N-(2,6-dimethyl-phenyl)-2-imidazol-1-yl-acetamide

• 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-(2,6-dimethyl-phenyl)-2-imidazol-1-yl-acetamide
• 英文别名: N-(2,6-dimethylphenyl)-1H-imidazole-1-acetamide；N-(2,6-dimethylphenyl)-2-imidazol-1-ylacetamide
• 化学式: C₁₃H₁₅N₃O
• 分子量: 229.282
• InChiKey: CIOKYSHWXMIVNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  46.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2,6-dimethyl-phenyl)-2-imidazol-1-yl-acetamide 生成 N-(2,6-dimethylphenyl)-1H-imidazole-1-ethanamine
  参考文献：
  名称：

  MULLIN, JOHN G. (JR);NAKAMURA, KEIJI;TILLEY, JEFFERSON W.;WATANABE, HIROS+

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二甲基苯胺 在 溶剂黄146 作用下， 以 苯 为溶剂， 反应 2.5h， 生成 N-(2,6-dimethyl-phenyl)-2-imidazol-1-yl-acetamide
  参考文献：
  名称：

  Synthesis and anticonvulsant activity of some ω-(1H-imidazol-1-yl)-N-phenylacetamide and propionamide derivatives

  摘要：

  In this study, eight new omega-(1H-imidazol-1-yl)-N-phenylacetamide and propionamide derivatives having 2,6-dimethyl, 2,6-dichloro, 2-chloro-6-methyl and 2-isopropyl substitutions on N-phenyl ring were synthesized to evaluate anticonvulsant activity against maximal electroshock test. The most active compounds in the series were the derivatives bearing 2-isopropyl and 2,6-dimethyl substituents on N-phenyl ring.

  DOI：

  10.1016/j.farmac.2003.07.011

文献信息

• N-(heteroarylalkyl)acylanilide derivatives as antiarrhythmic agents
  申请人：Hoffmann-La Roche Inc.

  公开号：US04696930A1

  公开（公告）日：1987-09-29

  Compounds of the formula: ##STR1## wherein R.sub.1 is --alkylene'-13 NH.sub.2 or --alkylene'--A'; R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen or methyl; A and A' are, independently, unsubstituted or lower alkyl or aryl substituted pyridinyl, imidazolyl, or pyrimidinyl; and when, an asymmetric carbon is present, enantiomers thereof, or racemic mixtures thereof; or pharmaceutically acceptable salts thereof, are described. These compounds are useful as antiarrhythmic agents.

  该化合物的公式为：##STR1## 其中R.sub.1为--alkylene'-13 NH.sub.2或--alkylene'--A'；R.sub.2，R.sub.3和R.sub.4分别为氢或甲基；A和A'分别为未取代或低碳基或芳基取代的吡啶基、咪唑基或嘧啶基；当存在不对称碳时，其对映体或外消旋混合物；或其药学上可接受的盐。这些化合物可用作抗心律失常剂。
• Antiarrhythmic agents
  申请人：Hoffmann-La Roche Inc.

  公开号：US04891429A1

  公开（公告）日：1990-01-02

  Compounds of the formula ##STR1## wherein R.sub.2, R.sub.3 and R.sub.4 are independently, hydrogen or methyl; A is 3-pyridinyl which is unsubstituted, or substituted by lower alkyl, phenyl, or naphthyl, are described. The compounds of the invention are intermediates in the preparation of antiarrhythmic agents.

  本发明提供的化合物的公式为##STR1##其中R.sub.2，R.sub.3和R.sub.4独立地为氢或甲基；A为未取代的3-吡啶基，或被较低的烷基，苯基或萘基取代。本发明的化合物是抗心律失常药物制备中的中间体。
• Brønsted Base-Induced Rearrangement and Nucleophilic Addition of O/N-Functionalized NHCs and Relative Group 4 Metal Complexes for Ethylene Polymerization Catalysis
  作者：Li Wan、Dao Zhang

  DOI：10.1021/acs.organomet.5b00862

  日期：2016.1.25

  The O/N-functionalized NHC precursors 1-[RNHC(O)CH2]-3-[2-OH-3,5-Bu-t(2)-(C6H2)CH2]-imidazolium bromide, [H-3(1a-f)]Br (a: R = 2,6-Pr-i(2)-(C6H3); b: R = 2,4,6-Me-3-(C6H2); c: R = 2,6-Me-2-(C6H3); d: R = 4-Me-(C6H4); e: R = 4-Cl-(C6H4.); f: R = Bu-t), have been synthesized and characterized. Reactions between the aryloxy/amido-NHC precursors [H-3(1a-e)]Br and Ag2O resulted in the NHC rearrangement to compounds [2-OH-3,5-(Bu-t)(2)-(C6H2)CH2] [R]NC(O)-CH2-(C3N2H3) (4a-e) in 68-89% yield. The preliminary study suggested that, after deprotonation, the o-quinone methide (o-QM) intermediate was in situ generated by the C-N cleavage and proton transfer of the resultant aryloxybenzyl NHCs, followed by the nucleophilic attack of o-QM to the nitrogen atom of the amido group. Treatment of salicylaldimine-functionalized NHC precursor 1-Pr-i-[2-HO-C6H2-3,5-Bu-t(2)-C(H)=N-CH2CH2]-imidazolium bromide, [H-2(2)]Br, with sodium hydride and group 4 metal sources MCl4(THF)(2) (M = Ti, Zr) step by step afforded rare zwitterionic complexes [M(13)Cl-4] (M = Ti, 10; Zr, 11) in 50-53% yield. The formation of phenolate-amine 13 was attributed to the nucleophilic addition of the formed NHC to the imine carbon after deprotonation. The corresponding products 4a and [Ti(13)Cl-4](2)(mu-O)} (12) from the controlled hydrolysis of 10 have been confirmed by X-ray single-crystal analysis. Two novel NHC precursors, H-2(5)}Br and [H-3(7)]Br, together with silver complex [Ag-2(5)(2)] (6) were conveniently derived. Several relative group 4 metal complexes, [MX2(k(2)-N,O-OC6H2-3,5-Bu-t(2)-C(H)=N-CH2CH2-Im)(2)] [Br](2) (M = Zr, X = Cl, 8; M = Hf, X = OSiMe3, 9) and [Ti(7)Cl-2] (14), have been prepared and tested for ethylene polymerization with MAO as cocatalyst. Complex 14 showed the highest catalytic activity of up to ca. 114 kg PE/(mol Ti.h.atm) to produce linear polymer.
• MULLIN, JOHN G. (JR);NAKAMURA, KEIJI;TILLEY, JEFFERSON W.;WATANABE, HIROS+
  作者：MULLIN, JOHN G. (JR)、NAKAMURA, KEIJI、TILLEY, JEFFERSON W.、WATANABE, HIROS+

  DOI：——

  日期：——
• MULLIN, JOHN G. , JR;NAKAMURA, KEIJI;LILLEY, JEFFERSON W.;WATANABE, HIROS+
  作者：MULLIN, JOHN G. , JR、NAKAMURA, KEIJI、LILLEY, JEFFERSON W.、WATANABE, HIROS+

  DOI：——

  日期：——