1-(4-pyridylmethyl)-2-methylimidazole | 1257859-84-9

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-(4-pyridylmethyl)-2-methylimidazole
• 英文别名: pmmid；4-[(2-methyl-1H-imidazol-1-yl)methyl]pyridine；4-[(2-methylimidazol-1-yl)methyl]pyridine
• CAS: 1257859-84-9
• 化学式: C₁₀H₁₁N₃
• 分子量: 173.217
• InChiKey: MNSNMTASPOHKEI-UHFFFAOYSA-N

物化性质

• 熔点：
  53-54 °C
• 沸点：
  335.6±17.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 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：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,5-噻吩二羧酸 、 1-(4-pyridylmethyl)-2-methylimidazole 、 zinc(II) acetate dihydrate 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 72.0h， 以21%的产率得到[Zn(μ₂-2,5-thiophenedicarboxylic acid)(1-(4-pyridylmethyl)-2-methylimidazole)]_n
  参考文献：
  名称：

  由噻吩二羧酸盐和柔性 N-(4-吡啶甲基) 咪唑衍生物组装而成的两种二维 Zn(II) 配位聚合物：合成、晶体结构和光致发光特性

  摘要：

  两种二维 Zn(II) 配位聚合物，配制为 [Zn( μ 2 -tdc)( μ -pmid)] ( 1 ), {[Zn( μ 2 -tdc)( μ -pmid) 2 ·4H 2 O]} n ( 2 ) (H 2 tdc = 2,5-thiophenedicarboxylic acid, pmid = 1-(4-pyridylmethyl)imidazole; pmmid = 1-(4-pyridylmethyl)-2-methylimidazole) 已通过 Zn(OAc) 的反应合成) 2 ·2H 2 O和H 2tdc 与灵活的 N-(4-吡啶基甲基) 咪唑衍生物在温和的反应条件下，并通过单晶 X 射线衍射和其他物理化学方法进行表征。结构测定表明化合物1显示 2-fold 2D → 2D 平行互穿结构，而化合物 2 显示 2D 非互穿网络。这些结果表明，此类 N-(4-吡啶基甲基) 咪唑

  DOI：

  10.1080/17415993.2022.2101890
• 作为产物：
  描述：

  4-氯甲基吡啶 、 2-甲基咪唑 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 1.5h， 以35%的产率得到1-(4-pyridylmethyl)-2-methylimidazole
  参考文献：
  名称：

  N-Substituted acetamidines and 2-methylimidazole derivatives as selective inhibitors of neuronal nitric oxide synthase

  摘要：

  A series of N-substituted acetamidines and 2-methylimidazole derivatives structurally related to W1400 were synthesized and evaluated as Nitric Oxide Synthase (NOS) inhibitors. Analogs with sterically hindering isopropyl and phenyl substituents on the benzylic carbon connecting the aromatic core of W1400 to the acetamidine nitrogen, showed good inhibitory potency for nNOS (IC(50) = 0.2 and 0.3 mu M) and selectivity over eNOS (500 and 1166) and to a lesser extent over iNOS (50 and 100). A molecular modeling study allowed to shed light on the effects of the structural modifications on the selectivity of the designed inhibitors toward the different NOS isoforms. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.059

文献信息

• N-Substituted acetamidines and 2-methylimidazole derivatives as selective inhibitors of neuronal nitric oxide synthase
  作者：Cristina Maccallini、Antonia Patruno、Fabio Lannutti、Alessandra Ammazzalorso、Barbara De Filippis、Marialuigia Fantacuzzi、Sara Franceschelli、Letizia Giampietro、Simona Masella、Mario Felaco、Nazzareno Re、Rosa Amoroso

  DOI：10.1016/j.bmcl.2010.09.059

  日期：2010.11

  A series of N-substituted acetamidines and 2-methylimidazole derivatives structurally related to W1400 were synthesized and evaluated as Nitric Oxide Synthase (NOS) inhibitors. Analogs with sterically hindering isopropyl and phenyl substituents on the benzylic carbon connecting the aromatic core of W1400 to the acetamidine nitrogen, showed good inhibitory potency for nNOS (IC(50) = 0.2 and 0.3 mu M) and selectivity over eNOS (500 and 1166) and to a lesser extent over iNOS (50 and 100). A molecular modeling study allowed to shed light on the effects of the structural modifications on the selectivity of the designed inhibitors toward the different NOS isoforms. (C) 2010 Elsevier Ltd. All rights reserved.
• Two 2D Zn(II) coordination polymers assembled from thiophene dicarboxylate and flexible N-(4-pyridylmethyl)imidazole derivatives: syntheses, crystal structures, and photoluminescent properties
  作者：Li-Ping Xue、Qing Wang

  DOI：10.1080/17415993.2022.2101890

  日期：2023.1.2

  Two 2D Zn(II) coordination polymers, formulated as [Zn(μ2-tdc)(μ-pmid)] (1), [Zn(μ2-tdc)(μ-pmmid)2·4H2O]}n (2) (H2tdc = 2,5-thiophenedicarboxylic acid, pmid = 1-(4-pyridylmethyl)imidazole; pmmid = 1-(4-pyridylmethyl)-2-methylimidazole) have been synthesized by reactions of Zn(OAc)2·2H2O and H2tdc with flexibleN-(4-pyridylmethyl)imidazole derivatives under the mild reaction conditions and characterized

  两种二维 Zn(II) 配位聚合物，配制为 [Zn( μ 2 -tdc)( μ -pmid)] ( 1 ), [Zn( μ 2 -tdc)( μ -pmid) 2 ·4H 2 O]} n ( 2 ) (H 2 tdc = 2,5-thiophenedicarboxylic acid, pmid = 1-(4-pyridylmethyl)imidazole; pmmid = 1-(4-pyridylmethyl)-2-methylimidazole) 已通过 Zn(OAc) 的反应合成) 2 ·2H 2 O和H 2tdc 与灵活的 N-(4-吡啶基甲基) 咪唑衍生物在温和的反应条件下，并通过单晶 X 射线衍射和其他物理化学方法进行表征。结构测定表明化合物1显示 2-fold 2D → 2D 平行互穿结构，而化合物 2 显示 2D 非互穿网络。这些结果表明，此类 N-(4-吡啶基甲基) 咪唑