2-bromo-1-(4-hexylphenyl)ethan-1-one | 64328-69-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-1-(4-hexylphenyl)ethan-1-one
• 英文别名: 2-bromo-1-(4-hexylphenyl)ethanone；2-bromo-1-(4-hexyl-phenyl)-ethanone；4-hexylphenacyl bromide；ω-Brom-p-(n-hexyl)-acetophenon
• CAS: 64328-69-4
• 化学式: C₁₄H₁₉BrO
• 分子量: 283.208
• InChiKey: LLUSVHXXWLBKNT-UHFFFAOYSA-N

物化性质

• 沸点：
  350.9±25.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-1-(4-hexylphenyl)ethan-1-one 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 3.5h， 生成 1-ethyl-4-(4-hexylphenyl)-1H-imidazol-2-amine hydrochloride
  参考文献：
  名称：

  Second generation modifiers of colistin resistance show enhanced activity and lower inherent toxicity

  摘要：

  We recently reported a 2-aminoimidazole-based antibiotic adjuvant that reverses colistin resistance in two species of Gram-negative bacteria. Mechanistic studies in Acinetobacter baumannii demonstrated that this compound downregulated the PmrAB two-component system and abolished a lipid A modification that is required for colistin resistance. We now report the synthesis and evaluation of two separate libraries of substituted 2-aminoimidazole analogues based on this parent compound. From these libraries, a new small molecule was identified that lowers the minimum inhibitory concentration of colistin by up to 32-fold greater than the parent compound while also displaying less inherent bacterial toxicity, thereby minimizing the likelihood of resistance evolution. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.09.019
• 作为产物：
  描述：

  2-diazo-1-(4-hexylphenyl)ethan-1-one 在 氢溴酸 作用下， 反应 1.0h， 生成 2-bromo-1-(4-hexylphenyl)ethan-1-one
  参考文献：
  名称：

  Second generation modifiers of colistin resistance show enhanced activity and lower inherent toxicity

  摘要：

  We recently reported a 2-aminoimidazole-based antibiotic adjuvant that reverses colistin resistance in two species of Gram-negative bacteria. Mechanistic studies in Acinetobacter baumannii demonstrated that this compound downregulated the PmrAB two-component system and abolished a lipid A modification that is required for colistin resistance. We now report the synthesis and evaluation of two separate libraries of substituted 2-aminoimidazole analogues based on this parent compound. From these libraries, a new small molecule was identified that lowers the minimum inhibitory concentration of colistin by up to 32-fold greater than the parent compound while also displaying less inherent bacterial toxicity, thereby minimizing the likelihood of resistance evolution. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.09.019

文献信息

• 1-苯基-2-苯胺乙酮衍生物及医药用途
  申请人：中国人民解放军军事科学院军事医学研究院

  公开号：CN110963935A

  公开（公告）日：2020-04-07

  本发明属于医药化工领域，涉及多粘菌素耐药蛋白MCR‑1的小分子抑制剂及其应用。本发明涉及式I所示化合物、其药学可接受的盐、溶剂合物、水合物，含有该化合物的药物组合物，及其联合多粘菌素在制备用于MCR‑1阳性多粘菌素耐药菌感染所致疾病的药物中的用途。
• Design, Synthesis and Biological Evaluation of 1-Phenyl-2-(phenylamino) Ethanone Derivatives as Novel MCR-1 Inhibitors
  作者：Xiu-juan Lan、Hai-tao Yan、Feng Lin、Shi Hou、Chen-chen Li、Guang-shu Wang、Wei Sun、Jun-hai Xiao、Song Li

  DOI：10.3390/molecules24152719

  日期：——

  Polymyxins are considered to be the last-line antibiotics that are used to treat infections caused by multidrug-resistant (MDR) gram-negative bacteria; however, the plasmid-mediated transferable colistin resistance gene (mcr-1) has rendered polymyxins ineffective. Therefore, the protein encoded by mcr-1, MCR-1, could be a target for structure-based design of inhibitors to tackle polymyxins resistance

  多粘菌素被认为是用于治疗由多重耐药（MDR）革兰氏阴性菌引起的感染的最后一线抗生素；然而，质粒介导的可转移粘菌素抗性基因 (mcr-1) 使多粘菌素无效。因此，由 mcr-1 编码的蛋白质 MCR-1 可能是基于结构设计抑制剂以解决多粘菌素耐药性的目标。在这里，我们通过虚拟筛选将外消旋化合物 3 鉴定为潜在的 MCR-1 抑制剂，并在体外合成和评估了 26 种化合物 3 衍生物。在基于细胞的测定中，化合物 6g、6h、6i、6n、6p、6q 和 6r 显示出比化合物 3 更强的活性。值得注意的是，25 μM 的化合物 6p 或 6q 与 2 μg·mL-1 粘菌素组合可以完全抑制表达 mcr-1 的 BL21(DE3) 的生长，其表现出最有效的活性。在酶促测定中，我们阐明 6p 和 6q 可以靶向 MCR-1 以抑制蛋白质的活性。此外，一项分子对接研究表明，6p 和 6q 可以通过氢键与 Glu246
• Benzothiophenes, and their use in liquid-crystalline mixtures
  申请人：Clariant International Ltd.

  公开号：US06403172B1

  公开（公告）日：2002-06-11

  Benzothiophene derivatives of the formula (I) are used as components of liquid-crystal mixtures where the symbols and indices have the following meanings: X1 and X2, independently of one another, are —CH—, —CF—, the —(R1)C— group or the —(R1—A1—M1)C— group, with the provisos that x1) X1 and X2 are not simultaneously the —(R1)C— or —(R1—A1—M1)C— group, and x2) X1 and X2 are only simultaneously —CH— or —CF— if Z is fluorine Y1 and Y2, independently of one another, are hydrogen or fluorine, but both are not simultaneously fluorine z is hydrogen or fluorine R1 and R2, independently of one another, are, for example, a straight-chain or branched alkyl radical (with or without asymmetrical carbon atoms) having 1 to 20 carbon atoms, A1 and A2 are, for example, phenylene-1,4-diyl, M1 is undirected and is —OC(═O)—, —OC(═O)O—, —OCH2—, —(CH2)n—, —OC(═O)CH2CH2—, —OCH2CH2CH2—, —C≡C— or a single bond, m is 0 or 1, n is from 1 to 6.

  苯并噻吩衍生物的化学式（I）用作液晶混合物的组分，其中符号和指数具有以下含义：X1和X2，彼此独立，分别为—CH—、—CF—、—（R1）C—基团或—（R1—A1—M1）C—基团，但需满足以下条件：x1）X1和X2不同时为—（R1）C—或—（R1—A1—M1）C—基团；x2）仅当Z为氟时，X1和X2才能同时为—CH—或—CF—；Y1和Y2，彼此独立，分别为氢或氟，但不同时为氟；Z为氢或氟；R1和R2，彼此独立，例如为直链或支链烷基基团（带有或不带有不对称碳原子），碳原子数为1至20；A1和A2，例如为苯-1,4-二基苯基；M1为未定向的，为—OC(═O)—、—OC(═O)O—、—OCH2—、—(CH2)n—、—OC(═O)CH2CH2—、—OCH2CH2CH2—、—C≡C—或单键；m为0或1；n为1至6。
• 2,5-disubstituted pyrazine derivatives, pyrimidine derivatives, and liquid crystal containing the same
  申请人：DAINIPPON INK AND CHEMICALS, INC.

  公开号：EP0339252A2

  公开（公告）日：1989-11-02

  A 2,5-disubstituted pyrazine derivaitve and a 2,5-­disubstituted pyrimidine derivative of the formula (I): wherein R¹ and R² each independently represents a straight chain or branched alkyl group containing 1 to 20 carbon atoms; X represents a halogen atom; and represents a pyrazine-2,5-diyl or a pyrimidine-2,5-diyl group; each useful as an electrooptical display material are disclosed. Further a liquid crystal composition comprising said compounds as well as a ferroelectric display device wherein said liquid crystal composition is used are disclosed.

  式(I)的 2,5-二取代吡嗪衍生物和 2,5-二取代嘧啶衍生物： 其中 R¹ 和 R² 各自独立地代表含有 1 至 20 个碳原子的直链或支链烷基； X 代表卤素原子；和 代表吡嗪-2,5-二基或嘧啶-2,5-二基； 公开了每种可用作电光显示材料的物质。此外，还公开了包含上述化合物的液晶组合物以及使用上述液晶组合物的铁电显示装置。
• Torgova, S. I.; Karamysheva, L. A.; Agafonova, I. F., Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 7, p. 1162 - 1168
  作者：Torgova, S. I.、Karamysheva, L. A.、Agafonova, I. F.

  DOI：——

  日期：——