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50-19-1

50-19-1 Structure

50-19-1 Structure
IdentificationBack Directory
[Name]

oxyfenamate
[CAS]

50-19-1
[Synonyms]

P-301
Al-0361
Listica
NSC-108034
oxyfenamate
Oxifenamate
Oxyphenamate
Hydroxyphenamate
(2-hydroxy-2-phenylbutyl) carbamate
(2-hydroxy-2-phenyl-butyl) carbamate
1,2-Butanediol, 2-phenyl-, 1-carbamate
carbamic acid (2-hydroxy-2-phenyl-butyl) ester
[EINECS(EC#)]

200-017-5
[Molecular Formula]

C11H15NO3
[MDL Number]

MFCD00868145
[MOL File]

50-19-1.mol
[Molecular Weight]

209.24
Chemical PropertiesBack Directory
[Melting point ]

55-56.5°
[Boiling point ]

348.6°C (rough estimate)
[density ]

1.1547 (rough estimate)
[refractive index ]

1.5080 (estimate)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
Hazard InformationBack Directory
[Originator]

Listica,Armour,US,1961
[Uses]

Tranquilizer (minor).
[Definition]

ChEBI: Oxyfenamate is an alkylbenzene.
[Manufacturing Process]

2-Phenyl-2-hydroxy-butyl carbamate was prepared by the following method:
49.81 g of 2-phenyl-1,2-butanediol and 25.01 g of pyridine were dissolved in 500 ml of benzene and cooled to 5°C. 34.01 g of ethyl chloroformate was added over a period of 36 hour at 4°C to 8°C. The reaction mixture was warmed to room temperature and stirred for 2 hours and then extracted with 100 cc each of the following:
Water, 15% hydrochloric acid, 10% sodium bicarbonate and finally water. The solvent was stripped off. The residual oil was mixed with 300 ml of 28% aqueous ammonia for 1 hour. The ammonia and water were vacuum distilled at a temperature of 40°C or less. Then 300 cc of carbon tetrachloride was added and the solution dried with sodium sulfate. The solution was cooled at 0°C and then filtered. The crystals were washed with cold carbon tetrachloride and vacuum dried. The yield was 57 g of dried product having a melting point of 55°C to 56.5°C.
[Therapeutic Function]

Tranquilizer
Safety DataBack Directory
[Toxicity]

LD50 orally in mice: 830 mg/kg (Bastian, Clements)
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