2-[(Z)-3-(4-Benzyloxy-3-methoxy-phenyl)-2-chloro-acryloylamino]-benzoic acid | 565190-61-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 2-[(Z)-3-(4-Benzyloxy-3-methoxy-phenyl)-2-chloro-acryloylamino]-benzoic acid
• 英文别名: 2-[3-(4-Benzyloxy-3-methoxy-phenyl)-2-chloro-acryloylamino]-benzoic acid；2-[[(Z)-2-chloro-3-(3-methoxy-4-phenylmethoxyphenyl)prop-2-enoyl]amino]benzoic acid
• CAS: 565190-61-6
• 化学式: C₂₄H₂₀ClNO₅
• 分子量: 437.88
• InChiKey: ASGHMJIIXMTOGM-UYRXBGFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  84.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(Z)-3-(4-Benzyloxy-3-methoxy-phenyl)-2-chloro-acryloylamino]-benzoic acid 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以98%的产率得到N-(3-methoxy-4-hydroxydihydrocinnamoyl)anthranilic acid
  参考文献：
  名称：

  Inhibition of telomerase by BIBR 1532 and related analogues

  摘要：

  BIBR 1532 has been reported to be a potent, small molecule inhibitor of human telomerase, suggesting it as a lead for the development of anti-telomerase therapy. We confirm the ability of BIBR 1532 to inhibit telomerase and report the discovery of an equally potent analogue. Importantly, IC50 values in cell extract are considerably higher than those previously reported using assays for purified enzyme, indicating that substantial improvement may be necessary. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00101-x
• 作为产物：
  描述：

  4-苄氧基-3-甲氧基苯甲醛 在 吡啶 、 chromium dichloride 、 lithium hydroxide 、 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 31.5h， 生成 2-[(Z)-3-(4-Benzyloxy-3-methoxy-phenyl)-2-chloro-acryloylamino]-benzoic acid
  参考文献：
  名称：

  Inhibition of telomerase by BIBR 1532 and related analogues

  摘要：

  BIBR 1532 has been reported to be a potent, small molecule inhibitor of human telomerase, suggesting it as a lead for the development of anti-telomerase therapy. We confirm the ability of BIBR 1532 to inhibit telomerase and report the discovery of an equally potent analogue. Importantly, IC50 values in cell extract are considerably higher than those previously reported using assays for purified enzyme, indicating that substantial improvement may be necessary. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(03)00101-x

文献信息

• Inhibition of telomerase by BIBR 1532 and related analogues
  作者：D.K Barma、Anissa Elayadi、J.R Falck、David R Corey

  DOI：10.1016/s0960-894x(03)00101-x

  日期：2003.4

  BIBR 1532 has been reported to be a potent, small molecule inhibitor of human telomerase, suggesting it as a lead for the development of anti-telomerase therapy. We confirm the ability of BIBR 1532 to inhibit telomerase and report the discovery of an equally potent analogue. Importantly, IC50 values in cell extract are considerably higher than those previously reported using assays for purified enzyme, indicating that substantial improvement may be necessary. (C) 2003 Elsevier Science Ltd. All rights reserved.