N-(3-oxo-2,3-dihydro-1H-pyrazol-4-yl)-benzamide | 109702-97-8

• 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-(3-oxo-2,3-dihydro-1H-pyrazol-4-yl)-benzamide
• 英文别名: N-(3-Oxo-2,3-dihydro-1H-pyrazol-4-yl)-benzamid；N-(3-oxo-1,2-dihydropyrazol-4-yl)benzamide
• CAS: 109702-97-8
• 化学式: C₁₀H₉N₃O₂
• 分子量: 203.2
• InChiKey: DENDJKJPBLRWDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 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：
  70.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(3-oxo-2,3-dihydro-1H-pyrazol-4-yl)-benzamide 在 盐酸 作用下， 以88%的产率得到4-Amino-1H-pyrazol-3-ol; hydrochloride
  参考文献：
  名称：

  Evaluation and synthesis of amino-hydroxy isoxazoles and pyrazoles as potential glycine agonists

  摘要：

  Except for structurally similar small amino acids, such as alanine, beta-alanine, and serine, compounds acting as glycine-receptor agonists are an unknown class of pharmacological agents. To investigate the potential of small, substituted heterocycles to act as glycine agonists, we have evaluated the similarities between glycine and a series of hydroxy- and amino-substituted pyrazoles and isoxazoles through complementary molecular modeling techniques. Using a "scorecard approach" to determine the overall similarity of projected agonist structures to glycine, we prioritized synthesis and subsequently prepared several novel derivatives. The biological activity of these compounds was compared to that of glycine by using a [3H]strychnine-mediated glycine receptor binding assay. Despite the close similarity in the calculated parameters when compared to glycine, no significant receptor-binding activity was observed for the targeted analogues. These results illustrate the structurally exacting nature of the glycine receptor.

  DOI：

  10.1021/jm00129a016
• 作为产物：
  描述：

  4-anilinomethylene-2-phenyl-4,5-dihydrooxazol-5-one 在 氢氧化钾 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 0.5h， 生成 N-(3-oxo-2,3-dihydro-1H-pyrazol-4-yl)-benzamide
  参考文献：
  名称：

  Homami, Seyed-Saied; Mukerjee, Arya K, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 7, p. 411 - 414

  摘要：

  DOI：

文献信息

• Migration of an acyl group in the pyrazole system: synthesis of 1-acyl-3-hydroxy-1H-pyrazoles and related derivatives. A new preparation of N,N ′-diacylhydrazines
  作者：Vladimir Kepe、Franc Požgan、Amalija Golobič、Slovenko Polanc、Marijan Kočevar

  DOI：10.1039/a803973i

  日期：——

  from 4-ethoxymethylene-2-phenyloxazol-5(4H)-one (1) and hydrazides, 4-phenylsemicarbazide, 4-phenylthiosemicarbazide and benzyl carbazate in boiling dioxane is described. The method includes a migration of an acyl or related unit. The X-ray study and NMR spectroscopic examination confirmed the structure of the products. A one-pot synthesis of N,N′-diacylhydrazines from hydrazides by the assistance of

  为的1-酰基-3-羟基-1合成的新通用方法ħ -pyrazoles图5a-f和相关的衍生物5G-i。从开始4-乙氧基亚甲基-2-苯基恶唑-5-（4 ħ） -酮（1）和描述了在沸腾的二恶烷中的酰肼，4-苯基氨基脲，4-苯基硫代氨基脲和氨基甲酸苄酯。该方法包括酰基或相关单元的迁移。X射线研究和NMR光谱检查证实了产物的结构。还提出了在恶唑酮1的帮助下从酰肼一锅法合成N，N'-二酰基肼。
• Singh, Kumar K.; Singh, Manoj K.; Singh, Radhey M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, # 12, p. 1119 - 1122
  作者：Singh, Kumar K.、Singh, Manoj K.、Singh, Radhey M.

  DOI：——

  日期：——
• 4-Acylhydrazinomethylene-2-phenyloxazol-5(4H)-ones as Acylating Agents: Synthesis of Salicylanilides and 1,2,4-Triazolo[4,3-b]pyridazines
  作者：Marijan Kočevar、Franc Pozgan、Slovenko Polanc

  DOI：10.3987/com-00-s(i)73

  日期：——
• Cornforth, Chemistry of Penicillin
  作者：Cornforth

  DOI：——

  日期：——
• Brown, Chemistry of Penicillin
  作者：Brown

  DOI：——

  日期：——