trans-bicyclo<2.2.1>heptane-2,3-diamine

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: trans-bicyclo<2.2.1>heptane-2,3-diamine
• 英文别名: trans-(+/-)-2,3-diaminonorbornan；trans-2.3-Diaminobicyclo(2.2.1)heptan；trans-bicyclo[2.2.1]heptane-2,3-diamine；(1R,2S,3S,4S)-bicyclo[2.2.1]heptane-2,3-diamine
• 化学式: C₇H₁₄N₂
• 分子量: 126.202
• InChiKey: ZPKDUFWKBQYUAT-VZFHVOOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,6-二氯-5-氨基嘧啶 、 trans-bicyclo<2.2.1>heptane-2,3-diamine 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 240.0h， 生成
  参考文献：
  名称：

  新型柯萨奇病毒B3抑制剂的设计，合成和生物学评估

  摘要：

  报道了新型的柯萨奇病毒B3（CVB3）抑制剂的合成和SAR研究。这些化合物可视为在9位被各种取代的双环支架（双环[2.2.1]庚烷/烯-降冰片烷或降冰片烯）取代的6-氯嘌呤。描述了31种目标化合物的合成和生物学评估。几种类似物在低微摩尔范围（0.66–2μM）中抑制CVB3。观察到最小或没有细胞毒性。

  DOI：

  10.1016/j.bmc.2010.04.081
• 作为产物：
  描述：

  降冰片烯 在 铂 氢气 、 dinitrogen tetraoxide 作用下， 以 乙醚 、 溶剂黄146 为溶剂， 生成 trans-bicyclo<2.2.1>heptane-2,3-diamine
  参考文献：
  名称：

  Products and stereochemistry of reactions of dinitrogen tetroxide with .DELTA.9,10-octalin, norbornene, cyclooctatetraene, 6,6-diphenylfulvene, and indene

  摘要：

  DOI：

  10.1021/ja00988a037

文献信息

• Zur Aminolyse von Bis-Imidoylchloriden der Oxals�ure II. Umsetzung mit Diaminen und Aminoalkoholen
  作者：Dirt Lindauer、Rainer Beckert、Thomas Billert、Manfred D�ring、Helmar G�rls

  DOI：10.1002/prac.199533701107

  日期：——

  The aminolysis of bis-imidoylchloride 1 derived from oxalic acid with several diamines and aminoalcohols was investigated. At room temperature diamines 2 as well as aminoalcohols 7 give mainly the cyclic amidines 3 and mixed amidine-imidates 8 in moderately up to good yields. While cis-1,2-diaminocyclohexane yields at room temperature the bicyclic amidine 3a, the trans isomer reacts to 3b only when heated for several hours. Depending on the conditions, the racemic 1,2-diaminopropane 2h gives derivatives of pyrazine 3h or the open-chain amidine 5 resulting from an oxidative aromatization and subsequent hydrolysis. Histamine 2i and 1,8-diamino-3,6-dioxaoctane 2p react selectively with 1 to seven- respectively twelve-membered heterocycles 3i and 3p. The mixed aliphatic and aromatic diamines 2n, o show an anomalous behaviour leading to 2,2'-bis-chinazolines 3n, o.In comparison with acyclic oxalic amidines the new cyclic derivatives show less molecular dynamic in their nmr spectra. In some cases, a s-trans-arrangement of the amidine substructure was observed.
• Products and stereochemistry of reactions of dinitrogen tetroxide with .DELTA.9,10-octalin, norbornene, cyclooctatetraene, 6,6-diphenylfulvene, and indene
  作者：Harold. Shechter、John J. Gardikes、Thomas S. Cantrell、George V. D. Tiers

  DOI：10.1021/ja00988a037

  日期：1967.6
• Design, synthesis, and biological evaluation of novel coxsackievirus B3 inhibitors
  作者：Michal Šála、Armando M. De Palma、Hubert Hřebabecký、Radim Nencka、Martin Dračínský、Pieter Leyssen、Johan Neyts、Antonín Holý

  DOI：10.1016/j.bmc.2010.04.081

  日期：2010.6

  (CVB3) inhibitors are reported. These compounds could be considered as the 6-chloropurines substituted at position 9 with variously substituted bicyclic scaffolds (bicyclo[2.2.1]heptane/ene—norbornane or norbornene). The synthesis and biological evaluation of 31 target compounds are described. Several of the analogues inhibited CVB3 in the low micromolar range (0.66–2 μM). Minimal or no cytotoxicity was

  报道了新型的柯萨奇病毒B3（CVB3）抑制剂的合成和SAR研究。这些化合物可视为在9位被各种取代的双环支架（双环[2.2.1]庚烷/烯-降冰片烷或降冰片烯）取代的6-氯嘌呤。描述了31种目标化合物的合成和生物学评估。几种类似物在低微摩尔范围（0.66–2μM）中抑制CVB3。观察到最小或没有细胞毒性。