Fomocaine Chemical Properties

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

Safety Information

Toxicity

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

Fomocaine Usage And Synthesis

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.

Fomocaine(17692-39-6)Related Product Information

• Lidocaine
• Articaine
• Fomocaine
• 3-(4-methylphenyl)propan-1-amine