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CAS:17692-39-6 Purity:AldrichCPR
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CHEMICAL LAND21
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| Fomocaine Basic information |
Product Name: | Fomocaine | Synonyms: | Fomocaine;fomocain;4-(3-(4-(PHENOXYMETHYL)PHENYL)PROPYL)MORPHOLINE;P-652;Panacain;p-Fomocaine;Morpholine, 4-[3-[4-(phenoxymethyl)phenyl]propyl]- | CAS: | 17692-39-6 | MF: | C20H25NO2 | MW: | 311.42 | EINECS: | | Product Categories: | | Mol File: | 17692-39-6.mol | ![Fomocaine Structure](CAS/GIF/17692-39-6.gif) |
| 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 |
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 Preparation Products And Raw materials |
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