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CAS号:31883-05-3
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英文名称:Moricizine
分子式
C22H25N3O4S
分子量
428
EINECS号
250-854-5
MDL
MFCD00336543
Smiles
InChIKey
乙二醇化学百科
基本信息
物化性质
安全信息
生产及用途
Moricizine (Moracizine) 是吩噻嗪衍生物,可以抑制跨心肌细胞膜的快速内向钠电流 (INa)。Moricizine 是一种抗心律不齐的药物,具有用于室性心动过速的潜力。
Moricizine (Moracizine) induces the tonic block of INa with the apparent dissociation constant (Kd,app) of 6.3 microM at -100 mV and 99.3 microM at -140 mV. Moricizine at 30 microM shifts the h infinity curve to the hyperpolarizing direction by 8.6 +/- 2.4 mV. Moricizine also produces the phasic block of INa, which is enhanced with the increase in the duration of train pulses, and is more prominent with a holding potential (HP) of -100 mV than with an HP of -140 mV. Moricizine exerts an antiarrhythmic action on atrial myocytes, as well as on ventricular myocytes, by blocking Na+ channels with a high affinity to the inactivated state and a slow dissociation kinetics.
化学性质 结晶性粉末,熔点156--157℃。pKa 6.4。盐酸莫雷西嗪(Moracizine Hydrochloride):C22H25N3O4S?HCl。[29560-58-5]。从二氯乙烷得白色结晶。溶于水或醇。熔点189"C(分解)。急性毒性LD50小鼠,大鼠(mg/kg):36,12静脉注射。急性毒性LD50小鼠(mg/kg):131腹腔注射。 用途 吩噻嗪衍生物,钠通道阻滞剂,并有局麻活性。抗心律失常药。用于心绞痛、高血压及冠心病等患者的心律失常。用途 广谱抗心律失常药。生产方法 往10g(0.035mo1)吩噻嗪-2-氨基甲酸乙酯溶于30ml无水甲苯的溶液中,滴加5.3g(0.042mo1)3-氯丙酰氯,在110~120℃回流4h,加入活性炭进行热过滤,然后冷却至室温。过滤析出的沉淀,得10.2g 10-(3-氯丙酰基)吩噻嗪-2-氨基甲酸乙酯,收率77.5%,熔点169-170℃。10.2g上面得到的酯化合物溶于50ml甲苯,加入4.72g吗啉,在110~120℃回流3h。过滤除去沉淀出的吗啉盐酸盐,滤液用水洗以除去过剩的吗啉,然后用稀盐酸酸化至Ph值为3。分出酸性水层,用活性炭处理后,再碱化至Ph值为8-9。即得莫雷西嗪,熔点156-157℃。 上面得到的莫雷西嗪用甲苯萃取,萃取液用无水硫酸镁干燥。往该无水甲苯溶液中,加入氯化氢的无水乙醚溶液,直至盐酸莫瑞西嗪完全沉淀出来。该沉淀用二氯甲烷重结晶,得9.35g盐酸莫雷西嗪,收率76.2%,熔点189℃(分解)。
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