2-aminoindole | 42088-52-8

• 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
• 英文名称: 2-aminoindole
• 英文别名: 1,3-dihydro-2H-indol-2-imine；indolin-2-one-imine；Indolin-2-on-imin；1,3-dihydroindol-2-ylideneamine；3H-indol-2-amine
• CAS: 42088-52-8
• 化学式: C₈H₈N₂
• mdl: MFCD19203782
• 分子量: 132.165
• InChiKey: XGUYQMRMCDSQLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  38.4
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-aminoindole 在 sodium hydroxide 、 水 、 丙酮 作用下， 生成 1-(N-acetyl-sulfanilyl)-indolin-2-one-imine
  参考文献：
  名称：

  Sulfonamides of the Indole Group

  摘要：

  DOI：

  10.1021/ja01219a035
• 作为产物：
  描述：

  2-氨基苯乙腈 在 三乙基硅烷 、 indium(III) chloride 、 sodium azide 作用下， 以 水 、 乙腈 为溶剂， 反应 1.75h， 生成 2-aminoindole
  参考文献：
  名称：

  Reaction of Azides with Dichloroindium Hydride:  Very Mild Production of Amines and Pyrrolidin-2-imines through Possible Indium−Aminyl Radicals

  摘要：

  Organic azides are easily reduced to the corresponding amines by reaction with dichloroindium hydride under very mild conditions and in a highly chemoselective fashion. gamma-Azidonitriles give rise to outstanding five-membered cyclizations affording pyrrolidin-2-imines. A rationalization of the overall experimental data cannot exclude the occurrence of competitive radical and nonradical pathways, but certain results are, however, soundly consistent with the intermediacy of indium-bound nitrogen-centered radicals.

  DOI：

  10.1021/ol0606637

文献信息

• TAU-PROTEIN TARGETING PROTACS AND ASSOCIATED METHODS OF USE
  申请人：Arvinas, Inc.

  公开号：US20180125821A1

  公开（公告）日：2018-05-10

  The present disclosure relates to bifunctional compounds, which find utility as modulators of tau protein. In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a VHL or cereblon ligand which binds to the E3 ubiquitin ligase and on the other end a moiety which binds tau protein, such that tau protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of tau. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of tau protein. Diseases or disorders that result from aggregation or accumulation of tau protein are treated or prevented with compounds and compositions of the present disclosure.

  本公开涉及双功能化合物，其作为tau蛋白的调节剂具有实用性。具体而言，本公开涉及含有一端结合到E3泛素连接酶的VHL或cereblon配体，另一端结合到tau蛋白的双功能化合物，使得tau蛋白与泛素连接酶靠近，以实现tau蛋白的降解（和抑制）。本公开展示了与tau蛋白降解/抑制相关的广泛药理活性。本公开的化合物和组合物用于治疗或预防由tau蛋白聚集或积累导致的疾病或紊乱。
• Imidazolothiazole compounds for the treatment of disease
  申请人：Bhagwat Shripad

  公开号：US20070232604A1

  公开（公告）日：2007-10-04

  Compounds, compositions and methods are provided for modulating the activity of receptor kinases and for the treatment, prevention, or amelioration of one or more symptoms of disease or disorder mediated by receptor kinases.

  提供了用于调节受体激酶活性以及用于治疗、预防或改善由受体激酶介导的一种或多种疾病或紊乱症状的化合物、组合物和方法。
• NOVEL INHIBITORS OF TRANSFORMING GROWTH FACTOR KINASE AND METHODS OF USE THEREOF
  申请人：Duke University

  公开号：US20180105500A1

  公开（公告）日：2018-04-19

  The present invention provides novel inhibitors of TAK1 and methods of using such compounds to treat various diseases.

  本发明提供了新型TAK1抑制剂以及使用这类化合物治疗各种疾病的方法。
• BENZOARYLUREIDO COMPOUNDS, AND COMPOSITION FOR PREVENTION OR TREATMENT OF NEURODEGENERATIVE BRAIN DISEASE CONTAINING THE SAME
  申请人：Hahn Hoh-Gyu

  公开号：US20110319456A1

  公开（公告）日：2011-12-29

  Novel benzoarylureido compounds and a use thereof for prevention and/or treatment of the neurodegenerative brain disease are provided. The neurodegenerative brain diseases may include Alzheimer's disease, dementia, Parkinson's disease, stroke, amyloidosis, Pick's disease, Lou Gehrig's disease, Huntington's disease, Creutzfeld-Jakob disease, and the like.

  提供了新型苯甲酰脲类化合物及其用于预防和/或治疗神经退行性脑疾病的用途。神经退行性脑疾病可能包括阿尔茨海默病、痴呆症、帕金森病、中风、淀粉样变性、皮克氏病、路易·格希病、亨廷顿病、克罗伊茨菲尔德-雅各布病等。
• Synthesis of Some Fluorinated Heteroannulated Pyrimidines - Purine Isosteres - via Inverse-Electron-Demand Diels-Alder Protocol
  作者：Viktor Iaroshenko

  DOI：10.1055/s-0029-1217015

  日期：2009.12

  1,3,5-triazines was investigated. This study results in the synthesis of a set of polyfluoroalkyl containing pyrimidines, heteroannulated pyrimidines, and quinazolines. Following the elaborated synthetic pathway, l-(β-d-ribofuranosyl)-4,6-bis(polyfluoroalkyl)-1H-pyrazolo[3,4-d]pyrimidines were prepared starting from iso-AIRs. pyrimidines - purine isosteres - heterocycles - annulation - fluorine

  研究了过量电子体系（例如烯胺，富电子的氨基杂环和苯胺）与2,4,6-三（聚氟烷基）-1,3,5-三嗪的电子反Diels-Alder反应。这项研究的结果是合成了一组含嘧啶，杂环嘧啶和喹唑啉的多氟烷基。按照详细的合成途径，从iso -AIRs制备1-（β- d-核呋喃核糖基）-4,6-双（聚氟烷基）-1 H-吡唑并[3,4- d ]嘧啶。 嘧啶-嘌呤等排体-杂环-环化-氟

表征谱图