methyl 3-(((4R,4aR,7R,7aR,12bS)-3-methyl-9-((triisopropylsilyl)oxy)-2,3,4,4a,7,7a-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)carbamoyl)benzoate | 797060-16-3

• 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: methyl 3-(((4R,4aR,7R,7aR,12bS)-3-methyl-9-((triisopropylsilyl)oxy)-2,3,4,4a,7,7a-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)carbamoyl)benzoate
• CAS: 797060-16-3
• 化学式: C₃₅H₄₆N₂O₅Si
• 分子量: 602.846
• InChiKey: QIWLVEWMVQKRJO-CAZQGRSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.27
• 重原子数：
  43.0
• 可旋转键数：
  8.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  77.1
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  methyl 3-(((4R,4aR,7R,7aR,12bS)-3-methyl-9-((triisopropylsilyl)oxy)-2,3,4,4a,7,7a-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)carbamoyl)benzoate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 methyl 3-(((4R,4aR,7R,7aR,12bS)-9-hydroxy-3-methyl-2,3,4,4a,7,7a-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)carbamoyl)benzoate
  参考文献：
  名称：

  Synthesis and biological evaluation of some 6-arylamidomorphines as analogues of morphine-6-glucuronide

  摘要：

  A series of 6-beta-arylamidomorphines was synthesized and biologically evaluated. Various aryl substituents were introduced into the arylamidomorphines to examine substituent structure-activity relationships. Competition binding assays showed that compounds 10a-h bound to the p opioid receptor with high affinity (0.2-0.6uM). Functional assays showed that compounds 10a-h acted as full a opioid receptor agonists. The ED50 of compound 10e(.)HCl as an analgesic was 12.6 mg/kg in the tail flick latency test in the rat. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.08.019
• 作为产物：
  描述：

  三异丙基氯硅烷 在 咪唑 、 一水合肼 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 5.33h， 生成 methyl 3-(((4R,4aR,7R,7aR,12bS)-3-methyl-9-((triisopropylsilyl)oxy)-2,3,4,4a,7,7a-hexahydro-1H-4,12-methanobenzofuro[3,2-e]isoquinolin-7-yl)carbamoyl)benzoate
  参考文献：
  名称：

  Synthesis and biological evaluation of some 6-arylamidomorphines as analogues of morphine-6-glucuronide

  摘要：

  A series of 6-beta-arylamidomorphines was synthesized and biologically evaluated. Various aryl substituents were introduced into the arylamidomorphines to examine substituent structure-activity relationships. Competition binding assays showed that compounds 10a-h bound to the p opioid receptor with high affinity (0.2-0.6uM). Functional assays showed that compounds 10a-h acted as full a opioid receptor agonists. The ED50 of compound 10e(.)HCl as an analgesic was 12.6 mg/kg in the tail flick latency test in the rat. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.08.019