of clinical pharmacology 20030601 |
| Comparison of the neuroprotective effect of clomethiazole, AR-R15896AR and NXY-059 in a primate model of stroke using histological and behavioural measures. | Brain research 20030516 |
| Symptom-triggered versus standard chlormethiazole treatment of inpatient alcohol withdrawal: clinical implications from a chart analysis. | European addiction research 20030101 |
| Alcohol withdrawal treatment in intoxicated vs non-intoxicated patients: a controlled open-label study with tiapride/carbamazepine, clomethiazole and diazepam. | Alcohol and alcoholism (Oxford, Oxfordshire) 20030101 |
| Assessment of cognitive and motor deficits in a marmoset model of stroke. | ILAR journal 20030101 |
| The vitamin-E analog trolox and the NMDA antagonist MK-801 protect pyramidal neurons in hippocampal slice cultures from IL-1beta-induced neurodegeneration. | Neurotoxicity research 20030101 |
| The neuroprotective agents chlomethiazole and SB203580 inhibit IL-1beta signalling but not its biosynthesis in rat cortical glial cells. | Journal of neurochemistry 20021101 |
| Chlormethiazole treatment prevents reduced hepatic vitamin A levels in ethanol-fed rats. | Alcoholism, clinical and experimental research 20021101 |
| Electrophysiological actions of gamma-aminobutyric acid and clomethiazole on recombinant GABA(A) receptors. | European journal of pharmacology 20021011 |
| The role of the ubiquitin-proteasome pathway in the formation of mallory bodies. | Experimental and molecular pathology 20021001 |
| Clinical trial of the neuroprotectant clomethiazole in coronary artery bypass graft surgery: a randomized controlled trial. | Anesthesiology 20020901 |
| Serum concentration of chlormethiazole and therapeutic effect in acute alcohol withdrawal syndrome: an open clinical trial. | Therapeutic drug monitoring 20020601 |
| Gateways to clinical trials. | Methods and findings in experimental and clinical pharmacology 20020501 |
| Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. | The Journal of biological chemistry 20020419 |
| [Delirium in old age can be prevented and treated]. | Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke 20020320 |
| [Diagnosis and treatment of delirium]. | Praxis 20020313 |
| Investigation of the effect of chlormethiazole on cerebral chemistry in neurosurgical patients: a combined study of microdialysis and a neuroprotective agent. | British journal of clinical pharmacology 20020301 |
| The Mallory body as an aggresome: in vitro studies. | Experimental and molecular pathology 20020201 |
| Neuroprotective agents in acute ischemic stroke. | The Journal of the Association of Physicians of India 20020201 |
| Clomethiazole Acute Stroke Study in ischemic stroke (CLASS-I): final results. | Stroke 20020101 |
| Clomethiazole: an unsuccessful bachelor, but perhaps a prosperous married man? | Stroke 20020101 |
| Double-blind controlled trial of gamma-hydroxybutyrate and clomethiazole in the treatment of alcohol withdrawal. | Alcohol and alcoholism (Oxford, Oxfordshire) 20020101 |
| GABA agonist: clomethiazole. | Current medical research and opinion 20020101 |
| A study of the mechanisms involved in the neurotoxic action of 3,4-methylenedioxymethamphetamine (MDMA, 'ecstasy') on dopamine neurones in mouse brain. | British journal of pharmacology 20011201 |
| The Clomethiazole Acute Stroke Study in tissue-type plasminogen activator-treated stroke (CLASS-T): final results. | Neurology 20011009 |
| Neuroprotective efficacy of AR-A008055, a clomethiazole analogue, in a global model of acute ischaemic stroke and its effect on ischaemia-induced glutamate and GABA efflux in vitro. | Neuropharmacology 20010801 |
| The interaction of AR-A008055 and its enantiomers with the GABA(A) receptor complex and their sedative, muscle relaxant and anticonvulsant activity. | Neuropharmacology 20010801 |
| Studies on the neuroprotective effect of the enantiomers of AR-A008055, a compound structurally related to clomethiazole, on MDMA ('ecstasy')-induced neurodegeneration in rat brain. | Psychopharmacology 20010801 |
| Treatment of alcohol withdrawal: tiapride and carbamazepine versus clomethiazole. A pilot study. | European archives of psychiatry and clinical neuroscience 20010801 |
| [Clomethiazole as an adjuvant in the treatment of confusional psychosis]. | Fortschritte der Neurologie-Psychiatrie 20010601 |
| Ethanol enhances retinoic acid metabolism into polar metabolites in rat liver via induction of cytochrome P4502E1. | Gastroenterology 20010101 |
| Current status and perspectives of neuroprotection in ischemic stroke treatment. | Cerebrovascular diseases (Basel, Switzerland) 20010101 |
| Chlormethiazole: effectiveness against toxic effects of cocaine in mice. | The Journal of pharmacology and experimental therapeutics 20001001 |
| Effect of starvation and chlormethiazole on cytochrome P450s of rat nasal mucosa. | Biochemical pharmacology 20000601 |
| The clomethiazole acute stroke study in ischemic, hemorrhagic, and t-PA treated stroke: Design of a phase III trial in the united states and canada. | Journal of stroke and cerebrovascular diseases : the official journal of National Stroke Association 19980101 |
| Inhibition of CYP2E1 activity does not abolish pulsatile urine alcohol concentrations during chronic alcohol infusions. | European journal of biochemistry 19950615 |
| Sudden death after intravenous application of lorazepam in a patient treated with clozapine. | The American journal of psychiatry 19940501 |
| Striatal dopamine release in vivo following neurotoxic doses of methamphetamine and effect of the neuroprotective drugs, chlormethiazole and dizocilpine. | British journal of pharmacology 19930301 |
| [Cholestatic hepatitis secondary to clomethiazole]. | Medicina clinica 19920516 |
| The neurotoxic effects of methamphetamine on 5-hydroxytryptamine and dopamine in brain: evidence for the protective effect of chlormethiazole. | Neuropharmacology 19920401 |
| A single-dose study of the pharmacodynamic effects of chlormethiazole, temazepam and placebo in elderly parkinsonian patients. | Age and ageing 19911101 |
| Focal dystonic reaction to phenytoin. | Developmental medicine and child neurology 19841001 |
| Anticonvulsant-induced status epilepticus in Lennox-Gastaut syndrome. | Epilepsia 19810201 |
| Alpha and beta coma in drug intoxication uncomplicated by cerebral hypoxia. | Electroencephalography and clinical neurophysiology 19790101 |
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