ambenoxan

Originator

Ambenoxan,ZYF Pharm Chemical

Uses

Ambenoxan is a central nervous system-acting skeletal muscle relaxant that is effective in mice, rats, rabbits, dogs, and monkeys without loss of the righting reflex. It has no peripheral neuromuscular blocking effects and significantly reduces or eliminates decerebrate rigidity in rabbits, but does not antagonize the effects of strychnine, leptazol, or tremorine. Like other central nervous system depressants, ambenoxan prolongs sleep duration with hexobarbitone, but it has no local anesthetic effects. In anesthetized cats, the agent lowers blood pressure and reduces the pressor response to epinephrine, but has no effect on norepinephrine.

Manufacturing Process

2-Aminomethyl-1,4-benzodioxane (17 g) and β-methoxyethoxy ethyl chloride (7 g) were heated at 160°C for 2 hours. The reaction mixture was cooled and chloroform (30 ml) and a solution of potassium carbonate (7 g) in water (20 ml) added thereto.The chloroform layer was removed and the aqueous layer extracted twice with chloroform (10 ml each time). The chloroform extracts were combined and dehydrated over anhydrous sodium sulfate. Filtration, followed by distillation gave 2-(β-methoxyethoxyethyl)amino-methyl-1,4- benzodioxane (yield 7.7 g) as a pale yellow oil boiling at 180-186°C/11.5 mm.
The base was converted to a white hydrochloride having a melting point of 104-106°C by the addition of alcoholic hydrogen chloride to an ether solution of the base and isolation of the salt which separated.

Therapeutic Function

Muscle relaxant

References

[1] The pharmacology of ambenoxan (2-(3 ',6 '-dioxaheptyl)- aminomethyl-1 : 4-benzodioxane), a centrally acting muscle relaxant

Raw materials

Preparation Products