| Identification | Back 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 Properties | Back 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 Information | Back 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. |
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