3-溴-4-羟基-5-甲氧基苯基乙腈 | 81038-44-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 3-溴-4-羟基-5-甲氧基苯基乙腈
• 中文别名: 3-溴-4-羟基-5-甲氧基苯乙腈
• 英文名称: 3-Bromo-4-hydroxy-5-methoxyphenyl-acetonitrile
• 英文别名: 3-bromo-4-hydroxy-5-methoxybenzeneacetonitrile；3-Methoxy-4-hydroxy-5-brom-phenyl-acetonitril；3-Bromo-4-hydroxy-5-methoxyphenylacetonitrile；2-(3-bromo-4-hydroxy-5-methoxyphenyl)acetonitrile
• CAS: 81038-44-0
• 化学式: C₉H₈BrNO₂
• 分子量: 242.072
• InChiKey: VMARCRAWRNPBBQ-UHFFFAOYSA-N

物化性质

• 熔点：
  145-147°C
• 沸点：
  343.2±37.0 °C(Predicted)
• 密度：
  1.569±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险类别码：
  R20/21/22,R36/37/38
• 危险品运输编号：
  UN 3439
• 海关编码：
  2926909090
• 安全说明：
  S26,S36/37/39

反应信息

• 作为反应物：
  描述：

  3-溴-4-羟基-5-甲氧基苯基乙腈 在 borane tetrahydrofuran 、 硫酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 以25%的产率得到4-(2-aminoethyl)-2-bromo-6-methoxyphenol
  参考文献：
  名称：

  Development of novel Asf1–H3/H4 inhibitors

  摘要：

  The histone chaperone anti-silencing function 1 (Asf1) has emerged as a promising target for therapeutic intervention for multiple cancers (Cell 2006, 127, 458). Asf1 is involved in the packaging of the eukaryotic genome into chromatin, which is essential for normal growth, development, and differentiation, as this regulates all nuclear processes that use DNA as a substrate. Starting from a collection of HTS leads, we identified a series of N-acyl hydrazones as novel inhibitors of the Asf-histone H3/H4 interaction. These compounds represent the first example of inhibitors capable of disrupting the Asf1-H3/H4 complex. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.067
• 作为产物：
  描述：

  4-羟基-3-甲氧基苯乙腈 在 溴 作用下， 反应 6.0h， 以65%的产率得到3-溴-4-羟基-5-甲氧基苯基乙腈
  参考文献：
  名称：

  以吗啡合成为目标的研究，IV：一种从均四腈中提取 N-去甲网状番荔枝碱衍生物的新方法

  摘要：

  用路易斯酸部分去甲基化高过四腈 (3a) 得到异构单酚 3b 和 3c 的混合物。异构体的分离为 N-去甲网状番荔枝碱 (1a) 及其 6'- 卤素衍生物 1b、c 提供了一种新方法。

  DOI：

  10.1002/ardp.19813141203

文献信息

• Hellmann,H.; Elser,W., Justus Liebigs Annalen der Chemie, 1961, vol. 639, p. 77 - 88
  作者：Hellmann,H.、Elser,W.

  DOI：——

  日期：——
• OXADIAZOLE, THIADIAZOLE AND TRIAZOLE DERIVATIVES AND COMBINATORIAL LIBRARIES THEREOF
  申请人：TREGA BIOSCIENCES, INC.

  公开号：EP1126833A2

  公开（公告）日：2001-08-29
• EP1126833A4
  申请人：——

  公开号：EP1126833A4

  公开（公告）日：2004-09-08
• [EN] OXADIAZOLE, THIADIAZOLE AND TRIAZOLE DERIVATIVES AND COMBINATORIAL LIBRARIES THEREOF<br/>[FR] DERIVES OXADIAZOLE, THIADIAZOLE ET TRIAZOLE ET BIBLIOTHEQUES COMBINATOIRES CONTENANT CES DERIVES
  申请人：TREGA BIOSCIENCES INC

  公开号：WO2000025768A1

  公开（公告）日：2000-05-11

  The present invention relates to novel compounds of formula (I) wherein X1, X2, X3, X4, T, U and V have the meanings provided. The invention further relates to combinatorial libraries containing at least two or more such compounds, and to methods of preparing combinatorial libraries composed of such compounds.
• Development of novel Asf1–H3/H4 inhibitors
  作者：Greg F. Miknis、Sarah J. Stevens、Luke E. Smith、David A. Ostrov、Mair E.A. Churchill

  DOI：10.1016/j.bmcl.2014.11.067

  日期：2015.2

  The histone chaperone anti-silencing function 1 (Asf1) has emerged as a promising target for therapeutic intervention for multiple cancers (Cell 2006, 127, 458). Asf1 is involved in the packaging of the eukaryotic genome into chromatin, which is essential for normal growth, development, and differentiation, as this regulates all nuclear processes that use DNA as a substrate. Starting from a collection of HTS leads, we identified a series of N-acyl hydrazones as novel inhibitors of the Asf-histone H3/H4 interaction. These compounds represent the first example of inhibitors capable of disrupting the Asf1-H3/H4 complex. (C) 2014 Elsevier Ltd. All rights reserved.

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