5-chloro-2-(dimethylamino)-1-(4-methylphenyl)-1H-imidazole-4-carboxaldehyde | 215320-64-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-chloro-2-(dimethylamino)-1-(4-methylphenyl)-1H-imidazole-4-carboxaldehyde
• 英文别名: 5-chloro-2-(dimethylamino)-1-(4-methylphenyl)-1H-imidazole-4-carbaldehyde；5-chloro-2-(dimethylamino)-1-(4-methylphenyl)imidazole-4-carbaldehyde
• CAS: 215320-64-2
• 化学式: C₁₃H₁₄ClN₃O
• mdl: MFCD09863330
• 分子量: 263.727
• InChiKey: OGXMCATXDAWSDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 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：
  38.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-chloro-2-(dimethylamino)-1-(4-methylphenyl)-1H-imidazole-4-carboxaldehyde 在 盐酸 、 manganese(IV) oxide 、 氰化钠 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 14.0h， 生成 5-Chloro-2-dimethylamino-1-p-tolyl-1H-imidazole-4-carboxylic acid [1-furan-2-yl-meth-(E)-ylidene]-hydrazide
  参考文献：
  名称：

  新型抗伤害性N-取代-苯基咪唑基-4-酰基hydr衍生物的合成和药理评价。

  摘要：

  本文介绍了属于N-取代-苯基咪唑基-4-酰基hydr类（3a-o）的新型N-杂环官能化N-酰基hydr化合物（NAH）的设计，合成和药理学评估的最新结果。通过应用分子杂交策略对这些化合物进行规划，以提出对上述功能化的2-甲基-咪唑基-3-酰基ac类（2）的结构修饰，该类化合物具有重要的镇痛作用。为了研究N-杂芳族环和N-酰基hydr部分对镇痛活性的可能药效学贡献，合成了这个新系列（3）。化合物3g和3n是该系列中最有效的镇痛药，筛选剂量为100 mg / kg po和化合物3e，

  DOI：

  10.1016/s0014-827x(02)01286-7
• 作为产物：
  描述：

  2-叠氮-N-(4-甲基苯基)乙酰胺 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 以62%的产率得到5-chloro-2-(dimethylamino)-1-(4-methylphenyl)-1H-imidazole-4-carboxaldehyde
  参考文献：
  名称：

  Intramolecular Cyclization of Azides by Iminium Species. A Novel Method for the Construction of Nitrogen Heterocycles under Vilsmeier Conditions

  摘要：

  An unprecedented attack of the azide functionality by iminium species, generated in situ under Vilsmeier conditions, provided a novel route for the construction of nitrogen heterocycles. Thus, the treatment of 2-azidoacetophenones with Vilsmeier reagent under reflux conditions gave 5-aryloxazole-4-carboxaldehydes. One-pot synthesis of oxazole carboxaldehydes from 2-bromoacetophenones by dehaloazidation-Vilsmeier cyclization reaction sequence provided better yields. The susceptibility of the carbonyl group to undergo chloroformylation at room temperature without affecting the azide function was exploited to provide an attractive scheme for the synthesis of alpha-azido-beta-chlorovinyl azides from phenacyl azides. The synthesis of a series of N-aryl 5-chloro-2-(dimethylamino)imidazole-4-carboxaldehydes was accomplished by the Vilsmeier cyclization of N-aryl-2-azidoacetamides. The possible mechanisms for the reactions are also discussed.

  DOI：

  10.1021/jo971745z

文献信息

• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• BI-FUNCTIONAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Nuevolution A/S

  公开号：EP2558577A1

  公开（公告）日：2013-02-20
• BI-FUNCTINAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES
  申请人：Gouliaev Alex Haahr

  公开号：US20130281324A1

  公开（公告）日：2013-10-24

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.
• [EN] BI-FUNCTIONAL COMPLEXES AND METHODS FOR MAKING AND USING SUCH COMPLEXES<br/>[FR] COMPLEXES BIFONCTIONNELS ET PROCÉDÉS DE FABRICATION ET D'UTILISATION DE TELS COMPLEXES
  申请人：NUEVOLUTION AS

  公开号：WO2011127933A1

  公开（公告）日：2011-10-20

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.
• Synthesis and pharmacological evaluation of novel antinociceptive N-substituted-phenylimidazolyl-4-acylhydrazone derivatives
  作者：Anna C Cunha、Jorge L.M Tributino、Ana L.P Miranda、Carlos A.M Fraga、Eliezer J Barreiro

  DOI：10.1016/s0014-827x(02)01286-7

  日期：2002.12

  This paper describes recent results of design, synthesis and pharmacological evaluation of new N-heterocyclic functionalized N-acylhydrazone compounds (NAH), belonging to the N-substituted-phenylimidazolyl-4-acylhydrazone class (3a-o). These compounds were planned by applying the molecular hybridization strategy to propose the structural modifications on the previously described functionalized 2-m

  本文介绍了属于N-取代-苯基咪唑基-4-酰基hydr类（3a-o）的新型N-杂环官能化N-酰基hydr化合物（NAH）的设计，合成和药理学评估的最新结果。通过应用分子杂交策略对这些化合物进行规划，以提出对上述功能化的2-甲基-咪唑基-3-酰基ac类（2）的结构修饰，该类化合物具有重要的镇痛作用。为了研究N-杂芳族环和N-酰基hydr部分对镇痛活性的可能药效学贡献，合成了这个新系列（3）。化合物3g和3n是该系列中最有效的镇痛药，筛选剂量为100 mg / kg po和化合物3e，