13-[2-(4-Diethoxyphosphoryl-2-methylphenoxy)ethyl]-2-ethyl-9-methyl-2,4,9,15-tetrazatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one | 1422738-77-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 13-[2-(4-Diethoxyphosphoryl-2-methylphenoxy)ethyl]-2-ethyl-9-methyl-2,4,9,15-tetrazatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one
• 英文别名: 13-[2-(4-diethoxyphosphoryl-2-methylphenoxy)ethyl]-2-ethyl-9-methyl-2,4,9,15-tetrazatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one
• CAS: 1422738-77-9
• 化学式: C₂₇H₃₃N₄O₅P
• 分子量: 524.557
• InChiKey: KJGWXXWNOOPBBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  94.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  13-[2-(4-Diethoxyphosphoryl-2-methylphenoxy)ethyl]-2-ethyl-9-methyl-2,4,9,15-tetrazatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one 在 2,6-二甲基吡啶 、 三甲基溴硅烷 作用下， 以 乙腈 为溶剂， 反应 3.0h， 以95%的产率得到[4-[2-(2-Ethyl-9-methyl-10-oxo-2,4,9,15-tetrazatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-13-yl)ethoxy]-3-methylphenyl]phosphonic acid
  参考文献：
  名称：

  Synthesis and biological evaluation of phosphonate analogues of nevirapine

  摘要：

  A series of nevirapine-based analogues containing the phosphonate functionality were prepared and evaluated in vitro against HIV RT. The effect of the phosphonate was evaluated against the wild type and Y181C HIV replication. An in vivo PK study was performed on a select analogue. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.049
• 作为产物：
  描述：

  5,11-dihydro-11-ethyl-8-iodo-5-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one 在 偶氮二甲酸二异丙酯 、 bis(triphenylphosphine)palladium(II) dichloride 、 双氧水 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 13-[2-(4-Diethoxyphosphoryl-2-methylphenoxy)ethyl]-2-ethyl-9-methyl-2,4,9,15-tetrazatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-10-one
  参考文献：
  名称：

  Synthesis and biological evaluation of phosphonate analogues of nevirapine

  摘要：

  A series of nevirapine-based analogues containing the phosphonate functionality were prepared and evaluated in vitro against HIV RT. The effect of the phosphonate was evaluated against the wild type and Y181C HIV replication. An in vivo PK study was performed on a select analogue. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.049