3-(bromomethyl)-5-(dibromomethylene)furan-2(5H)-one | 1016546-81-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 3-(bromomethyl)-5-(dibromomethylene)furan-2(5H)-one
• 英文别名: 3-(dibromomethyl)-5-(dibromomethylene)furan-2-one；3-(bromomethyl)-5-(dibromomethylene)furan-2-one；3-(bromomethyl)-5-(dibromomethylidene)furan-2-one
• CAS: 1016546-81-8
• 化学式: C₆H₃Br₃O₂
• 分子量: 346.801
• InChiKey: MINWIWQMXWULJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-(dibromomethylene)-3-methylfuran-2(5H)-one 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 12.0h， 以50%的产率得到3-(bromomethyl)-5-(dibromomethylene)furan-2(5H)-one
  参考文献：
  名称：

  确定溴化呋喃酮抑制大肠杆菌生物膜形成的重要结构元素。

  摘要：

  合成了结构上密切相关的呋喃酮的集合，以鉴定溴化呋喃酮中抑制细菌生物膜形成的最重要的结构元素。结果表明，呋喃酮环上的共轭环外乙烯基溴化物是最重要的无毒但对大肠杆菌生物膜形成具有抑制活性的结构元素。发现在饱和碳上带有单取代溴化物基团的呋喃酮具有减弱细菌生长的毒性作用。

  DOI：

  10.1016/j.bmcl.2007.12.032

文献信息

• NON-AMPHIPHILE-BASED WATER-IN-WATER EMULSION AND USES THEREOF
  申请人：LUK Yan-Yeung

  公开号：US20090269323A1

  公开（公告）日：2009-10-29

  The present invention relates to a non-amphiphile-based water-in-water emulsion composition. The non-amphiphile-based water-in-water emulsion composition includes a water-soluble polymer, a non-amphiphilic lyotropic mesogen encapsulated by the water-soluble polymer; and water. In one embodiment, the non-amphiphilic lyotropic mesogen includes, without limitation, a lyotropic chromonic liquid crystal, and more specifically disodium cromoglycate (DSCG). In another embodiment, the water-soluble polymer can include, without limitation, a polyacrylamide, a polyol, a polyvinylpyrrolidone, a polysaccharide, or a water-soluble fluoride-bearing polymer. The present invention also relates to a porous hydrogel made with the use of the non-amphiphile-based water-in-water emulsion. The present invention further relates to using the emulsion and hydrogel for various applications.

  本发明涉及一种非两亲性基材的水包水乳液组合物。该非两亲性基材的水包水乳液组合物包括水溶性聚合物、被水溶性聚合物封装的非两亲性溶致液晶；和水。在一个实施例中，非两亲性溶致液晶包括但不限于溶致色浆液晶，更具体地是无钠 Cromoglicate (DSCG)。在另一个实施例中，水溶性聚合物可以包括但不限于聚丙烯酰胺、聚醇、聚乙烯吡咯烷酮、多糖或水溶性含氟聚合物。本发明还涉及一种用非两亲性基材的水包水乳液制成的多孔水凝胶。本发明进一步涉及使用该乳液和水凝胶用于各种应用。
• SYSTEM AND METHOD FOR CONTROLLING GROWTH OF MICROORGANISMS WITH BROMINATED FURANONES
  申请人：Luk Yan-Yeung

  公开号：US20100120905A1

  公开（公告）日：2010-05-13

  A method for inhibiting the growth of a microorganism using an effective amount of one or more of the following synthetic brominated furanones: (i) 4-bromo-5Z-(bromomethylene)-3-methylfuran-2-one; (ii) 3-(dibromomethyl)-5-(dibromomethylene)furan-2-one; (iii) 3-(bromomethyl)-5-(dibromomethylene)furan-2-one; (iv) 4-bromo-3-(bromomethyl)-5Z-(bromomethylene)furan-2-one; or (v) 4-bromo-5-(dibromomethyl)-3-methylfuran-2(5H)-one. The brominated furanones inhibit the growth of both fungi and bacteria, including the fungal species Candida albicans, Gloeophyllum trabeum, Chaetomium globosum , and Trametes versicolor and the bacterial species Pseudomonas aeruginosa . The brominated furanones can be used topically or internally to treat human infections, and can be used to treat other objects, such as wood building supplies, to prevent fungal rot.

  使用以下合成溴化呋喃酮之一或多个有效量，抑制微生物的生长：（i）4-溴-5Z-（溴甲烯基）-3-甲基呋喃-2-酮；（ii）3-（二溴甲基）-5-（二溴甲烯基）呋喃-2-酮；（iii）3-（溴甲基）-5-（二溴甲烯基）呋喃-2-酮；（iv）4-溴-3-（溴甲基）-5Z-（溴甲烯基）呋喃-2-酮；或（v）4-溴-5-（二溴甲基）-3-甲基呋喃-2（5H）-酮。 溴化呋喃酮抑制真菌和细菌的生长，包括真菌物种Candida albicans，Gloeophyllum trabeum，Chaetomium globosum和Trametes versicolor，以及细菌物种Pseudomonas aeruginosa。 溴化呋喃酮可用于局部或内部治疗人类感染，并可用于治疗其他物体，例如木材建筑用品，以预防真菌腐烂。
• Production of furanones
  申请人：Read Roger

  公开号：US20070032666A1

  公开（公告）日：2007-02-08

  The present invention relates to the side chain functionalization of fimbrolides (halogenated 3-alkyl-5-methylene-2(5H)-furanones) and their synthetic analogues, that yields fimbrolides substituted with a halogen, an oxygen or a nitrogen functionality in the alkyl chain, especially fimbrolide alcohols, caboxylate and sulfinate and sulfonate esters, ethers, aldehydes, ketones, acids, amides, nitro derivatives, hydrophobic, hydrophilic and fluorophilic alkyl derivatives and polymers.

  本发明涉及菌毛环酯（卤代3-烷基-5-亚甲基-2（5H）-呋喃酮）及其合成类似物的侧链官能团化，产生卤素、氧或氮官能团在烷基链中的菌毛环酯，特别是菌毛环酯醇、羧酸盐和亚磺酸盐、醚、醛、酮、酸、酰胺、硝基衍生物、疏水性、亲水性和亲氟烷基衍生物以及聚合物。
• Production of Furanones
  申请人：Read Roger

  公开号：US20080167373A1

  公开（公告）日：2008-07-10

  The present invention relates to the side chain functionalization of fimbrolides (halogenated 3 -alkyl- 5 -methylene- 2 ( 5 H)-furanones) and their synthetic analogues, that yields fimbrolides substituted with a halogen, an oxygen or a nitrogen functionality in the alkyl chain, especially fimbrolide alcohols, caboxylate and sulfinate and sulfonate esters, ethers, aldehydes, ketones, acids, amides, nitro derivatives, hydrophobic, hydrophilic and fluorophilic alkyl derivatives and polymers.

  本发明涉及纤毛菌素（卤代3-烷基-5-亚甲基-2（5H）-呋喃酮）及其合成类似物的侧链官能化，产生取代了卤素，氧或氮官能团的纤毛菌素，特别是纤毛菌素醇，羧酸酯，磺酸酯，醚，醛，酮，酸，酰胺，硝基衍生物，疏水，亲水和亲氟烷基衍生物和聚合物。
• PRODUCTION OF FURANONES
  申请人：UNISEARCH LIMITED

  公开号：EP1071677A1

  公开（公告）日：2001-01-31