2-硝基-1,2,3,4-四氢异喹啉 | 10308-72-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 中文名称: 2-硝基-1,2,3,4-四氢异喹啉
• 英文名称: 2-nitro-1,2,3,4-tetrahydro-isoquinoline
• 英文别名: 1-Nitro-3.4-benzo-1-aza-cyclohexan；Isoquinoline 1,2,3,4-tetrahydro-2-nitro-；2-nitro-3,4-dihydro-1H-isoquinoline
• CAS: 10308-72-2
• 化学式: C₉H₁₀N₂O₂
• 分子量: 178.191
• InChiKey: DEIUMGGCQWPHNC-UHFFFAOYSA-N

物化性质

• 沸点：
  377.7±32.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-硝基-1,2,3,4-四氢异喹啉 在 溶剂黄146 、 锌 作用下， 以 甲醇 为溶剂， 生成 1,2,3,4-四氢异喹啉-2-胺
  参考文献：
  名称：

  Discovery and structural analyses of S-adenosyl-l-homocysteine hydrolase inhibitors based on non-adenosine analogs

  摘要：

  Optimization of a new series of S-adenosyl-L-homocysteine hydrolase (AdoHcyase) inhibitors based on non-adenosine analogs led to very potent compounds 14n, 18a, and 18b with IC50 values of 13 +/- 3, 5.0 +/- 2.0, and 8.5 +/- 3.1 nM, respectively. An X-ray crystal structure of AdoHcyase with NAD(+) and 18a showed a novel open form co-crystal structure. 18a in the co-crystals formed intramolecular eight membered ring hydrogen bond formations. A single crystal X-ray structure of 14n also showed an intramolecular eight-membered ring hydrogen bond interaction. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.05.018
• 作为产物：
  描述：

  四氢异喹啉 在 溶剂黄146 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 1.5h， 生成 2-硝基-1,2,3,4-四氢异喹啉
  参考文献：
  名称：

  Discovery and structural analyses of S-adenosyl-l-homocysteine hydrolase inhibitors based on non-adenosine analogs

  摘要：

  Optimization of a new series of S-adenosyl-L-homocysteine hydrolase (AdoHcyase) inhibitors based on non-adenosine analogs led to very potent compounds 14n, 18a, and 18b with IC50 values of 13 +/- 3, 5.0 +/- 2.0, and 8.5 +/- 3.1 nM, respectively. An X-ray crystal structure of AdoHcyase with NAD(+) and 18a showed a novel open form co-crystal structure. 18a in the co-crystals formed intramolecular eight membered ring hydrogen bond formations. A single crystal X-ray structure of 14n also showed an intramolecular eight-membered ring hydrogen bond interaction. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.05.018

文献信息

• Discovery and structural analyses of S-adenosyl-l-homocysteine hydrolase inhibitors based on non-adenosine analogs
  作者：Akira Nakao、Hiroko Suzuki、Hiroaki Ueno、Hiroshi Iwasaki、Tomofumi Setsuta、Akiko Kashima、Shinji Sunada

  DOI：10.1016/j.bmc.2015.05.018

  日期：2015.8

  Optimization of a new series of S-adenosyl-L-homocysteine hydrolase (AdoHcyase) inhibitors based on non-adenosine analogs led to very potent compounds 14n, 18a, and 18b with IC50 values of 13 +/- 3, 5.0 +/- 2.0, and 8.5 +/- 3.1 nM, respectively. An X-ray crystal structure of AdoHcyase with NAD(+) and 18a showed a novel open form co-crystal structure. 18a in the co-crystals formed intramolecular eight membered ring hydrogen bond formations. A single crystal X-ray structure of 14n also showed an intramolecular eight-membered ring hydrogen bond interaction. (C) 2015 Elsevier Ltd. All rights reserved.