2,4-diamino-5-chlorobenzoic acid | 405911-80-0

• 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: 2,4-diamino-5-chlorobenzoic acid
• CAS: 405911-80-0
• 化学式: C₇H₇ClN₂O₂
• 分子量: 186.598
• InChiKey: IOLXWWQILXIECH-UHFFFAOYSA-N

物化性质

• 沸点：
  401.2±45.0 °C(Predicted)
• 密度：
  1.575±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 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：
  89.3
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-diamino-5-chlorobenzoic acid 在 potassium carbonate 、 N,N'-羰基二咪唑 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 ethyl N-[2-chloro-5-(ethoxycarbonylamino)-4-[(N'-ethylcarbamimidoyl)carbamoyl]phenyl]carbamate
  参考文献：
  名称：

  Novel inhibitors of the sodium–calcium exchanger: benzene ring analogues of N-guanidino substituted amiloride derivatives

  摘要：

  A series of N-guanidino substituted 2,4-diamino-5-carbonylguanidine molecules related to amiloride were synthesised and, evaluated for their ability to inhibit the sodium-calcium exchanger in rat insulinoma cells (RINm5F) and human platelets. Specific chemical pathways were used to prepare the benzene derivatives designed as bioisosteric analogues of the pyrazine derivatives of amiloride. Several so-called 'simplified analogues', where some substituents of amiloride were omitted or replaced, were also prepared and included in the biological evaluation. The inhibitory potency of the sodium-calcium exchanger was screened on both cell types by measuring their effect on Ca-45(2+) uptake. Among the most active compounds, N-(2 -amino-5-chloro-4-nitrobenzoyl)-N'-(1-naphtylmethyl)guanidine (IC50 = 3.4 muM) was found more active than amiloride (IC50 = 690 muM) and 3,4-dichlorobenzamil (IC50 = 15.2 muM), the reference inhibitor. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01247-8
• 作为产物：
  描述：

  2,4-diacetylamino-5-chlorobenzoic acid 在 sodium hydroxide 作用下， 反应 5.0h， 以90%的产率得到2,4-diamino-5-chlorobenzoic acid
  参考文献：
  名称：

  Novel inhibitors of the sodium–calcium exchanger: benzene ring analogues of N-guanidino substituted amiloride derivatives

  摘要：

  A series of N-guanidino substituted 2,4-diamino-5-carbonylguanidine molecules related to amiloride were synthesised and, evaluated for their ability to inhibit the sodium-calcium exchanger in rat insulinoma cells (RINm5F) and human platelets. Specific chemical pathways were used to prepare the benzene derivatives designed as bioisosteric analogues of the pyrazine derivatives of amiloride. Several so-called 'simplified analogues', where some substituents of amiloride were omitted or replaced, were also prepared and included in the biological evaluation. The inhibitory potency of the sodium-calcium exchanger was screened on both cell types by measuring their effect on Ca-45(2+) uptake. Among the most active compounds, N-(2 -amino-5-chloro-4-nitrobenzoyl)-N'-(1-naphtylmethyl)guanidine (IC50 = 3.4 muM) was found more active than amiloride (IC50 = 690 muM) and 3,4-dichlorobenzamil (IC50 = 15.2 muM), the reference inhibitor. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01247-8

文献信息

• [EN] DYE COMPOSITION USING AT LEAST ONE OXIDATION BASE AND AT LEAST ONE PARTICULAR AMINOBENZENE COUPLER, PROCESSES AND DEVICE<br/>[FR] COMPOSITION COLORANTE UTILISANT AU MOINS UNE BASE D'OXYDATION ET AU MOINS UN COUPLEUR D'AMINOBENZÈNE SPÉCIFIQUE, PROCÉDÉS ET DISPOSITIF
  申请人：OREAL

  公开号：WO2017050994A1

  公开（公告）日：2017-03-30

  The present invention relates to a composition for dyeing keratin fibres, in particular human keratin fibres such as the hair, comprising one or more oxidation bases and one or more particular aminobenzene couplers. The invention also relates to a process for dyeing keratin fibres using said composition in the presence of one or more chemical oxidizing agents, and to a multi-compartment device suitable for using said dye composition.