4-[双(2-羟乙基)氨基]苯酚 | 2198-51-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4-[双(2-羟乙基)氨基]苯酚
• 英文名称: p-phenol
• 英文别名: p-N,N-bis(2-hydroxyethyl)aminophenol；4-[bis(2-hydroxyethyl)amino]phenol；4-[bis-(2-hydroxy-ethyl)-amino]-phenol；4-[Bis-(2-hydroxy-aethyl)-amino]-phenol；4-[Bis-(β-oxy-aethyl)-amino]-phenol；3--phenol
• CAS: 2198-51-8
• 化学式: C₁₀H₁₅NO₃
• 分子量: 197.234
• InChiKey: DBXKIYHVQNCBRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  63.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[双(2-羟乙基)氨基]苯酚 在 palladium on activated charcoal 氢氧化钾 、 氢气 、 甲基磺酰氯 、 三乙胺 作用下， 以 吡啶 、 乙醇 为溶剂， 生成 4-[N,N-bis(2-chloroethyl)amino]phenyl chloroformate
  参考文献：
  名称：

  Glucuronide prodrugs of hydroxy compounds for antibody directed enzyme prodrug therapy (ADEPT) : A phenol nitrogen mustard carbamate

  摘要：

  A prodrug consisting of a beta-D-glucuronic acid linked to a self-immolative spacer (a N-(orthohydroxyphenyl)-N-methylcarbamate) and a phenolic nitrogen mustard was synthesised. As this prodrug was easily cleaved by a beta-glucuronidase enzyme and displayed low cytotoxicity, it must be considered as appropriate for an ADEPT approach. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00157-1
• 作为产物：
  描述：

  p-N,N-bis(2-hydroxyethyl)aminophenyl ethyl ether 在 硫酸 作用下， 生成 4-[双(2-羟乙基)氨基]苯酚
  参考文献：
  名称：

  DE503134

  摘要：

  公开号：

文献信息

• Synthesis and Bioevaluation of a Series of Fatty Acid Esters of p- [N,N- Bis(2-chloroethyl)amino]phenol
  作者：J.E. Wynn、M.L. Caldwell、J.R. Robinson、R.L. Beamer、C.T. Bauguess

  DOI：10.1002/jps.2600710713

  日期：1982.7

  A series of even numbered fatty acid esters (C2-C18) of p-[N,N-bis(2-chloroethyl)amino]phenol were synthesized and evaluated as to acute toxicity as well as effectiveness against L-1210 mouse leukemia. The acetate through the decanoate derivatives demonstrated toxicity between 2 and 3 times that of phenol mustard in HA/ICR mice. The less soluble laurate, myristate, palmitate, and stearate derivatives

  合成了一系列对-[N，N-双（2-氯乙基）氨基]苯酚的偶数脂肪酸酯（C2-C18），并评估了其对L-1210小鼠白血病的急性毒性和有效性。通过癸酸酯衍生物的乙酸盐在HA / ICR小鼠中显示出的毒性是苯酚芥子碱的2至3倍。月桂酸酯，肉豆蔻酸酯，棕榈酸酯和硬脂酸酯衍生物的溶解度较低。对于所有化合物，除乙酸盐和己酸酯衍生物外，在白血病研究中均观察到显着的存活时间（T / C％大于或等于125）。肉豆蔻酸衍生物的存活时间增长最大，达到162％。棕榈酸酯和硬脂酸酯衍生物分别在五个和四个剂量水平下产生了显着的存活率。
• Aniline or phenol mustards linked to DNA-affinic molecules or water-soluble aromatic rings and their use as cancer therapeutic agents
  申请人：Su Tsann-Long

  公开号：US20080171765A1

  公开（公告）日：2008-07-17

  New aniline or phenol N-mustards linked to DNA-affinity carriers (such as 9-anilinoacridines, acridines and quinolines), aminobenzamides or aminophenol ethers by a urea, carbamic acid, carbanic acid ester, hydrazineurea, hydrazinecarbamic acid ester, phenoxyurea, phenoxycarbamic acid ester linkage with improved chemical stability and anti-tumor therapeutic efficacy are provided.

  提供了与DNA亲和载体（如9-苯胺基吖啶、吖啶和喹啉）、氨基苯甲酰胺或氨基酚醚通过脲、碳酸酯、碳酸酯、叠氮脲、叠氮碳酸酯、苯氧基脲、苯氧基碳酸酯链接的新苯胺或酚N-芥子素，具有改善的化学稳定性和抗肿瘤治疗效果。
• METHOD FOR PRODUCING FORMIC ACID
  申请人：Challand Nina

  公开号：US20100063320A1

  公开（公告）日：2010-03-11

  The invention relates to a process for preparing formic acid, in which catalytic hydrogenation of carbon dioxide with hydrogen over a catalyst which comprises a metal of groups 8 to 10 of the Periodic Table in the presence of a primary, secondary and/or tertiary amine generates the corresponding ammonium formate and the ammonium formate is split by heating into formic acid and the amine, which comprises selecting the primary, secondary or tertiary amine from the amines of the formula I or mixtures thereof where R 1 to R 3 are the same or different and are each hydrogen, linear or branched alkyl radicals having from 1 to 18 carbon atoms, cycloaliphatic radicals having from 5 to 7 carbon atoms, aryl radicals and/or arylalkyl radicals, and at least one of the R 1 to R 3 radicals bears a hydroxyl group, and performing the hydrogenation in a solvent which has a boiling point of 105° C. at standard pressure, and obtaining the formic acid in the reaction mixture from the hydrogenation comprising the high-boiling solvent by thermally splitting the ammonium formate and distilling off the formic acid.

  本发明涉及一种制备甲酸的过程，其中在催化剂的存在下，使用8至10族金属催化剂，将二氧化碳与氢气进行催化加氢，生成相应的甲酸铵盐，然后通过加热分解甲酸铵盐，得到甲酸和胺。其中，选择来自式I的一级、二级或三级胺或其混合物，其中R1至R3相同或不同，分别是氢、1至18碳原子的线性或支链烷基基团、5至7碳原子的环烷基基团、芳基基团和/或芳基烷基基团，且R1至R3中至少一个基团带有羟基。在具有105℃标准压力下沸点的溶剂中进行加氢反应，并通过热分解甲酸铵盐和蒸馏甲酸，从加氢反应混合物中获得甲酸。
• Synthesis and Bioevaluation of a Series of Alkyl Ethers of p- N, N-Bis(2-chloroethyl)aminophenol
  作者：J.W. Wise、J.E. Wynn、R.L. Beamer、C.T. Bauguess

  DOI：10.1002/jps.2600710520

  日期：1982.5

  A series of even numbered normal alkyl ethers (C2-C14) of p-N,N-bis(2-chloroethyl)aminophenol were synthesized and evaluated as to acute toxicity in mice and effects on survival in L-1210 leukemic mice. All of the ether derivatives demonstrated significantly lower acute toxicity than the parent phenol mustard. Significant survival times (greater than or equal to 125%) were obtained with all compounds

  合成了一系列pN，N-双（2-氯乙基）氨基苯酚偶数正烷基醚（C2-C14），并评估了其对小鼠的急性毒性以及对L-1210白血病小鼠存活率的影响。所有醚衍生物的急性毒性均显着低于母体酚芥末。除己基衍生物以外的所有化合物均获得了显着的存活时间（大于或等于125％）。癸基醚的平均存活时间增长最大，而乙基醚的平均生存时间增长最低。丁基，癸基和十二烷基衍生物的四种剂量水平，辛基和十四烷基衍生物的三种剂量水平以及乙基衍生物的一种剂量水平产生了显着的存活时间。
• Shade stable poly(oxyalkylene)substituted azo colorant
  申请人：MILLIKEN RESEARCH CORPORATION

  公开号：EP0604222A1

  公开（公告）日：1994-06-29

  A colorant is provided having the formula: where R₁ is C₁-C₄ alkyl, Cl or Br; R₂ is at each occurrence independently selected from C₁-C₄ alkyl, -OR₄, -CO₂R₄, Cl, Br, CF₃, -NO₂ or -SO₃⁻M⁺ where R₄ is C₁-C₈ alkyl or phenyl, M is a counter ion selected from alkali and alkaline earth metals, ammonium and amine derived cations; and where m is 0, 1, 2 or 3; R₃ is a phenyl or naphthyl radical which may be substituted up to four groups independently selected from C₁-C₄ alkyl, -OR₄, -CO₂R₄, Cl, Br, CF₃, -SO₂N(R₄)₂, -SO₂NHR₄, NHR₄, -N(R₄)₂, and -SO₃⁻ M⁺ where R₄ and M are identified above; A is a linking group selected from N and O; Y is a poly(oxyalkylene) substituent having from 4 to 250 C₂-C₄ alkylene oxide residues; where n is 1 when A is O, and 2 when A is N; and p is 1 or 2.

  所提供的着色剂具有以下式子： 其中 R₁ 是 C₁-C₄ 烷基、Cl 或 Br；R₂ 在每次出现时独立地选自 C₁-C₄ 烷基、-OR₄、-CO₂R₄、Cl、Br、CF₃、-NO₂或-SO₃-M⁺，其中 R₄ 是 C₁-C₈ 烷基或苯基，M 是选自碱金属和碱土金属、铵和胺衍生阳离子的反离子；其中 m 为 0、1、2 或 3；R₃ 是苯基或萘基，最多可被四个基团取代，这四个基团独立地选自 C₁-C₄ 烷基、-OR₄、-CO₂R₄、Cl、Br、CF₃、-SO₂N(R₄)₂、-SO₂NHR₄、NHR₄、-N(R₄)₂和-SO₃- M⁺，其中 R₄ 和 M 如上所述；A 是选自 N 和 O 的连接基团；Y 是具有 4 至 250 个 C₂-C₄ 氧化亚烷残基的聚氧化亚烷取代基；其中，当 A 是 O 时，n 为 1，当 A 是 N 时，n 为 2；以及 p 为 1 或 2。

表征谱图