4,4'-(cyclohexane-1,1-diyl)bis(2-bromophenol) | 73008-81-8

• 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: 4,4'-(cyclohexane-1,1-diyl)bis(2-bromophenol)
• 英文别名: 2,2'-dibromo-4,4'-cyclohexylidenediphenol；2-Bromo-4-[1-(3-bromo-4-hydroxyphenyl)cyclohexyl]phenol
• CAS: 73008-81-8
• 化学式: C₁₈H₁₈Br₂O₂
• 分子量: 426.148
• InChiKey: AOJRBWSWENFQGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4'-(cyclohexane-1,1-diyl)bis(2-bromophenol) 、 环氧氯丙烷 在 四丁基溴化铵 、 potassium hydroxide 作用下， 反应 12.0h， 以95%的产率得到2,2'-(4,4'-(cyclohexane-1,1-diyl)bis(2-bromo-4,1-phenylene))-bis(oxy)bis(methylene)dioxirane
  参考文献：
  名称：

  Structural Optimization and Biological Evaluation of Substituted Bisphenol A Derivatives as β-Amyloid Peptide Aggregation Inhibitors

  摘要：

  The aggregation of A beta is a crucial step in the etiology of Alzheimer's disease. Our previous work showed that A beta undergoes alpha-helix/beta-sheet intermediate structures during the conformational transition, and an A beta aggregation inhibitor (1) was discovered by targeting the intermediates. Here, structure optimization toward compound 1 was performed and 34 novel derivatives were designed and synthesized. Nine compounds showed more effective inhibitory activity than the hit compound 1 in ThT fluorescence assay. Among them, compound 43 demonstrated more excellent inhibitory potency, which not only can suppress the aggregation of A beta but also can dissolve the preformed fibrils as shown by CD spectroscopy, PICUP and AFM assays. Cellular assay indicated that 43 has no toxicity to neuronal cells, moreover, can effectively inhibit A beta(1-42)-induced neutrotoxicity and increase the cell viability. Together, on the basis of these positive results, these novel chemical structures may provide a promising potential for therapeutic applications in AD and other types of neurodegenerative disorders.

  DOI：

  10.1021/jm1000584
• 作为产物：
  描述：

  双酚Z 在 溴 、 溶剂黄146 作用下， 以90%的产率得到4,4'-(cyclohexane-1,1-diyl)bis(2-bromophenol)
  参考文献：
  名称：

  Structural Optimization and Biological Evaluation of Substituted Bisphenol A Derivatives as β-Amyloid Peptide Aggregation Inhibitors

  摘要：

  The aggregation of A beta is a crucial step in the etiology of Alzheimer's disease. Our previous work showed that A beta undergoes alpha-helix/beta-sheet intermediate structures during the conformational transition, and an A beta aggregation inhibitor (1) was discovered by targeting the intermediates. Here, structure optimization toward compound 1 was performed and 34 novel derivatives were designed and synthesized. Nine compounds showed more effective inhibitory activity than the hit compound 1 in ThT fluorescence assay. Among them, compound 43 demonstrated more excellent inhibitory potency, which not only can suppress the aggregation of A beta but also can dissolve the preformed fibrils as shown by CD spectroscopy, PICUP and AFM assays. Cellular assay indicated that 43 has no toxicity to neuronal cells, moreover, can effectively inhibit A beta(1-42)-induced neutrotoxicity and increase the cell viability. Together, on the basis of these positive results, these novel chemical structures may provide a promising potential for therapeutic applications in AD and other types of neurodegenerative disorders.

  DOI：

  10.1021/jm1000584

文献信息

• Method for the preparation of aromatic chloroformates
  申请人：Davis Charles Gary

  公开号：US20060293535A1

  公开（公告）日：2006-12-28

  A method for preparing an aromatic chloroformate comprising, introducing a mixture of at least one aromatic hydroxyl compound, phosgene, at least one solvent, and at least one organic base into a flow reactor to obtain a unidirectionally flowing reaction mixture. The unidirectionally flowing reaction mixture is maintained at a temperature between about 0° C. and about 60° C. to produce a single product stream comprising an aromatic chloroformate.

  一种制备芳香氯甲酸酯的方法包括，将至少一种芳香羟基化合物、光气、至少一种溶剂和至少一种有机碱的混合物引入流动反应器中，以获得单向流动的反应混合物。将单向流动的反应混合物保持在约0°C至约60°C的温度下，以产生包含芳香氯甲酸酯的单一产物流。
• Method for the preparation of aliphatic chloroformates
  申请人：Davis Charles Gary

  公开号：US20060084822A1

  公开（公告）日：2006-04-20

  A method for preparing an aliphatic chloroformate comprising, introducing a mixture of at least one aliphatic hydroxyl compound, phosgene, at least one solvent, and optionally at least one organic base into a flow reactor to obtain a unidirectional flowing reaction mixture. The at least one aliphatic hydroxyl compound comprises at least one aliphatic hydroxyl group. The unidirectional flowing reaction mixture is maintained at a temperature between about 0° C. and about 60° C. to produce a single product stream comprising an aliphatic chloroformate.

  制备脂肪基氯甲酸酯的方法包括，将至少一种脂肪基羟基化合物、光气、至少一种溶剂以及可选的至少一种有机碱的混合物引入流动反应器中，以获得单向流动的反应混合物。至少一种脂肪基羟基化合物包括至少一种脂肪基羟基。将单向流动的反应混合物保持在约0°C至约60°C的温度下，以产生包含脂肪基氯甲酸酯的单一产物流。
• Sulfonated polyaryletherketone-block-polyethersulfone copolymers
  申请人：Brunelle Daniel Joseph

  公开号：US20080004443A1

  公开（公告）日：2008-01-03

  Sulfonated block copolymer suitable for use as proton exchange membranes for fuel cells comprise sulfonated polyaryletherketone blocks and polyethersulfone blocks. The sulfonated polyaryletherketone blocks comprise structural units of formula I wherein R 1 is C 1 -C 10 alkyl, C 3 -C 12 cycloalkyl, C 6 -C 14 aryl, allyl, alkenyl, alkoxy, halo, or cyano; Ar 1 and Ar 2 are each independently C 6 -C 20 aromatic radicals, or Ar 1 and Ar 2 , taken together with an intervening carbon atom, form a bicyclic C 6 -C 20 aromatic radical or a tricyclic C 6 -C 20 aromatic radical; M is H, a metal cation, a non-metallic inorganic cation, an organic cation or a mixture thereof; and a is 0 or an integer from 1 to 4.

  适用于燃料电池质子交换膜的磺化嵌段共聚物包括磺化聚芳醚酮嵌段和聚醚砜嵌段。磺化聚芳醚酮嵌段包括以下结构单位I的结构单元，其中R1是C1-C10烷基，C3-C12环烷基，C6-C14芳基，烯丙基，烯烷基，烷氧基，卤素或氰基；Ar1和Ar2分别是C6-C20芳香基，或Ar1和Ar2连同一个介于碳原子形成一个双环C6-C20芳香基或三环C6-C20芳香基；M为H，金属阳离子，非金属无机阳离子，有机阳离子或它们的混合物；a为0或1至4之间的整数。
• Methods for producing and purifying 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine monomers and polycarbonates derived therefrom
  申请人：Rai Kumar Vinod

  公开号：US20050288517A1

  公开（公告）日：2005-12-29

  Disclosed herein is a method for producing a 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine. The method comprises forming a reaction mixture comprising at least one substituted or unsubstituted phenolphthalein compound, at least one substituted or unsubstituted primary hydrocarbyl amine, and an acid catalyst; and heating the reaction mixture to form 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine. An adduct of the 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine is formed either by using an excess of the primary hydrocarbyl amine in the first heating step, or by isolating crude 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine after the heating step and then reacting with a further amount of the primary hydrocarbyl amine. The 2-hydrocarbyl-3,3-bis(4-hydroxyaryl)phthalimidine has a formula: where R 1 is selected from the group consisting of a hydrogen and a hydrocarbyl group, and R 2 is selected from the group consisting of a hydrogen, a hydrocarbyl group, and a halogen.

  本文公开了一种制备2-烃基-3,3-双(4-羟基芳基)邻苯二酰亚胺的方法。该方法包括形成一个反应混合物，其中包括至少一种取代或未取代的苯酞化合物、至少一种取代或未取代的一次烃基胺和酸催化剂；并加热反应混合物以形成2-烃基-3,3-双(4-羟基芳基)邻苯二酰亚胺。2-烃基-3,3-双(4-羟基芳基)邻苯二酰亚胺的加合物可通过在第一次加热步骤中使用过量的一次烃基胺来形成，或者通过在加热步骤后分离粗糙的2-烃基-3,3-双(4-羟基芳基)邻苯二酰亚胺然后与进一步的一次烃基胺反应来形成。2-烃基-3,3-双(4-羟基芳基)邻苯二酰亚胺具有以下化学式：其中R1选自氢和烃基团组成的群，R2选自氢、烃基团和卤素组成的群。
• Method for preparation of salts of hydroxy-substituted aromatic compounds
  申请人：Silva Manio James

  公开号：US20060224024A1

  公开（公告）日：2006-10-05

  A method for preparing a metal salt of a hydroxy-substituted aromatic compound is described. The method comprises contacting in an aqueous medium at least one hydroxy-substituted aromatic compound with a base comprising a metal cation to provide a mixture comprising water and a metal salt of said hydroxy-substituted aromatic compound. The aqueous metal salt is then contacted with a substantially water-immiscible solvent at a temperature greater than the boiling point of water at the prevailing pressure to provide a slurry comprising the metal salt of the hydroxy-substituted aromatic compound and a vapor stream comprising the water-immiscible solvent and water. The components of the vapor stream are separated using a vapor handling system comprising a partial reflux condenser to provide a water-rich component and a water immiscible solvent-rich component.

  本文描述了一种制备含羟基芳香化合物金属盐的方法。该方法包括在水介质中接触至少一种含羟基芳香化合物与包含金属阳离子的碱基，以提供包含水和所述含羟基芳香化合物金属盐的混合物。然后将水性金属盐与一种温度高于当前压力下水的沸点的基本不溶于水的溶剂接触，以提供包含含羟基芳香化合物金属盐和蒸汽流的悬浮液，其中蒸汽流包括基本不溶于水的溶剂和水。使用蒸汽处理系统分离蒸汽流的组分，包括部分回流冷凝器，以提供富含水的组分和基本不溶于水的溶剂富集组分。