4-[N,N-双(2-羟乙基)氨基]苯甲酸 | 117821-33-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-[N,N-双(2-羟乙基)氨基]苯甲酸
• 英文名称: 4-benzoic acid
• 英文别名: p-N,N-di(2-hydroxyethyl)amino benzoic acid；4-[Bis(2-hydroxyethyl)amino]benzoic acid
• CAS: 117821-33-7
• 化学式: C₁₁H₁₅NO₄
• mdl: MFCD00508228
• 分子量: 225.244
• InChiKey: PKTBDXPTUWRSHI-UHFFFAOYSA-N

物化性质

• 熔点：
  178.5-179.5 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  482.6±40.0 °C(Predicted)
• 密度：
  1.340±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  81
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[N,N-双(2-羟乙基)氨基]苯甲酸 在 吡啶 、 sodium hydroxide 、 三乙胺 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 31.67h， 生成 2-[N-(2-methylsulfonyloxyethyl)-4-[4-(phenylmethoxycarbonylamino)butylcarbamoyl]anilino]ethyl methanesulfonate
  参考文献：
  名称：

  DNA-directed alkylating agents. 1. Structure-activity relationships for acridine-linked aniline mustards: consequences of varying the reactivity of the mustard

  摘要：

  A series of DNA-targeted aniline mustards have been prepared, and their chemical reactivity and in vitro and in vivo cytotoxicity have been evaluated and compared with that of the corresponding simple aniline mustards. The alkylating groups were anchored to the DNA-intercalating 9-aminoacridine chromophore by an alkyl chain of fixed length attached at the mustard 4-position through a link group X, while the corresponding simple mustards possessed an electronically identical small group at this position. The link group was varied to provide a series of compounds of similar geometry but widely differing mustard reactivity. Variation in biological activity should then largely be a consequence of this varying reactivity. Rates of mustard hydrolysis in the two series related only to the electronic properties of the link group, with attachment of the intercalating chromophore having no effect. The cytotoxicities of the simple mustards correlated well with group electronic properties (with a 200-300-fold range in IC50S). The corresponding DNA-targeted mustards were much more potent (up to 100-fold), but their IC50 values varied much less with linker group electronic properties. Most of the DNA-targeted mustards showed in vivo antitumor activity, being both more active and more dose-potent than either the corresponding untargeted mustards and chlorambucil. These results show that targeting alkylating agents to DNA by attachment to DNA-affinic units may be a useful strategy.

  DOI：

  10.1021/jm00166a015
• 作为产物：
  描述：

  4-[N,N-双(2-羟乙基)氨基]苯甲醛 在 sodium hydroxide 、 silver(l) oxide 作用下， 以 水 为溶剂， 反应 0.17h， 以95%的产率得到4-[N,N-双(2-羟乙基)氨基]苯甲酸
  参考文献：
  名称：

  深入了解 DNA 与无限钳状铜 (II) 复合物之间的相互作用

  摘要：

  摘要 Cu(II) 配合物 [Cu 2 (phen) 2 (NAB) 2 (HO)] n (phen = 1, 10-菲咯啉和 NABH = p -N, N-(2-羟乙基)氨基苯甲酸)是合成，并通过X射线衍射证实了其结构。该配合物的结构似乎是钳状的，其中 Cu(II) 原子采用扭曲的方形金字塔几何形状。每个 Cu(II) 由 phen 配体中的两个氮原子和来自两个 NABH 配体中每一个的两个羧基氧原子配位。钳状配位单元由相邻的羟乙基桥接成无限的一维链，通过广泛的O…H氢键和π-π相互作用进一步连接形成3D网络。标题复合物显示出较弱的双链 DNA 相互作用活性。光谱和理论模拟结果表明，复合物通过与碱基对的氢键连接到 DNA 表面。图形摘要 设计了一种具有两个末端羟乙基的新型苯甲酸衍生物，并将其用作辅助配体，合成了混合配位钳状 Cu(II)-菲咯啉配合物。氢键在将夹子连接成无限的一维链以及 DNA

  DOI：

  10.1007/s11243-020-00401-z

文献信息

• [EN] HEMATOPOIETIC GROWTH FACTOR MIMETIC SMALL MOLECULE COMPOUNDS AND THEIR USES<br/>[FR] COMPOSÉS À PETITES MOLÉCULES MIMÉTIQUES DES FACTEURS DE CROISSANCE HÉMATOPOÏÉTIQUE ET LEURS UTILISATIONS
  申请人：LIGAND PHARM INC

  公开号：WO2011046954A1

  公开（公告）日：2011-04-21

  The present embodiments relate to compounds with physiological effects, such as the activation of hematopoietic growth factor receptors. The present embodiments also relate to use of the compounds to treat a variety of conditions, diseases and ailments such as hematopoietic conditions and disorders.

  目前的实施例涉及具有生理效应的化合物，例如激活造血生长因子受体。目前的实施例还涉及利用这些化合物来治疗各种疾病、疾病和疾患，如造血状况和疾病。
• HEMATOPOIETIC GROWTH FACTOR MIMETIC SMALL MOLECULE COMPOUNDS AND THEIR USES
  申请人：Zhi Lin

  公开号：US20120295904A1

  公开（公告）日：2012-11-22

  The present embodiments relate to compounds with physiological effects, such as the activation of hematopoietic growth factor receptors. The present embodiments also relate to use of the compounds to treat a variety of conditions, diseases and ailments such as hematopoietic conditions and disorders.

  本实施例涉及具有生理效应的化合物，例如激活造血生长因子受体。本实施例还涉及使用这些化合物来治疗各种状况、疾病和疾病，例如造血系统状况和疾病。
• USE OF HEMATOPOIETIC GROWTH FACTOR MIMETICS
  申请人：Bissonnette Reid P.

  公开号：US20140243324A1

  公开（公告）日：2014-08-28

  The present invention relates to uses of small molecule mimetics of hematopoietic growth factors. In particular the present invention relates to uses of small molecule mimetics of erythropoietin.

  本发明涉及使用小分子模拟血液生成生长因子的用途。特别是本发明涉及使用小分子模拟红细胞生成素的用途。
• GOURDIE, TRUDI A.;VALU, KISIONE K.;GRAVATT, G. LANCE;BORITZKI, THEODORE J+, J. MED. CHEM., 33,(1990) N, C. 1177-1186
  作者：GOURDIE, TRUDI A.、VALU, KISIONE K.、GRAVATT, G. LANCE、BORITZKI, THEODORE J+

  DOI：——

  日期：——
• US6620864B2
  申请人：——

  公开号：US6620864B2

  公开（公告）日：2003-09-16