[Synthesis of catechol aminoketone and its analogues]

In this paper, the synthesis of a series of aminoketone derivatives are reported. Compounds I1-9 and II1-10 were synthesized from substituted chloroacetophenone with various amines. Compounds I10-12 and II11-12 were synthesized from substituted acetophenones with corresponding amines through Mannich reaction. The 1HNMR and MS were discussed. Pharmacological study showed that the vascular contraction of dog mesenteric and basilar arteries induced by serotonine and calcium in vitro could not be antagonized by this kind of compounds and the known compound 3,4-dihydroxy acetophenone (I0). Except I10, the vasodilator effects of all compounds as shown by measurement of arterial blood flow after injection into femoral artery in dogs are weaker than I0. After intravenous injection in anesthetized dogs, I10 showed the same effect as I0 to increase coronary blood flow and myocardial contraction. Furthermore, the ventricular arrhythmia induced by aconitine and chloroform could also be protected by compound I10, but compound I0 was not effective.