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86-80-6

86-80-6 Structure

86-80-6 Structure
IdentificationBack Directory
[Name]

quinisocaine
[CAS]

86-80-6
[Synonyms]

Pruralgan
Pruralgin
quinisocaine
Dimethisoquin
3-Butyl-1-[2-(dimethylamino)ethoxy]isoquinoline
{2-[(3-butylisoquinolin-1-yl)oxy]ethyl}dimethylamine
2-(3-butylisoquinolin-1-yl)oxy-N,N-dimethylethanamine
2-[(3-Butyl-1-isoquinolyl)oxy]-N,N-dimethylethanamine
Ethanamine, 2-[(3-butyl-1-isoquinolinyl)oxy]-N,N-dimethyl-
[EINECS(EC#)]

201-700-0
[Molecular Formula]

C17H24N2O
[MDL Number]

MFCD00242837
[MOL File]

86-80-6.mol
[Molecular Weight]

272.39
Chemical PropertiesBack Directory
[Melting point ]

146°C
[Boiling point ]

bp3 155-157°
[density ]

0.9848 (rough estimate)
[refractive index ]

nD20 1.5486
[pka]

pKa 6.30 (Uncertain)
Hazard InformationBack Directory
[Originator]

Quotane,SKF,US,1951
[Definition]

ChEBI: 2-[(3-butyl-1-isoquinolinyl)oxy]-N,N-dimethylethanamine is a member of isoquinolines.
[Manufacturing Process]

A mixture of 10.0 grams of β-dimethylaminoethanol and 1.9 grams of sodium in 90 cc of dry xylene was heated at 95°C for 5 hours. To the resulting solution was added at 30°C, 18 grams of 3-butyl-1-chloroisoquinoline. The solution, which turned very dark, was heated at 100°-125°C for 3.5 hours. The mixture was extracted with two 100 cc portions of 2N hydrochloric acid solution. The acid solution was made strongly alkaline with 40% potassium hydroxide solution and the oil which separated was taken into ether. The ether solution was washed with two 100 cc portions of water saturated with sodium chloride, and then dried over anhydrous sodium sulfate for 3 hours. The sodium sulfate was removed by filtration and the ether by distillation. Distillation of the residual oil gave a colorless liquid, BP 155°-157°C/3mm.
[Therapeutic Function]

Local anesthetic
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