3-(2-Acetamino-ethyl)-5-ethoxy-indol | 2436-11-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(2-Acetamino-ethyl)-5-ethoxy-indol
• 英文别名: N-[2-(5-ethoxy-indol-3-yl)-ethyl]-acetamide；Acetamide,n-[2-(5-ethoxy-1h-indol-3-yl)ethyl]-；N-[2-(5-ethoxy-1H-indol-3-yl)ethyl]acetamide
• CAS: 2436-11-5
• 化学式: C₁₄H₁₈N₂O₂
• 分子量: 246.309
• InChiKey: SBWRBXMGZBMCCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  54.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(2-Acetamino-ethyl)-5-ethoxy-indol 在 劳森试剂 作用下， 以 甲苯 为溶剂， 以23%的产率得到N-[2-(5-ethoxyindol-3-yl)ethyl]thioacetamide
  参考文献：
  名称：

  Binding affinity and biological activity of oxygen and sulfur isosteres at melatonin receptors as a function of their hydrogen bonding capability

  摘要：

  Analogues of melatonin (1) and of N-acetyl 5-ethoxytryptamine (3) in which the oxygen atoms are replaced by sulfur have been prepared and tested against human and amphibian melatonin receptors. All sulfur analogues show a decreased binding affinity at human NIT, and MT(2) receptors and a reduced potency as melatonin agonists on the Xenopus melanophore assay. The 5-methoxy oxygen of melatonin is significantly more important for receptor binding than the amide oxygen. N-Acetyl 5-ethoxytryptamine shows a decrease in both binding affinity and potency in comparison with melatonin. In this series, replacing either the ethoxy or amide oxygen by sulfur has a similar but smaller effect on both binding affinity and potency. Using K H values from Abraham's equations we have assessed the possibility of estimating EC(50) values for sulfur isosteres from the EC(50) values of their oxygen analogues. (C) 2003 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2003.09.004

文献信息

• NOVEL COMPOSITIONS AND METHODS FOR TREATING CANCER
  申请人：Board of Regents, The University of Texas System

  公开号：US20130129812A1

  公开（公告）日：2013-05-23

  Provided herein are methods and compositions inter alia for treating diseases, including hyperproliferative diseases, migraine headaches, and depression.

  本文提供了用于治疗疾病的方法和组合物，包括治疗增生性疾病、偏头痛和抑郁症的方法和组合物。
• SUBSTITUTED INDOLE MCL-1 INHIBITORS
  申请人：VANDERBILT UNIVERSITY

  公开号：US20160214934A1

  公开（公告）日：2016-07-28

  The present application, among other things, provides compounds that are capable of inhibiting the activity of anti-apoptotic Bcl-2 family proteins, for example, myeloid cell leukemia-1 (Mcl-1) protein. The present invention also provides pharmaceutical compositions as well as methods for using provided compounds for treatment of diseases and conditions (e.g., cancer) characterized by the over-expression or dysregulation of Mcl-1 protein. In some embodiments, a provided compound has the structure of formula I. In some embodiments, a provided compound has the structure of formula II.

  本申请提供了一些化合物，其中包括能够抑制抗凋亡Bcl-2家族蛋白（例如髓系细胞白血病-1（Mcl-1）蛋白）活性的化合物。本发明还提供了制药组合物以及使用所提供化合物治疗由Mcl-1蛋白过度表达或调节失常所致的疾病和病况（例如癌症）的方法。在某些实施例中，所提供的化合物具有公式I的结构。在某些实施例中，所提供的化合物具有公式II的结构。
• Novel Compositions and Methods for Treating Cancer
  申请人：Board of Regents, The University of Texas System

  公开号：US20150306077A1

  公开（公告）日：2015-10-29

  Provided herein are methods and compositions inter alia for treating diseases, including hyperproliferative diseases, migraine headaches, and depression.

  本文提供了治疗疾病的方法和组合物，包括治疗高增殖性疾病、偏头痛和抑郁症等疾病的方法和组合物。
• Coated veterinary implants
  申请人：Hoechst Veterinär GmbH

  公开号：EP0246910A2

  公开（公告）日：1987-11-25

  A coated veterinary implant including (a) a veterinary implant including an effective amount of (i) an active ingredient selected from melatonin or related chemicals of the indole class, or mixtures thereof, and (ii) a veterinarily acceptable carrier or excipient, and (b) a coating for said veterinary implant (a) formed from a physiologically compatible polymeric coating composition; which implant, in use, releases the active ingredient at a rate sufficient to maintain the blood level of melatonin or related chemicals of the indole class at or above a level sufficient, and for a period sufficient, to regulate seasonal breeding activity and/or seasonal physiological responses of an animal to be treated.

  一种带涂层的兽用植入物，包括 (a) 兽用植入物，包括有效量的(i)选自褪黑素或吲哚类相关化学品或其混合物的活性成分，和(ii)兽用可接受的载体或赋形剂，和 (b) 用于所述兽用植入物 (a) 的涂层，由生理上兼容的聚合物涂层组合物形成； 该植入物在使用过程中释放活性成分的速度足以将血液中褪黑激素或吲哚类相关化学物质的水平维持在足以调节待治疗动物的季节性繁殖活动和/或季节性生理反应的水平或以上，且维持时间足以调节待治疗动物的季节性繁殖活动和/或季节性生理反应。
• Melatonin for regulating animal reproduction
  申请人：SCHERING AGROCHEMICALS LIMITED

  公开号：EP0300630A2

  公开（公告）日：1989-01-25

  The present invention relates to a method of regulating the seasonal breeding activity and/or seasonal physiological responses of animals utilising veterinary implants. Previously described coated veterinary implants allow an active ingredient to be released at a predetermined rate to maintain a predetermined blood level of melatonin. However, the manipulation of breeding activity was limited to relative brief delays in the onset of puberty or oestrus or relatively brief advancement in the onset of puberty or oestrus. Accordingly difficulties of the prior art are substantially overcome by using the method of the invention. The method includes subjecting the animal to be treated to a first treatment with a veterinary composition including (a) an effective amount of an active ingredient selected from melatonin or related chemicals of the indole class, as hereinbefore defined, or mixtures thereof, and (b) a veterinarily acceptable carrier or excipient therefor;     at a preselected time relative to the normal breeding cycle of the animal;     and subjecting the animal to be treated to at least a second treatment with a veterinary composition as described above at a later preselected time relative to the normal breeding cycle of the animal. A composition for use in the above method is also provided.

  本发明涉及一种利用兽用植入物调节动物季节性繁殖活动和/或季节性生理反应的方法。 以前描述的带涂层的兽用植入物可按预定速率释放活性成分，以维持预定的血液褪黑激素水平。 然而，对繁殖活动的控制仅限于相对短暂地推迟青春期或发情期的到来，或相对短暂地提前青春期或发情期的到来。 因此，使用本发明的方法基本上克服了现有技术的困难。该方法包括用兽药组合物对待处理的动物进行第一次处理，兽药组合物包括 (a) 选自褪黑素或吲哚类相关化学物质（如前所述）或其混合物的有效量的活性成分，以及 (b) 兽医可接受的载体或赋形剂； 在相对于动物正常繁殖周期的预选时间； 在相对于动物正常繁殖周期的稍后预选时间，用上述兽用组合物对待处理的动物进行至少第二次处理。还提供了一种用于上述方法的组合物。