(R)-N2-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-chloro-N4-(2,2,2-trifluoroethyl)pyrido[3,2-d]pyrimidine-2,4-diamine | 1318780-18-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (R)-N2-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-chloro-N4-(2,2,2-trifluoroethyl)pyrido[3,2-d]pyrimidine-2,4-diamine
• CAS: 1318780-18-5
• 化学式: C₁₉H₁₆ClF₃N₈
• 分子量: 448.838
• InChiKey: FCXAUKKORFGJAG-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.41
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  93.44
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  2-(4-methoxy-3-(methylsulfonyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 、 (R)-N2-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-chloro-N4-(2,2,2-trifluoroethyl)pyrido[3,2-d]pyrimidine-2,4-diamine 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 0.33h， 以15%的产率得到(R)-N2-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-(4-methoxy-3-(methylsulfonyl)phenyl)-N4-(2,2,2-trifluoroethyl)pyrido[3,2-d]pyrimidine-2,4-diamine
  参考文献：
  名称：

  Optimization of Pharmacokinetics through Manipulation of Physicochemical Properties in a Series of HCV Inhibitors

  摘要：

  A novel series of HCV replication inhibitors based on a pyrido[3,2-d]primidine core were optimized for pharmacokinetics (PK) in rats. Several associations between physicochemical properties and PK were identified and exploited to guide the design of compounds. In addition, a simple new metric that may aid in the prediction of bioavailability for compounds with higher polar surface area is described (3*HBD-cLogP).

  DOI：

  10.1021/ml200163b
• 作为产物：
  描述：

  3-氨基-6-氯-2-吡啶羧酰胺 在 N,N-二异丙基乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N-甲基吡咯烷酮 为溶剂， 反应 17.5h， 生成 (R)-N2-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-chloro-N4-(2,2,2-trifluoroethyl)pyrido[3,2-d]pyrimidine-2,4-diamine
  参考文献：
  名称：

  Optimization of Pharmacokinetics through Manipulation of Physicochemical Properties in a Series of HCV Inhibitors

  摘要：

  A novel series of HCV replication inhibitors based on a pyrido[3,2-d]primidine core were optimized for pharmacokinetics (PK) in rats. Several associations between physicochemical properties and PK were identified and exploited to guide the design of compounds. In addition, a simple new metric that may aid in the prediction of bioavailability for compounds with higher polar surface area is described (3*HBD-cLogP).

  DOI：

  10.1021/ml200163b