fenetylline hydrochloride

fenetylline hydrochloride Basic information
Product Name:fenetylline hydrochloride
Synonyms:fenetylline hydrochloride;Fenethylline;Fenetylline;Fenethylline hydrochloride;1H-Purine-2,6-dione, 3,7-dihydro-1,3-dimethyl-7-[2-[(1-methyl-2-phenylethyl)amino]ethyl]-, monohydrochloride;7-(Phenyl-isopropyl-amino-aethyl)-theophyllin-hydrochlorid;7-[2-(1-Methyl-2-phenylethylamino)ethyl]theophylline hydrochloride;7-[2-[(.alpha.-Methylphenethyl)amino]ethyl]theophylline hydrochloride
CAS:1892-80-4
MF:C18H24ClN5O2
MW:377.86846
EINECS:217-580-8
Product Categories:Amines;Aromatics;Bases & Related Reagents;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals
Mol File:1892-80-4.mol
fenetylline hydrochloride Structure
fenetylline hydrochloride Chemical Properties
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
Safety Information
ToxicityLD50 oral in rat: 100mg/kg
DEA Controlled SubstancesCSCN: 1503
CAS SCH: I
NARC: N
MSDS Information
fenetylline hydrochloride Usage And Synthesis
OriginatorCaptagon,Homburg,W. Germany,1961
UsesCNS stimulant. Controlled substance.
Manufacturing Process1 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 FunctionCentral stimulant
fenetylline hydrochloride Preparation Products And Raw materials
Raw materialsHydrochloric acid-->7-(2-CHLOROETHYL)THEOPHYLLINE-->(R)-(+)-1-(4-Methylphenyl)ethylamine
Theophylline

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