1-(2,5-dimethylphenyl)-1H-pyrrole | 37560-44-4

• 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-(2,5-dimethylphenyl)-1H-pyrrole
• 英文别名: 1-(2,5-Dimethylphenyl)-pyrrol；1-(2,5-dimethylphenyl)pyrrole
• CAS: 37560-44-4
• 化学式: C₁₂H₁₃N
• mdl: MFCD02665222
• 分子量: 171.242
• InChiKey: ZHLMNAGNAPHOOK-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：
  0.166
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-(2,5-dimethylphenyl)-1H-pyrrole 以 乙腈 为溶剂， 反应 0.25h， 生成 N-[2-(4-chlorophenyl)ethyl]-2-[1-(2,5-dimethylphenyl)pyrrol-2-yl]-2-oxoacetamide
  参考文献：
  名称：

  2-Oxo-2-(phen-2-ylpyrrol-2-yl)acetamides as potential anxiolytic agents: Synthesis and affinity at the central benzodiazepine receptor

  摘要：

  A series N-substituted 2-hydroxy and 2-oxo-2-(phen-1-ylpyrrol-2-yl)acetamides were synthesized and their affinity at the benzodiazepine receptor tested. Isosteric replacement of the indolyl ring in previously described derivatives by a phen-1-ylpyrrole led to the synthesis of seven compounds 8-9, 12-14, 23 and 26 with benzodiazepine affinity (K-1 less than or equal to 0.90 mu M). Among these, 26 exhibits an interesting anxiolytic activity and weak lateral effects. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(98)80009-3
• 作为产物：
  描述：

  2,5-dimethyl-N,N-bis(prop-2-enyl)aniline 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 Aspergillus niger monoamine oxidase variant D₅ 作用下， 以 异辛烷 为溶剂， 反应 24.0h， 以20%的产率得到1-(2,5-dimethylphenyl)-1H-pyrrole
  参考文献：
  名称：

  Unveiling the Biocatalytic Aromatizing Activity of Monoamine Oxidases MAO-N and 6-HDNO: Development of Chemoenzymatic Cascades for the Synthesis of Pyrroles

  摘要：

  A chemoenzymatic cascade process for the sustainable production of pyrroles has been developed. Pyrroles were synthesized by exploiting the previously unexplored aromatizing activity of monoamine oxidase enzymes (MAO-N and 6-HDNO). MAO-N/6-HDNO whole cell biocatalysts are able to convert 3-pyrrolines into pyrroles under mild conditions and in high yields. Moreover, MAO-N can work in combination with the ruthenium Grubbs catalyst, leading to the synthesis of pyrroles from diallylamines/-anilines in a one-pot cascade metathesis aromatization sequence.

  DOI：

  10.1021/acscatal.6b03081

文献信息

• l-(+)-Tartaric acid and choline chloride based deep eutectic solvent: An efficient and reusable medium for synthesis of N-substituted pyrroles via Clauson-Kaas reaction
  作者：Ping Wang、Fei-Ping Ma、Zhan-Hui Zhang

  DOI：10.1016/j.molliq.2014.07.015

  日期：2014.10

  l-(+)-Tartaric acid–choline chloride based deep eutectic solvent has been found to be an effective promoted medium for Clauson-Kaas reaction of aromatic amines and 2,5-dimethoxytetrahydrofuran. Structurally diverse N-substituted pyrroles were obtained in high to excellent yields under mild conditions. The deep eutectic solvent is inexpensive, non-toxic, reusable and biodegradable.

  已经发现，基于1 -（+）-酒石酸-氯化胆碱的低共熔溶剂是促进芳香胺和2,5-二甲氧基四氢呋喃的Clauson-Kaas反应的有效促进介质。在温和条件下以高产率至优异产率获得结构多样的N-取代的吡咯。该深共晶溶剂便宜，无毒，可重复使用且可生物降解。
• Amino-substituted imidazopyridines for the treatment of gastrointestial diseases
  申请人：——

  公开号：US20040235882A1

  公开（公告）日：2004-11-25

  Compounds of the formula (I), in which the substituents and symbols are as defined in the description are suitable for preventing and treating gastrointestinal disorders. 1

  式(I)的化合物，其中所定义的取代基和符号适用于预防和治疗胃肠道疾病。
• Thioamides and Salts Thereof and Cytokine Production Inhibitors Containing Both
  申请人：Kato Fuminori

  公开号：US20070219215A1

  公开（公告）日：2007-09-20

  To provide cytokine production inhibitors useful as preventive or therapeutic medicines for diseases accompanied by hyperactivated immune functions. A cytokine production inhibitor containing, as an active ingredient, a thioamide compound represented by the formula (I) or a salt thereof: wherein A is N, NO, C—NO 2 or C—CN; Hal is a halogen; M 1 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, heterocyclyl, amino, O, S, SO or SO 2 ; M 2 is amino, O, S or a single bond; R 1 is a halogen, alkyl or the like; each of R 2 , R 3 , R 4 and R 5 is independently H, alkyl or the like; R 6 is a halogen, alkyl or the like; Cy is cycloalkyl, cycloalkenyl, aryl or heterocyclyl; each of k, p and q is independently an integer of from 0 to 3; and r is an integer of from 0 to 5.

  提供细胞因子产生抑制剂，用作预防或治疗伴随有免疫功能过度活化的疾病的药物。一种包含硫酰胺化合物或其盐的细胞因子产生抑制剂，所述硫酰胺化合物由式（I）表示：其中，A为N、NO、C—NO2或C—CN；Hal为卤素；M1为烷基、烯基、炔基、环烷基、环烯基、芳基、杂环基、氨基、O、S、SO或SO2；M2为氨基、O、S或单键；R1为卤素、烷基或类似物；R2、R3、R4和R5中的每一个独立地为H、烷基或类似物；R6为卤素、烷基或类似物；Cy为环烷基、环烯基、芳基或杂环基；k、p和q中的每一个独立地为0到3的整数；r为0到5的整数。
• A recyclable magnetic nanoparticles supported antimony catalyst for the synthesis of N-substituted pyrroles in water
  作者：Fei-Ping Ma、Pei-He Li、Bao-Le Li、Li-Ping Mo、Ning Liu、Hui-Jun Kang、Ya-Nan Liu、Zhan-Hui Zhang

  DOI：10.1016/j.apcata.2013.03.005

  日期：2013.4

  A new magnetic nanoparticle-supported catalyst for Clauson-Kaas reaction. The corresponding N-substituted pyrroles in by magnetic separation and recycled for antimony catalyst was prepared and evaluated as a recoverable reaction proceeds efficiently in aqueous medium to give the high yield. The immobilized catalyst could be easily recovered six times without significant loss of its catalytic activity. (c) 2013 Elsevier B.V. All rights reserved.
• NOVEL QUINOLINIUM SALTS AND DERIVATIVES
  申请人：Immusol Incorporated

  公开号：EP1841428A1

  公开（公告）日：2007-10-10