dimethyl (2-oxo-4-phenylbutyl)phosphonate

• 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: dimethyl (2-oxo-4-phenylbutyl)phosphonate
• 英文别名: Dimethyl (2-oxo-4-phenylbutyl) phosphate
• 化学式: C₁₂H₁₇O₅P
• 分子量: 272.238
• InChiKey: UTWXYCQQNOPDQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl (2-oxo-4-phenylbutyl)phosphonate 在 palladium on activated charcoal sodium hydroxide 、 potassium tert-butylate 、 氢气 、 L-Selectride 、 sodium hydride 、 二异丁基氢化铝 、 potassium carbonate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 乙醇 、 丙酮 、 甲苯 为溶剂， 反应 26.0h， 生成 拉坦前列素
  参考文献：
  名称：

  Phenyl-substituted prostaglandins: potent and selective antiglaucoma agents

  摘要：

  A series of phenyl-substituted analogues of prostaglandin F2alpha (PGF2alpha) were prepared and evaluated for ocular hypotensive effect and side effects in different animal models. In addition, the activity of the analogues on FP receptors was studied in vitro. The results were compared with those of PGF2alpha and its isopropyl ester. The phenyl-substituted PGF2alpha analogues exhibited good intraocular pressure reducing effect, were more selective, and exhibited a much higher therapeutic index in the eye than PGF2alpha or its isopropyl ester. The analogues exhibited high activity on FP receptors in a stereoselective manner for the 15alpha-hydroxyl group.

  DOI：

  10.1021/jm00054a008
• 作为产物：
  描述：

  phosphoric acid dimethyl ester 2-oxo-propyl ester 、 溴甲苯 在 正丁基锂 、 sodium hydride 作用下， 生成 dimethyl (2-oxo-4-phenylbutyl)phosphonate
  参考文献：
  名称：

  Phenyl-substituted prostaglandins: potent and selective antiglaucoma agents

  摘要：

  A series of phenyl-substituted analogues of prostaglandin F2alpha (PGF2alpha) were prepared and evaluated for ocular hypotensive effect and side effects in different animal models. In addition, the activity of the analogues on FP receptors was studied in vitro. The results were compared with those of PGF2alpha and its isopropyl ester. The phenyl-substituted PGF2alpha analogues exhibited good intraocular pressure reducing effect, were more selective, and exhibited a much higher therapeutic index in the eye than PGF2alpha or its isopropyl ester. The analogues exhibited high activity on FP receptors in a stereoselective manner for the 15alpha-hydroxyl group.

  DOI：

  10.1021/jm00054a008

文献信息

• Treatment of optic nerve disorders with prostanoic acid compounds
  申请人：R-TECH UENO, LTD.

  公开号：EP0730866A2

  公开（公告）日：1996-09-11

  The present invention provides a method for treatment of optic nerve disorder by the administration of a prostanoic acid compound in an amount effective in treatment of optic nerve disorder to a subject in need of such treatment, by which visual acuity can be recovered.

  本发明提供了一种治疗视神经失调的方法，即向需要治疗视神经失调的受试者施用有效量的前列酸化合物，从而恢复视力。
• US5773471A
  申请人：——

  公开号：US5773471A

  公开（公告）日：1998-06-30