M3P6S

• 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: M3P6S
• 英文别名: [(4R,4aR,7S,7aR,12bS)-9-(2,2-dimethylpropanoyloxy)-3-methyl-1,2,3,4,4a,7,7a,13-octahydro-4,12-methanobenzofuro[3,2-e]isoquinolin-3-ium-7-yl] sulfate
• 化学式: C₂₂H₂₇NO₇S
• 分子量: 449.525
• InChiKey: NEUKRIIKAHFBFQ-JYSMHPMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-O-pivaloyl morphine 在 吡啶 、 三氧化硫吡啶 作用下， 生成 M3P6S
  参考文献：
  名称：

  Opiate receptor binding properties of morphine-, dihydromorphine-, and codeine 6-O-sulfate ester congeners

  摘要：

  A series of 3-O-acyl-6-O-sulfate esters of morphine, dihydromorphine, N-methylmorphinium iodide, codeine, and dihydrocodeine were prepared and evaluated for their ability to bind to mu-, delta-, kappa(1)-, kappa(2)-, and kappa(3)-opiate receptors. Several compounds exhibited good affinity for the p-opiate receptor. Morphine-3-O-propionyl-6-O-sulfate had four times greater affinity than morphine at the mu-opiate receptor and was the most selective compound at this receptor subtype. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.060

文献信息

• US6403602B1
  申请人：——

  公开号：US6403602B1

  公开（公告）日：2002-06-11
• Opiate receptor binding properties of morphine-, dihydromorphine-, and codeine 6-O-sulfate ester congeners
  作者：Peter A. Crooks、Santosh G. Kottayil、Abeer M. Al-Ghananeem、Stephen R. Byrn、D. Allan Butterfield

  DOI：10.1016/j.bmcl.2006.05.060

  日期：2006.8

  A series of 3-O-acyl-6-O-sulfate esters of morphine, dihydromorphine, N-methylmorphinium iodide, codeine, and dihydrocodeine were prepared and evaluated for their ability to bind to mu-, delta-, kappa(1)-, kappa(2)-, and kappa(3)-opiate receptors. Several compounds exhibited good affinity for the p-opiate receptor. Morphine-3-O-propionyl-6-O-sulfate had four times greater affinity than morphine at the mu-opiate receptor and was the most selective compound at this receptor subtype. (c) 2006 Elsevier Ltd. All rights reserved.