2-amino-2'-isopropoxybiphenyl | 142505-64-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-2'-isopropoxybiphenyl
• 英文别名: 2'-isopropoxy-[1,1'-biphenyl]-2-amine；2′-isopropoxy-[1,1′-biphenyl]-2-amine；2-(2-Propan-2-yloxyphenyl)aniline
• CAS: 142505-64-4
• 化学式: C₁₅H₁₇NO
• mdl: MFCD24834567
• 分子量: 227.306
• InChiKey: IQQPSVBVZCTRHG-UHFFFAOYSA-N

物化性质

• 沸点：
  334.1±17.0 °C(Predicted)
• 密度：
  1.060±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2'-硝基-2-联苯醇 在 palladium on activated charcoal 氢氧化钾 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 8.5h， 生成 2-amino-2'-isopropoxybiphenyl
  参考文献：
  名称：

  Cylisation reactions of 2-substituted biphenyl-2′-yldiazonium salts leading to O-alkyldibenzofuranium and S-alkyl-dibenzothiophenium salts: modified meerwein reagents

  摘要：

  The preparation of 2-amino-2'-methoxybiphenyl and 2-amino-2-thiomethoxybiphenyl and analogues and their transformation into diazonium salts and hence into dibenzofuranium and dibenzothiophenium salts is described together with their use as alkylating agents.

  DOI：

  10.1016/s0040-4020(01)88480-5

文献信息

• [EN] NOVEL INHIBITORS<br/>[FR] NOUVEAUX INHIBITEURS
  申请人：PROBIODRUG AG

  公开号：WO2018178384A1

  公开（公告）日：2018-10-04

  The invention relates to a compound of formula (I): A-B-D-E (I) or a pharmaceutically acceptable salt, solvate or polymorph thereof, including all tautomers and stereoisomers thereof, wherein: A is selected from monocyclic and bicyclic heteroaryl, which may independently substituted by alkyl or amino; B is selected from alkyl, heteroalkyl, alkyl-amino, aryl, heteroaryl, cycloalkyl, heterocyclyl and alkylene, wherein said groups may independently be substituted by alkyl; D is selected from aryl-amino, heteroaryl-amino, cycloalkyl-amino, heterocyclyl, heterocyclyl-amino, urea, thioamide, thiourea, sulfonamide, sulfoximine and sulfamoyl, wherein said aryl, heteroaryl, cycloalkyl and heterocyclyl groups may independently be substituted; and E is selected from aryl, heteroaryl, cycloalkyl, heterocyclyl, wherein said aryl, heteroaryl, cycloalkyl and heterocyclyl groups may independently be substituted. The compounds of formula (I) are inhibitors of glutaminyl cyclase (QC, EC 2.3.2.5). QC catalyzes the intramolecular cyclization of N-terminal glutamine residues into pyroglutamic acid (5-oxo-prolyl, pGlu*) under liberation of ammonia and the intramolecular cyclization of N- terminal glutamate residues into pyroglutamic acid under liberation of water.

  该发明涉及以下式(I)的化合物：A-B-D-E (I)或其药学上可接受的盐、溶剂或多型体，包括其所有互变异构体和立体异构体，其中：A选自可以独立由烷基或氨基取代的单环和双环杂环基；B选自烷基、杂环烷基、烷基氨基、芳基、杂芳基、环烷基、杂环烷基和烷基烯，其中这些基团可以独立地被烷基取代；D选自芳基氨基、杂芳基氨基、环烷基氨基、杂环烷基、杂环烷基氨基、脲、硫代酰胺、硫脲、磺酰胺、亚砜和磺酰胺，其中这些芳基、杂芳基、环烷基和杂环烷基基团可以独立地被取代；E选自芳基、杂芳基、环烷基、杂环烷基，其中这些芳基、杂芳基、环烷基和杂环烷基基团可以独立地被取代。式(I)的化合物是谷氨酰环化酶（QC，EC 2.3.2.5）的抑制剂。QC催化N-末端谷氨酸残基的分子内环化成吡咯谷氨酸（5-氧代脯氨酰，pGlu*），释放氨气，并催化N-末端谷氨酸残基的分子内环化成吡咯谷氨酸，释放水。
• Unified Protocol for Fe-Based Catalyzed Biaryl Cross-Couplings between Various Aryl Electrophiles and Aryl Grignard Reagents
  作者：Lei Wang、Yi-Ming Wei、Yan Zhao、Xin-Fang Duan

  DOI：10.1021/acs.joc.9b00151

  日期：2019.5.3

  Ti(OEt)4/PhOM enabled a highly general iron-based catalyst system, which could efficiently catalyze the biaryl coupling reaction between various electrophiles (I, Br, Cl, OTs, OCONMe2, OSO2NMe2) and common or functionalized aryl Grignard reagents with high functional group tolerance. Selective couplings of aryl iodides and bromides over the corresponding oxygen-based electrophiles have been achieved, and

  常用的FeCl 3 / SIPr与Ti（OEt）4 / PhOM的组合可实现高度通用的铁基催化剂体系，该体系可有效催化各种亲电试剂（I，Br，Cl，OTs，OCONMe 2， OSO 2 NMe 2）和具有高官能团耐受性的常用或官能化芳基格氏试剂。已经实现了芳基碘化物和溴化物在相应的基于氧的亲电试剂上的选择性偶联，因此，通过正交偶联策略方便地合成了阿尼芬净的三联苯甲酸中间体。
• NOVEL INHIBITORS
  申请人：Probiodrug AG

  公开号：EP3601269A1

  公开（公告）日：2020-02-05
• Cylisation reactions of 2-substituted biphenyl-2′-yldiazonium salts leading to O-alkyldibenzofuranium and S-alkyl-dibenzothiophenium salts: modified meerwein reagents
  作者：Ian M. Downie、Harry Heaney(rk)、Graham Kemp、David King、Martin Wosley

  DOI：10.1016/s0040-4020(01)88480-5

  日期：1992.1

  The preparation of 2-amino-2'-methoxybiphenyl and 2-amino-2-thiomethoxybiphenyl and analogues and their transformation into diazonium salts and hence into dibenzofuranium and dibenzothiophenium salts is described together with their use as alkylating agents.