(1R,9R,10R)-17-(cyclobutylmethyl)-4-[(8-{[(1R,9R,10R)-17-(cyclobutylmethyl)-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-trien-4-yl]oxy}-2,7-dihydroxyoctyl)oxy]-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-triene | 1221440-86-3

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吗啡烷
• 英文名称: (1R,9R,10R)-17-(cyclobutylmethyl)-4-[(8-{[(1R,9R,10R)-17-(cyclobutylmethyl)-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-trien-4-yl]oxy}-2,7-dihydroxyoctyl)oxy]-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-triene
• 英文别名: 1,8-bis[[(1R,9R,10R)-17-(cyclobutylmethyl)-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-trien-4-yl]oxy]octane-2,7-diol
• CAS: 1221440-86-3
• 化学式: C₅₀H₇₂N₂O₄
• 分子量: 765.133
• InChiKey: QQXXAIPSNQQGSI-BLXGRSIQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11
• 重原子数：
  56
• 可旋转键数：
  15
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  65.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,2,7,8-二环氧辛烷 、 butorphan 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以15%的产率得到(1R,9R,10R)-17-(cyclobutylmethyl)-4-[(8-{[(1R,9R,10R)-17-(cyclobutylmethyl)-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-trien-4-yl]oxy}-2,7-dihydroxyoctyl)oxy]-17-azatetracyclo[7.5.3.0^{1,10}.0^{2,7}]heptadeca-2,4,6-triene
  参考文献：
  名称：

  Effect of linker substitution on the binding of butorphan univalent and bivalent ligands to opioid receptors

  摘要：

  A series of bivalent hydroxy ether butorphan ligands were prepared and their binding affinities at the opioid receptors determined. Addition of a hydroxy group to a hydrocarbon chain can potentiate binding affinity up to 27- and 86-fold at the mu and kappa opioid receptors, respectively. Two bivalent ligands with sub-nanomolar binding affinity at the mu and kappa opioid receptors were discovered. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.101

文献信息

• Effect of linker substitution on the binding of butorphan univalent and bivalent ligands to opioid receptors
  作者：Brian S. Fulton、Brian L. Knapp、Jean M. Bidlack、John L. Neumeyer

  DOI：10.1016/j.bmcl.2010.01.101

  日期：2010.3

  A series of bivalent hydroxy ether butorphan ligands were prepared and their binding affinities at the opioid receptors determined. Addition of a hydroxy group to a hydrocarbon chain can potentiate binding affinity up to 27- and 86-fold at the mu and kappa opioid receptors, respectively. Two bivalent ligands with sub-nanomolar binding affinity at the mu and kappa opioid receptors were discovered. (C) 2010 Elsevier Ltd. All rights reserved.