tert-butyl 3-[(2R)-2-formamido-2-[[(2R)-2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]propanoyl]amino]ethyl]indole-1-carboxylate | 1026278-89-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: tert-butyl 3-[(2R)-2-formamido-2-[[(2R)-2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]propanoyl]amino]ethyl]indole-1-carboxylate
• CAS: 1026278-89-6
• 化学式: C₃₈H₄₉N₅O₈
• 分子量: 703.836
• InChiKey: UOQRHGILHPMBSX-UKZNZPTOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  51
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  159
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 tert-butyl 3-[(2R)-2-formamido-2-[[(2R)-2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]propanoyl]amino]ethyl]indole-1-carboxylate 在 茴香硫醚 、 苯甲醚 作用下， 反应 0.5h， 生成 (R)-2-Amino-N-[(R)-1-formylamino-2-(1H-indol-3-yl)-ethyl]-3-(1H-indol-3-yl)-2-methyl-propionamide; compound with trifluoro-acetic acid
  参考文献：
  名称：

  New Active Series of Growth Hormone Secretagogues

  摘要：

  New growth hormone secretagogue (GHS) analogues were synthesized and evaluated for growth hormone releasing activity. This series derived from EP-51389 is based on a gem-diamino structure. Compounds that exhibited higher in vivo GH-releasing potency than hexarelin in rat (subcutaneous administration) were then tested per os in beagle dogs and for their binding affinity to human pituitary GHS receptors and to hGHS-R 1a. Compound 7 (JMV 1843, H-Aib-(D)-Trp-(D)-gTrp-formyl) showed high potency in these tests and was selected for clinical studies.(1)

  DOI：

  10.1021/jm020985q
• 作为产物：
  描述：

  在 吡啶 、 4-二甲氨基吡啶 、 N,N-二异丙基乙胺 、 [双(三氟乙酰氧基)碘]苯 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 2.5h， 生成 tert-butyl 3-[(2R)-2-formamido-2-[[(2R)-2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[1-[(2-methylpropan-2-yl)oxycarbonyl]indol-3-yl]propanoyl]amino]ethyl]indole-1-carboxylate
  参考文献：
  名称：

  New Active Series of Growth Hormone Secretagogues

  摘要：

  New growth hormone secretagogue (GHS) analogues were synthesized and evaluated for growth hormone releasing activity. This series derived from EP-51389 is based on a gem-diamino structure. Compounds that exhibited higher in vivo GH-releasing potency than hexarelin in rat (subcutaneous administration) were then tested per os in beagle dogs and for their binding affinity to human pituitary GHS receptors and to hGHS-R 1a. Compound 7 (JMV 1843, H-Aib-(D)-Trp-(D)-gTrp-formyl) showed high potency in these tests and was selected for clinical studies.(1)

  DOI：

  10.1021/jm020985q

文献信息

• New Active Series of Growth Hormone Secretagogues
  作者：Vincent Guerlavais、Damien Boeglin、Delphine Mousseaux、Catherine Oiry、Annie Heitz、Romano Deghenghi、Vittorio Locatelli、Antonio Torsello、Corrado Ghé、Filomena Catapano、Giampiero Muccioli、Jean-Claude Galleyrand、Jean-Alain Fehrentz、Jean Martinez

  DOI：10.1021/jm020985q

  日期：2003.3.1

  New growth hormone secretagogue (GHS) analogues were synthesized and evaluated for growth hormone releasing activity. This series derived from EP-51389 is based on a gem-diamino structure. Compounds that exhibited higher in vivo GH-releasing potency than hexarelin in rat (subcutaneous administration) were then tested per os in beagle dogs and for their binding affinity to human pituitary GHS receptors and to hGHS-R 1a. Compound 7 (JMV 1843, H-Aib-(D)-Trp-(D)-gTrp-formyl) showed high potency in these tests and was selected for clinical studies.(1)