吲哚-1-基乙酰胺 | 39597-63-2

• 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: 吲哚-1-基乙酰胺
• 英文名称: indol-1-ylacetamide
• 英文别名: 2-indol-1-yl-acetamide；1H-indole-1-acetamide；Indolyl-1-acetamid；Indol-1-Acetamid；2-(1H-indol-1-yl)acetamide；2-indol-1-ylacetamide
• CAS: 39597-63-2
• 化学式: C₁₀H₁₀N₂O
• 分子量: 174.202
• InChiKey: IUUZMSMGSOUFTO-UHFFFAOYSA-N

物化性质

• 熔点：
  158-160 °C(Solv: chloroform (67-66-3))
• 沸点：
  409.7±28.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  48
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  吲哚-1-基乙酰胺 在 甲烷磺酸 、 potassium tert-butylate 、 三氟乙酸 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 2.0h， 生成 8b,9-dihydroindolo[4',3':3,4,5]pyrrolo[3',4':6,7]azepino[1,2-a]indole-1,3(2H,5H)-dione
  参考文献：
  名称：

  Synthesis of 4-substituted 3-(indol-3-yl)maleimides and azepines with annelated indole and maleimide nuclei

  摘要：

  A series of 4-substituted 3-(indole-3-yl)maleimides has been synthesized. Upon the action of CH3SO3H in TFA, the 3-(indole-3-yl)-4-(arylalkylamino)-maleimides undergo cyclization to give 12b,13-dihydro-4bH-indolo[3,2-d]pyrrolo[3,4-b][1]benzazepine-5,7(6H, 8H)-dione derivatives. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.027
• 作为产物：
  描述：

  2-(2,3-dihydroindol-1-yl)acetamide 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 以93%的产率得到吲哚-1-基乙酰胺
  参考文献：
  名称：

  Synthesis of 4-substituted 3-(indol-3-yl)maleimides and azepines with annelated indole and maleimide nuclei

  摘要：

  A series of 4-substituted 3-(indole-3-yl)maleimides has been synthesized. Upon the action of CH3SO3H in TFA, the 3-(indole-3-yl)-4-(arylalkylamino)-maleimides undergo cyclization to give 12b,13-dihydro-4bH-indolo[3,2-d]pyrrolo[3,4-b][1]benzazepine-5,7(6H, 8H)-dione derivatives. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.06.027

文献信息

• Synthesis, Cytotoxicity and Protein Kinase C Inhibition of Arylpyrrolylmaleimides
  作者：Gui-Qing Xu、Chong Zhang、Lei Zhang、Xing-Lu Zhou、Bo Yang、Qiao-Jun He、Yong-Zhou Hu

  DOI：10.1002/ardp.200700190

  日期：2008.5

  novel arylpyrrolylmaleimides was synthesized and evaluated for their in‐vitro cytotoxicity against various human cancer cell lines and their protein‐kinase C inhibitory activity. Some of the compounds showed high or moderate cytotoxic activity against the tested cell lines. Compound 6b is the most promising compound against the tested cancer cell lines; 6d and 6e showed moderate protein‐kinase C inhibition

  合成了一系列新型芳基吡咯基马来酰亚胺，并评估了它们对各种人类癌细胞系的体外细胞毒性及其蛋白激酶 C 抑制活性。一些化合物对测试的细胞系显示出高或中度的细胞毒活性。化合物 6b 是最有前途的抗癌细胞系化合物；6d和6e显示出中度蛋白激酶C抑制。根据获得的实验数据讨论结构 - 活性关系。
• [EN] TrkA KINASE INHIBITORS, COMPOSITIONS AND METHODS THEREOF<br/>[FR] INHIBITEURS DE LA KINASE TRKA, COMPOSITIONS EN CONTENANT ET MÉTHODES ASSOCIÉES
  申请人：MERCK SHARP & DOHME

  公开号：WO2016054807A1

  公开（公告）日：2016-04-14

  The present invention is directed to substituted indole compounds of formula (I) which are tropomyosin-related kinase (Trk) family protein kinase inhibitors, and hence are useful in the treatment of pain, inflammation, cancer, restenosis, atherosclerosis, psoriasis, thrombosis, adisease, disorder, injury, or malfunction relating to dysmyelination or demyelination or a disease or disorder associated with abnormal activities of nerve growth factor (NGF) receptor TrkA.

  本发明涉及式(I)的取代吲哚化合物，它们是肌动蛋白相关激酶（Trk）家族蛋白激酶抑制剂，因此在治疗与神经生长因子（NGF）受体TrkA异常活动相关的疼痛、炎症、癌症、再狭窄、动脉粥样硬化、牛皮癣、血栓形成、疾病、紊乱、损伤或与失髓鞘或脱髓鞘相关的疾病或紊乱方面具有用处。
• Method for treating sepsis
  申请人：——

  公开号：US20040110825A1

  公开（公告）日：2004-06-10

  A novel method of treating and/or preventing sepsis.

  一种治疗和/或预防败血症的新方法。
• Combination therapy for the treatment of inflammatory and respiratory diseases
  申请人：——

  公开号：US20030092767A1

  公开（公告）日：2003-05-15

  A pharmaceutical composition for the treatment of Inflammatory Disease or Respiratory Disease in mammals, which comprises, as active ingredients, a neutrophil elastase inhibitor and an sPLA 2 inhibitor.

  一种用于治疗哺乳动物的炎症性疾病或呼吸道疾病的药物组合物，其包括中性粒细胞弹性蛋白酶抑制剂和sPLA2抑制剂作为活性成分。
• Neuroprotective and anti-proliferative compounds
  申请人：——

  公开号：US20040102467A1

  公开（公告）日：2004-05-27

  This invention features ring-substituted pyrrolo-&bgr;-carboline derivatives and ring-substitution and structural derivatives of 3-(1H-indol-3-yl)-1H-pyrrole-2,5-dione of formulas (I-III), which are useful as neuroprotective and anti-proliferative compounds. Also disclosed are methods for the preparation of these compounds, selected biological profiles and uses of these compounds in the treatment of various neurodegenerative and inflammatory diseases of the human nervous system and in the treatment of various other proliferative disorders characterized by loss of growth or cellular differentiation control including, but not limited to, cancer and inflammation. 1

  这项发明涉及环取代吡咯β-咔啉衍生物和3-(1H-吲哚-3-基)-1H-吡咯-2,5-二酮的环取代和结构衍生物，其作为神经保护和抗增殖化合物具有用途。还公开了这些化合物的制备方法，选择的生物学特性以及这些化合物在治疗人类神经系统的各种神经退行性和炎症性疾病以及治疗其他各种增殖性疾病中的用途，这些疾病的特征是失去生长或细胞分化控制，包括但不限于癌症和炎症。