quinoline-2,4-diyldimethanol | 55908-33-3

• 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
• 英文名称: quinoline-2,4-diyldimethanol
• 英文别名: 2,4-Dihydroxymethylquinolin；2,4-bis-hydroxymethyl-quinoline；2,4-Quinolinedimethanol；[2-(hydroxymethyl)quinolin-4-yl]methanol
• CAS: 55908-33-3
• 化学式: C₁₁H₁₁NO₂
• 分子量: 189.214
• InChiKey: MHFFNQVWQKVPNU-UHFFFAOYSA-N

物化性质

• 熔点：
  136-137 °C
• 沸点：
  405.4±35.0 °C(Predicted)
• 密度：
  1.310±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  53.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  quinoline-2,4-dicarboxaldehyde 在 sodium tetrahydroborate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 1.0h， 以32%的产率得到2-(hydroxymethyl)quinoline-4-carboxaldehyde
  参考文献：
  名称：

  Synthesis and anti-norovirus activity of pyranobenzopyrone compounds

  摘要：

  During the last decade, noroviruses have gained media attention as the cause of large scale outbreaks of gastroenteritis on cruise ships, dormitories, nursing homes, etc. Although noroviruses do not multiply in food or water, they can cause large outbreaks because approximately 10-100 virions are sufficient to cause illness in a healthy adult. Recently, it was shown that the activity of acyl-coenzyme A:cholesterol acyltransferase-1 (ACAT1) enzyme may be important in norovirus infection. In search of anti-noroviral agents based on the inhibition of ACAT1, we synthesized and evaluated the inhibitory activities of a class of pyranobenzopyrone molecules containing amino, pyridine, substituted quinolines, or 7,8-benzoquinoline nucleus. Three of the sixteen evaluated compounds possess ED50 values in the low micrometer range. 2-Quinolylmethyl derivative 3A and 4-quinolylmethyl derivative 4A showed ED50 values of 3.4 and 2.4 mu M and TD50 values of >200 and 96.4 mu M, respectively. The identified active compounds are suitable for further modification for the development of anti-norovirus agents. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.084

文献信息

• Hydroxymethylation of quinolines <i>via</i> iron promoted oxidative C–H functionalization: synthesis of arsindoline-A and its derivatives
  作者：Bangarigalla Shantharjun、Damera Vani、Ramanjaneyulu Unnava、Mummadi Sandeep、Kallu Rajender Reddy

  DOI：10.1039/d0ob02212h

  日期：——

  Herein, we report a mild and efficient hydroxymethylation of quinolines via an iron promoted cross-dehydrogenative coupling reaction under external acid free conditions. Various hydroxyalkyl substituted quinolines were achieved in excellent yields with well tolerated functional groups. Importantly, a few of the hydroxylmethylated quinolines were further transformed into respective aldehydes, and were

  在本文中，我们报告了在外部无酸条件下，通过铁促进的交叉脱氢偶联反应，喹啉的温和有效羟甲基化。各种羟基烷基取代的喹啉以良好的收率得到了良好的耐受性。重要的是，一些羟甲基化喹啉被进一步转化成各自的醛，并成功地用于生物碱arsindoline-A及其衍生物的合成。
• HETEROARYLENE-BRIDGED BENZODIAZEPINE DIMERS, CONJUGATES THEREOF, AND METHODS OF MAKING AND USING
  申请人：Bristol-Myers Squibb Company

  公开号：EP3245207A1

  公开（公告）日：2017-11-22
• Process for Producing Olefin Copolymerization Catalyst and Process for Producing Olefin Copolymer
  申请人：NAKAHARA Shinya

  公开号：US20080227937A1

  公开（公告）日：2008-09-18

  A process for producing an olefin copolymerization catalyst, comprising the step of contacting, with one another, (A) a solid catalyst component containing a titanium atom, a magnesium atom and a halogen atom, (B) an organoaluminum compound and/or organoaluminumoxy compound, and (C) a nitrogen-containing aromatic heterocyclic compound, whose one or more carbon atoms adjacent to its nitrogen atom are linked to an electron-donating group, or a group containing an electron-donating group; and a process for producing an olefin copolymer using the an olefin copolymerization catalyst.
• US7605215B2
  申请人：——

  公开号：US7605215B2

  公开（公告）日：2009-10-20
• US9526801B2
  申请人：——

  公开号：US9526801B2

  公开（公告）日：2016-12-27