tert-butyl ((S)-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxo-1-((S)-3-(((4-phenyl-1H-imidazol-2-yl)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)propan-2-yl)carbamate | 1028436-84-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl ((S)-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxo-1-((S)-3-(((4-phenyl-1H-imidazol-2-yl)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)propan-2-yl)carbamate
• CAS: 1028436-84-1
• 化学式: C₃₆H₄₁N₅O₅
• 分子量: 623.752
• InChiKey: BVPYPFWHYDHBSC-SMCANUKXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  46.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  136.65
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl ((S)-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxo-1-((S)-3-(((4-phenyl-1H-imidazol-2-yl)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)propan-2-yl)carbamate 、 三氟乙酸 反应 0.5h， 以93%的产率得到
  参考文献：
  名称：

  Role of benzimidazole (Bid) in the δ-opioid agonist pseudopeptide H-Dmt-Tic-NH-CH2-Bid (UFP-502)☆

  摘要：

  H-Dmt-Tic-NH-CH2-Bid (UFP-502) was the first delta-opioid agonist prepared from the Dmt-Tic pharmacophore. It showed interesting pharmacological properties, such as stimulation of mRNA BDNF expression and antidepression. To evaluate the importance of 1H-benzimidazol-2-yl (Bid) in the induction of delta-agonism, it was substituted by similar heterocycles: The substitution of NH(1) by O or S transforms the reference delta-agonist into delta-antagonists. Phenyl ring of benzimidazole is not important for delta-agonism; in fact 1H-imidazole-2-yl retains delta-agonist activity. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.032
• 作为产物：
  描述：

  Boc-Tyr(2,6-diMe)-Tic-OH 、 (5-苯基-1H-咪唑-2-基)甲胺 在 1-羟基苯并三唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 以80%的产率得到tert-butyl ((S)-3-(4-hydroxy-2,6-dimethylphenyl)-1-oxo-1-((S)-3-(((4-phenyl-1H-imidazol-2-yl)methyl)carbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)propan-2-yl)carbamate
  参考文献：
  名称：

  Role of benzimidazole (Bid) in the δ-opioid agonist pseudopeptide H-Dmt-Tic-NH-CH2-Bid (UFP-502)☆

  摘要：

  H-Dmt-Tic-NH-CH2-Bid (UFP-502) was the first delta-opioid agonist prepared from the Dmt-Tic pharmacophore. It showed interesting pharmacological properties, such as stimulation of mRNA BDNF expression and antidepression. To evaluate the importance of 1H-benzimidazol-2-yl (Bid) in the induction of delta-agonism, it was substituted by similar heterocycles: The substitution of NH(1) by O or S transforms the reference delta-agonist into delta-antagonists. Phenyl ring of benzimidazole is not important for delta-agonism; in fact 1H-imidazole-2-yl retains delta-agonist activity. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.032