2'-磺酰基[3-(3H-2,4-二取代-1,5-苯并二氮杂卓)]-2,5-二甲基-6,7-苯并吗啡烷的合成及药理研究

Synthesis and pharmacological studies of 2'-sulphonyl[3-(3H-2,4-disubstituted-1,5-benzodiazepino)]-2,5-dimethyl-6,7-benzomorphans.

作者信息

Pant J, Pant K K, Gupta T K, Bhargava K P, Joshi B C

出版信息

Pharmazie. 1982 Mar;37(3):176-7.

Abstract

2'-Sulphonyl[3-(3H-2,4-dimethyl-1,5-benzodiazepino)]-2,5-dimethyl-6,7-ben zomorphan (3a), 2'-sulfonyl[3-(3H-2 methyl-4-phenyl-1,5-benzodiazepino)]-2,5-dimethyl-6,7-benzomorphan (3b) and 2'-sulfonyl [3-(3H-2-methyl-4-oxo-5H-1.5-benzodiazepino)]-2,5-dimethyl-6,7-benzomorphan (3c), synthesized from 2,5-dimethyl-6,7-benzomorphan (1) in three steps via chlorosulphonation, condensation with sodium salt of acetylacetone, benzoylacetone and ethyl acetoacetate separately and condensation with o-phenylenediamine, were studied for their pharmacological activities. It was found that 3a has mild CNS depressant, analgesic and anticonvulsant (against petit mal type of seizures) activities. 3b has significant anti-depressant and mild analgesic activities while 3c has CNS depressant, mild analgesic and anticonvulsant activities (against petitmal type seizures).

摘要

由2,5 - 二甲基 - 6,7 - 苯并吗啡烷（1）经三步反应合成的2'-磺酰基[3 - （3H - 2,4 - 二甲基 - 1,5 - 苯并二氮杂卓）]-2,5 - 二甲基 - 6,7 - 苯并吗啡烷（3a）、2'-磺酰基[3 - （3H - 2 - 甲基 - 4 - 苯基 - 1,5 - 苯并二氮杂卓）]-2,5 - 二甲基 - 6,7 - 苯并吗啡烷（3b）和2'-磺酰基[3 - （3H - 2 - 甲基 - 4 - 氧代 - 5H - 1,5 - 苯并二氮杂卓）]-2,5 - 二甲基 - 6,7 - 苯并吗啡烷（3c），首先通过氯磺化反应，然后分别与乙酰丙酮钠盐、苯甲酰丙酮和乙酰乙酸乙酯缩合，最后与邻苯二胺缩合。对它们的药理活性进行了研究。结果发现，3a具有轻度的中枢神经系统抑制、镇痛和抗惊厥（针对小发作类型癫痫）活性。3b具有显著的抗抑郁和轻度镇痛活性，而3c具有中枢神经系统抑制、轻度镇痛和抗惊厥活性（针对小发作类型癫痫）。