N-[2-(二乙氨基)乙基]-1H-吲哚-2-甲酰胺 | 117843-84-2

• 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
• 中文名称: N-[2-(二乙氨基)乙基]-1H-吲哚-2-甲酰胺
• 英文名称: N-<2-(Diethylamino)ethyl>-1H-indole-2-carboxamide
• 英文别名: N-[2-(N,N-Diethylamino)ethyl]indol-2-carboxamide；N-[2-(diethylamino)ethyl]-1H-indole-2-carboxamide
• CAS: 117843-84-2
• 化学式: C₁₅H₂₁N₃O
• 分子量: 259.351
• InChiKey: SNUICCAGEAODAF-UHFFFAOYSA-N

物化性质

• 熔点：
  129-131 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  493.1±25.0 °C(Predicted)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  48.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吲哚-2-羧酸 、 N,N-二乙基乙二胺 在 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以47.5%的产率得到N-[2-(二乙氨基)乙基]-1H-吲哚-2-甲酰胺
  参考文献：
  名称：

  Synthesis of new indole-2-carboxamide and 3-acetamide derivatives and evaluation their antioxidant properties

  摘要：

  In recent years, antioxidant compounds play an important role as a health-protecting factor. Antioxidants protect cells against the damaging effects of reactive oxygen species (ROS). An imbalance between antioxidants and ROS results in oxidative stress, which leads to cellular damage and it is linked to many vital diseases. It was shown that heme oxygenase (HO) provides efficient cytoprotection against oxidative stress. In this study, a series of indole-2-carboxamide and 3-acetamide derivatives was tested for in vitro effects on HO activity and 2,2-diphenyl-1-picrylhydrazyl (DPPH) inhibition. Among the synthesized compounds, N-[3-(dimethylamino)propyl]-1H-indole-2-carboxamide 3 was found as the most activator of HO and N-(2-(dimethylamino)ethyl)-2-(1H-indol-3-yl)acetamide 8 was found the most potent inhibitor for DPPH at 10(-4) M concentration.

  DOI：

  10.3109/14756366.2011.631183

文献信息

• Heterocyclic analogs of benzamide antiarrhythmic agents
  作者：Reda Hanna、John W. Lampe、William C. Lumma、Paul W. Erhardt、Samuel S. Wong、Mark E. Sullivan

  DOI：10.1021/jm00123a033

  日期：1989.3

  A series of heterocyclic N-[(diethylamino)alkyl]arenamides related to acecainide was prepared and examined for antiarrhythmic activity. The compounds were synthesized from the corresponding known heterocyclic carboxylic acids or esters by using standard amide formation methods. The effects of the compounds on the electrophysiological properties of canine Purkinje fibers and ventricular muscle strips

  制备了一系列与乙酰醋胺有关的杂环N-[（（二乙基氨基）烷基]芳酰胺，并检查了其抗心律失常活性。通过使用标准酰胺形成方法，由相应的已知杂环羧酸或酯合成化合物。确定了这些化合物对犬浦肯野纤维和心室肌条的电生理特性的影响。大多数化合物显示出与弱I类活性一致的作用。显示了两种化合物，N- [2-（二乙基氨基）乙基] -3,4,5-三甲基-1H-吡咯-2-羧酰胺和N- [2-（二乙基氨基）乙基] -1H-吲哚-2-羧酰胺延长动作电位持续时间和功能不应期，表明适度的III类电生理活性。通过使用分子建模技术检查了代表性化合物。活性类别不同的​​化合物在质量上显示出不同的静电势图。
• Use of certain imidazol carbazols in treating stress-related
  申请人：Sandoz Ltd.

  公开号：US05561149A1

  公开（公告）日：1996-10-01

  Use of a mono or bicyclic carbocyclic, or heterocyclic carboxylic, acid ester or amide or an imidazolyl carbazol in the manufaccure of a medicament suitable for the treatment of stress-related psychiatric disorders, for increasing vigilance, for the treatment of rhinitis or serotonin-induced disorders and/or coadministration with another active agent to increase the bioavailability thereof, or for nasal administration.

  使用单环或双环碳环、或杂环羧酸酯或酰胺或咪唑基卡巴唑在制造适用于治疗与压力相关的精神障碍、增加警觉性、治疗鼻炎或血清素诱导的疾病和/或与另一种活性药物联合给药以增加其生物利用度，或用于鼻腔给药的药物。
• HANNA, REDA G.;LAMPE, JOHN W.;LUMMA, WILLIAM C. (JR);ERHARDT, PAUL W.;WON+, J. MED. CHEM., 32,(1989) N, C. 688-693
  作者：HANNA, REDA G.、LAMPE, JOHN W.、LUMMA, WILLIAM C. (JR)、ERHARDT, PAUL W.、WON+

  DOI：——

  日期：——
• GIGER, RUDOLF K. A.;ENGEL, GUNTER;BUCHHEIT, KARL-HEINZ
  作者：GIGER, RUDOLF K. A.、ENGEL, GUNTER、BUCHHEIT, KARL-HEINZ

  DOI：——

  日期：——
• US5561149A
  申请人：——

  公开号：US5561149A

  公开（公告）日：1996-10-01