2-[2-(4-CHLOROPHENYL)-1,3-THIAZOL-4-YL]ACETIC ACID Property

Melting point:

150-152°C

Boiling point:

145°C (rough estimate)

Density 

1.2270 (rough estimate)

refractive index 

1.6300 (estimate)

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

3.83±0.10(Predicted)

color 

Off-White to Pale Brown

Safety

Hazard Codes 

Xn

Risk Statements 

22

HazardClass 

IRRITANT

Toxicity

LD50 in rats, mice (mg/kg): 850, 1000 orally; 250, 300 i.v. (Hepworth)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

2-[2-(4-CHLOROPHENYL)-1,3-THIAZOL-4-YL]ACETIC ACID Chemical Properties,Usage,Production

Originator

Fenclozic Acid,ZYF Pharm Chemical

Uses

Fenclozic Acid is a a potent antiinflammatory agent with analgesic and antipyretic properties and is a human hepatotoxic drug.

Manufacturing Process

3.7 parts of 2-(4-chlorophenyl)-4-cyanomethylthiazole and 35 parts of 6 N hydrochloric acid are heated under reflux for 2 hours. The solution is cooled by the addition of ice and made alkaline to pH 8 by the addition of 30% aqueous ammonia. The mixture is filtered to remove trace impurities, and an excess of 40% sodium hydroxide solution is then added to the filtrate to cause precipitation of a sodium salt, which is collected by filtration and crystallised from water. There is thus obtained sodium 2-(4-chlorophenyl)thiazol-4- ylacetate, M.P. 13°C (decomposition).
This sodium salt is dissolved in hot water, and the solution is brought to pH 4 by the addition of acetic acid, which causes the precipitation of 2-(4- chlorophenyl)thiazol-4-ylacetic acid. This is collected by filtration, washed with water, and dried in vacuo over phosphorus pentoxide. It has an M.P. 155- 156°C (from ethyl acetate).

Therapeutic Function

Antiinflammatory, Analgesic, Antipyretic