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1892-80-4

1892-80-4 Structure

1892-80-4 Structure
IdentificationBack Directory
[Name]

fenetylline hydrochloride
[CAS]

1892-80-4
[Synonyms]

Biocapton
NSC 169872
Fenetylline
Fenethylline
Captagon hydrochloride
Amfetyline hydrochloride
fenetylline hydrochloride
Fenethylline hydrochloride
MVXGSLGVWBVZCA-UHFFFAOYSA-N
fenetylline hydrochloride USP/EP/BP
7-(Phenyl-isopropyl-amino-aethyl)-theophyllin-hydrochlorid
7-[2-[(α-Methylphenethyl)aMino]ethyl]theophylline Hydrochloride
7-[2-(1-Methyl-2-phenylethylamino)ethyl]theophylline hydrochloride
7-[2-[(.alpha.-Methylphenethyl)amino]ethyl]theophylline hydrochloride
7-[2-[(.alpha.-Methylphenethyl)amino]ethyl]theophylline monohydrochloride
3,7-Dihydro-1,3-diMethyl-7-[2-[(1-Methyl-2-phenylethyl)aMino]ethyl]-1H-purine-2,6-dione Hydrochloride
1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-7-[2-[(1-methyl-2-phenylethyl)amino]ethyl]-, monohydrochloride
[EINECS(EC#)]

217-580-8
[Molecular Formula]

C18H24ClN5O2
[MOL File]

1892-80-4.mol
[Molecular Weight]

377.868
Chemical PropertiesBack Directory
[Melting point ]

227-229°; mp 237-239°
[solubility ]

DMF: 0.3 mg/ml; DMSO: 0.5 mg/ml; PBS (pH 7.2): 10 mg/ml
[form ]

A crystalline solid
Hazard InformationBack Directory
[Originator]

Captagon,Homburg,W. Germany,1961
[Uses]

CNS stimulant. Controlled substance.
[Manufacturing Process]

1 mol of 7-(β-chloroethyl)-theophylline and 2? mols of α-methyl-β-phenyl ethylamine are heated for 6 hours in an oil bath, if necessary with addition of alcohol or toluene. The reaction mixture is diluted with alcohol and acidified with alcoholic hydrochloric acid. The crystalline mass formed is filtered with suction and extracted by boiling with alcohol. A product having a melting point of 237°C to 239°C is formed. With prolonged extraction by boiling with alcohol, the melting point of the mass falls, preferably due to a change in modification, to 227°C to 229°C. However, analysis shows that both products are the pure condensation product.
Instead of the chloroethyl theophylline, it is also possible to use the corresponding bromine derivative. It was found that in this way the process is facilitated and the yield is improved
[Therapeutic Function]

Central stimulant
Safety DataBack Directory
[Toxicity]

LD50 oral in rat: 100mg/kg
[DEA Controlled Substances]

CSCN: 1503
CAS SCH: I
NARC: N
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