(2-乙酰氨基苯基)二乙基磷酸酯 | 89277-80-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (2-乙酰氨基苯基)二乙基磷酸酯
• 英文名称: diethyl-2-acetamidophenylphosphate
• 英文别名: 2-Acetamidophenyl diethyl phosphate；(2-acetamidophenyl) diethyl phosphate
• CAS: 89277-80-5
• 化学式: C₁₂H₁₈NO₅P
• 分子量: 287.252
• InChiKey: YCSXTUYFFGAKME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  氯磷酸二乙酯 、 邻乙酰氨基酚 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (2-乙酰氨基苯基)二乙基磷酸酯
  参考文献：
  名称：

  Phosphorus analogs of .gamma.-aminobutyric acid, a new class of anticonvulsants

  摘要：

  A series of phosphorus compounds, designed as analogues of gamma-aminobutyric acid (GABA) in that they possess a P = O moiety separated by three atoms from an amino or acetamido group, was synthesized and tested by using in vitro GABAA and GABAB receptor binding, GABA uptake assays, and was examined for anticonvulsant activity. Weak GABAB receptor affinity was noted for one agent, whereas six compounds displayed moderate to high potencies as inhibitors of electroshock- and pentylenetetrazol-induced seizures. The best anticonvulsant effect was found with the (m-aminophenyl) phosphinic acid compounds, with members of this class selected for further study.

  DOI：

  10.1021/jm00371a017

文献信息

• Organophosphorus compounds and a pharmaceutical composition containing same
  申请人：Research Corporation

  公开号：EP0159636A1

  公开（公告）日：1985-10-30

  Organophosphorus compounds having the general structure: wherein R is alkyl, X is O or S, Y is O or S, n is an integer from 0 to 1, R1, R2 and R3 are selected from the group consisting of NH2 and wherein R4 ist alkyl, with the proviso that only one of R1, R2 and R3 can be NH2 or and with the further proviso that when n is 1, R1 or R2 or R3 is and a pharmaceutical composition containing said components and a pharmaceutically acceptable carrier.

  具有一般结构的有机磷化合物： 其中 R 为烷基，X 为 O 或 S，Y 为 O 或 S，n 为 0 至 1 的整数，R1、R2 和 R3 选自 NH2 和 NH4 组成的组。 其中 R4 是烷基，但 R1、R2 和 R3 中只能有一个是 NH2 或 NH3。 当 n 为 1 时，R1 或 R2 或 R3 为烷基。 以及含有上述成分和药学上可接受的载体的药物组合物。
• ——
  作者：CATES L. A.

  DOI：——

  日期：——
• US4591582A
  申请人：——

  公开号：US4591582A

  公开（公告）日：1986-05-27
• Phosphorus analogs of .gamma.-aminobutyric acid, a new class of anticonvulsants
  作者：Lindley A. Cates、Ven Shun Li、Chriss C. Yakshe、Michael O. Fadeyi、Terrance H. Andree、Edward W. Karbon、Salvatore J. Enna

  DOI：10.1021/jm00371a017

  日期：1984.5

  A series of phosphorus compounds, designed as analogues of gamma-aminobutyric acid (GABA) in that they possess a P = O moiety separated by three atoms from an amino or acetamido group, was synthesized and tested by using in vitro GABAA and GABAB receptor binding, GABA uptake assays, and was examined for anticonvulsant activity. Weak GABAB receptor affinity was noted for one agent, whereas six compounds displayed moderate to high potencies as inhibitors of electroshock- and pentylenetetrazol-induced seizures. The best anticonvulsant effect was found with the (m-aminophenyl) phosphinic acid compounds, with members of this class selected for further study.