2-(5'-bromopentyl)pyridine | 71590-03-9

• 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: 2-(5'-bromopentyl)pyridine
• 英文别名: 2-(5-Brom-pentyl)-pyridin；2-(5-Bromopentyl)pyridine
• CAS: 71590-03-9
• 化学式: C₁₀H₁₄BrN
• 分子量: 228.132
• InChiKey: FZUNUMUPJABBBT-UHFFFAOYSA-N

物化性质

• 沸点：
  291.2±23.0 °C(Predicted)
• 密度：
  1.280±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(5'-bromopentyl)pyridine 在 rose bengal 氧气 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 4-[1-Acetoxy-6-(pyridin-2-yl)hexyl]-5-hydroxy-2(5H)-furanone
  参考文献：
  名称：

  Singlet oxygen oxidation of substituted furans to 5-hydroxy-2(5H)-furanone

  摘要：

  The conditions for the regiospecific singlet oxygen oxidation of various 2,4-disubstituted furans 9 to 4-substituted-2 (5H)-furanones 3 are developed. The presence of a C-2 substituent (e.g., trimethylsilyl, tert-butyldimethylsilyl, or tributylstannyl) in 9 is an absolute requirement for the formation of the 4-substituted-5-hydroxy-2(5H)-furanone regioisomer 3. When the C-2 substituent is triethylsilyl (TES) or TBDMS, however, apart from 3, the corresponding 5-trialkylsiloxy derivative 11 is also isolated in a significant amount. These silyl acetals are unexpectedly stable but can be hydrolyzed back to 3 on stirring with dilute acid. The formation of silyl acetals, to our knowledge, has never been reported in the singlet oxygen oxidation of (trialkylsilyl)furan. A plausible mechanism for their formation is proposed. The presence of a catalytic amount of water in the oxidation of 2-(trialkylsilyl)-4-substituted-furans not only eliminates the formation of the silyl acetals but also speeds up the rate of the oxidation process. Moreover, the oxidation can then be carried out at 0-degrees-C instead of at -78-degrees-C. Oxidation of 2-(1-hydroxyalkyl)-4-substituted-furans in the absence of a reducing agent gives little or no sign of 2,5-disubstituted-6-hydroxy-3(2H)-pyranone 23 but instead 26 selectively. Thus, the (1-hydroxy)alkyl group can be utilized as the trialkylsilyl or trialkylstannyl group in dictating the regioselectivity in the singlet oxygen oxidation of substituted furans.

  DOI：

  10.1021/jo00025a012
• 作为产物：
  描述：

  2-(5-苯氧基戊基)-吡啶 在 氢溴酸 作用下， 生成 2-(5'-bromopentyl)pyridine
  参考文献：
  名称：

  Morikawa, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1955, vol. 75, p. 593,597

  摘要：

  DOI：

文献信息

• Anti-inflammatory furanones
  申请人：Allergan, Inc.

  公开号：US05134128A1

  公开（公告）日：1992-07-28

  New 5-hydroxy-2-furanone compounds having anti-inflammatory, immunosuppressive and anti-proliferative activity and are useful in treating psoriasis and modifying calcium homeostasis.

  新的具有抗炎、免疫抑制和抗增殖活性的5-羟基-2-呋喃酮化合物对治疗牛皮癣和调节钙稳态具有用处。
• [EN] 2-AMINO-1,3,4-THIADIAZINE AND 2-AMINO-1,3,4-OXADIAZINE BASED ANTIFUNGAL AGENTS<br/>[FR] AGENTS ANTIFONGIQUES À BASE DE 2-AMINO-1,3,4-THIADIAZINE ET DE 2-AMINO-1,3,4-OXADIAZINE
  申请人：F2G LTD

  公开号：WO2017009651A1

  公开（公告）日：2017-01-19

  The invention provides a compound which is a diazine of formula (I) or a tautomer thereof, or a pharmaceutically acceptable salt thereof, for use as an antifungal agent: (I) wherein X, N', C', A and E are as defined herein. The invention also provides a compound of Formula (I) as defined herein.

  该发明提供了一种化合物，其为式(I)的二氮杂环化合物或其互变异构体，或其药学上可接受的盐，用作抗真菌剂：(I)其中X、N'、C'、A和E如本文所定义。该发明还提供了一种如本文所定义的式(I)的化合物。
• Serotonin derivatives as a new class of non-ATP-competitive receptor tyrosine kinase inhibitors
  作者：Anita Büttner、Thomas Cottin、Jing Xu、Lito Tzagkaroulaki、Athanassios Giannis

  DOI：10.1016/j.bmc.2010.04.001

  日期：2010.5

  The discovery of new templates and their subsequent elaboration to clinically useful receptor tyrosine kinase (RTK) inhibitors continues to be an important issue. RTKs are a class of enzymes responsible for the activation of different cellular signal transduction cascades. The majority of the known small molecules RTK inhibitors are ATP-competitive and they are multiple targeted inhibitors. We describe here serotonin derivatives as a new class of multiple targeted RTK inhibitors. In contrast to most other RTK inhibitors they act via a non-ATP-competitive (allosteric) mechanism. Furthermore, they are able to inhibit the proliferation of HUVE cells, fibroblasts and two cancer cell lines. (C) 2010 Elsevier Ltd. All rights reserved.
• US4188495A
  申请人：——

  公开号：US4188495A

  公开（公告）日：1980-02-12
• US4237133A
  申请人：——

  公开号：US4237133A

  公开（公告）日：1980-12-02