Fomocaine Property

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

Toxicity

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H317May cause an allergic skin reaction

H318Causes serious eye damage

H400Very toxic to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P363Wash contaminated clothing before reuse.

P391Collect spillage. Hazardous to the aquatic environment

P501Dispose of contents/container to..…

Fomocaine Chemical Properties,Usage,Production

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.