4-氨基-4'-二甲氨基苯偶酰 | 101280-10-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 4-氨基-4'-二甲氨基苯偶酰
• 英文名称: 4-Amino-4'-dimethylamino-benzil
• 英文别名: 1-(4-Aminophenyl)-2-[4-(dimethylamino)phenyl]ethane-1,2-dione
• CAS: 101280-10-8
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: UBVMNTXTHONAQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-醛基苯基)丙烯酸甲酯 、 4-氨基-4'-二甲氨基苯偶酰 在 ammonium acetate 、 溶剂黄146 作用下， 生成 methyl (E)-3-[4-[5-(4-aminophenyl)-4-[4-(dimethylamino)phenyl]-1H-imidazol-2-yl]phenyl]prop-2-enoate
  参考文献：
  名称：

  2,4,5-Trisubstituted imidazoles

  摘要：

  Solution-phase combinatorial chemistry was applied to the optimization and development of clinical candidate OC144-093 (22), a novel and nontoxic modulator of P-glycoprotein mediated multidrug resistance. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00521-7
• 作为产物：
  描述：

  4,4'-二氟苯偶酰 在 氨 、 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 生成 4-氨基-4'-二甲氨基苯偶酰
  参考文献：
  名称：

  2,4,5-Trisubstituted imidazoles

  摘要：

  Solution-phase combinatorial chemistry was applied to the optimization and development of clinical candidate OC144-093 (22), a novel and nontoxic modulator of P-glycoprotein mediated multidrug resistance. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00521-7

文献信息

• Modulators of multi-drug resistances
  申请人：ONTOGEN CORPORATION

  公开号：EP0812830A1

  公开（公告）日：1997-12-17

  The present invention relates to imidazole derivatives having formula 1 wherein: R1 is selected from the group consisting of: mono-,di-,and tri-substituted phenyl or thienyl, the substituents are selected from the group consisting of: (i) substituted C1-6 alkyl, substituted C2-6 alkyloxy, wherein the substituents are selected from the group consisting of hydrogen or C1-6 alkoxy; (ii) C1-11CO2R5, trans- CH=CHCO2R5, wherein R5 is C1-11 alkyl, or phenyl C1-11 alkyl; R2 and R3 are mono-, di, and tri-substituted phenyl wherein the substituents are independently selected from: (i) halo; (ii) C1-6 alkyl-amino, or di(C1-6 alkyl)amino, and R4 is hydrogen. These compounds are useful for restoring the sensitivity of multidrug resistant cells to cancer chemotherapeutic agents.

  本发明涉及具有式 1 的咪唑衍生物 其中 R1 选自以下组成的组 单、二和三取代的苯基或噻吩基，取代基选自由以下组成的组 (i) 取代的 C1-6 烷基、取代的 C2-6 烷氧基，其中取代基选自由氢或 C1-6 烷氧基组成的组； (ii) C1-11CO2R5、反式-CH=CHCO2R5，其中 R5 为 C1-11 烷基或苯基 C1-11 烷基； R2 和 R3 是单取代、二取代和三取代苯基，其中取代基独立选自 (i) 卤 (ii) C1-6 烷基氨基或二(C1-6 烷基)氨基，R4 为氢。 这些化合物可用于恢复耐多药细胞对癌症化疗药物的敏感性。
• Development of dual-acting prodrugs for circumventing multidrug resistance
  作者：Khalid Abu Ajaj、Felix Kratz

  DOI：10.1016/j.bmcl.2008.11.063

  日期：2009.2

  We have developed a novel dual-acting maleimide-bearing prodrug that incorporates the anticancer agent doxorubicin and an inhibitor of the P-glycoprotein efflux pump that is over-expressed in multidrug resistant tumor cells. Additionally, the prodrug contains a 1,6-self-immolative spacer coupled to the dipeptide Phe-Lys that acts as a substrate for cathepsin B. The prodrug, once bound through its maleimide moiety to the cysteine-34 group of human serum albumin, was cleaved by cathepsin B and in tumor homogenates demonstrating a release of the anticancer agent doxorubicin and the inhibitor. (C) 2008 Elsevier Ltd. All rights reserved.
• Merz; Plauth, Chemische Berichte, 1957, vol. 90, p. 1744,1756
  作者：Merz、Plauth

  DOI：——

  日期：——
• US5756527A
  申请人：——

  公开号：US5756527A

  公开（公告）日：1998-05-26