Diethyl (4-aminophenyl)phosphoramidate | 344311-22-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 英文名称: Diethyl (4-aminophenyl)phosphoramidate
• 英文别名: 4-N-diethoxyphosphorylbenzene-1,4-diamine
• CAS: 344311-22-4
• 化学式: C₁₀H₁₇N₂O₃P
• 分子量: 244.23
• InChiKey: CQNJWCVJVZPWIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  73.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  9-氯吖啶 、 Diethyl (4-aminophenyl)phosphoramidate 在 ammonium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.17h， 生成 1-N-acridin-9-yl-4-N-diethoxyphosphorylbenzene-1,4-diamine
  参考文献：
  名称：

  Potential antitumor agents. 37. Organophosphorus derivatives of 9-anilinoacridine

  摘要：

  A series of 9-anilinoacridine derivatives substituted in the anilino ring with a variety of phosphoramide and related substitutents has been prepared, and the antitumor activity has been evaluated both in vivo and in vitro against the L1210 or P-388 mouse leukemia systems. The DNA-binding properties were measured using the ethidium displacement method, and the structural requirements for strong binding were found to differ from those for antileukemic activity. For high biological activity a marked preference for oxygen-containing substituents on the phosphorus atom was noted, while for high DNA binding a requirement for nitrogen-containing or cyclized substituents was observed. The most active congeners, as assayed in both in vitro and in vivo systems, were comparable in activity to the clinically utilized anilinoacridine derivative N-[4'-(9-acridinylamino)-3'-methoxyphenyl]methanesulfonamide (m-AMSA, amsacrine).

  DOI：

  10.1021/jm00352a027
• 作为产物：
  描述：

  N-(4-nitrophenyl)phosphoramidic dichloride 在 盐酸 、 铁粉 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 Diethyl (4-aminophenyl)phosphoramidate
  参考文献：
  名称：

  Potential antitumor agents. 37. Organophosphorus derivatives of 9-anilinoacridine

  摘要：

  A series of 9-anilinoacridine derivatives substituted in the anilino ring with a variety of phosphoramide and related substitutents has been prepared, and the antitumor activity has been evaluated both in vivo and in vitro against the L1210 or P-388 mouse leukemia systems. The DNA-binding properties were measured using the ethidium displacement method, and the structural requirements for strong binding were found to differ from those for antileukemic activity. For high biological activity a marked preference for oxygen-containing substituents on the phosphorus atom was noted, while for high DNA binding a requirement for nitrogen-containing or cyclized substituents was observed. The most active congeners, as assayed in both in vitro and in vivo systems, were comparable in activity to the clinically utilized anilinoacridine derivative N-[4'-(9-acridinylamino)-3'-methoxyphenyl]methanesulfonamide (m-AMSA, amsacrine).

  DOI：

  10.1021/jm00352a027

文献信息

• 一种含磷氮阻燃单体及其制备方法
  申请人：厦门大学

  公开号：CN105732705B

  公开（公告）日：2018-04-24

  一种含磷氮阻燃单体及其制备方法，涉及阻燃材料。制备方法：取对苯二胺加入到装有溶剂的容器中，磁力搅拌至对苯二胺溶解，加入四氯化碳和缚酸剂；将亚磷酸二乙酯用溶剂溶解，再将亚磷酸二乙酯加入容器中反应，反应液过滤后将缚酸剂盐酸盐分离，萃洗、旋转蒸发，提纯、干燥后即得反应中间体化合物；将反应中间体化合物溶于溶剂中，加入缚酸剂，水浴，再加入甲基丙烯酰氯反应，过滤后将缚酸剂盐酸盐分离，萃洗、旋转蒸发，提纯、干燥后即得含磷氮阻燃单体。反应在室温便可进行，易于控制，操作简单。含磷氮阻燃单体可均聚为大分子阻燃剂，可与其他单体共聚为大分子阻燃剂，可作为反应物进行双键的加成反应。可用于聚烯烃类和环氧树脂材料的阻燃。
• REWCASTLE, G. W.;BAGULEY, B. C.;CAIN, B. F., J. MED. CHEM., 1982, 25, N 10, 1231-1235
  作者：REWCASTLE, G. W.、BAGULEY, B. C.、CAIN, B. F.

  DOI：——

  日期：——
• [EN] METHODS FOR TREATING HEPATITIS C<br/>[FR] PROCEDES DE TRAITEMENT DE L'HEPATITE C
  申请人：PTC THERAPEUTICS INC

  公开号：WO2007084413A2

  公开（公告）日：2007-07-26

  (EN) The present invention provides compounds, pharmaceutical compositions, and methods of using such compounds or compositions for treating infection by a virus, or for affecting viral IRES activity.(FR) La présente invention concerne des composés, des compositions pharmaceutiques et des procédés d'utilisation desdits composés pour traiter une infection virale ou agir sur l'activité IRES virale.
• Potential antitumor agents. 37. Organophosphorus derivatives of 9-anilinoacridine
  作者：Gordon W. Rewcastle、Bruce C. Baguley、Bruce F. Cain

  DOI：10.1021/jm00352a027

  日期：1982.10

  A series of 9-anilinoacridine derivatives substituted in the anilino ring with a variety of phosphoramide and related substitutents has been prepared, and the antitumor activity has been evaluated both in vivo and in vitro against the L1210 or P-388 mouse leukemia systems. The DNA-binding properties were measured using the ethidium displacement method, and the structural requirements for strong binding were found to differ from those for antileukemic activity. For high biological activity a marked preference for oxygen-containing substituents on the phosphorus atom was noted, while for high DNA binding a requirement for nitrogen-containing or cyclized substituents was observed. The most active congeners, as assayed in both in vitro and in vivo systems, were comparable in activity to the clinically utilized anilinoacridine derivative N-[4'-(9-acridinylamino)-3'-methoxyphenyl]methanesulfonamide (m-AMSA, amsacrine).