8-(Biphenyl-4-yloxy)-octanoic acid methyl ester | 623141-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 8-(Biphenyl-4-yloxy)-octanoic acid methyl ester
• 英文别名: Methyl 8-(4-phenylphenoxy)octanoate
• CAS: 623141-54-8
• 化学式: C₂₁H₂₆O₃
• 分子量: 326.436
• InChiKey: GXYOHQCJAWNLRE-UHFFFAOYSA-N

物化性质

• 沸点：
  453.8±38.0 °C(Predicted)
• 密度：
  1.038±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-(Biphenyl-4-yloxy)-octanoic acid methyl ester 在 spiro[(1R,2S,4R)-1,7,7-trimethylbicyclo[2.2.1]heptane-2,3'-N-phenylsulfonyloxaziridine] 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 8-((1,1'-biphenyl)-4-yloxy)-2-hydroxy-N-methyloctanamide
  参考文献：
  名称：

  α-Keto amides as inhibitors of histone deacetylase

  摘要：

  alpha-Keto ester and amides were found to be potent inhibitors of historic deacetylase. Nanomolar inhibitors against the isolated enzyme and sub-micromolar inhibitors of cellular proliferation were obtained. The alpha-keto amide 30 also exhibited significant anti-tumor effects in an in vivo tumor model. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00685-1
• 作为产物：
  描述：

  8-溴辛酸甲酯 、 对羟基联苯 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以88%的产率得到8-(Biphenyl-4-yloxy)-octanoic acid methyl ester
  参考文献：
  名称：

  α-Keto amides as inhibitors of histone deacetylase

  摘要：

  alpha-Keto ester and amides were found to be potent inhibitors of historic deacetylase. Nanomolar inhibitors against the isolated enzyme and sub-micromolar inhibitors of cellular proliferation were obtained. The alpha-keto amide 30 also exhibited significant anti-tumor effects in an in vivo tumor model. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00685-1

文献信息

• Trifluoromethyl ketones as inhibitors of histone deacetylase
  作者：Robin R. Frey、Carol K. Wada、Robert B. Garland、Michael L. Curtin、Michael R. Michaelides、Junling Li、Lori J. Pease、Keith B. Glaser、Patrick A. Marcotte、Jennifer J. Bouska、Shannon S. Murphy、Steven K. Davidsen

  DOI：10.1016/s0960-894x(02)00754-0

  日期：2002.12

  Trifluoromethyl ketones were found to be inhibitors of histone deacetylases (HDACs). Optimization of this series led to the identification of submicromolar inhibitors Such as 20 that demonstrated antiproliferative effects against the HT1080 and MDA 435 cell lines. (C) 2002 Elsevier Science Ltd. All rights reserved.