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533-45-9

Basic Information
CAS No.: 533-45-9
Name: Clomethiazole
Article Data: 19
Molecular Structure:
Molecular Structure of 533-45-9 (Clomethiazole)
Formula: C6H8ClNS
Molecular Weight: 161.655
Synonyms: 4-Methyl-5-(b-chloroethyl)thiazole;5-(2-Chloroethyl)-4-methylthiazole;5-(b-Chloroethyl)-4-methylthiazole;Chlorethiazol;Chlorethiazole;Chlormethiazol;Chlormethiazole;Clomethiazole;Clomethiazolum;Distraneurin;Emineurina;Somnevrin;
EINECS: 208-565-7
Density: 1.219 g/cm3
Melting Point: 127-128 °C
Boiling Point: 245.774 °C at 760 mmHg
Flash Point: 102.441 °C
PSA: 41.13000
LogP: 3.03480
Synthetic route
137-00-8

5-hydroxyethyl-4-methylthiazole

533-45-9

chlormethiazole

Conditions
ConditionsYield
With thionyl chloride for 3h; Reflux;98%
With thionyl chloride for 2h; Heating;96%
With phosphorus pentachloride In dichloromethane for 3h; Heating;95%

5-(2-chloro-ethyl)-4-methyl-3H-thiazole-2-thione

533-45-9

chlormethiazole

Conditions
ConditionsYield
With hydrogenchloride; dihydrogen peroxide
853261-35-5

5-(2-ethoxyethyl)-4-methylthiazole

533-45-9

chlormethiazole

Conditions
ConditionsYield
With hydrogenchloride
663179-27-9

5-ethoxy-3-chloro-pentan-2-one

533-45-9

chlormethiazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: concentrated aqueous HCl
View Scheme
663179-24-6

2-(2-ethoxy-ethyl)-2-chloro-acetoacetic acid ethyl ester

533-45-9

chlormethiazole

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: glacial acetic acid; H2SO4
3: concentrated aqueous HCl
View Scheme
13045-13-1

3-chloro-3-acetylpropanol

533-45-9

chlormethiazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol
2: concentrated aqueous HCl
View Scheme
58371-98-5

3, 5-dichloro-2-pentanone

533-45-9

chlormethiazole

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: ethanol / anschliessend Behandeln mit H2O
2: H2O2; concentrated aqueous HCl
View Scheme
773837-37-9

sodium cyanide

533-45-9

chlormethiazole

6469-34-7

3-(4-methyl-thiazol-5-yl)propionitrile

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20 - 80℃; for 8h;98%
533-45-9

chlormethiazole

77-78-1

dimethyl sulfate

78919-46-7

5-(β-Chloroethyl)-3,4-dimethylthiazolium methyl sulfate

Conditions
ConditionsYield
In acetone at 20℃; for 24h;85%
533-45-9

chlormethiazole

1074-82-4

potassium phtalimide

36956-91-9

4-methyl-5-(β-phthalimidoethyl)thiazole

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 100 - 105℃; for 2h;67%
In N,N-dimethyl-formamide (heating);
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Chemistry

5-(2-chloroethyl)-4-methylthiazole (533-45-9) is also named as clomethiazole;chlormethiazole;;ChlormethiazoleHCl;5-(2-Chlorethyl)-4-methylthiazole hydrochloride;Chlorethiazole;Clomethiazolum,and so on.

CAS: 533-45-9
Molecular Formula: C6H8ClNS
Molecular Weight: 161.65
Molecular structure:
EINECS: 208-565-7
Index of Refraction: 1.545 
Molar Refractivity: 41.95 cm3 
Molar Volume: 132.6 cm3 
Polarizability: 16.63 10-24cm3 
Surface Tension: 41.8 dyne/cm 
Density: 1.218 g/cm3 
Flash Point: 102.4 °C 
Enthalpy of Vaporization: 46.33 kJ/mol 
Boiling Point: 245.8 °C at 760 mmHg 
Vapour Pressure: 0.0442 mmHg at 25°C

Uses

5-(2-chloroethyl)-4-methylthiazole (533-45-9)  is sedative-hypnotic medicine and especially suitable for elderly patients with the treatment of senile insomnia,age-related anxiety, irritability ,and so on.

Toxicity Data With Reference

1.   

orl-mus LD50:2110 mg/kg

   JMCMAR    Journal of Medicinal Chemistry. 7 (1964),167.
2.   

ipr-mus LD50:190 mg/kg

   APSXAS    Acta Pharmaceutica Suecdca. 8 (1971),39.
3.   

ivn-mus LD50:94 mg/kg

   APSXAS    Acta Pharmaceutica Suecdca. 7 (1970),423.

RTECS: XJ3850000

Safety Profile

5-(2-chloroethyl)-4-methylthiazole (533-45-9)  is poisonous by intravenous and intraperitoneal routes. Moderately toxic by ingestion. When heated to decomposition it emits very toxic fumes of Cl, NOx, and SOx.