2-[(diethylamino)methyl]cyclohexan-1-amine | 55762-07-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-[(diethylamino)methyl]cyclohexan-1-amine
• 英文别名: 2-(Diethylaminomethyl)cyclohexylamin；2-(diethylaminomethyl)cyclohexan-1-amine
• CAS: 55762-07-7
• 化学式: C₁₁H₂₄N₂
• mdl: MFCD09035502
• 分子量: 184.325
• InChiKey: BJHFVTGSIAZFIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[(diethylamino)methyl]cyclohexan-1-amine 、 (2E)-3-(4-氯苯基)丙烯酰氯 以 苯 为溶剂， 反应 0.75h， 以63.7%的产率得到(E)-3-(4-chlorophenyl)-N-{2-[(diethylamino)methyl]cyclohexyl}-prop-2-enamide
  参考文献：
  名称：

  Anti-inflammatory and Analgesic Amides: New Developments

  摘要：

  A series of substituted N-cycloalkyl benzamides, cinnamamides, and indole-3-carboxamides were synthesized and evaluated for their analgesic, antiinflammatory activities as well as for their gastrointestinal irritation liability. Indomethacin was used as reference drug in both tests. Compounds 1k, 1b, 1h, 1j, and 1g were the most active in the antiinflammatory paw edema inhibition test, with a sharply dose-dependent effect. In terms of the analgesic activity (acetic acid writhing test), the most active compound was 5a followed by 3a, but many other compounds were found to have a non-negligible potency. Even in this case, the effect was dose dependent.

  DOI：

  10.1002/(sici)1521-4184(200001)333:1<17::aid-ardp17>3.0.co;2-0

文献信息

• Structure-Guided Design of Nurr1 Agonists Derived from the Natural Ligand Dihydroxyindole
  作者：Minh Sai、Jan Vietor、Moritz Kornmayer、Markus Egner、Úrsula López-García、Georg Höfner、Jörg Pabel、Julian A. Marschner、Thomas Wein、Daniel Merk

  DOI：10.1021/acs.jmedchem.3c00852

  日期：2023.10.12

  The neuroprotective transcription factor Nurr1 was recently found to bind the dopamine metabolite 5,6-dihydroxyindole (DHI) providing access to Nurr1 ligand design from a natural template. We screened a custom set of 14 k extended DHI analogues in silico for optimized descendants to select 24 candidates for microscale synthesis and in vitro testing. Three out of six primary hits were validated as novel

  最近发现神经保护性转录因子 Nurr1 与多巴胺代谢物 5,6-二羟基吲哚 （DHI） 结合，从而从天然模板获得 Nurr1 配体设计。我们在计算机中筛选了一组定制的 14 k 扩展 DHI 类似物，用于优化的后代，以选择 24 个候选物进行微量合成和体外测试。6 个主要命中中有 3 个被验证为具有高达亚微摩尔结合亲和力的新型 Nurr1 激动剂，突出了 Nurr1 表面区域衬螺旋 12 的成药性。体外分析证实了 DHI 后代的细胞靶标参与，并证明了联合 Nurr1 激动剂治疗的显着累加效应，表明介导 Nurr1 激活的不同结合位点，这可能为 Nurr1 调节开辟新途径。
• Anti-inflammatory and Analgesic Amides: New Developments
  作者：Michele Palomba、Amedeo Pau、Gianpiero Boatto、Battistina Asproni、Luciana Auzzas、Riccardo Cerri、Loredana Arenare、Walter Filippelli、Giuseppe Falcone、Giulia Motola

  DOI：10.1002/(sici)1521-4184(200001)333:1<17::aid-ardp17>3.0.co;2-0

  日期：2000.1

  A series of substituted N-cycloalkyl benzamides, cinnamamides, and indole-3-carboxamides were synthesized and evaluated for their analgesic, antiinflammatory activities as well as for their gastrointestinal irritation liability. Indomethacin was used as reference drug in both tests. Compounds 1k, 1b, 1h, 1j, and 1g were the most active in the antiinflammatory paw edema inhibition test, with a sharply dose-dependent effect. In terms of the analgesic activity (acetic acid writhing test), the most active compound was 5a followed by 3a, but many other compounds were found to have a non-negligible potency. Even in this case, the effect was dose dependent.