6-(4-Fluoro-phenyl)-hexanoyl chloride | 89326-76-1

• 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: 6-(4-Fluoro-phenyl)-hexanoyl chloride
• 英文别名: 4-Fluorobenzenehexanoyl chloride；6-(4-fluorophenyl)hexanoyl chloride
• CAS: 89326-76-1
• 化学式: C₁₂H₁₄ClFO
• 分子量: 228.694
• InChiKey: NZXICQDKBPJOIH-UHFFFAOYSA-N

物化性质

• 沸点：
  306.5±25.0 °C(Predicted)
• 密度：
  1.137±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  15.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  炔诺酮 、 6-(4-Fluoro-phenyl)-hexanoyl chloride 在 thallium (I) ethoxide 作用下， 以 苯 为溶剂， 生成 6-(4-Fluoro-phenyl)-hexanoic acid (8R,9S,10R,13S,14S,17R)-17-ethynyl-13-methyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
  参考文献：
  名称：

  Long-acting contraceptive agents: Norethisterone esters of arylcarboxylic acids

  摘要：

  The synthesis of esters of norethisterone (17 alpha-ethynyl-17 beta-hydroxy-estr-4-en-3-one) with acids containing a benzene ring is described, two methods of esterification being compared in terms of yield and convenience. The activities of these esters as long-acting contraceptive agents have been evaluated.

  DOI：

  10.1016/0039-128x(83)90101-0
• 作为产物：
  描述：

  6-(4-fluorophenyl)hexanoic acid 在 氯化亚砜 作用下， 以 苯 为溶剂， 生成 6-(4-Fluoro-phenyl)-hexanoyl chloride
  参考文献：
  名称：

  Long-acting contraceptive agents: Norethisterone esters of arylcarboxylic acids

  摘要：

  The synthesis of esters of norethisterone (17 alpha-ethynyl-17 beta-hydroxy-estr-4-en-3-one) with acids containing a benzene ring is described, two methods of esterification being compared in terms of yield and convenience. The activities of these esters as long-acting contraceptive agents have been evaluated.

  DOI：

  10.1016/0039-128x(83)90101-0

文献信息

• Thiolactomycin-Based Inhibitors of Bacterial β-Ketoacyl-ACP Synthases with in Vivo Activity
  作者：Gopal R. Bommineni、Kanishk Kapilashrami、Jason E. Cummings、Yang Lu、Susan E. Knudson、Chendi Gu、Stephen G. Walker、Richard A. Slayden、Peter J. Tonge

  DOI：10.1021/acs.jmedchem.6b00236

  日期：2016.6.9

  bacterial fatty acid biosynthesis (FASII) pathway and are putative targets for antibacterial discovery. Several natural product KAS inhibitors have previously been reported, including thiolactomycin (TLM), which is produced by Nocardia spp. Here we describe the synthesis and characterization of optically pure 5R-thiolactomycin (TLM) analogues that show improved whole cell activity against bacterial strains

  β-酮酰基-ACP合成酶（KAS）是参与II型细菌脂肪酸生物合成（FASII）途径的关键酶，并且是抗菌发现的假定靶标。先前已经报道了几种天然产物KAS抑制剂，包括由Nocardia spp生产的硫代乳霉素（TLM）。在这里，我们描述了光学纯的5 R-硫代催乳素（TLM）类似物的合成和表征，这些类似物显示出对细菌菌株包括耐甲氧西林金黄色葡萄球菌（MRSA）和优先病原体例如弗朗西斯菌tularensis和Burkholderia pseudomallei的完整细胞活性。此外，我们确定了具有MRSA和MRSA体内功效的TLM类似物肺炎克雷伯菌感染的动物模型。