N-(6-acetamidohexyl)-2-(4-methoxyphenyl)acetamide | 1571835-58-9

• 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: N-(6-acetamidohexyl)-2-(4-methoxyphenyl)acetamide
• CAS: 1571835-58-9
• 化学式: C₁₇H₂₆N₂O₃
• 分子量: 306.405
• InChiKey: ZPNUYCHRYGUNSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N-Boc-1,6-己二胺 在 potassium carbonate 、 三氯乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-(6-acetamidohexyl)-2-(4-methoxyphenyl)acetamide
  参考文献：
  名称：

  [EN] COMPOSITIONS AND METHODS FOR MODULATING HEXIM1 EXPRESSION
  [FR] COMPOSITIONS ET PROCÉDÉS DE MODULATION DE L'EXPRESSION D'HEXIM1

  摘要：

  一系列诱导己六亚甲基双乙酰胺（HMBA）衍生物（化学式I）的效力，能够诱导己六亚甲基双乙酰胺诱导蛋白1（HEXIM1）在癌细胞中的表达已经确定。揭示了在癌细胞和HIV细胞中诱导HEXIM1表达和细胞分化的方法。还讨论了对称和非对称的HMBA类似物的优化。

  公开号：

  WO2015116968A1

文献信息

• Compositions and methods for modulating HEXM1 expression
  申请人：CASE WESTERN RESERVE UNIVERSITY

  公开号：US10959966B2

  公开（公告）日：2021-03-30

  The potency of a series of Hexamethylene bis-acetamide (HMBA) derivatives of formula I, that induce Hexamethylene bis-acetamide inducible protein 1 (HEXIM1) was determined in cancer cells. The method of inducing HEXIM1 expression and cell differentiation in cancer and HIV cells are disclosed. Optimization of HMBA analogs that are symmetrical and unsymmetrical are also discussed.

  测定了一系列式 I 的六亚甲基双乙酰胺（HMBA）衍生物在癌细胞中诱导六亚甲基双乙酰胺诱导蛋白 1（HEXIM1）的效力。公开了在癌细胞和 HIV 细胞中诱导 HEXIM1 表达和细胞分化的方法。还讨论了对称和不对称 HMBA 类似物的优化问题。
• Lead optimization of HMBA to develop potent HEXIM1 inducers
  作者：Bo Zhong、Rati Lama、Wannarasmi Ketchart、Monica M. Montano、Bin Su

  DOI：10.1016/j.bmcl.2014.01.025

  日期：2014.3

  The potency of a series of Hexamethylene bis-acetamide (HMBA) derivatives inducing Hexamethylene bis-acetamide inducible protein 1 (HEXIM1) was determined in LNCaP prostate cancer cells. Several compounds with unsymmetrical structures showed significantly improved activity. Distinct from HMBA, these analogs have increased hydrophobicity and can improve the short half-life of HMBA, which is one of the factors that have limited the application of HMBA in clinics. The unsymmetrical scaffolds of the new analogs provide the basis for further lead optimization of the compounds using combinatorial chemistry strategy. Published by Elsevier Ltd.
• COMPOSITIONS AND METHODS FOR MODULATING HEXM1 EXPRESSION
  申请人：CASE WESTERN RESERVE UNIVERSITY

  公开号：US20160346236A1

  公开（公告）日：2016-12-01

  The potency of a series of Hexamethylene bis-acetamide (HMBA) derivatives of formula I, that induce Hexamethylene bis-acetamide inducible protein 1 (HEXIM1) was determined in cancer cells. The method of inducing HEXIM1 expression and cell differentiation in cancer and HIV cells are disclosed. Optimization of HMBA analogs that are symmetrical and unsymmetrical are also discussed.
• COMPOSITIONS AND METHODS FOR MODULATING HEXIM1 EXPRESSION
  申请人：CASE WESTERN RESERVE UNIVERSITY

  公开号：US20210212969A1

  公开（公告）日：2021-07-15

  A method of inducing HEXIM1 expression in cells of a subject includes administering to the cells a compound having the formula, and pharmaceutically acceptable salts thereof.