30578-37-1

Regulton,Nordmark,W. Germany,1981

ChEBI:Amezinium metilsulfate is an azaheterocycle sulfate salt of amezinium. It is a sympathomimetic drug which suppresses noradrenaline reuptake and thereby elevating blood pressure. It is used for the treatment of low blood pressure in patients undergoing dialysis. It has a role as an EC 1.4.3.4 (monoamine oxidase) inhibitor, an antihypotensive agent, a sympathomimetic agent and an adrenergic uptake inhibitor. It contains an amezinium.

18.7 parts of 1-phenyl-4-aminopyridazone-(6) and 19 parts of dimethyl sulfate in 400 parts of xylene are kept at 120°C for one hour while mixing well. The reaction mixture is suction filtered, 28 parts (89.5% of the theory) of 1-phenyl-4-amino-6-methoxypyridazinium methosulfate is obtained having a melting point of 173°C to 174°C after recrystallization from acetonitrile. The perchlorate has a melting point of 179°C to 182°C.

Antihypotensive

This sympathomimetic and antihypotensive drug (FW = 313.32 g/mol; CAS 30578-37-1), also named 4-amino-6-methoxy-1-phenyl-py?ridazinium methyl sulfate, amezinium-metilsulfate, LU 1631, and Regulton, increases the arterial blood pressure and heart rate of anaesthetized animals and of pithed rats by stimulating vascular a-adrenoceptors and cardiac b1- adrenoceptors. This action is unaffected by ganglionic blockade with hexamethonium. The a-adrenergic blocking drug phentolamine antagonizes the blood pressure increasing effect of amezinium, and the b- adrenergic blocking drug propranolol antagonizes the heart rate increasing effect. Noradrenaline depletion by pretreatment with reserpine reduces the pressor effect of amezinium to approximately the same extent as it reduces the effect of tyramine. It completely abolished the heart rate increasing effect. Under such conditions, high doses of amezinium reduced the heart rate. Amezinium is taken up by adrenergic neurons. Amezinium also inhibits intraneuronal monoamine oxidase, with IC50 values of 5 μM and >1mM for MAO-A and MAO-B, respectively.

Store at -20°C