6-(4-fluorophenoxy)hexyl bromide | 79654-83-4

• 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-fluorophenoxy)hexyl bromide
• 英文别名: 6-(4-fluorophenyl)hexyl bromide；1-(6-Bromohexyl)-4-fluorobenzene
• CAS: 79654-83-4
• 化学式: C₁₂H₁₆BrF
• 分子量: 259.161
• InChiKey: PRKULQWCQBNEDW-UHFFFAOYSA-N

物化性质

• 沸点：
  304.1±25.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-(4-fluorophenoxy)hexyl bromide 在 sodium methylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.17h， 生成 Methyl 4-[6-(4-fluorophenyl)hexylsulfanyl]-3-oxobutanoate
  参考文献：
  名称：

  ATP-Citrate Lyase as a Target for Hypolipidemic Intervention. Design and Synthesis of 2-Substituted Butanedioic Acids as Novel, Potent Inhibitors of the Enzyme

  摘要：

  ATP-citrate lyase is the primary enzyme responsible for the synthesis of cytosolic acetyl-CoA in many tissues. Inhibitors of the enzyme represent a potentially novel class of hypolipidemic agent, which are anticipated to have combined hypocholesterolemic and hypotriglyceridemic properties. A series of a-substituted butanedioic acids have been designed and synthesized as inhibitors of the enzyme, The best compounds, 58, 68, 71, 74 have reversible K-i's in the 1-3 mu M range against the isolated rat enzyme, As representative of this compound class, 58, has been shown to exert its inhibitory action through a mainly competitive mechanism with respect to citrate and a noncompetitive one with respect to CoA. None of the inhibitors were able to inhibit cholesterol and/or fatty acid synthesis in HepG2 cells. This has been attributed to the adverse physicochemical properties of the molecules leading to a lack of cell penetration. Despite this, a lead structural class of compound has been identified with the potential for modification into potent, cell-penetrant, and efficacious inhibitors of ATP-citrate lyase.

  DOI：

  10.1021/jm960167w
• 作为产物：
  描述：

  6-(4-fluorophenyl)hexan-1-ol 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 6-(4-fluorophenoxy)hexyl bromide
  参考文献：
  名称：

  COMPOUNDS AND MESOGENIC MEDIA

  摘要：

  公开的是公式I的化合物在液晶介质中的使用，特别是包含该液晶介质的柔性电液晶器件。

  公开号：

  US20160229795A1

文献信息

• Novel Benzamides as Selective and Potent Gastrokinetic Agents. III. Synthesis and Structure-Activity Relationships of 4-Amino-5-chloro-2-methoxy- and 2-Ethoxy-N-((4-substituted 2-morpholinyl)methyl)- benzamides.
  作者：Shiro KATO、Toshiya MORIE、Hiroshi HARADA、Naoyuki YOSHIDA、Jun-ichi MATSUMOTO

  DOI：10.1248/cpb.40.652

  日期：——

  A series of 4-amino-5-chloro-2-methoxy- and 2-ethoxy-N-[(4-substituted 2-morpholinyl)methyl]benzamides (11-64) were prepared and evaluated for gastrokinetic activity by determining their effects on the gastric emptying of phenol red semisolid meal in rats. The N-4 substituent includes alkyl, phenoxyalkyl, (4-fluorobenzoyl)alkyl, and heteroarylmethyl groups. The benzamide derivatives, having an isopropyl

  制备了一系列的4-氨基-5-氯-2-甲氧基-和2-乙氧基-N-[（4-取代的2-吗啉基）甲基]苯甲酰胺（11-64），并通过确定它们的作用来评估其胃肠动力。在大鼠胃排空酚红半固态粉中的作用。N-4取代基包括烷基，苯氧基烷基，（4-氟苯甲酰基）烷基和杂芳基甲基。在N-4处具有异丙基，异戊基，新戊基，3-（4-氯苯氧基）-丙基或吡啶基甲基的苯甲酰胺衍生物显示出有效的体内胃排空活性。尤其是4-氨基-5-氯-2-乙氧基-N-[[4-（3-吡啶基甲基）-2-吗啉基]甲基]苯甲酰胺（57b）与4-氟苄基类似物1b（AS-4370 （柠檬酸盐）对大鼠和小鼠的酚红半固体粉和大鼠树脂颗粒固体粉的胃肠动力学。此外，化合物57b在体外（[3H] spiperone结合）和体内（阿扑吗啡诱导的犬呕吐）测试中均没有多巴胺D2受体拮抗活性。还讨论了在N-4处具有各种取代基的化合物的结构活性关系。
• Process for preparing 1-bromoalkylbenzene derivatives and intermediates thereof
  申请人：SUMITOMO CHEMICAL COMPANY LIMITED

  公开号：EP0637580A1

  公开（公告）日：1995-02-08

  A 1-bromoalkylbenzene derivative is prepared by reacting a phenylalkene derivative with hydrogen bromide in the presence of a non-polar solvent. The phenylalkene derivative is prepared by reacting an alkenyl halide with metal magnesium to form a Grignard reagent, and then reacting the Grignard reagent with a benzyl halide derivative. An allyl Grignard reagent is prepared by reacting continuously an allyl halide derivative with metal magnesium in an organic solvent, in which the allyl halide derivative and metal magnesium are continuously added to the reaction system and the allyl Grignard reagent formed is continuously removed from the reaction system. The processes provide the intended compounds in high yields, high selectivities and high purities.

  1-bromoalkylbenzene derivative is prepared by reacting a phenylalkene derivative with hydrogen bromide in the presence of a non-polar solvent.苯基烷烃衍生物的制备方法是先使烯基卤化物与金属镁反应生成格氏试剂，然后使格氏试剂与苄基卤化物衍生物反应。烯丙基格氏试剂是通过烯丙基卤化物衍生物与金属镁在有机溶剂中连续反应制备的，其中烯丙基卤化物衍生物和金属镁被连续加入反应体系，形成的烯丙基格氏试剂被连续从反应体系中移除。这些工艺可提供高产率、高选择性和高纯度的预期化合物。
• AZETIDINONE DERIVATIVES FOR THE TREATMENT OF ATHEROSCLEROSES
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP0915843A1

  公开（公告）日：1999-05-19
• US4125541A
  申请人：——

  公开号：US4125541A

  公开（公告）日：1978-11-14
• US4125714A
  申请人：——

  公开号：US4125714A

  公开（公告）日：1978-11-14