Introduction：Basic information about CAS 533-45-9|Clomethiazole, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Clomethiazole |
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| CAS Number | 533-45-9 | Molecular Weight | 198.11300 |
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| Density | 1.218 g/cm3 | Boiling Point | 245.8ºC at 760 mmHg |
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| Molecular Formula | C6H8ClNS | Melting Point | / |
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| MSDS | / | Flash Point | 102.4ºC |
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Names
| Name | 5-(2-chloroethyl)-4-methyl-1,3-thiazole |
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| Synonym | More Synonyms |
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Clomethiazole BiologicalActivity
| Description | Chlormethiazole is an potent and orally active GABAA agonist[1]. Chlormethiazole inhibits cytochrome P450 isoforms: CYP2A6 and CYP2E1 in human liver microsomes. Chlormethiazole is an anticonvulsant agent and has the potential for treating convulsive status epilepticus[2]. |
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| Related Catalog | Signaling Pathways >>Metabolic Enzyme/Protease >>Cytochrome P450Signaling Pathways >>Membrane Transporter/Ion Channel >>GABA ReceptorResearch Areas >>Neurological DiseaseSignaling Pathways >>Neuronal Signaling >>GABA Receptor |
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| In Vitro | Clomethiazole (1 mM), in the absence of GABA, to α1/β1/γ2 or α1/β2/γ2 subunit-containing cells produced large whole-cell currents[1]. Clomethiazole activate GABAA currents in α1/β1/γ2- and α1/β2/γ2-containing cells, with EC50 values of 0.3 and 1.5 mM, respectively[1]. Clomethiazole (30 μM) at low concentration also potentiates the action of GABA in both cell types, equivalent to a 3-fold increase in potency and up to 1.8-fold increase in maximal current[1]. Clomethiazole inhibits cytochrome P450 isoforms, CYP2A6 and CYP2E1 with IC50 values of 24 µM and 42 µM, respectively, in human liver microsomes, meanwhile all other isoforms exhibiting values > 300 µM[2]. |
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| References | [1]. Nelson RM, et al.Electrophysiological actions of gamma-aminobutyric acid and clomethiazole on recombinant GABA(A) receptors.Eur J Pharmacol. 2002 Oct 11;452(3):255-62. [2]. Stresser DM, et al. Selective Time- and NADPH-Dependent Inhibition of Human CYP2E1 by Clomethiazole.Drug Metab Dispos. 2016 Aug;44(8):1424-30 |
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Chemical & Physical Properties
| Density | 1.218 g/cm3 |
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| Boiling Point | 245.8ºC at 760 mmHg |
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| Molecular Formula | C6H8ClNS |
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| Molecular Weight | 198.11300 |
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| Flash Point | 102.4ºC |
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| Exact Mass | 196.98300 |
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| PSA | 41.13000 |
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| LogP | 3.03480 |
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| InChIKey | PCLITLDOTJTVDJ-UHFFFAOYSA-N |
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| SMILES | Cc1ncsc1CCCl |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- XJ3850000
- CHEMICAL NAME :
- Thiazole, 5-(2-chloroethyl)-4-methyl-
- CAS REGISTRY NUMBER :
- 533-45-9
- BEILSTEIN REFERENCE NO. :
- 0114244
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 3
- MOLECULAR FORMULA :
- C6-H8-Cl-N-S
- MOLECULAR WEIGHT :
- 161.66
- WISWESSER LINE NOTATION :
- T5N CSJ D2G E1
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 2110 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 7,167,1964
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 190 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- APSXAS Acta Pharmaceutica Suecica. (Apotekarsocieteten-Farmacevtiska Foereningen, Box 1136, S-111, 81 Stockholm, Sweden) V.1- 1964- Volume(issue)/page/year: 8,39,1971
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 94 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- APSXAS Acta Pharmaceutica Suecica. (Apotekarsocieteten-Farmacevtiska Foereningen, Box 1136, S-111, 81 Stockholm, Sweden) V.1- 1964- Volume(issue)/page/year: 7,423,1970
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Safety Information
Customs
| HS Code | 2934100090 |
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| Summary | 2934100090 other compounds containing an unfused thiazole ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0% |
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Synonyms
| Clomethiazole |
| Emineurina |
| Clomethiazol |
| Chlormethiazole |
| MFCD00868012 |
| Distraneurin |
| Clometiazole |
| Chlormethiazol |
| Clomethiazolum |
| EINECS 208-565-7 |
