(4-咪唑-1-基-苯基)-乙酸 | 1000543-86-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: (4-咪唑-1-基-苯基)-乙酸
• 英文名称: 2-[4-(1H-imidazol-1-yl)phenyl]acetic acid
• 英文别名: 2-(4-imidazol-1-ylphenyl)acetic acid
• CAS: 1000543-86-1
• 化学式: C₁₁H₁₀N₂O₂
• 分子量: 202.213
• InChiKey: FYRATTIKCDNVTJ-UHFFFAOYSA-N

物化性质

• 沸点：
  416.7±28.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-咪唑-1-基-苯基)-乙酸 在 硫酸 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 4-(1H-Imidazol-1-yl)benzeneacetic acid hydrazide
  参考文献：
  名称：

  Aromatic hydrazides as specific inhibitors of bovine serum amine oxidase

  摘要：

  New hydrazides were synthesized in search for specific inhibitors of bovine serum amine oxidase: a series of benzoic and phenylacetic acid hydrazides containing the 1H-imidazol-1-yl or the 1H-imidazol-1-ylmethyl group as (o, m, p)-substituent in the phenyl ring; an analogous series of p-substituted phenylhydrazides with 5 or 6-membered heterocyclic ring as substituent, and a series of similar phenylpropionic hydrazides. The longer and more flexible phenylacetic hydrazides, and to a somewhat lesser extent the phenylpropionic ones, were better specific inhibitors of bovine serum amine oxidase than the benzoic hydrazides, which were also bound by the enzyme with high affinity, but at a slow rate. Derivatives with p- and m -substituents were more reactive than the o-substituted ones. The chemical nature of the substituent was less important than its position in the phenyl ring and the presence of methylene spacers. These data point to the presence of a hydrophobic site at short distance from the protein carbonyl cofactor, so that simultaneous interaction of the 2 ends of the inhibitor molecule can occur at the 2 sites. The presence of the hydrophobic site was confirmed by the capability of some molecule deprived of the hydrazidic group to act as mild inhibitors. All hydrazides were less reactive by 2-3 orders of magnitude towards pig kidney diamine oxidase and FAD-dependent monoamine oxidase from rat brain mitochondria, while the other compounds showed similar inhibition power against all proteins. The specificity for the bovine enzyme seems therefore to be related to the concerted action of the 2 moieties of the inhibitor molecule.

  DOI：

  10.1016/0223-5234(92)90005-l
• 作为产物：
  描述：

  4-(1-咪唑基)苄醇 在 盐酸 、 氢溴酸 作用下， 以 水 、 乙腈 为溶剂， 反应 51.0h， 生成 (4-咪唑-1-基-苯基)-乙酸
  参考文献：
  名称：

  Aromatic hydrazides as specific inhibitors of bovine serum amine oxidase

  摘要：

  New hydrazides were synthesized in search for specific inhibitors of bovine serum amine oxidase: a series of benzoic and phenylacetic acid hydrazides containing the 1H-imidazol-1-yl or the 1H-imidazol-1-ylmethyl group as (o, m, p)-substituent in the phenyl ring; an analogous series of p-substituted phenylhydrazides with 5 or 6-membered heterocyclic ring as substituent, and a series of similar phenylpropionic hydrazides. The longer and more flexible phenylacetic hydrazides, and to a somewhat lesser extent the phenylpropionic ones, were better specific inhibitors of bovine serum amine oxidase than the benzoic hydrazides, which were also bound by the enzyme with high affinity, but at a slow rate. Derivatives with p- and m -substituents were more reactive than the o-substituted ones. The chemical nature of the substituent was less important than its position in the phenyl ring and the presence of methylene spacers. These data point to the presence of a hydrophobic site at short distance from the protein carbonyl cofactor, so that simultaneous interaction of the 2 ends of the inhibitor molecule can occur at the 2 sites. The presence of the hydrophobic site was confirmed by the capability of some molecule deprived of the hydrazidic group to act as mild inhibitors. All hydrazides were less reactive by 2-3 orders of magnitude towards pig kidney diamine oxidase and FAD-dependent monoamine oxidase from rat brain mitochondria, while the other compounds showed similar inhibition power against all proteins. The specificity for the bovine enzyme seems therefore to be related to the concerted action of the 2 moieties of the inhibitor molecule.

  DOI：

  10.1016/0223-5234(92)90005-l

文献信息

• 3,4,5,6-Tetrahydro-2H-1,7,4-Benzodioxazonines as cardiovascular agents
  申请人：BERLEX LABORATORIES, INC.

  公开号：EP0417671A2

  公开（公告）日：1991-03-20

  This invention relates to novel 3,4,5,6-tetrahydro-2H-1,7,4-­benzodioxazonines and their pharmaceutically acceptable salts. The compounds of the invention are cardiovascular agents and especially Class III antiarrhythmic agents.

  本发明涉及新型 3,4,5,6-四氢-2H-1,7,4-苯并二噁唑烷及其药学上可接受的盐类。本发明的化合物是心血管药物，尤其是 III 类抗心律失常药物。
• US4966967A
  申请人：——

  公开号：US4966967A

  公开（公告）日：1990-10-30