NSC 687945 | 151391-92-3

• 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: NSC 687945
• 英文别名: Methyl 4-((2,5-dihydroxybenzyl)amino)-2-hydroxybenzoate；methyl 4-[(2,5-dihydroxyphenyl)methylamino]-2-hydroxybenzoate
• CAS: 151391-92-3
• 化学式: C₁₅H₁₅NO₅
• 分子量: 289.288
• InChiKey: UKKCCABWWBKWOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  99
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  NSC 687945 在 salcomine 、 氧气 作用下， 生成 NSC 688791
  参考文献：
  名称：

  新型AG 957类似物的合成，构效关系和p210（bcr-abl）蛋白酪氨酸激酶活性。

  摘要：

  设计并合成了一系列新型的，空间受限的AG 957亲脂性类似物，作为潜在的蛋白酪氨酸激酶（PTK）抑制剂。研究了这些PTK抑制剂的体外活性，体内抗白血病活性和药理作用。讨论了与羧酸，苯酚环和连接基修饰相关的结构活性关系的某些方面。我们已经证明1，4-氢醌部分对于活性是必不可少的，并且位阻酯有助于增强体内功效。Adaphostin（NSC 680410）已作为改良的化合物出现，具有最大的体内抗白血病中空纤维活性，与最初的铅化合物AG 957一致。目前，adaphostin正在临床前毒理学研究中。

  DOI：

  10.1016/j.bmc.2004.12.003
• 作为产物：
  描述：

  4-氨基水杨酸 在 palladium on activated charcoal 氯化亚砜 、 氢气 、 三乙胺 作用下， 以 甲醇 为溶剂， 60.0 ℃ 、101.33 kPa 条件下， 反应 12.0h， 生成 NSC 687945
  参考文献：
  名称：

  Synthesis and structure-activity studies of a series of [(hydroxybenzyl)amino]salicylates as inhibitors of EGF receptor-associated tyrosine kinase activity

  摘要：

  The synthesis and structure-activity relationships of a series of [(hydroxybenzylidene)amino] salicylates and a series of [(hydroxybenzyl)amino] salicylates as inhibitors of EGF receptor-associated tyrosine kinase activity are described. Their inhibitory potency was evaluated in vitro using ER 22 cell membranes (CCL 39 cells transfected with EGF receptor) as an enzyme source and the tridecapeptide RRSrc (RRLIEDAEYAARG) as substrate. Their cellular activity was measured by inhibition of the EGF-stimulated DNA synthesis of ER 22 cells. Chemical modifications were made to analyze the role of the different substituents. The amino series was found to be more active than the imino series. The hydroquinone moiety appears to be essential for tyrosine kinase inhibitory activity in the series of 5-[(2,5-dihydroxybenzyl)amino]salicylates. Comparison of the imino and amino series by molecular modeling techniques provides further evidence in support of the hypothesis that the important reduced linking chain, CH2NH, allows the correct positioning of the 2,5-dihydroxybenzyl ring, possibly in a cis-like conformational arrangement.

  DOI：

  10.1021/jm00077a014

文献信息

• EFFICIENT INDUCTION OF PLURIPOTENT STEM CELLS USING SMALL MOLECULE COMPOUNDS
  申请人：Ichida Justin

  公开号：US20120021519A1

  公开（公告）日：2012-01-26

  The disclosure features a method of producing a reprogrammed cell (e.g. an induced pluripotent stem cell or an undifferentiated cell) from a differentiated (e.g. somatic) cell. In some embodiments, the methods includes contacting a differentiated (e.g. somatic cell) with a TGFBR1 inhibitor or anti-TGF-β-antibody to produce a reprogrammed cell (e.g. pluripotent stem cell or undifferentiated cell). Embodiments of the present invention relate to a reprogrammed cell and methods and compositions for producing a chemically produced reprogrammed cell or populations thereof.
• [EN] EFFICIENT INDUCTION OF PLURIPOTENT STEM CELLS USING SMALL MOLECULE COMPOUNDS<br/>[FR] INDUCTION EFFICACE DE CELLULES SOUCHES PLURIPOTENTES AU MOYEN DE COMPOSÉS À PETITE MOLÉCULE
  申请人：HARVARD COLLEGE

  公开号：WO2010033906A2

  公开（公告）日：2010-03-25

  The disclosure features a method of producing a reprogrammed cell (e.g. an induced pluripotent stem cell or an undifferentiated cell) from a differentiated (e.g. somatic) cell. In some embodiments, the methods includes contacting a differentiated (e.g. somatic cell) with a TGFBR1 inhibitor or anti-TGF-β-antibody to produce a reprogrammed cell (e.g. pluripotent stem cell or undifferentiated cell). Embodiments of the present invention relate to a reprogrammed cell and methods and compositions for producing a chemically produced reprogrammed cell or populations thereof.