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ChemicalBook--->CAS DataBase List--->17692-39-6

17692-39-6

17692-39-6 Structure

17692-39-6 Structure
IdentificationBack Directory
[Name]

Fomocaine
[CAS]

17692-39-6
[Synonyms]

P-652
Panacain
fomocain
Fomocaine
p-Fomocaine
4-(3-(4-(PHENOXYMETHYL)PHENYL)PROPYL)MORPHOLINE
Morpholine, 4-[3-[4-(phenoxymethyl)phenyl]propyl]-
[Molecular Formula]

C20H25NO2
[MDL Number]

MFCD00074897
[MOL File]

17692-39-6.mol
[Molecular Weight]

311.42
Chemical PropertiesBack Directory
[Melting point ]

52-53°
[Boiling point ]

bp1.1 238-240°
[density ]

1.0899 (rough estimate)
[refractive index ]

1.5614 (estimate)
[pka]

7.44±0.10(Predicted)
[color ]

Crystals from pet ether
Hazard InformationBack Directory
[Originator]

Erbocain,Heilit,W. Germany,1967
[Definition]

ChEBI: Fomocaine is an amine.
[Manufacturing Process]

64 parts of dry sodium phenolate are dissolved in 300 parts of methylisobutyl ketone by heating at 110°C. 103 parts of γ-(4-chloromethylphenyl)propyl chloride are added dropwise with agitation, and the mixture is maintained at 110°C for a period of 4 hours with constant agitation. After cooling, the reaction mixture is washed 2 or 3 times with 100 parts of water and the methylisobutyl ketone is distilled off under reduced pressure. The residue is taken up in 200 parts of petroleum ether and γ-(4-phenoxymethylphenyl) propyl chloride is crystallized by addition of ice water. The crystals are filtered off employing a suction pump and dried at 100°C in vacuo (10 mm Hg) for 1 to 2 hours. The γ-(4-phenoxymethylphenyl)propyl chloride melts at 55°C to 56°C after recrystallization from petroleum ether.
130 parts of γ-(4-phenoxymethylphenyl)propyl chloride are heated under reflux at 140°C for 24 hours with 130 parts of morpholine. The reaction mixture is treated to give N-[(γ-phenoxymethylphenyl)propyl]-morpholine, which forms colorless crystals melting at 52°C to 53°C when crystallized from n-heptane.
[Therapeutic Function]

Local anesthetic
[Safety Profile]

Poison by intravenous and intraperitoneal routes. Moderately toxic by subcutaneous route. When heated to decomposition it emits toxic fumes of NOx.
Safety DataBack Directory
[Toxicity]

LD50 i.v. in mice: 175 mg/kg (Nieschulz)
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