2,6-Dichloro-N'-(4-dimethylamino-2-fluoro-benzyl)-benzene-1,4-diamine | 85103-79-3

• 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: 2,6-Dichloro-N'-(4-dimethylamino-2-fluoro-benzyl)-benzene-1,4-diamine
• 英文别名: 2,6-dichloro-4-N-[[4-(dimethylamino)-2-fluorophenyl]methyl]benzene-1,4-diamine
• CAS: 85103-79-3
• 化学式: C₁₅H₁₆Cl₂FN₃
• 分子量: 328.217
• InChiKey: VFSZWCFZGODZJQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  41.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N-二甲基甲酰胺二甲基缩醛 、 2,6-Dichloro-N'-(4-dimethylamino-2-fluoro-benzyl)-benzene-1,4-diamine 反应 7.0h， 以54%的产率得到N'-[2,6-Dichloro-4-(4-dimethylamino-2-fluoro-benzylamino)-phenyl]-N,N-dimethyl-formamidine
  参考文献：
  名称：

  N2-(4-Substituted-2,6-dichlorophenyl)-N1,N1-dimethylformamidines as antihypertensive and diuretic agents

  摘要：

  The synthesis of a series of N2-[4-[(arylmethyl)amino]-2, 6-dichlorophenyl]-N1,N1-dimethylformamidines that caused marked blood pressure lowering and/or diuresis in spontaneously hypertensive rats (SHR) is reported. Diuretic activity was not always associated with acute antihypertensive activity. Central nervous system effects, most notably sedation, were observed. Compound 9d, which lowered arterial blood pressure 37 mmHg in SHR when dosed at 100 mg/kg, was further evaluated in chronic hypertensive dogs because of apparent minimal CNS effects. A reduction in arterial blood pressure of 32 mmHg at 1.0 mg/kg during a 6-h postdosing interval was observed. This response was unrelated to alpha- or beta-adrenergic blockade, angiotensin I antagonism, or neuronal or ganglionic blockade. CNS effects were also observed.

  DOI：

  10.1021/jm00378a030
• 作为产物：
  描述：

  2,6-二氯-4-硝基苯胺 在 盐酸 、 sodium tetrahydroborate 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 19.5h， 生成 2,6-Dichloro-N'-(4-dimethylamino-2-fluoro-benzyl)-benzene-1,4-diamine
  参考文献：
  名称：

  N2-(4-Substituted-2,6-dichlorophenyl)-N1,N1-dimethylformamidines as antihypertensive and diuretic agents

  摘要：

  The synthesis of a series of N2-[4-[(arylmethyl)amino]-2, 6-dichlorophenyl]-N1,N1-dimethylformamidines that caused marked blood pressure lowering and/or diuresis in spontaneously hypertensive rats (SHR) is reported. Diuretic activity was not always associated with acute antihypertensive activity. Central nervous system effects, most notably sedation, were observed. Compound 9d, which lowered arterial blood pressure 37 mmHg in SHR when dosed at 100 mg/kg, was further evaluated in chronic hypertensive dogs because of apparent minimal CNS effects. A reduction in arterial blood pressure of 32 mmHg at 1.0 mg/kg during a 6-h postdosing interval was observed. This response was unrelated to alpha- or beta-adrenergic blockade, angiotensin I antagonism, or neuronal or ganglionic blockade. CNS effects were also observed.

  DOI：

  10.1021/jm00378a030