乙基8-(2-甲氧基苯基)-8-氧代-辛酸酯 | 898752-76-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 乙基8-(2-甲氧基苯基)-8-氧代-辛酸酯
• 英文名称: Ethyl 8-(2-methoxyphenyl)-8-oxooctanoate
• CAS: 898752-76-6
• 化学式: C₁₇H₂₄O₄
• 分子量: 292.375
• InChiKey: CJYNQAUFUOYCFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  401.7±25.0 °C(Predicted)
• 密度：
  1.042±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  乙基8-(2-甲氧基苯基)-8-氧代-辛酸酯 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 生成 8-(2-methoxy-phenyl)-8-oxo-octanoic acid
  参考文献：
  名称：

  Structurally Simple Trichostatin A-Like Straight Chain Hydroxamates as Potent Histone Deacetylase Inhibitors

  摘要：

  A series of new, structurally simple trichostatin A (TSA)-like straight chain hydroxamates were prepared and evaluated for their ability to inhibit partially purified human histone deacetylase 1 (HDAC-1). Some of these compounds such as 8m, 8n, 12, and 15b exhibited potent HDAC inhibitory activity with low nanomolar IC50 values, comparable to natural TSA. These compounds induce hyperacetylation of histones in T24 human cancer cells and significantly inhibit proliferation in. various human cancer cells. They also induce expression of p21 and cause cell cycle blocks in human cancer cells. in this paper, we describe the synthesis of these new compounds as well as structure-activity relationship results from enzyme inhibition and alterations in cellular function.

  DOI：

  10.1021/jm020154k
• 作为产物：
  描述：

  7-溴庚酸乙酯 在 三甲基氯硅烷 、 sodium iodide 、 锌 、 二溴甲烷 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 19.17h， 生成 乙基8-(2-甲氧基苯基)-8-氧代-辛酸酯
  参考文献：
  名称：

  Structurally Simple Trichostatin A-Like Straight Chain Hydroxamates as Potent Histone Deacetylase Inhibitors

  摘要：

  A series of new, structurally simple trichostatin A (TSA)-like straight chain hydroxamates were prepared and evaluated for their ability to inhibit partially purified human histone deacetylase 1 (HDAC-1). Some of these compounds such as 8m, 8n, 12, and 15b exhibited potent HDAC inhibitory activity with low nanomolar IC50 values, comparable to natural TSA. These compounds induce hyperacetylation of histones in T24 human cancer cells and significantly inhibit proliferation in. various human cancer cells. They also induce expression of p21 and cause cell cycle blocks in human cancer cells. in this paper, we describe the synthesis of these new compounds as well as structure-activity relationship results from enzyme inhibition and alterations in cellular function.

  DOI：

  10.1021/jm020154k

文献信息

• Structurally Simple Trichostatin A-Like Straight Chain Hydroxamates as Potent Histone Deacetylase Inhibitors
  作者：Soon Hyung Woo、Sylvie Frechette、Elie Abou Khalil、Giliane Bouchain、Arkadii Vaisburg、Naomy Bernstein、Oscar Moradei、Silvana Leit、Martin Allan、Marielle Fournel、Marie-Claude Trachy-Bourget、Zuomei Li、Jeffrey M. Besterman、Daniel Delorme

  DOI：10.1021/jm020154k

  日期：2002.6.1

  A series of new, structurally simple trichostatin A (TSA)-like straight chain hydroxamates were prepared and evaluated for their ability to inhibit partially purified human histone deacetylase 1 (HDAC-1). Some of these compounds such as 8m, 8n, 12, and 15b exhibited potent HDAC inhibitory activity with low nanomolar IC50 values, comparable to natural TSA. These compounds induce hyperacetylation of histones in T24 human cancer cells and significantly inhibit proliferation in. various human cancer cells. They also induce expression of p21 and cause cell cycle blocks in human cancer cells. in this paper, we describe the synthesis of these new compounds as well as structure-activity relationship results from enzyme inhibition and alterations in cellular function.