N-(2-hydroxyethyl)-3-hydroxybenzamide | 15788-99-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-hydroxyethyl)-3-hydroxybenzamide
• 英文别名: 3-hydroxy-N-(2-hydroxyethyl)benzamide
• CAS: 15788-99-5
• 化学式: C₉H₁₁NO₃
• mdl: MFCD01168914
• 分子量: 181.191
• InChiKey: FUUOJLKDTDVFIJ-UHFFFAOYSA-N

物化性质

• 熔点：
  100 °C
• 沸点：
  427.2±30.0 °C(Predicted)
• 密度：
  1.273±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-hydroxyethyl)-3-hydroxybenzamide 在 一氯化碘 作用下， 生成 4-[3-(2-Hydroxyethylcarbamoyl)-2,4,6-triiodophenoxy]butanoic acid
  参考文献：
  名称：

  Tilly,G., Chimica Therapeutica, 1967, vol. 2, p. 57 - 65

  摘要：

  DOI：
• 作为产物：
  描述：

  3-羟基苯甲酸甲酯 以84%的产率得到N-(2-hydroxyethyl)-3-hydroxybenzamide
  参考文献：
  名称：

  Di-heterocyclic compounds and their use as antiviral agents

  摘要：

  公式化合物：##STR1## 其中Het是噁唑或噁唑啉基团；X是O、S或SO，n是从3到9的整数，Y是脂肪桥；各种R基团代表氢或如本文所述的各种取代基，可用作抗病毒剂，特别是对抗小RNA病毒。用于公式I化合物的N-(氯烷基)酰胺中间体也作为抗病毒剂活性。还披露了超出上述公式范围的相关化合物。

  公开号：

  US04843087A1

文献信息

• (Substituted) Phenyl-aliphatic-isoxazoles useful as antiviral agents and preparation thereof
  申请人：STERLING WINTHROP INC.

  公开号：EP0137242A2

  公开（公告）日：1985-04-17

  Compounds of the formulas and wherein R is lower-alkyl or substituted-lower-alkyl; R1, R2, R3 and R4 are each hydrogen, lower-alkyl or substituted lower-alkyl; R5 is hydrogen, lower-alkyl, halogen, nitro, lower-alkoxy, lower-alkylthio or trifluoromethyl; R6 is lower-alkyl; X is 0 or a single bond; and n is an integer from 3 to 9, are useful as antiviral agents, especially against picomaviruses.

  公式如下的化合物 和 其中 R 是低级烷基或取代的低级烷基；R1、R2、R3 和 R4 分别是氢、低级烷基或取代的低级烷基；R5 是氢、低级烷基、卤素、硝基、低级烷氧基、低级烷硫基或三氟甲基；R6 是低级烷基；X 是 0 或单键；n 是 3 至 9 的整数。
• Three isomeric forms of hydroxyphenyl-2-oxazoline: 2-(2-hydroxyphenyl)-2-oxazoline, 2-(3-hydroxyphenyl)-2-oxazoline and 2-(4-hydroxyphenyl)-2-oxazoline
  作者：Vratislav Langer、Miroslav Koóš、Dalma Gyepesová、Mariana Sládkovičová、Jozef Lustoň、Juraj Kronek

  DOI：10.1107/s0108270105027812

  日期：2005.10.15

  Crystal structures are reported for three isomeric compounds, namely 2-(2-hydroxyphenyl)-2-oxazoline, (I), 2-(3-hydroxyphenyl)-2-oxazoline, (II), and 2-(4-hydroxyphenyl)-2-oxazoline, (III), all C9H9NO2 [systematic names: 2-(4,5-dihydro-1,3-oxazol-2-yl)phenol, (I), 3-(4,5-dihydro-1,3-oxazol-2-yl) phenol, (II), and 4-(4,5-dihydro-1,3-oxazol-2-yl) phenol, (III)]. In these compounds, the deviation from coplanarity of the oxazoline and benzene rings is dependent on the position of the hydroxy group on the benzene ring. The coplanar arrangement in (I) is stabilized by a strong intramolecular O-H center dot center dot center dot N hydrogen bond. Surprisingly, the 2- oxazoline ring in molecule B of (II) adopts a T-3(4) (T-C2(C3)) conformation, while the 2- oxazoline ring in molecule A, as well as that in (I) and (III), is nearly planar, as expected. Tetramers of molecules of (II) are formed and they are bound together via weak C-H center dot center dot center dot N hydrogen bonds. In (III), strong intermolecular O-H center dot center dot center dot N hydrogen bonds and weak intramolecular C-H center dot center dot center dot O hydrogen bonds lead to the formation of an infinite chain of molecules perpendicular to the b direction. This paper also reports a theoretical investigation of hydrogen bonds, based on density functional theory (DFT) employing periodic boundary conditions.
• US4843087A
  申请人：——

  公开号：US4843087A

  公开（公告）日：1989-06-27
• US4939267A
  申请人：——

  公开号：US4939267A

  公开（公告）日：1990-07-03
• US5002960A
  申请人：——

  公开号：US5002960A

  公开（公告）日：1991-03-26