533-45-9 Usage
Description
Clomethiazole, also known by its brand names Clomiazin, Distraneurine, Emineurina, Gebriazol, Hemineurine, Heminevrin, and Somnevrin, is a medication that is structurally related to thiamine (vitamin B1). It possesses various pharmacological properties, including sedative, hypnotic, muscle relaxant, and anticonvulsant effects.
Uses
Used in Pharmaceutical Industry:
Clomethiazole is used as a hypnotic agent for promoting sleep and treating insomnia. Its sedative properties help in calming the central nervous system, making it an effective treatment for anxiety and stress-related disorders.
Used in Neurology:
As an anticonvulsant, Clomethiazole is utilized in the treatment of seizures and epilepsy. Its muscle relaxant properties also aid in managing muscle spasms and other related conditions.
Used in Anesthesia:
In the field of anesthesia, Clomethiazole serves as a pre-anesthetic medication, helping to induce a state of relaxation and drowsiness before surgery.
Overall, Clomethiazole's diverse applications in the pharmaceutical, neurology, and anesthesia industries make it a valuable compound for various medical treatments.
World Health Organization (WHO)
Clomethiazole, which has sedative, anxiolytic and anticonvulsant
activity, was introduced in 1960 for the treatment of acute alcohol withdrawal,
delirium tremens, status epilepticus, eclamptic toxaemia, sleep disturbances in the
elderly and agitation in psychogeriatic patients. It is also used as a sedative in
certain anaesthetic procedures. There is little evidence of primary dependence in
man but secondary dependence can occur in patients with a history of abuse of
other substances, particularly alcohol. Dependence of this type has been reported
as a result of inappropriate, long-term prescribing to outpatient alcoholics.
Clomethiazole should not be prescribed to alcoholics who continue to drink.
Adverse interactions with alcohol have been fatal. Although not controlled under
the 1971 Convention on Psychotropic Substances, clomethiazole is subject to
analogous controls in some countries.
Biological Activity
Sedative and anticonvulsant which is neuroprotective in a number of animal models. Prevents the degeneration of serotonergic nerve terminals induced by MDMA ('Ecstasy').
Check Digit Verification of cas no
The CAS Registry Mumber 533-45-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,3 and 3 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 533-45:
(5*5)+(4*3)+(3*3)+(2*4)+(1*5)=59
59 % 10 = 9
So 533-45-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H8ClNS.ClH/c1-5-6(2-3-7)9-4-8-5;/h4H,2-3H2,1H3;1H
533-45-9Relevant articles and documents
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Passet et al.
, (1973)
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HETEROCYCLIC COMPOUNDS, PROCESS FOR PREPARATION OF THE SAME AND USE THEREOF
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Paragraph 0385, (2017/07/15)
The present invention provides a heterocyclic compound represented by the formula (I), its stereoisomers, or a pharmaceutically acceptable salt thereof, pharmaceutical compositions thereof, and their use in preparing a medicament for the prevention and/or treatment of central nervous system disease.
Design and synthesis of neuroprotective methylthiazoles and modification as NO-chimeras for neurodegenerative therapy
Qin, Zhihui,Luo, Jia,Vandevrede, Lawren,Tavassoli, Ehsan,Fa, Mauro,Teich, Andrew F.,Arancio, Ottavio,Thatcher, Gregory R. J.
experimental part, p. 6784 - 6801 (2012/10/07)
Learning and memory deficits in Alzheimers disease (AD) result from synaptic failure and neuronal loss, the latter caused in part by excitotoxicity and oxidative stress. A therapeutic approach is described that uses NO-chimeras directed at restoration of both synaptic function and neuroprotection. 4-Methylthiazole (MZ) derivatives were synthesized, based upon a lead neuroprotective pharmacophore acting in part by GABAA receptor potentiation. MZ derivatives were assayed for protection of primary neurons against oxygen-glucose deprivation and excitotoxicity. Selected neuroprotective derivatives were incorporated into NO-chimera prodrugs, coined nomethiazoles. To provide proof of concept for the nomethiazole drug class, selected examples were assayed for restoration of synaptic function in hippocampal slices from AD-transgenic mice, reversal of cognitive deficits, and brain bioavailability of the prodrug and its neuroprotective MZ metabolite. Taken together, the assay data suggest that these chimeric nomethiazoles may be of use in treatment of multiple components of neurodegenerative disorders, such as AD.
Remarkable synthesis of 2-(Z)-6-(E)-4H- [1,4]-thiazepin-5-ones by zwitterionic rhodium-catalyzed chemo- and regioselective cyclohydrocarbonylative ring expansion of acetylenic thiazoles
Van den Hoven,Alper
, p. 1017 - 1022 (2007/10/03)
Cyclohydrocarbonylative ring expansion of acetylenic thiazoles in the presence of CO, H2, and catalytic quantities of the zwitterionic rhodium complex η6-C6H5BPh3) -Rh+(1,5-COD) and triphenyl phosphite affords thiazepinones in 61 to 90% yields. This novel transformation of a 5- to a 7-membered heterocycle is readily applied to acetylenic thiazoles containing hydro, alkyl, alkyl halide, vinyl, and benzo substitutents in positions 4 and 5 of the thiazole ring in addition to alkyl-, ether-, ester-, vinyl-, and aryl-substituted alkynes at position 2.