2-[4-(4-amino-3-iodobenzoyl)piperazin-1-yl]-4-amino-6,7-dimethoxyquinazoline | 90990-96-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-[4-(4-amino-3-iodobenzoyl)piperazin-1-yl]-4-amino-6,7-dimethoxyquinazoline
• 英文别名: [4-(4-Amino-6,7-dimethoxyquinazolin-2-yl)piperazin-1-yl]-(4-amino-3-iodophenyl)methanone
• CAS: 90990-96-8
• 化学式: C₂₁H₂₃IN₆O₃
• 分子量: 534.357
• InChiKey: UFYBWIXDSZIUIU-UHFFFAOYSA-N

物化性质

• 沸点：
  755.5±70.0 °C(Predicted)
• 密度：
  1.644±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  120
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[4-(4-amino-3-iodobenzoyl)piperazin-1-yl]-4-amino-6,7-dimethoxyquinazoline 在 溶剂黄146 、 sodium nitrite 、 sodium azide 作用下， 反应 0.16h， 以65%的产率得到[4-(4-氨基-6,7-二甲氧基喹唑啉-2-基)哌嗪-1-基](4-叠氮-3-碘苯基)甲酮
  参考文献：
  名称：

  A Modified Synthesis of Iodoazidoaryl Prazosin

  摘要：

  The antihypertension agent iodoazidoaryl prazosin (IAAP) has been made using a convergent route involving addition of an acylated piperazine 7 to 2-chloroquinazoline 5. IAAP has been shown to function as a multidrug resistance (MDR) reversal agent and bind to P-glycoprotein, a transmembrane transport protein. A study is also reported involving palladium-catalyzed substitution with amine heterocycles. With N,N-bis(2,6-diisopropyl)dihydroimidazolium chloride (10) as the ligand (2 mol %) for palladium(II) acetate (2 mol %) in THF at room temperature, morpholine added to 5 in 81% yield.

  DOI：

  10.1021/jo026217o
• 作为产物：
  描述：

  [4-(4-Amino-6,7-dimethoxy-quinazolin-2-yl)-piperazin-1-yl]-(4-amino-phenyl)-methanone; hydrochloride 在 N,N,N-trimethylbenzenemethanaminium dichloroiodate 、 calcium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 16.0h， 以80%的产率得到2-[4-(4-amino-3-iodobenzoyl)piperazin-1-yl]-4-amino-6,7-dimethoxyquinazoline
  参考文献：
  名称：

  A Modified Synthesis of Iodoazidoaryl Prazosin

  摘要：

  The antihypertension agent iodoazidoaryl prazosin (IAAP) has been made using a convergent route involving addition of an acylated piperazine 7 to 2-chloroquinazoline 5. IAAP has been shown to function as a multidrug resistance (MDR) reversal agent and bind to P-glycoprotein, a transmembrane transport protein. A study is also reported involving palladium-catalyzed substitution with amine heterocycles. With N,N-bis(2,6-diisopropyl)dihydroimidazolium chloride (10) as the ligand (2 mol %) for palladium(II) acetate (2 mol %) in THF at room temperature, morpholine added to 5 in 81% yield.

  DOI：

  10.1021/jo026217o