2-amino-5-(3-bromophenyl)-1,4,5,6-tetrahydropyrimidine hydrobromide | 78534-18-6

• 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-amino-5-(3-bromophenyl)-1,4,5,6-tetrahydropyrimidine hydrobromide
• 英文别名: hydrobromide salt of 2-amino-5-(3-bromophenyl)-1,4,5,6-tetrahydropyrimidine
• CAS: 78534-18-6
• 化学式: BrH*C₁₀H₁₂BrN₃
• 分子量: 335.041
• InChiKey: GXPZWFXRQKYSFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.03
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  50.41
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  3-(3-bromophenyl)glutaramide 在 sodium hydroxide 、 溴 作用下， 以 甲醇 为溶剂， 反应 17.5h， 生成 2-amino-5-(3-bromophenyl)-1,4,5,6-tetrahydropyrimidine hydrobromide
  参考文献：
  名称：

  Synthesis and antidepressant profiles of phenyl-substituted 2-amino- and 2-[(alkoxycarbonyl)amino]-1,4,5,6-tetrahydropyrimidines

  摘要：

  A series of 4(6)- and 5-phenyl-substituted 2-amino- and 2-[(alkoxycarbonyl)amino]-1,4,5,6-tetrahydropyrimidines were prepared and evaluated for central nervous system (CNS) effects in animal models. Several 5-phenyl-substituted compounds possessed potent antidepressant activity and all compounds in this series were devoid of significant activity in any of the other CNS (anticonvulsant, muscle relaxant, and depressant) assays. The most active compound in the in vivo screen for antidepressant activity (reversal of reserpine-induced hypothermia), 2-[(methoxycarbonyl)amino]-5-phenyl-1,4,5,6-tetrahydropyrimidine was considerably more potent than tricyclic antidepressant (TCA) standards. The 2-amino parent compound on the other hand was greater than 100-fold as effective as TCA's in in vitro inhibition of norepinephrine and dopamine uptake.

  DOI：

  10.1021/jm00383a002

文献信息

• 4-Phenyl-and 5-phenyl-1,4,5,6-tetrahydropyrimidine derivatives
  申请人：Syntex (U.S.A.) Inc.

  公开号：US04261995A1

  公开（公告）日：1981-04-14

  Certain 1,4,5,6-tetrahydropyrimidine compounds which are substituted with an amino, amido or carbamate at the 2-position, with an optionally substituted phenyl at the 5-position or at the 4-position when there is no alkyl at the 1-position and optionally a lower alkyl at the 1-position when the phenyl is at the 5-position are useful as CNS agents and as antihypertensives.

  某些在2位被氨基、酰胺或氨基甲酸酯取代的1,4,5,6-四氢嘧啶化合物，在5位或4位（当1位没有烷基时）可选地用取代的苯基进行取代，在5位有苯基时，1位可选地用较低的烷基进行取代，这些化合物可用作中枢神经系统药物和降压药。