3-羟基喹啉-8-甲腈 | 219817-33-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 3-羟基喹啉-8-甲腈
• 英文名称: 3-Hydroxyquinoline-8-carbonitrile
• CAS: 219817-33-1
• 化学式: C₁₀H₆N₂O
• 分子量: 170.17
• InChiKey: BDIARZILFJGEDH-UHFFFAOYSA-N

物化性质

• 沸点：
  402.7±25.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-溴-1,1-二氟乙烯 、 3-羟基喹啉-8-甲腈 在 potassium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 0.03h， 以45%的产率得到3-(2-bromo-1,1-difluoroethoxy)quinoline-8-carbonitrile
  参考文献：
  名称：

  Synthesis of α,α-Difluoroethyl Aryl and Heteroaryl Ethers

  摘要：

  Fluorine plays a critical role in modern medicinal chemistry due to its unique properties, and new methods for its incorporation into target molecules are of high interest. An efficient new method for the preparation of aryl-alpha,alpha-difluoroethyl ethers (4) via addition of aryl and heteroaryl alcohols (1) to commercially available 2-bromo-1,1-difluoroethene (2) and subsequent hydrogenolysis is presented. This procedure is an attractive alternative to existing methods that employ harshly reactive fluorinating systems such as xenon difluoride and hydrogen fluoride.

  DOI：

  10.1021/ol301696x

文献信息

• [EN] TRIAZINE DERIVATIVES AND THEIR USE AS ANTIBACTERIAL AGENTS<br/>[FR] DERIVES DE TRIAZINE ET LEUR UTILISATION COMME AGENTS ANTIBACTERIENS
  申请人：ZENECA LIMITED

  公开号：WO1999001442A1

  公开（公告）日：1999-01-14

  (EN) Compounds of formula (I), pharmaceutically acceptable salts or $i(in vivo) hydrolysable esters thereof, wherein: X is O, NH, CH2; R1 is an optionally substituted aryl ring, optionally substituted heteroaryl ring, or such ring systems fused to an aryl or heteroaryl ring forming a bicyclic ring, or R1 is carboxy-C1-6alkyl or imidazolin-2-on-1-ylC1-6alkyl; R2 is an optionally substituted aryl ring or such ring system fused to a heteroaryl ring; R3 is H, NHR4, CHR5R6, where R4, R5 and R6 are independently H or optionally substituted C1-6alkyl, C2-6alkenyl or C2-6alkynyl or R3 is an optionally substituted aryl ring; where any nitrogen containing heteroaryl ring in R1 or R2 may optionally be N oxidised or N alkylated; are useful as antibacterial compounds. Pharmaceutical compositions, methods and processes for preparation of compounds of formula (I) are described.(FR) L'invention concerne des composés antibactériens efficaces de la formule (I), des sels pharmaceutiquement acceptables ou des esters hydrolysables $i(in vivo) desdits composés. Dans ladite formule, X est O, NH, CH2; R1 est un noyau aryle éventuellement substitué, un noyau hétéroaryle éventuellement substitué ou des systèmes cycliques fusionnés à un noyau aryle ou hétéroaryle pour former un noyau bicyclique, ou R1 est carboxy-C1-6alkyle ou imidazoline-2-one-1-yleC1-6alkyle; R2 est un noyau aryle éventuellement substitué ou un système cyclique fusionnés à un noyau hétéroaryle; R3 est H, NHR4, CHR5R6 (R4, R5 et R6 étant, indépendamment, H ou C1-6alkyle éventuellement substitué, C2-6alcényle ou C2-6alkynyle, ou R3 étant un noyau aryle éventuellement substitué). Les éventuels noyaux hétéroaryles contenant de l'azote compris dans R1 ou R2 peuvent être éventuellement N-oxydés ou N-alkylés. L'invention concerne en outre des compositions pharmaceutiques, des méthodes et de procédés de préparation de composés de la formule (I).
• Synthesis of α,α-Difluoroethyl Aryl and Heteroaryl Ethers
  作者：Eddie Yang、Matthew R. Reese、John M. Humphrey

  DOI：10.1021/ol301696x

  日期：2012.8.3

  Fluorine plays a critical role in modern medicinal chemistry due to its unique properties, and new methods for its incorporation into target molecules are of high interest. An efficient new method for the preparation of aryl-alpha,alpha-difluoroethyl ethers (4) via addition of aryl and heteroaryl alcohols (1) to commercially available 2-bromo-1,1-difluoroethene (2) and subsequent hydrogenolysis is presented. This procedure is an attractive alternative to existing methods that employ harshly reactive fluorinating systems such as xenon difluoride and hydrogen fluoride.