Cis-2-(2,5-dimethoxyphenyl)-3-methylmorpholine-HCl (I) [68718-64-9] and its N-iso-Pr deriv. (II) [68718-68-3] were synthesized and pharmacol. investigated. Neither I nor II possessed the α-adrenergic stimulating and β-blocking action present in their open chain parent compds. methoxamine-HCl (III) [61-16-5] and N-isopropylmethoxamine-HCl (IV) [61-15-4]. On the contrary, I and II showed a moderate α-receptor blocking activity on various isolated prepns., as evidenced by parallel shifts of the dose-response curves to the agonist and by the inhibition of responses to exogenous noradrenaline and sympathetic stimulation. PA2 and pA10 values indicated a nonspecific α-adrenoreceptor blockade. I, but not II, potentiated the responses of the vas deferens to noradrenaline without affecting the spontaneous or stimulated release of catecholamines. The pharmacol. results are discussed on the basis of a different steric effect of the Me group geminal to the amino group. both in the open chain drugs III and IV and in their cyclic analogs I and II.
Synthesis and pharmacological properties of cis-2-(2,5-dimethoxyphenyl)-3-methylmorpholine and its N-isopropyl derivative
LAPUCCI, ANNALINA;
1978-01-01
Abstract
Cis-2-(2,5-dimethoxyphenyl)-3-methylmorpholine-HCl (I) [68718-64-9] and its N-iso-Pr deriv. (II) [68718-68-3] were synthesized and pharmacol. investigated. Neither I nor II possessed the α-adrenergic stimulating and β-blocking action present in their open chain parent compds. methoxamine-HCl (III) [61-16-5] and N-isopropylmethoxamine-HCl (IV) [61-15-4]. On the contrary, I and II showed a moderate α-receptor blocking activity on various isolated prepns., as evidenced by parallel shifts of the dose-response curves to the agonist and by the inhibition of responses to exogenous noradrenaline and sympathetic stimulation. PA2 and pA10 values indicated a nonspecific α-adrenoreceptor blockade. I, but not II, potentiated the responses of the vas deferens to noradrenaline without affecting the spontaneous or stimulated release of catecholamines. The pharmacol. results are discussed on the basis of a different steric effect of the Me group geminal to the amino group. both in the open chain drugs III and IV and in their cyclic analogs I and II.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
