3-(p-Bromophenacyl)benzothiazolium bromide | 97380-14-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(p-Bromophenacyl)benzothiazolium bromide
• 英文别名: 3-[2-(4-bromo-phenyl)-2-oxo-ethyl]-benzothiazolium; bromide；3-[2-(4'-bromophenyl)-2-oxoethyl]benzothiazolium bromide；3-[2-(4'bromophenyl)-2-oxoethyl] benzothiazolium bromide；3-[2-(4'bromophenyl)-2-oxoethyl]benzothiazolium bromide；N-(4-Bromphenacyl)-benzthiazoliumbromid；2-(1,3-Benzothiazol-3-ium-3-yl)-1-(4-bromophenyl)ethanone;bromide
• CAS: 97380-14-8
• 化学式: Br*C₁₅H₁₁BrNOS
• 分子量: 413.132
• InChiKey: GGLJFRKVROTOGY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.84
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  49.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(p-Bromophenacyl)benzothiazolium bromide 在 三乙胺 作用下， 以 甲醇 、 硝基苯 为溶剂， 反应 0.17h， 生成 2,2'-联苯并噻唑
  参考文献：
  名称：

  Friedrich,W. et al., Chemische Berichte, 1965, vol. 98, p. 3808 - 3818

  摘要：

  DOI：
• 作为产物：
  描述：

  苯并噻唑 、 2,4'-二溴苯乙酮 以 丙酮 为溶剂， 反应 48.0h， 以83%的产率得到3-(p-Bromophenacyl)benzothiazolium bromide
  参考文献：
  名称：

  Reinvestigation of reactions of thiazolium and benzothiazolium N-phenacylides with electron-deficient acetylenes

  摘要：

  噻唑鎓和苯并噻唑鎓N-苯甲酰甲酯与二甲基乙炔二羧酸酯（DMAD）的反应已重新研究。噻唑鎓N-苯甲酰甲酯5，由4-甲基或5-苯基-3-苯甲酰甲基噻唑鎓溴13与三乙胺现场生成，与DMAD在无水DMF中反应生成噻唑环开环产物15，其中嵌入了两个DMAD分子。在水合DMF和无水DMF中加入高氯酸锂进行的反应得到半硫缩醛6，这些半硫缩醛可以转化为亚胺和DMAD的1:2反应产物15。苯并噻唑鎓N-苯甲酰甲酯8同样与DMAD反应，得到1:2反应产物19或半硫缩醛20。对反应机理进行了讨论。

  DOI：

  10.1039/p19960000629

文献信息

• Method for treating fibrotic diseases or other indications IC
  申请人：Alteon, Inc.

  公开号：US20020068729A1

  公开（公告）日：2002-06-06

  Provided, among other things, is a method of treating or ameliorating or preventing an indication of the invention in an animal, including a human comprising administering an effective amount of a compound of the formula I: 1

  提供了一种处理、改善或预防动物包括人类发明的指示的方法，包括给予公式I的化合物的有效量：1
• Synthesis of <i>N</i>-Formyl-2-benzoyl Benzothiazolines, 2-Substituted Benzothiazoles, and Symmetrical Disulfides from <i>N</i>-Phenacylbenzothiazolium Bromides
  作者：Subas Chandra Sahoo、Subhas Chandra Pan

  DOI：10.1021/acs.orglett.9b01990

  日期：2019.8.16

  An unusual aerobic hydrolysis-cascade reaction has been developed with N-phenacylbenzothiazolium bromides by treatment with organic and inorganic base. The corresponding N-formyl-2-benzoyl benzothiazoline and 2-substituted benzothiazole products were obtained in moderate to good yields under mild reaction conditions. Also, symmetrical disulfide was formed when keto group was replaced with ester. The

  通过用有机碱和无机碱处理，N-苯甲酰基苯并噻唑鎓溴化物已发展出一种不寻常的好氧水解-级联反应。在温和的反应条件下，以中等至良好的产率获得了相应的N-甲酰基-2-苯甲酰基苯并噻唑啉和2-取代的苯并噻唑产物。另外，当酮基被酯取代时，形成对称的二硫键。反应的范围是相当宽的耐受性芳基，杂芳基和烷基。
• 3-deoxyglucosone and skin
  申请人：——

  公开号：US20030219440A1

  公开（公告）日：2003-11-27

  The invention relates to a method of removing 3-deoxyglucosone and other alpha-dicarbonyl sugars from skin. The invention further relates to methods of inhibiting production and function of 3-deoxyglucosone and other alpha-dicarbonyl sugars in skin. The invention also relates to methods of treating 3-deoxyglucosone and other alpha-dicarbonyl sugars associated diseases and disorders of skin.

  该发明涉及一种从皮肤中去除3-去氧葡萄糖酮和其他α-二酮糖的方法。该发明还涉及抑制皮肤中3-去氧葡萄糖酮和其他α-二酮糖的产生和功能的方法。该发明还涉及治疗与皮肤相关的3-去氧葡萄糖酮和其他α-二酮糖相关疾病和障碍的方法。
• Reinvestigation of reactions of thiazolium and benzothiazolium N-phenacylides with electron-deficient acetylenes
  作者：Tatsunori Iwamura、Masahiro Kobayashi、Takashi Ichikawa、Hiroshi Shimizu、Tadashi Kataoka

  DOI：10.1039/p19960000629

  日期：——

  Reactions of thiazolium and benzothiazolium N-phenacylides with dimethyl acetylenedicarboxylate (DMAD) have been reexamined. The thiazolium N-phenacylides 5, generated in situ from 4-methyl- or 5-phenyl-3-phenacylthiazolium bromides 13 with triethylamine, reacted with DMAD in dry DMF to give the thiazole ring-opened products 15, in which two molecules of DMAD had been incorporated. The reactions when conducted in both aqueous DMF and in dry DMF in the presence of lithium perchlorate gave the hemithioacetals 6 which could be transformed into the 1 : 2 reaction products 15 of the ylides and DMAD. Benzothiazolium N-phenacylides 8 similarly reacted with DMAD to afford the 1 : 2 reaction products 19 or the hemithioacetals 20. The reaction mechanism is discussed.

  噻唑鎓和苯并噻唑鎓N-苯甲酰甲酯与二甲基乙炔二羧酸酯（DMAD）的反应已重新研究。噻唑鎓N-苯甲酰甲酯5，由4-甲基或5-苯基-3-苯甲酰甲基噻唑鎓溴13与三乙胺现场生成，与DMAD在无水DMF中反应生成噻唑环开环产物15，其中嵌入了两个DMAD分子。在水合DMF和无水DMF中加入高氯酸锂进行的反应得到半硫缩醛6，这些半硫缩醛可以转化为亚胺和DMAD的1:2反应产物15。苯并噻唑鎓N-苯甲酰甲酯8同样与DMAD反应，得到1:2反应产物19或半硫缩醛20。对反应机理进行了讨论。
• Methods of Treating or Preventing Cardiac Disease Associated With a High Fat Diet
  申请人：Thomas Merlin

  公开号：US20090088461A1

  公开（公告）日：2009-04-02

  The present invention relates to a method of treating or preventing cardiac disorders, myocardial inflammation or myocardial oxidative stress associated with a high fat diet or in a patient subjected to a high fat diet using the thiazolium compounds and compositions of the invention. The present invention also relates to a method of ameliorating weight gain, myocardial AGE accumulation associated, mitochondrial superoxide production, RAGE expression or PPARα expression with a high fat diet or in a patient subjected to a high fat diet using the thiazolium compounds and compositions of the invention.

  本发明涉及一种使用该发明的噻唑类化合物和组合物治疗或预防与高脂饮食相关的心脏疾病、心肌炎症或心肌氧化应激的方法。本发明还涉及一种使用该发明的噻唑类化合物和组合物改善与高脂饮食相关的体重增加、心肌AGE积累、线粒体超氧化物产生、RAGE表达或PPARα表达的方法。