1-(4-methylphenyl)-3-methyl-1H-pyrrole | 1439384-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(4-methylphenyl)-3-methyl-1H-pyrrole
• 英文别名: 3-methyl-1-p-tolyl-1H-pyrrole；3-Methyl-1-(4-methylphenyl)pyrrole；3-methyl-1-(4-methylphenyl)pyrrole
• CAS: 1439384-41-4
• 化学式: C₁₂H₁₃N
• 分子量: 171.242
• InChiKey: IUEQXABUMLJGQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-(but-2-ynyl(p-tolyl)amino)acetonitrile 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 以86%的产率得到1-(4-methylphenyl)-3-methyl-1H-pyrrole
  参考文献：
  名称：

  5-氰基-戊炔衍生物的碱催化环异构化：3-氰基-4,5-二氢-1H-吡咯的有效合成。

  摘要：

  在无金属条件下已经开发了带有末端炔基的5-氰基-戊炔的碱催化环异构化。该反应涉及串联过程，该串联过程以原子经济的方式有效地获得3-氰基-4,5-二氢-1H-吡咯，产率高至优，其中1,3-氰基迁移为关键转化。

  DOI：

  10.1039/c4cc04409f

文献信息

• [EN] COMPOUNDS FOR INHIBITING TNIK AND MEDICAL USES THEREOF<br/>[FR] COMPOSÉS DESTINÉS À L'INHIBITION DE TNIK ET UTILISATIONS MÉDICALES ASSOCIÉES
  申请人：KOREA RES INST CHEMICAL TECH

  公开号：WO2019156439A1

  公开（公告）日：2019-08-15

  The present disclosure provides the compound having inhibitory property against TNIK having a specific chemical structure or its pharmaceutically acceptable salt. The present disclosure also provides a composition comprising the compound or its pharmaceutically acceptable salt. The present disclosure also provides a medical use of the compound, its salt or the composition comprising the compound or its pharmaceutically acceptable salt for treating or preventing cancer. The present disclosure also provides a method of treatment or prevention of cancer comprising administering the compound, its salt or the composition comprising the compound or its salt to a subject in need of such treatment or prevention.

  本公开提供了具有抑制TNIK活性的化合物，其具有特定化学结构或其药用可接受盐。本公开还提供了包含该化合物或其药用可接受盐的组合物。本公开还提供了该化合物、其盐或包含该化合物或其药用可接受盐的组合物的医疗用途，用于治疗或预防癌症。本公开还提供了一种治疗或预防癌症的方法，包括向需要此类治疗或预防的受试者施用该化合物、其盐或包含该化合物或其盐的组合物。
• A novel, efficient synthesis of N-aryl pyrroles via reaction of 1-boronodienes with arylnitroso compounds
  作者：Fabien Tripoteau、Ludovic Eberlin、Mark A. Fox、Bertrand Carboni、Andrew Whiting

  DOI：10.1039/c3cc42227e

  日期：——

  A one-pot hetero-Diels-Alder/ring contraction cascade is presented from the reaction of 1-boronodienes and arylnitroso derivatives to derive N-arylpyrroles in moderate to good yields (up to 82%).

  一锅杂-Diels-Alder /环收缩级联反应是由1-硼二烯与芳基亚硝基衍生物反应以中等至良好的产率（高达82％）衍生出N-芳基吡咯。
• [EN] 1,4(1,4)-DIPHENYLHEXACYCLOPHANE-12,43-DIYL DERIVATIVE, AND PREPARATION METHOD THEREFOR AND APPLICATION THEREOF<br/>[FR] DÉRIVÉ 1,4(1,4)-DIPHÉNYLHEXACYCLOPHANE-12,43-DIYLE, PROCÉDÉ DE PRÉPARATION ET APPLICATION DE CELUI-CI<br/>[ZH] 1,4(1,4)-二苯杂环六蕃-12,43-二基衍生物及其制备方法与应用
  申请人：JIANGSU HANSOH PHARMACEUTICAL GROUP CO LTD

  公开号：WO2017076187A1

  公开（公告）日：2017-05-11

  提供一种1,4(1,4)-二苯杂环六蕃-12,43-二基衍生物及其制备方法与应用。该系列化合物可以抑制HCV的活性，可应用于治疗丙型肝炎病毒（HCV）感染相关疾病药物的开发，具有广阔的应用前景。见式（I）。
• Regioisomeric and Substituent Effects upon the Outcome of the Reaction of 1-Borodienes with Nitrosoarene Compounds
  作者：Ludovic Eberlin、Bertrand Carboni、Andrew Whiting

  DOI：10.1021/acs.joc.5b00593

  日期：2015.7.2

  A study of the reactivity of 1-borodienes with nitrosoarene compounds has been carried out showing an outcome that differs according to the hybridization state of the boron moiety. Using an sp(2) boron substituent, a one-pot hetero-Diels-Alder/ring contraction cascade occurred to afford N-arylpyrroles with low to good yields depending on the electronic properties of the substituents on the borodiene, whereas an sp(3) boron substituent led to the formation of stable boro-oxazines with high regioselectivity in most of the cases, in moderate to good yields. H-1 and B-11 NMR studies on two boro-oxazine regioisomers showed that selective deprotection can be performed. Formation of either the pyrrole or the furan derivative is pH- and regioisomer-structure-dependent. The results obtained, together with previous B3LYP calculations, support mechanistic proposals which suggest that pyrrole, or furan, formation proceeds via oxazine formation, followed by a boryl rearrangement and an intramolecular addition elimination sequence.
• A base-catalyzed cycloisomerization of 5-cyano-pentyne derivatives: an efficient synthesis of 3-cyano-4,5-dihydro-1H-pyrroles
  作者：Jia Meng、Yi-Jin Li、Yu-Long Zhao、Xiu-Bin Bu、Qun Liu

  DOI：10.1039/c4cc04409f

  日期：——

  A base-catalyzed cycloisomerization of 5-cyano-pentyne bearing a terminal alkyne group has been developed under metal-free conditions. This reaction involves a tandem process providing efficient access to 3-cyano-4,5-dihydro-1H-pyrroles in good to excellent yields in an atom-economic manner with 1,3-cyano migration as the key transformation.

  在无金属条件下已经开发了带有末端炔基的5-氰基-戊炔的碱催化环异构化。该反应涉及串联过程，该串联过程以原子经济的方式有效地获得3-氰基-4,5-二氢-1H-吡咯，产率高至优，其中1,3-氰基迁移为关键转化。