ethyl <2,3-dichloro-4-<4-hydroxy-3-<(2-chloroacetyl)aminomethyl>benzyl>phenoxy>acetate | 87181-09-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: ethyl <2,3-dichloro-4-<4-hydroxy-3-<(2-chloroacetyl)aminomethyl>benzyl>phenoxy>acetate
• 英文别名: ethyl 2,3-dichloro-4-[(3'-chloroacetamidomethyl-4'-hydroxy)benzyl]phenoxyacetate；ethyl (2,3-dichloro-4-{4-hydroxy-3-[(2-chloroacetyl)aminomethyl]benzyl}phenoxy)acetate；ethyl 2-[2,3-dichloro-4-[[3-[[(2-chloroacetyl)amino]methyl]-4-hydroxyphenyl]methyl]phenoxy]acetate
• CAS: 87181-09-7
• 化学式: C₂₀H₂₀Cl₃NO₅
• 分子量: 460.742
• InChiKey: PRTYYOCWLLVFEL-UHFFFAOYSA-N

物化性质

• 沸点：
  646.4±55.0 °C(Predicted)
• 密度：
  1.376±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  29.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  84.86
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ethyl <2,3-dichloro-4-<4-hydroxy-3-<(2-chloroacetyl)aminomethyl>benzyl>phenoxy>acetate 生成 NoName_1404
  参考文献：
  名称：

  PLATTNER, J. J.

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl <2,3-dichloro-4-<4-hydroxy-3-<(2-chloroacetyl)aminomethyl>benzyl>phenoxy>acetic acid 在 sodium tetrahydroborate 、 硫酸 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 ethyl <2,3-dichloro-4-<4-hydroxy-3-<(2-chloroacetyl)aminomethyl>benzyl>phenoxy>acetate
  参考文献：
  名称：

  [(Aminomethyl)aryloxy]acetic acid esters. A new class of high-ceiling diuretics. 3. Variation in the bridge between the aromatic rings to complete mapping of the receptor

  摘要：

  Continued structural evaluation of the [(aminomethyl)aryloxy]acetic ester diuretics has produced a series of compounds in which the functional group that bridges the two aromatic rings has been varied. Diuretic screening of these analogues in rats indicates that the keto group can be effectively replaced with an ether or thio ether function with a slight increase in potency, whereas the methylene and sulfoxide linking groups lead to diminished saluretic potency. Replacement with either -SO2-, -COCO-, -CH2O-, -CONH- or direct bond results in a loss of activity. Although the series was designed according to QSAR criteria, the traditional linear free-energy properties of these compounds do not correlate with diuretic potency. However, conformational analysis of the series by potential energy calculations indicates that all active compounds have an accessible conformation that matches the bridge atom-carboxylate distance of the very potent dihydrobenzofuran analogue 56. Conformational calculations of several compounds in which the aminomethyl group was varied suggests that the active conformation is probably a low-energy conformation. Consideration of rotation about the bridge could not distinguish between two possible orientations of the aminomethyl ring in the active conformation. However, there is a quantitative negative linear correlation between diuretic potency and the protrusion into space of the group that bridges the two aromatic rings.

  DOI：

  10.1021/jm00379a016

文献信息

• Diphenyl ether, diphenyl thioether and diphenyl methane phenol mannich
  申请人：Abbott Laboratories

  公开号：US04389416A1

  公开（公告）日：1983-06-21

  Described are compounds of the formula ##STR1## wherein R is hydrogen, loweralkyl, aminomethyl or halo; R.sub.1 is carboxy, carboxyloweralkyl, aminocarbonyl, hydroxymethyl, anilinomethyl, or aminomethyl; A is oxygen, CH.sub.2, Sulfur or a single bond; X is oxygen, CH.sub.2, sulfur or sulfoxide; and Y is hydrogen, loweralkyl or halo and may be the same or different, and pharmaceutically acceptable salts thereof. The compounds are effective as diuretic agents.

  描述的是化合物的公式 ##STR1## 其中 R 是氢、较低的烷基、氨甲基或卤素；R.sub.1 是羧基、羧基较低烷基、氨基甲酰、羟甲基、苯胺甲基或氨基甲基；A 是氧、CH.sub.2、硫或单键；X 是氧、CH.sub.2、硫或亚硫酰氧；Y 是氢、较低烷基或卤素，可以相同也可以不同，以及其药学上可接受的盐。这些化合物作为利尿剂具有有效性。
• PLATTNER, J. J.;MARTIN, Y. C.;SMITAL, J. R.;LEE, C. -M.;FUNG, A. K. L.;HO+, J. MED. CHEM., 1985, 28, N 1, 79-93
  作者：PLATTNER, J. J.、MARTIN, Y. C.、SMITAL, J. R.、LEE, C. -M.、FUNG, A. K. L.、HO+

  DOI：——

  日期：——