2-叔丁基-1H-吡咯并[2,3-b]吡啶 | 86847-74-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 中文名称: 2-叔丁基-1H-吡咯并[2,3-b]吡啶
• 中文别名: 2-(叔丁基)-1H-吡咯并[2,3-B]吡啶
• 英文名称: 2-t-Butyl<1H>-pyrrolo<2,3-b>pyridine
• 英文别名: 2-(1,1-Dimethylethyl)-1H-pyrrolo<2,3-b>pyridine；2-tert-butyl-1H-pyrrolo<2,3-b>pyridine；2-tert-butyl-7-azaindole；2-(tert-butyl)-1H-pyrrolo[2,3-b]pyridine；2-(1,1-dimethylethyl)-1H-pyrrolo[2,3-b]pyridine；2-tBu-1H-pyrrolo[2,3-b]pyridine；2-tert-butyl-1H-pyrrolo[2,3-b]pyridine
• CAS: 86847-74-7
• 化学式: C₁₁H₁₄N₂
• mdl: MFCD02083381
• 分子量: 174.246
• InChiKey: ZUVOATWKIJYDMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  2-叔丁基-1H-吡咯并[2,3-b]吡啶 在 chloro-(di-2-norbornylphosphino)(2'-dimethylamino-1,1'-biphenyl-2-yl)-palladium(II) potassium phosphate 、 四甲基溴化铵 、 sodium hydride 、 甲基磺酰氯 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 11.08h， 生成 2-(1,1-dimethylethyl)-4-[6-(1-pyrrolidinylsulfonyl)-3-pyridinyl]-1H-pyrrolo[2,3-b]pyridine
  参考文献：
  名称：

  WO2008/145688

  摘要：

  公开号：
• 作为产物：
  描述：

  2-氨基-3-甲基吡啶 在 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 32.5h， 生成 2-叔丁基-1H-吡咯并[2,3-b]吡啶
  参考文献：
  名称：

  Optimization of the in Vitro Cardiac Safety of Hydroxamate-Based Histone Deacetylase Inhibitors

  摘要：

  Histone deacetylase (HDAC) inhibitors have shown promise in treating various forms of cancer. However, many HDAC inhibitors from diverse structural classes have been associated with QT prolongation in humans. Inhibition of the human ether a-go-go related gene (hERG) channel has been associated with QT prolongation and fatal arrhythmias. To determine if the observed cardiac effects of HDAC inhibitors in humans is due to hERG blockade, a highly potent HDAC inhibitor devoid of hERG activity was required. Starting with dacinostat (LAQ824), a highly potent. HDAC inhibitor, we explored the SAR to determine the pharmacophores required for HDAC and hERG inhibition. We disclose here the results of these efforts where a high degree, of pharmacophore homology between these two targets was discovered. This, similarity prevented traditional strategies for mitigating hERG binding/modulation from being successful and novel approaches for reducing hERG inhibition were required. Using a hERG homology model, two compounds, 11r and 25i, were discovered to be highly efficacious with weak affinity for the hERG and other ion channels.

  DOI：

  10.1021/jm200388e

文献信息

• [EN] BENZPYRAZOL DERIVATIVES AS INHIBITORS OF PI3 KINASES<br/>[FR] DÉRIVÉS DE BENZPYRAZOLE EN TANT QU'INHIBITEURS DE P13 KINASES
  申请人：GLAXO GROUP LTD

  公开号：WO2009147188A1

  公开（公告）日：2009-12-10

  The invention is directed to certain novel compounds. Specifically, the invention is directed to compounds of formula (I) and salts thereof. The compounds of the invention are inhibitors of PI3-kinase activity.

  这项发明涉及某些新颖化合物。具体来说，该发明涉及式(I)的化合物及其盐。该发明的化合物是PI3-激酶活性的抑制剂。
• CERTAIN TRIAZOLOPYRIDINES AND TRIAZOLOPYRAZINES, COMPOSITIONS THEREOF AND METHODS OF USE THEREFOR
  申请人：SU Wei-Guo

  公开号：US20120245178A1

  公开（公告）日：2012-09-27

  Provided are certain triazolopyridines and triazolopyrazines, compositions thereof and methods of use therefor.

  提供了某些三唑吡啶和三唑吡嗪，以及它们的组成物和使用方法。
• QUINOLONE COMPOUND
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：US20140179675A1

  公开（公告）日：2014-06-26

  The present invention provides a compound represented by the formula (I) wherein X is a hydrogen atom or a fluorine atom; R is a hydrogen atom or alkyl; R 1 is (1) cyclopropyl optionally substituted by 1 to 3 halogen atoms or (2) phenyl optionally substituted by 1 to 3 halogen atoms; R 2 is alkyl, alkoxy, haloalkoxy, a halogen atom, cyano, etc.; and R 3 is 7-oxo-7,8-dihydro-1,8-naphthyridinyl, 3-pyridyl, etc., or a salt thereof. The compound of the present invention has excellent antimicrobial activity against Clostridium difficile and is useful for the prevention or treatment of intestinal infection such as Clostridium difficile -associated diarrhea.

  本发明提供了一种由式(I)表示的化合物 其中X是氢原子或氟原子；R是氢原子或烷基；R 1 是(1)环丙基，可选地取代1至3个卤素原子，或(2)苯基，可选地取代1至3个卤素原子；R 2 是烷基，烷氧基，卤代烷氧基，卤素原子，氰基等；R 3 是7-氧代-7,8-二氢-1,8-萘啉基，3-吡啶基等，或其盐。本发明的化合物对 艰难梭菌 具有优异的抗菌活性，并可用于预防或治疗肠道感染，如 艰难梭菌 相关性腹泻。
• HYDROXAMATE-BASED INHIBITORS OF DEACETYLASES B
  申请人：SHULTZ Michael

  公开号：US20090247547A1

  公开（公告）日：2009-10-01

  The present teachings relate to compounds of Formula I: and pharmaceutically acceptable salts, hydrates, esters, and prodrugs thereof, wherein R 1 , R 2 , R 3 , Y, Z, and are as defined herein. The present teachings also provide methods of preparing compounds of Formula I and methods of using compounds of Formula I in treating, inhibiting, or preventing pathologic conditions or disorders mediated wholly or in part by deacetylases.

  目前的教导与化合物I的公式有关：及其药用盐、水合物、酯和前药，其中R1、R2、R3、Y、Z和如本文所定义的。目前的教导还提供了制备公式I化合物的方法以及使用公式I化合物治疗、抑制或预防完全或部分由去乙酰酶介导的病理状况或紊乱的方法。
• Site-Selective Functionalization of 7-Azaindoles via Carbene Transfer and Isolation of <i>N</i>-Aromatic Zwitterions
  作者：Junheng Liu、Guangyang Xu、Shengbiao Tang、Qun Chen、Jiangtao Sun

  DOI：10.1021/acs.orglett.0c03653

  日期：2020.12.4

  metal-carbene transfer reaction of 7-azaindoles has been conducted, and the unprecedented dearomative N7-alkylation reaction has been accomplished via ruthenium catalysis. Importantly, through a sequential dearomatization–aromatization process, an isolable, and new class of azaindole-based N-aromatic zwitterions has been discovered from the reaction of 7-azaindoles and diazoesters.

  进行了7-氮杂吲哚的金属-卡宾转移反应的首次系统研究，并且通过钌催化完成了前所未有的脱芳香性N7-烷基化反应。重要的是，通过顺序的脱芳香化-芳香化过程，从7-氮杂吲哚与重氮酸酯的反应中发现了一种可分离的新型基于氮杂吲哚的N-芳香族两性离子。