4-(2,5-dimethyl-1H-pyrrol-1-yl)pyridine | 5044-29-1

• 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: 4-(2,5-dimethyl-1H-pyrrol-1-yl)pyridine
• 英文别名: 1-Pyridyl-(4)-2,5-dimethyl-pyrrol；1-(4-Pyridyl)-2,5-dimethyl-pyrrol；2,5-Dimethyl-1-<4>pyridyl-pyrrol；4-(2,5-dimethyl-pyrrol-1-yl)-pyridine；4-(2,5-dimethylpyrrol-1-yl)pyridine
• CAS: 5044-29-1
• 化学式: C₁₁H₁₂N₂
• mdl: MFCD03001427
• 分子量: 172.23
• InChiKey: JSXRQETUPRRBJE-UHFFFAOYSA-N

物化性质

• 熔点：
  101 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• 沸点：
  150 °C(Press: 17 Torr)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-(2,5-dimethyl-1H-pyrrol-1-yl)pyridine 在 tritium oxide 作用下， 以 盐酸 为溶剂， 生成
  参考文献：
  名称：

  Jones, John R.; Hunt, Stephen; Terrier, Francois, Journal of the Chemical Society. Perkin transactions II, 1992, # 2, p. 295 - 298

  摘要：

  DOI：
• 作为产物：
  描述：

  2-bromo-4-(2,5-dimethyl-1H-pyrrol-1-yl)pyridine 在 Pd(Pt-Bu₃)2 叔丁基锂 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 正戊烷 为溶剂， 生成 4-(2,5-dimethyl-1H-pyrrol-1-yl)pyridine
  参考文献：
  名称：

  Synthesis of Amino-Functionalized 2,2′-Bipyridines

  摘要：

  氨基功能化的2,2′-联吡啶是一种多功能的构建块，用于合成具有2,2′-联吡啶核心的复杂螯合配体。合成了4、5和6位取代的2-氯吡啶和2-溴吡啶构建块，并通过齐聚和交叉耦合方法与对称和非对称的二氨基功能化化合物进行了耦合。进一步的转化实验表明了这些化合物及所采用方法的合成多样性。

  DOI：

  10.1055/s-2007-983824

文献信息

• PYRROL-1-YL BENZOIC ACID DERIVATIVES USEFUL AS MYC INHIBITORS
  申请人：DANA-FARBER CANCER INSTITUTE, INC.

  公开号：US20150291521A1

  公开（公告）日：2015-10-15

  The present invention provides compounds of Formula (I-A), (I-B), and (I-C), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds of the present invention are useful for inhibiting Myc (e.g., c-Myc) activity. The present invention further provides methods of using the compounds described herein for treating Myc-mediated disorders (e.g., cancer and other proliferative diseases). The present invention also provides assays for identifying Myc inhibitors.

  本发明提供了公式(I-A)、(I-B)和(I-C)的化合物，其药学上可接受的盐以及其制药组合物。本发明的化合物可用于抑制Myc（例如c-Myc）的活性。本发明还提供了使用本文所描述的化合物治疗Myc介导的疾病（例如癌症和其他增殖性疾病）的方法。本发明还提供了用于鉴定Myc抑制剂的检测方法。
• Discovery and Structure–Activity Relationships of Pyrrolone Antimalarials
  作者：Dinakaran Murugesan、Alka Mital、Marcel Kaiser、David M. Shackleford、Julia Morizzi、Kasiram Katneni、Michael Campbell、Alan Hudson、Susan A. Charman、Clive Yeates、Ian H. Gilbert

  DOI：10.1021/jm400009c

  日期：2013.4.11

  In the pursuit of new antimalarial leads, a phenotypic screening of various commercially sourced compound libraries was undertaken by the World Health Organisation Programme for Research and Training in Tropical Diseases (WHO-TDR). We report here the detailed characterization of one of the hits from this process, TDR32750 (8a), which showed potent activity against Plasmodium falciparum K1 (EC50 similar to 9 nM), good selectivity (>2000-fold) compared to a mammalian cell line (L6), and significant activity against a rodent model of malaria when administered intraperitoneally. Structure-activity relationship studies have indicated ways in which the molecule could be optimized. This compound represents an exciting start point for a drug discovery program for the development of a novel antimalarial.
• Superbase-promoted multi-molecular acetylene/arylamine self-organization to 1-arylpyrroles
  作者：Elena Yu. Schmidt、Nadezhda V. Semenova、Elena V. Ivanova、Ivan A. Bidusenko、Boris A. Trofimov

  DOI：10.1016/j.mencom.2020.01.036

  日期：2020.1

  A new superbase-promoted reaction of acetylene involves self-organization of its three molecules with one molecule of arylamine in KOH/DMSO system to afford 1-aryl-2,5-dimethylpyrroles in up to 63% yields. The key step of this reaction cascade is assumed to be the nucleophilic addition of acetylene to the C=N bond of the intermediate aldimine (aza-Favorsky reaction).
• US9567301B2
  申请人：——

  公开号：US9567301B2

  公开（公告）日：2017-02-14
• Synthesis of Amino-Functionalized 2,2′-Bipyridines
  作者：Arne Lützen、Marko Hapke、Holger Staats、Ivonne Wallmann

  DOI：10.1055/s-2007-983824

  日期：2007.9

  Amino-functionalized 2,2′-bipyridines are versatile building blocks for the synthesis of sophisticated chelating ligands with the 2,2′-bipyridine core. The 4-, 5-, and 6-substituted 2-chloro- and 2-bromopyridine building blocks were prepared and coupled to symmetrically and non-symmetrically diamino-functionalized compounds by homo- and cross-coupling procedures. Further transformations were carried out to demonstrate the synthetic versatility of these compounds and the employed procedures.

  氨基功能化的2,2′-联吡啶是一种多功能的构建块，用于合成具有2,2′-联吡啶核心的复杂螯合配体。合成了4、5和6位取代的2-氯吡啶和2-溴吡啶构建块，并通过齐聚和交叉耦合方法与对称和非对称的二氨基功能化化合物进行了耦合。进一步的转化实验表明了这些化合物及所采用方法的合成多样性。