| 1255952-15-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• CAS: 1255952-15-8
• 化学式: C₁₀H₈ClN₃O
• 分子量: 221.646
• InChiKey: BEUGQZLVTANXQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  65.83
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  以 二氯甲烷 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Synthesis, Fungicidal Activity, and Sterol 14α-Demethylase Binding Interaction of 2-Azolyl-3,4-dihydroquinazolines on Penicillium digitatum

  摘要：

  A series of new 2-azolyl-3,4-dihydroquinazolines 6 was synthesized by direct cyclization of imidazole or 1,2,4-triazole with carbodiimides 4, which were obtained from aza-Wittig reaction of iminophosphorane 3 with isocyanate. The preliminary bioassay results demonstrated that most of the 2-imidazolyl-3,4-dihydroquinazolines 6a-6i exhibited good to significant fungicidal activity against Penicillium digitatum, whereas 2-triazolyl-3,4-dihydroquinazolines 6j-6t exhibited low fungicidal activity. Some of the 2-imidazolyl-3,4-dihydroquinazolines 6a-6i also exhibited strong binding interaction with the cytochrome P450-dependent sterol 14 alpha-demethylase (CYP51). For example, compound 6e showed the best fungicidal activity against P. digitatum with IC50 = 4.14 mu g/mL and the best CYP51 binding activity with K-d = 0.34 mu g/mL, both superior to those of the agricultural fungicide triadimefon.

  DOI：

  10.1021/jf305355u

文献信息

• The organocatalytic two-step synthesis of diversely functionalized tricyclic tetrazoles
  作者：Xiong Huang、Ping Li、Xin-Sheng Li、Dong-Cheng Xu、Jian-Wu Xie

  DOI：10.1039/c0ob00272k

  日期：——

  The diversely functionalized tricyclic tetrazoles were synthesised from readily available substrates via intramolecular 1,3-dipolar cycloaddition as the key step in good yields (53–78% yield for two steps) with high enantioselectivities (81–99% ee).

  通过分子内 1,3-二极环化反应这一关键步骤，以容易获得的底物为原料，合成了具有多种功能的三环四唑，且产量高（两个步骤的产量均为 53-78%），对映选择性高（81-99% ee）。