7258. Phenprobamate

Nomenclature

CAS number: 673-31-4
Benzenepropanol 1-carbamate; carbamic acid 3-phenylpropyl ester; 1-carbamoyloxy-3-phenylpropane; γ-phenylpropyl carbamate; proformiphen; MH-532; Extacol (Nikken); Spantol (Nippon Chemiphar); Gamaquil (Siegfried).
C10H13NO2; mol wt 179.22.
C 67.02%, H 7.31%, N 7.82%, O 17.85%.

Description and references

Prepn: GB 837718 (1960 to Siegfried AG). Pharmacology: G. Stille, Arzneim.-Forsch. 12, 340 (1962). HPLC determn in plasma: J. X. S. Sun et al., Biopharm. Drug Dispos. 8, 341 (1987). Clinical pharmacokinetics: F. C. Tulunay et al., Arzneim.-Forsch. 48, 1068 (1998).

Chemical structure

Properties

Shiny leaflets from aq ethanol, mp 101-104°. Slightly bitter, somewhat burning taste. Numbs the tongue slightly afterwards. Soluble in abs ethanol, chloroform, propylene glycol, ethylenediamine, dimethylformamide; sparingly sol in ether, 50% ethanol. Practically insol in water. LD50 orally in mice: 840 mg/kg (Stille).

Therapeutic Category

Muscle relaxant (skeletal).

Keywords

Muscle Relaxant (Skeletal)