4-咪唑基苯甲酰肼 | 96717-21-4

• 物质功能分类: 有机原料 - 肼或胲的有机衍生物
• 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-咪唑基苯甲酰肼
• 英文名称: 4-imidazolyl benzoyl hydrazide
• 英文别名: 4-Imidazol-1-yl-benzoic acid hydrazide；4-(1H-Imidazol-1-yl)benzohydrazide；4-imidazol-1-ylbenzohydrazide
• CAS: 96717-21-4
• 化学式: C₁₀H₁₀N₄O
• 分子量: 202.216
• InChiKey: HKKYANYOXHFZPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.9
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  4-咪唑基苯甲酰肼 、 氯乙酰氯 生成 N'-(2-chloroacetyl)-4-imidazol-1-ylbenzohydrazide
  参考文献：
  名称：

  SIRCAR, I.;CAIN, M. H.;TOPLISS, J. G.

  摘要：

  DOI：
• 作为产物：
  描述：

  对氟苯甲酸乙酯 在 sodium hydride 、 一水合肼 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 21.0h， 生成 4-咪唑基苯甲酰肼
  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

• Cardiotonic and antihypertensive oxadiazinone compounds
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0149543A1

  公开（公告）日：1985-07-24

  Cardiotonic and antihypertensive imidazole or triazole substituted phenyl-4H-1,3,4,-oxadiazin-5 (6H)-ones are described including pharmaceutical compositions and methods of administering the active ingredients. The subject compounds may be manufactured by ring closing appropriate derivatives of benzoic acid-2-(haloacetyl)hydrazides with sodium hydride.

  描述了具有强心和降压作用的咪唑或三唑取代苯基-4H-1,3,4,-恶二嗪-5 (6H)-酮，包括药物组合物和施用活性成分的方法。上述化合物可通过用氢化钠对苯甲酸-2-（卤乙酰基）酰肼的适当衍生物进行闭环来制造。
• SIRCAR, I.;CAIN, M. H.;TOPLISS, J. G.
  作者：SIRCAR, I.、CAIN, M. H.、TOPLISS, J. G.

  DOI：——

  日期：——
• Rapid and Specific Enhanced Luminescent Switch of Aniline Gas by MOFs Assembled from a Planar Binuclear Cadmium(II) Metalloligand
  作者：Fang-Ping Yang、Qiao-Tong He、Hong Jiang、Zhongliang Li、Weijie Chen、Ri-Li Chen、Xing-Yu Tang、Yue-Peng Cai、Xu-Jia Hong

  DOI：10.1021/acs.inorgchem.2c01244

  日期：2022.7.18
• US4508718A
  申请人：——

  公开号：US4508718A

  公开（公告）日：1985-04-02
• Aromatic hydrazides as specific inhibitors of bovine serum amine oxidase
  作者：M Artico、R Silvestri、G Stefancich、L Avigliano、A Di Giulio、M Maccarrone、E Agostinelli、B Mondovi、L Morpurgo

  DOI：10.1016/0223-5234(92)90005-l

  日期：1992.4

  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.