N,N-(2RS,12RS)-2,12-dihydroxy-4,10-dioxa-3,11-dioxotridecylene-1,13-diyl-bis(RS)-tetrahydropapaverine | 145487-80-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N,N-(2RS,12RS)-2,12-dihydroxy-4,10-dioxa-3,11-dioxotridecylene-1,13-diyl-bis(RS)-tetrahydropapaverine
• 英文别名: 5-[3-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-2-hydroxypropanoyl]oxypentyl 3-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-2-hydroxypropanoate
• CAS: 145487-80-5
• 化学式: C₅₁H₆₆N₂O₁₄
• 分子量: 931.09
• InChiKey: HYYMBWKLLCOADE-UHFFFAOYSA-N

物化性质

• 沸点：
  980.2±65.0 °C(predicted)
• 密度：
  1.212±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  67
• 可旋转键数：
  26
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  173
• 氢给体数：
  2
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  N,N-(2RS,12RS)-2,12-dihydroxy-4,10-dioxa-3,11-dioxotridecylene-1,13-diyl-bis(RS)-tetrahydropapaverine 、 2,6-二氯苯甲酰氯 以 氯仿 为溶剂， 反应 17.0h， 以52%的产率得到[1-[5-[2-(2,6-dichlorobenzoyl)oxy-3-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]propanoyl]oxypentoxy]-3-[1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-1-oxopropan-2-yl] 2,6-dichlorobenzoate
  参考文献：
  名称：

  Neuromuscular blocking agents. Some approaches to short acting compounds

  摘要：

  A series of amidic and N-methylamidic methyl and trideuteromethyl quaternary analogues of atracurium have been prepared. All were less potent and longer acting neuromuscular blocking agents than atracurium, and all showed appreciable vagal blockade at neuromuscular blocking doses. Replacement of NCH3 by NCD3 failed to affect potency. Fluorosubstitution in the central chain did not reduce duration of action. Attachment of acyloxy substituents to the interquaternary chain of atracurium and related compounds adjacent to their ester groups shortened the duration of action significantly. Diformyloxy substitution was the most effective in reducing duration without adversely affecting other properties apart from potency, which was significantly less than that of atracurium.

  DOI：

  10.1016/0223-5234(92)90180-9
• 作为产物：
  描述：

  1,5-戊二醇二丙烯酸酯 在 disodium hydrogenphosphate 、 双氧水 、 三氟乙酸酐 作用下， 以 二氯甲烷 、 异丙醇 为溶剂， 反应 51.0h， 生成 N,N-(2RS,12RS)-2,12-dihydroxy-4,10-dioxa-3,11-dioxotridecylene-1,13-diyl-bis(RS)-tetrahydropapaverine
  参考文献：
  名称：

  Neuromuscular blocking agents. Some approaches to short acting compounds

  摘要：

  A series of amidic and N-methylamidic methyl and trideuteromethyl quaternary analogues of atracurium have been prepared. All were less potent and longer acting neuromuscular blocking agents than atracurium, and all showed appreciable vagal blockade at neuromuscular blocking doses. Replacement of NCH3 by NCD3 failed to affect potency. Fluorosubstitution in the central chain did not reduce duration of action. Attachment of acyloxy substituents to the interquaternary chain of atracurium and related compounds adjacent to their ester groups shortened the duration of action significantly. Diformyloxy substitution was the most effective in reducing duration without adversely affecting other properties apart from potency, which was significantly less than that of atracurium.

  DOI：

  10.1016/0223-5234(92)90180-9