2-(4-(甲基磺酰胺基)苯氧基)乙酸 | 103790-20-1

• 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-(4-(甲基磺酰胺基)苯氧基)乙酸
• 英文名称: 2-(4-(methylsulfonamido)phenoxy)acetic acid
• 英文别名: 2-[4-(methanesulfonamido)phenoxy]acetic acid
• CAS: 103790-20-1
• 化学式: C₉H₁₁NO₅S
• 分子量: 245.256
• InChiKey: FVQRSHSJPZQETP-UHFFFAOYSA-N

物化性质

• 熔点：
  205-207 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  442.8±51.0 °C(Predicted)
• 密度：
  1.485±0.06 g/cm3(Predicted)
• 溶解度：
  少许溶于甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4-(甲基磺酰胺基)苯氧基)乙酸 以 乙腈 为溶剂， 以60%的产率得到N-(2-Oxo-1,4-dioxa-spiro[4.5]deca-6,9-dien-8-ylidene)-methanesulfonamide
  参考文献：
  名称：

  Coutts, Ian G. C.; Culbert, Nicholas J.; Edwards, Mark, Journal of the Chemical Society. Perkin transactions I, 1985, p. 1829 - 1836

  摘要：

  DOI：
• 作为产物：
  描述：

  4-硝基苯氧乙酸 在 吡啶 、 甲醇 、 氯化亚砜 、 5% Pd(II)/C(eggshell) 、 氢气 、 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 25.17h， 生成 2-(4-(甲基磺酰胺基)苯氧基)乙酸
  参考文献：
  名称：

  Synthesis, structural activity-relationships, and biological evaluation of novel amide-based allosteric binding site antagonists in NR1A/NR2B N-methyl-d-aspartate receptors☆

  摘要：

  The synthesis and structure-activity relationship analysis of a novel class of amide-based biaryl NR2B-selective NMDA receptor antagonists are presented. Some of the studied compounds are potent, selective, non-competitive, and voltage-independent antagonists of NR2B-containing NMDA receptors. Like the founding member of this class of antagonists (ifenprodil), several interesting compounds of the series bind to the amino terminal domain of the NR2B subunit to inhibit function. Analogue potency is modulated by linker length, flexibility, and hydrogen bonding opportunities. However, unlike previously described classes of NR2B-selective NMDA antagonists that exhibit off-target activity at a variety of monoamine receptors, the compounds described herein show much diminished effects against the hERG channel and alpha(1)-adrenergic receptors. Selections of the compounds discussed have acceptable half-lives in vivo and are predicted to permeate the blood-brain barrier. These data together suggest that masking charged atoms on the linker region of NR2B-selective antagonists can decrease undesirable side effects while still maintaining on-target potency. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2009.05.085

文献信息

• COUTTS, I. G. C.;CULBERT, N. J.;EDWARDS, M.;HADFIELD, J. A.;MUSTO, D. R.;+, J. CHEM. SOC. PERKIN TRANS., 1985, N 9, 1829-1836
  作者：COUTTS, I. G. C.、CULBERT, N. J.、EDWARDS, M.、HADFIELD, J. A.、MUSTO, D. R.、+

  DOI：——

  日期：——