1-乙酰基-5-溴-3-羟基吲哚 | 114165-30-9

• 物质功能分类: 医药中间体 - 吲哚类化合物
• 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: 1-乙酰基-5-溴-3-羟基吲哚
• 中文别名: N-乙酰基-5-溴-3-羟基吲哚；1-乙酰基-5-溴-3-羟基-1H-吲哚；1-乙酰基-5-溴-1H-吲哚-3-醇
• 英文名称: 1-acetyl-3-hydroxy-5-bromoindole
• 英文别名: 1-acetyl-5-bromo-3-hydroxyindole；1-acetyl-5-bromo-indoxyl-3-ol；N-acetyl-5-bromo-indolyl-3-ol；N-acetyl-5-bromo-indol-3-ol；1-acetyl-5-bromo-3-indolol；1-acetyl-5-bromoindol-3-ol；N-Acetyl-5-Bromo-3-Hydroxyindole；1-(5-bromo-3-hydroxyindol-1-yl)ethanone
• CAS: 114165-30-9
• 化学式: C₁₀H₈BrNO₂
• 分子量: 254.083
• InChiKey: WOLVOYIZHIXSSE-UHFFFAOYSA-N

物化性质

• 熔点：
  187-188°C
• 沸点：
  387.1±22.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1-乙酰基-5-溴-3-羟基吲哚 在 sodium hydroxide 、 sodium methylate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 24.0h， 生成 5-bromo-3-indolyl-β-D-xylobioside
  参考文献：
  名称：

  Syntheses of 4-Methylumbelliferyl-β-D-Xylobioside and 5-Bromo-3-Indolyl-β-D-Xylobioside for Sensitive Detection of Xylanase Activity on Agar Plates

  摘要：

  4-甲基伞形酮-β-D-木二糖苷（MU-X2）和5-溴-3-吲哚基-β-D-木二糖苷（BI-X2）被合成为琼脂板检测木聚糖酶活性的底物。来自链霉菌属橄榄绿链霉菌E-86（FXYN）的F/10家族木聚糖酶使用MU-X2作为底物时比RBB-木聚糖更敏感地被检测到。仅有FXYN活性1/1000的突变木聚糖酶E128H/FXYN也能在MU-X2板上被检测到，但在RBB-木聚糖板上未被检测到。来自链霉菌属暗青链霉菌66（Xyn B）的G/11家族木聚糖酶未能在MU-X2板上被检测到，但它能在RBB-木聚糖板上被检测到，表明MU-X2底物对F/10家族木聚糖酶具有特异性。然而，没有任何木聚糖酶能通过使用BI-X2作为底物有效检测到。

  DOI：

  10.1271/bbb.64.741
• 作为产物：
  描述：

  5-溴代-3-羟基吲哚乙酸酯 在 硫酸 、 三乙胺 作用下， 反应 5.0h， 生成 1-乙酰基-5-溴-3-羟基吲哚
  参考文献：
  名称：

  具有改善的转糖基化活性的Araf51：一种针对一种特定受体的工程化生物催化剂

  摘要：

  为了获得用于合成烷基阿拉伯呋喃糖苷的有效生物催化剂，已经进行了阿拉伯呋喃呋喃糖基水解酶Araf51的随机诱变。选择突变体是基于其催化用作供体的对硝基苯基α-L-阿拉伯呋喃糖苷（pNP-Araf）和各种脂族醇作为受体的转糖基化反应的能力。这种筛选策略强调了5个有趣的克隆，每个克隆对应一个受体。与野生型酶相比，它们在转糖基化反应中似乎更有效，而未检测到自缩合或水解产物。此外，突变体对已为其选择了醇的高特异性证实了筛选过程。突变酶的序列分析表明，

  DOI：

  10.1016/j.carres.2014.10.031

文献信息

• AZAINDOLE-INDOLE COUPLED DERIVATIVES, PREPARATION METHODS AND USES THEREOF
  申请人：Cheng Jingcai

  公开号：US20100137356A1

  公开（公告）日：2010-06-03

  A novel class of azaindole-indole coupled derivatives, their preparation methods, pharmaceutical compositions containing the same and the uses thereof. The common structural feature of these derivatives is that they are coupled by azaindole and indole bi-molecule at different positions, forming extended pi-conjugated systems. Such derivatives inhibited cell growth and proliferation by various mechanisms. The present compounds have improved solubility, increased bioavailability, and thus have enhanced drug actions, and reduced medical dosages and undesired responses.

  一种新型的氮杂吲哚-吲哚偶联衍生物类，其制备方法、含有这些衍生物的药物组合物以及它们的用途。这些衍生物的共同结构特征是它们通过氮杂吲哚和吲哚双分子在不同位置偶联，形成扩展的π共轭系统。这些衍生物通过多种机制抑制细胞生长和增殖。目前的化合物具有改善的溶解性、增加的生物利用度，因此具有增强的药物作用，减少了药物剂量和不良反应。
• [EN] N-ARYLALKYL-3-AMINOALKOXYINDOLES AND THEIR USE AS 5-HT LIGANDS<br/>[FR] N-ARYLALKYL-3-AMINOALCOXYINDOLES ET LEUR UTILISATION EN TANT QUE LIGANDS DES RECEPTEURS 5-HT
  申请人：SUVEN LIFE SCIENCES LTD

  公开号：WO2004048331A1

  公开（公告）日：2004-06-10

  The present invention describes substituted 3-Aminoalkoxyindoles, as compounds of the general formula (I), its stereoisomers, its radioisotopes, its geometric forms, its N-oxides, its polymorphs, its pharmaceutically acceptable salts, its pharmaceutically acceptable solvates, its useful bioactive metabolites and any suitable combination of the above. The invention also discloses the processes for preparing such compounds of the general formula (I), its stereoisomers, its radioisotopes, its geometric forms, its N-oxides, its polymorphs, its pharmaceutically acceptable salts, its pharmaceutically acceptable solvates, its useful bio-active metabolites and also includes any suitable combination of the above. Further described are various methods of administering these compounds of general formula (I), i.e. pharmaceutically acceptable dosage forms, their composition and their use in either therapy or diagnosis.

  本发明描述了取代的3-氨基烷氧基吲哚，作为一般式(I)化合物，其立体异构体、放射性同位素、几何形式、N-氧化物、多晶形态、药学上可接受的盐、药学上可接受的溶剂化合物、有用的生物活性代谢物及上述任何合适的组合。该发明还揭示了制备该一般式(I)化合物、其立体异构体、放射性同位素、几何形式、N-氧化物、多晶形态、药学上可接受的盐、药学上可接受的溶剂化合物、有用的生物活性代谢物的方法，并包括上述任何合适的组合。进一步描述了各种给药这些一般式(I)化合物的方法，即药学上可接受的剂型、它们的组成以及它们在治疗或诊断中的用途。
• Synthesis and biological evaluation of novel oxindole derivatives for imaging neurofibrillary tangles in Alzheimer’s disease
  作者：Hiroyuki Watanabe、Masahiro Ono、Hiroyuki Kimura、Kenji Matsumura、Masashi Yoshimura、Yoko Okamoto、Masafumi Ihara、Ryosuke Takahashi、Hideo Saji

  DOI：10.1016/j.bmcl.2012.06.086

  日期：2012.9

  biological evaluation of a novel series of radioiodinated oxindole (OI) derivatives for detecting neurofibrillary tangles (NFTs) in the brains of patients with Alzheimer’s disease (AD). In binding experiments in vitro, 2-oxindole (2-OI) and 3-oxindole (3-OI) derivatives showed affinity for tau aggregates. The 3-OI derivative 14 showed the highest affinity of these derivatives. In biodistribution experiments

  这封信描述了用于检测阿尔茨海默病（AD）患者大脑中神经原纤维缠结（NFT）的一系列放射性碘化羟吲哚（OI）衍生物的合成和生物学评估。在体外结合实验中，2-oxindole（2-OI）和3-oxindole（3-OI）衍生物显示出对tau聚集体的亲和力。3-OI衍生物14显示出这些衍生物的最高亲和力。在使用正常小鼠进行的生物分布实验中，OI衍生物表现出良好的摄取（2分钟时为2.4–2.5％ID / g）和随时间从大脑清除（30分钟时为0.6–1.4％ID / g）。在使用AD脑切片的荧光染色实验中，有14个NFT明显被染色。3-OI可以作为开发新型NFT成像剂的新型分子支架。
• PESTICIDAL COMPOSITION COMPRISING INDOLE DERIVATES
  申请人：Bednarek Pawel

  公开号：US20090028796A1

  公开（公告）日：2009-01-29

  The present invention is directed to pesticidal compositions comprising indole derivatives. These indole derivatives are especially active against phytopathogenic fungi. Furthermore, the invention relates to the use of indole derivatives for the production of pesticides and the use of the compositions according to the invention as pesticides. The present invention is also directed to a process for producing a pesticidal composition and to pesticidal compositions prepared by this process. In addition, the invention relates to a process for preventing or combating pests and to a process for protecting plants against pests, especially against phytopathogenic fungi. Further, the invention is directed to plants or seeds as well as objects or materials which have been protected against pests by treatment with a composition according to the invention. Further, the invention is directed to a method for identifying a substance having pesticidal activity. Further, the invention is directed to a method of identifying the mode of action of and/or of providing binding proteins for a pesticidal compound of the present invention. Finally, the invention is directed to a method for diagnosing pest infection of a plant and to the use of a pesticidal compound of the present invention as diagnostic markers.

  本发明涉及包含吲哚衍生物的杀虫组合物。这些吲哚衍生物特别对植物病原真菌具有活性。此外，本发明涉及使用吲哚衍生物制备杀虫剂以及使用本发明中的组合物作为杀虫剂。本发明还涉及制备杀虫组合物的过程以及通过该过程制备的杀虫组合物。此外，本发明还涉及预防或对抗害虫的过程以及保护植物免受害虫，特别是植物病原真菌的过程。此外，本发明还涉及经过本发明中的组合物处理后受到保护的植物或种子以及物体或材料。本发明还涉及识别具有杀虫活性的物质的方法。此外，本发明还涉及识别本发明中杀虫化合物的作用方式和/或提供结合蛋白的方法。最后，本发明涉及诊断植物害虫感染的方法以及使用本发明中的杀虫化合物作为诊断标记的方法。
• HALOGENATED PHENOLS FOR DIAGNOSTICS, ANTIOXIDANT PROTECTION AND DRUG DELIVERY
  申请人：Latham Keith R.

  公开号：US20130022549A1

  公开（公告）日：2013-01-24

  The present invention relates to a composition and method for the detection of a detectable product formed from a compound of the present invention in the body of an individual. The detectable product may include a halide or a benzenetriol-based or benzenetetrol-based product of a dehalogenation reaction in the presence of FROS. In many embodiments, an indigo-like product formed from an indigogenic compound of the present invention may also be a detectable product for diagnostic purposes. This indigo-like product may have a higher residence time in tissues where it is formed, thus providing a detectable product localized to sites of high FROS. An indigogenic compound containing one or more radioactive isotopes is further provided for therapeutic purposes.

  本发明涉及一种用于检测本发明化合物在个体体内形成的可检测产物的组合物和方法。可检测产物可能包括在FROS存在下的卤化物或苯三酚基或苯四酚基的脱卤反应产物。在许多实施例中，本发明的吲哚类化合物形成的类似靛蓝的产物也可以用于诊断目的的可检测产物。这种类似靛蓝的产物在形成的组织中具有更长的停留时间，因此提供了定位于高FROS位点的可检测产物。进一步提供了含有一个或多个放射性同位素的吲哚类化合物，用于治疗目的。