2-bromo-5-butylpyridine | 856930-23-9

• 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-bromo-5-butylpyridine
• 英文别名: 2-Bromo-5-butylpyridine
• CAS: 856930-23-9
• 化学式: C₉H₁₂BrN
• 分子量: 214.105
• InChiKey: WCEKIZCFCIBLBM-UHFFFAOYSA-N

物化性质

• 沸点：
  271.0±20.0 °C(Predicted)
• 密度：
  1.300±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 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-bromo-5-butylpyridine 在 copper(l) iodide 、 四(三苯基膦)钯 氢氧化钾 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 5.0h， 生成 5-[2-(5-butylpyrid-2-yl)ethynyl]-1-(2-deoxy-β-D-erythro-pentofuranosyl)uracil
  参考文献：
  名称：

  Synthesis and Antiviral Evaluation of 6-(Alkyl-heteroaryl)furo[2,3-d]pyrimidin-2(3H)-one Nucleosides and Analogues with Ethynyl, Ethenyl, and Ethyl Spacers at C6 of the Furopyrimidine Core

  摘要：

  Sonogashira coupling strategies were employed to synthesize new furo[2,3-d]pyrimidin-2(3H)-one (FuPyrm) 2'-deoxynucleoside analogues. Partial or complete reduction of ethyne-linked compounds afforded ethenyl-and ethyl-linked derivatives. Levels of inhibition of varicella-zoster virus (VZV), human cytomegalovirus (HCMV), a broad range of other DNA and RNA viruses, and several cancer cell lines were evaluated in cell cultures. The anti-VZV potency decreased with increasing rigidity of the side chain at C6 of the FuPyrm ring in the order dec-1-yn-1-yl < dec-1-en-1-yl < decan-1-yl. In contrast, compounds with a rigid ethynyl spacer between C6 of the FuPyrm ring and a 4-alkylphenyl moiety were more potent inhibitors of VZV than the corresponding derivatives with an ethyl spacer. Replacement of the phenyl moiety in 6-(4-alkylphenyl) derivatives with a pyridine ring (in either regioisomeric orientation) gave analogues with increased solubility in methanol but reduced anti-VZV potency, and replacement with a pyrimidine ring reduced the anti-VZV activity even further. The pyridine-ring-containing analogues were similar to 20-fold more potent inhibitors of VZV than acyclovir but were similar to 6-fold less potent than BVDU and similar to 60-fold weaker than the most active 6-(4-pentylphenyl) -substituted prototype.

  DOI：

  10.1021/jm070210n
• 作为产物：
  描述：

  5-丁基吡啶-2-羧酸 在 sodium hypobromide 、 乙醚 、 氢溴酸 、 溴 作用下， 生成 2-bromo-5-butylpyridine
  参考文献：
  名称：

  Welkstoffe和Antibiotika。16. Mitteilung。Fusarinsäure-[羧基14 C]和季铵盐Fusarinsäure †

  摘要：

  Fusarinsäurewurde zum 2-Brom-5-n-butyl-pyridin abgebaut; daraus wurdeüberdie Lithium-VerbindungFusarinsäure-[carboxyl- 14 C] hergestellt。铵-衍生的古通量的AusFusarinsäure和Fusarinsäure-amidwurden einigequaternäre。

  DOI：

  10.1002/hlca.19560390126

文献信息

• [EN] HETEROCYCLIC COMPOUNDS AS CCR1 RECEPTOR ANTAGONISTS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES UTILISÉS EN TANT QU'ANTAGONISTES DES RÉCEPTEURS CCR1
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2011056440A1

  公开（公告）日：2011-05-12

  Disclosed are CCR1 receptor antagonists of the formula (I) wherein Ar1, Ar2, R1-R3, X and L are disclosed herein. Also disclosed are compositions, methods of making and using compounds of the formula (I).

  揭示了公式（I）中的CCR1受体拮抗剂，其中Ar1、Ar2、R1-R3、X和L在此处披露。还披露了公式（I）化合物的组成、制备方法和使用方法。
• Concise Total Synthesis and Antifungal Activities of Fusaric Acid, a Natural Product
  作者：Bin Bin Huang、Ya Yi Liu、Peng Fei Zhu、Yi Cheng Jiang、Ming-An Ouyang

  DOI：10.3390/molecules25173859

  日期：——

  The total synthesis of a natural product alkaloid fusaric acid (FA), which exhibits herbicide, fungicide, insecticide and even diverse notable pharmacological activities, was accomplished in four steps using commercially available materials. The synthesis, based on a unified and flexible strategy using 6-bromonicotinaldehyde as a common intermediate, is concise, convergent, practical and can be carried

  天然产物生物碱镰刀菌酸 (FA) 的全合成使用市售材料分四步完成，该产物具有除草剂、杀真菌剂、杀虫剂甚至多种显着的药理活性。该合成基于统一和灵活的策略，使用 6-溴烟醛作为常见中间体，简洁、收敛、实用，可以在两克规模上进行。这种方法可以很容易地应用于其类似物的合成。此外，本研究中FA对14种植物病原真菌具有广泛的抑制活性，表明其作为领先化合物，具有进一步开发作为农业杀菌剂的巨大潜力。
• HETEROCYCLIC COMPOUNDS AS CCR1 RECEPTOR ANTAGONISTS
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP2493875A1

  公开（公告）日：2012-09-05