2-benzoyliminoimidazolidine | 36145-66-1

• 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: 2-benzoyliminoimidazolidine
• 英文别名: N-(4,5-dihydro-1H-imidazol-2-yl)benzamide
• CAS: 36145-66-1
• 化学式: C₁₀H₁₁N₃O
• 分子量: 189.217
• InChiKey: WBVBFLLFQCBDDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  53.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  nickel(II) acetate tetrahydrate 、 2-benzoyliminoimidazolidine 以 乙醇 为溶剂， 以65%的产率得到Ni(2-benzoyliminoimidazolidine)2
  参考文献：
  名称：

  Complex formation of N∩N-ethylene bridged bis(N′-benzoyl-O-ethyl-isourea) and N-benzoylguanidines with late transition metals

  摘要：

  (NN)-N-boolean AND-ethylene bridged 3-benzoyl-2-ethyl-1-[2-(3-benzoyl-2-ethyl-isoureido)-ethyl]-isourea 1 and 2-benzoylimino-imidazolidine 2 are easily accessible in good yields and act as N,O donor ligands. After deprotonation 1 and 2 form mononuclear neutral complexes, whose molecular structures have been determined by X-ray structure analysis. The metal ions in the 1:1 complexes of 1 with Cu-II Ni-II and Co-II are coordinated by the two bridging N atoms and the two carbonyl O atoms of one ligand molecule resulting in one five membered and two six membered chelate rings. The coordination geometry is square planar with cis arrangement of the ligator atoms. In comparison to the free ligand 1 the lengths of the C-O and C-N bonds involved in coordination are changed characteristically. The 2:1 complexes of 2 with Cu-II and Ni-II are isostructural. One deprotonated imidazolidine N and the carbonyl O atom of each ligand molecule coordinate the metal ion in a square planar trans arrangement. The X-ray structure analysis of 2 shows, besides an intramolecular imidazolidine-N-H...O hydrogen bridge, two intermolecular hydrogen bonds originating from both imidazolidine N atoms, an N-H...N and an N-H...O one, leading to the formation of molecular chains in the crystal structure. 2-Benzoylimino-1,3-diaza-6,9-dioxacycloundecane 3 was synthesized from N-dichloromethylene-benzamide and 1,8-diamino-3,6-dioxaoctane using the dilution principle. The crystal structure of 3 reveals again, besides an intramolecular N-H...O hydrogen bridge, the formation of molecular chains caused by one intermolecular N-H...O hydrogen bridge per molecule. The bulky structure of the 1,3-diaza-6,9-dioxacycloundecane ring in 3 seems to prevent any complex formation of 3 with late transition metal ions. (C) 2003 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/s0020-1693(03)00322-0
• 作为产物：
  描述：

  N-Benzoyl-dithiocarbaminsaeure-methylester 以 乙醇 为溶剂， 反应 1.0h， 生成 2-benzoyliminoimidazolidine
  参考文献：
  名称：

  Augustin, M.; Richter, M.; Salas, S., Journal fur praktische Chemie (Leipzig 1954), 1980, vol. 322, # 1, p. 55 - 68

  摘要：

  DOI：

文献信息

• Targeting quorum sensing by designing azoline derivatives to inhibit the N-hexanoyl homoserine lactone-receptor CviR: Synthesis as well as biological and theoretical evaluations
  作者：Alejandro Bucio-Cano、Alicia Reyes-Arellano、José Correa-Basurto、Martiniano Bello、Jenifer Torres-Jaramillo、Héctor Salgado-Zamora、Everardo Curiel-Quesada、Javier Peralta-Cruz、Alcives Avila-Sorrosa

  DOI：10.1016/j.bmc.2015.10.046

  日期：2015.12

  resistance, we investigated the interruption of quorum sensing mediated by non-classical bioisosteres of the N-hexanoyl homoserine lactone with an azoline core. For this purpose, a set of selected 2-substituted azolines was synthesized, establishing the basis for a new protocol to synthesize 2-amino imidazolines. The synthesized compounds were evaluated as inhibitors of violacein production in Chromobacterium

  为了抵消细菌的抗性，我们调查了由N-己酰基高丝氨酸内酯与偶氮啉核心的非经典生物等位基因介导的群体感应的中断。为此目的，合成了一组选择的2-取代的偶氮啉，为合成2-氨基咪唑啉的新方案奠定了基础。合成的化合物被评估为紫色杆菌中紫胶素产生的抑制剂。使用CviR进行了生物等排体-蛋白质相互作用的理论研究。结果表明，某些偶氮碱会降低紫胶素的产生，表明抗群体感应革兰氏阴性细菌的概况。对接和分子动力学模拟以及结合自由能的计算揭示了确切的结合和抑制特性。这些理论结果表明了与偶氮系列的体外活性的关系。
• AUGUSTIN M.; RICHTER M.; SALAS S., J. PRAKT. CHEM., 1980, 322, NO 1, 55-68
  作者：AUGUSTIN M.、 RICHTER M.、 SALAS S.

  DOI：——

  日期：——
• US4122275A
  申请人：——

  公开号：US4122275A

  公开（公告）日：1978-10-24
• US4201565A
  申请人：——

  公开号：US4201565A

  公开（公告）日：1980-05-06
• US4221586A
  申请人：——

  公开号：US4221586A

  公开（公告）日：1980-09-09