isocyanic acid aminophenyl ester | 423721-03-3

• 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: isocyanic acid aminophenyl ester
• 英文别名: aminophenyl isocyanate；2-Isocyanatoaniline
• CAS: 423721-03-3
• 化学式: C₇H₆N₂O
• 分子量: 134.137
• InChiKey: OMVOPWCOCGTRSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  isocyanic acid aminophenyl ester 、 (3-aminopropyl)-(3,5-dichlorobenzyl)carbamic acid tert-butyl ester 在 三异丙基硅基三氟甲磺酸酯 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 1-(2-Aminophenyl)-3-[3-[(3,5-dichlorophenyl)methylamino]propyl]urea
  参考文献：
  名称：

  Urea-Based Inhibitors of Trypanosoma brucei Methionyl-tRNA Synthetase: Selectivity and in Vivo Characterization

  摘要：

  Urea-based methionyl-tRNA synthetase inhibitors were designed, synthesized, and evaluated for their potential toward treating human African trypanosomiasis (HAT). With the aid of a homology model and a structure activity-relationship approach, low nM inhibitors were discovered that show high selectivity toward the parasite enzyme over the closest human homologue. These compounds inhibit parasite growth with EC50 values as low as 0.15 mu M while having low toxicity to mammalian cells. Two compounds (2 and 26) showed excellent membrane permeation in the MDR1-MDCKII model and encouraging oral pharmacokinetic properties in mice. Compound 2 was confirmed to enter the CNS in mice. Compound 26 had modest suppressive activity against Trpanosoma brucei rhodesiense in the mouse model, suggesting that more potent analogues or compounds with higher exposures need to be developed. The urea-based inhibitors are thus a promising starting point for further optimization toward the discovery of orally available and CNS active drugs to treat HAT.

  DOI：

  10.1021/jm300303e

文献信息

• Substituted aminophenylurea derivatives
  申请人：TOKUYAMA SODA KABUSHIKI KAISHA

  公开号：EP0192242A1

  公开（公告）日：1986-08-27

  A substituted aminophenylurea derivative represented by the general formula wherein X1 and X2 are identical or different and each represents a halogen atom, and R represents a substituted or unsubstituted saturated or unsaturated aliphatic hydrocarbon group, and an acid addition salt thereof, and a process for preparation thereof, the compound of formula (I) being useful as antitumor agent.

  由通式代表的取代氨基苯基脲衍生物 其中 X1 和 X2 相同或不同，各自代表一个卤素原子，R 代表一个取代或未取代的饱和或不饱和脂族烃基、 及其酸加成盐，以及其制备方法，式（I）化合物可用作抗肿瘤剂。
• US4139626A
  申请人：——

  公开号：US4139626A

  公开（公告）日：1979-02-13
• US4191764A
  申请人：——

  公开号：US4191764A

  公开（公告）日：1980-03-04
• US4312873A
  申请人：——

  公开号：US4312873A

  公开（公告）日：1982-01-26
• US4803223A
  申请人：——

  公开号：US4803223A

  公开（公告）日：1989-02-07