1-bromo-5-(3-bromophenoxy)pentane

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-bromo-5-(3-bromophenoxy)pentane
• 英文别名: 1-bromo-3-[(5-bromopentyl)oxy]benzene；1-bromo-3-((5-bromopentyl)oxo)benzene；1-Bromo-3-((5-bromopentyl)oxy)benzene；1-bromo-3-(5-bromopentoxy)benzene
• 化学式: C₁₁H₁₄Br₂O
• 分子量: 322.04
• InChiKey: ZEBWKACYDALKEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-bromo-5-(3-bromophenoxy)pentane 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.67h， 生成 2-[3-[5-(3-bromophenoxy)pentyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl]-N-(4-phenoxyphenyl)acetamide
  参考文献：
  名称：

  对两种HCMV-VZV抑制剂的发现：长链2-尿嘧啶-3-基-N-（4-苯氧基苯基）乙酰胺的合成，结构活性关系分析和细胞毒性研究

  摘要：

  仍然需要新颖的治疗方法来对抗疱疹病毒感染。本文中，我们报道了一个新的非核苷类抗病毒药物家族的设计，合成和抗病毒评价，该家族衍生自先前报道的人巨细胞病毒（HCMV）抑制剂1- [ω-（4-溴苯氧基）烷基]尿嘧啶衍生物。在N 3处引入N-（4-苯氧基苯基）乙酰胺侧链增加了它们的效力并拓宽了活性谱。该系列中最具活性的化合物在HEL细胞培养物中针对不同的HCMV病毒株和水痘带状疱疹病毒（VZV）复制表现出亚微摩尔活性。对其他DNA和RNA病毒（包括单纯疱疹病毒1/2）的无活性表明了其抗病毒作用的新机制。

  DOI：

  10.1016/j.bmc.2015.09.033
• 作为产物：
  描述：

  1-bromo-3-(pent-4-enyloxy)benzene 在 三(三甲基硅基)硅烷 、 1,2-二溴乙烷 作用下， 以 乙酸乙酯 为溶剂， 反应 18.0h， 以87%的产率得到1-bromo-5-(3-bromophenoxy)pentane
  参考文献：
  名称：

  光诱导卤原子转移：卤化物自由基选择性卤化氢反应的生成

  摘要：

  描述了第一个能够通过卤素原子转移 (XAT) 产生卤化物自由基的光介导过程。这种新颖的反应模式依赖于使用 1,2-二卤乙烷通过 XAT 生成不稳定的碳自由基，XAT 在 β 断裂后释放卤化物自由基，这些卤化物自由基已用于不饱和烃的选择性卤化氢。

  DOI：

  10.1002/chem.202201495

文献信息

• Synthesis of uracil–coumarin conjugates as potential inhibitors of virus replication
  作者：Maria P. Paramonova、Alexander A. Ozerov、Alexander O. Chizhov、Robert Snoeck、Graciela Andrei、Anastasia L. Khandazhinskaya、Mikhail S. Novikov

  DOI：10.1016/j.mencom.2019.11.010

  日期：2019.11

  A series of 1-[(bromophenoxy)alkyl]uracil-coumarin conjugates has been obtained through the preparation of starting 1-[(bromophenoxy)alkyl]uracil derivatives, followed by their treatment with 7-(www-bromoalkoxy)-4-methyl-2H-chromen-2-ones. Two of the synthesized uracil-coumarin conjugates demonstrated a pronounced inhibitory activity against HCMV and VZV replication in vitro.
• Novel imidazole derivatives as heme oxygenase-1 (HO-1) and heme oxygenase-2 (HO-2) inhibitors and their cytotoxic activity in human-derived cancer cell lines
  作者：Loredana Salerno、Valeria Pittalà、Giuseppe Romeo、Maria N. Modica、Agostino Marrazzo、Maria A. Siracusa、Valeria Sorrenti、Claudia Di Giacomo、Luca Vanella、Neha N. Parayath、Khaled Greish

  DOI：10.1016/j.ejmech.2015.04.003

  日期：2015.5

  Heme oxygenase (HO) is a cytoprotective enzyme that can be overexpressed in some pathological conditions, including certain cancers. In this work, novel imidazole derivatives were designed and synthesized as inhibitors of heme oxygenase-1 (HO-1) and heme oxygenase-2 (HO-2). In these compounds the imidazole ring, crucial for the activity, is connected to a hydrophobic group, represented by aryloxy, benzothiazole, or benzoxazole moieties, by means of alkyl or thioalkyl chains of different length. Many of the tested compounds were potent and/or selective against one of the two isoforms of HO. Furthermore, most of the pentyl derivatives showed to be better inhibitors of HO-2 with respect to HO-1, revealing a critical role of the alkyl chain in discriminating between the two isoenzymes. Compounds which showed the better profile of HO inhibition were selected and tested to evaluate their cytotoxic properties in prostate and breast cancer cell lines (DU-145, PC3, LnCap, MDA-MB-231, and MCF-7). In these assays, aryloxyalkyl derivatives resulted more cytotoxic than benzothiazolethioalkyl ones; in particular compound 31 was active against all the cell lines tested, confirming the anti-proliferative properties of HO inhibitors and their potential use in the treatment of specific cancers. (C) 2015 Elsevier Masson SAS. All rights reserved.
• DENTAL COMPOSITION CONTAINING SI-H FUNCTIONAL CARBOSILANE COMPONENTS
  申请人：3M Deutschland GmbH

  公开号：EP1765263B1

  公开（公告）日：2015-08-19
• DENTAL COMPOSITION CONTAINING UNSATURATED CARBOSILANE CONTAINING COMPONENTS
  申请人：3M Deutschland GmbH

  公开号：EP1765264B1

  公开（公告）日：2015-08-19
• Dental Composition Containing Si-H Functional Carbosilane Components
  申请人：Bissinger Peter

  公开号：US20070238803A1

  公开（公告）日：2007-10-11

  The invention relates to a dental composition comprising a) carbosilane containing component (A) comprising at least 1 Si-Aryl bond, at least 1 silicon atom, at least 2 Si—H functional moieties, no Si-Oxygen bond, b) unsaturated component (131), and/or epoxy component (132), c) initiator (C), d) optionally filler (D) and e) optionally component (E) selected from modifiers, dyes, pigments, thixotropic agents, flow improvers, polymeric thickeners, surfactants, odorous substances, diluting agent(s) and flavorings.