N-(1-cyclohexen-1-yl)-1H-imidazole | 74199-41-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(1-cyclohexen-1-yl)-1H-imidazole
• 英文别名: 1-(cyclohex-1-en-1-yl)-1H-imidazole；1-cyclohex-1-enyl-1H-imidazole；1-(Cyclohexen-1-yl)imidazole
• CAS: 74199-41-0
• 化学式: C₉H₁₂N₂
• 分子量: 148.208
• InChiKey: KGDGLHMOPPIICR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  trans-2-(1-imidazolyl)cyclohexanol 在 硫酸 作用下， 以 溶剂黄146 为溶剂， 以79%的产率得到N-(1-cyclohexen-1-yl)-1H-imidazole
  参考文献：
  名称：

  Synthesis of steroidal and nonsteroidal vicinal heterocyclic alcohols, N-(1-cycloalkenyl)heterocycles and their antibacterial studies

  摘要：

  A solvent free steroidal and nonsteroidal epoxide ring opening reaction by nitrogen containing heterocycles under microwave irradiation is described. Some of the epoxide ring opening compounds were converted to their corresponding N-(1-cycloalkenyl)heterocycles via an acid catalyzed dehydration reaction. The antimicrobial activities of the epoxide ring opening compounds and N-(1-cycloalkenyl)heterocyclic compounds were tested by agar diffusion assay. Compounds 6, 9-12, 24 and 27 showed moderate inhibition against the growth of pathogenic bacteria Escherichia coli, Pseudomonas syringae, Bacillus subtilis, Proteus vulgaris and Staphylococcus aureus. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2014.03.011

文献信息

• Silyl Tosylate Precursors to Cyclohexyne, 1,2-Cyclohexadiene, and 1,2-Cycloheptadiene
  作者：Matthew S. McVeigh、Andrew V. Kelleghan、Michael M. Yamano、Rachel R. Knapp、Neil K. Garg

  DOI：10.1021/acs.orglett.0c01510

  日期：2020.6.5

  development of alternative precursors. We report the syntheses of silyl tosylate precursors to cyclohexyne, 1,2-cyclohexadiene, and 1,2-cycloheptadiene. The resultant strained intermediates undergo trapping in situ to give cycloaddition products. Additionally, the results of competition experiments between silyl triflates and silyl tosylates are reported.

  瞬态应变环状中间体已成为现代合成化学中有价值的中间体。尽管三氟甲硅烷基甲硅烷基酯前体最常用于过滤中间体，但某些甲硅烷基三氟甲磺酸酯的不稳定性保证了替代前体的发展。我们报告了甲硅烷基甲苯磺酸盐前体的合成环己炔，1,2-环己二烯和1,2-环庚二烯。所得的应变中间体原位捕集，得到环加成产物。另外，报告了甲硅烷基三氟甲磺酸酯和甲苯磺酸甲硅烷基酯之间的竞争实验结果。
• Heterocycle Derivatives As Histone Deacetylase (Hdac) Inhibitors
  申请人：Attenni Barbara

  公开号：US20090048228A1

  公开（公告）日：2009-02-19

  The present invention relates to compounds of formula I: or pharmaceutically acceptable salts or tautomers thereof, which are inhibitors of histone deacetylase (HDAC). The compounds of the present invention are useful for treating cellular proliferative diseases, including cancer. Further, the compounds of the present invention are useful for treating neurodegenerative diseases, schizophrenia and stroke among other diseases.

  本发明涉及以下式I的化合物：或其药用可接受的盐或互变异构体，这些化合物是组蛋白去乙酰化酶（HDAC）的抑制剂。本发明的化合物可用于治疗细胞增殖性疾病，包括癌症。此外，本发明的化合物还可用于治疗神经退行性疾病、精神分裂症和中风等其他疾病。
• Cyclohexyl- und cyclohexenylimidazolverbindungen, Verfahren zu ihrer Herstellung und ihre Verwendung als Pflanzenschutzmittel
  申请人：——

  公开号：EP0199206A3

  公开（公告）日：1987-04-08

  Die neuen Verbindungen der Formel I oder deren Salzeworin R= einen (subst.) Cyclohexyl oder einen (subst.) Cyclohexenyl-rest; Y= Cyano, einen (subst.) (Di)-(Thio) Carbonsäure-(ester), -amid, -acetalrest, einen Keto-oder Oximrest oder einen heterocyclischen Rest bedeuten, besitzen vorteilhafte Wirkungen als Pflanzenwachstumregulatoren und weisen zudem günstige herbizide und fungizide Eigenschaften auf.

  式 I 的新化合物或其盐类，其中 R = 一个（亚基）环己基或一个（亚基）环己烯基；Y = 氰基、一个（亚基）（二）-（硫代）羧酸（酯）、-酰胺、-乙缩醛基、酮基或肟基或杂环基，具有作为植物生长调节剂的优势效果，还表现出良好的除草和杀菌特性。
• Cycloadditions of Cyclohexynes and Cyclopentyne
  作者：Jose M. Medina、Travis C. McMahon、Gonzalo Jiménez-Osés、K. N. Houk、Neil K. Garg

  DOI：10.1021/ja508635v

  日期：2014.10.22

  We report the strategic use of cyclohexyne and the more elusive intermediate, cyclopentyne, as a tool for the synthesis of new heterocyclic compounds. Experimental and computational studies of a 3-substituted cyclohexyne are also described. The observed regioselectivities are explained by the distortion/interaction model.
• Synthesis of <i>N</i>-Cycloalkenylazoles
  作者：Alan R. Katritzky、Rexiat Maimait、Yong-Jiang Xu、Young Soo Gyoung

  DOI：10.1021/jo020336m

  日期：2002.11.1

  N-(1-Cycloalkenyl)pyrroles 3a,b, -pyrazoles 6a,b, and -imidazoles 9a,b were synthesized via elimination of benzotriazole or 5-phenyltetrazole from the corresponding 1-[1-(heterocycyl)cycloalkyl]-benzotriazoles 2, 5, and 8 or 1-[1-(heterocycyl)cyclohexyl] 5-phenyltetrazole (12 and 14). Intermediates 2, 5, 8, 12 and 14 were obtained by cyclizations of dihaloalkanes with N-(benzotriazol-1-ylmethyl)heterocycles, 1-imidazol-1-ylmethyl-5-plienyltetrazole (11), or 1-pyrazol-1-ylmethyl-5-phenyltetrazole (13) in the presence of n-BuLi.