2,3-bis-(4-bromophenyl)propanoic acid | 33731-84-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2,3-bis-(4-bromophenyl)propanoic acid
• 英文别名: 2,3-bis-(4-bromophenyl)propionic acid；2.3-Bis-<4-brom-phenyl>-propionsaeure；2.3-Bis-(4-brom-phenyl)-propionsaeure；2,3-bis(4-bromophenyl)propanoic acid
• CAS: 33731-84-9
• 化学式: C₁₅H₁₂Br₂O₂
• 分子量: 384.067
• InChiKey: VZBULNSCANDSGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-bis-(4-bromophenyl)propanoic acid 生成 5-Brom-2-<4-brom-phenyl>-inden
  参考文献：
  名称：

  Dann,O. et al., Justus Liebigs Annalen der Chemie, 1971, vol. 749, p. 68 - 89

  摘要：

  DOI：
• 作为产物：
  描述：

  对溴苯乙腈 在 sodium hydroxide 、 sodium tetrahydroborate 、 硫酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 2,3-bis-(4-bromophenyl)propanoic acid
  参考文献：
  名称：

  Dann,O. et al., Justus Liebigs Annalen der Chemie, 1971, vol. 749, p. 68 - 89

  摘要：

  DOI：

文献信息

• Synthesis and in vitro activity of dicationic bis-benzimidazoles as a new class of anti-MRSA and anti-VRE agents
  作者：Laixing Hu、Maureen L. Kully、David W. Boykin、Norman Abood

  DOI：10.1016/j.bmcl.2009.01.075

  日期：2009.3

  class of novel bis-benzimidazole diamidine compounds have been synthesized and evaluated for in vitro antibacterial activities, including drug-resistant bacterial strains. Anti-MRSA and anti-VRE activities of the most potent compound 1 were more active than Vancomycin. The mechanism of action for this class of compounds appears to be different from existing antibiotics. Bis-benzimidazole diamidine compounds

  已经合成了一类新型的新型双苯并咪唑二am化合物，并对其体外抗菌活性进行了评估，包括耐药菌菌株。最有效的化合物1的抗MRSA和抗VRE活性比万古霉素更具活性。这类化合物的作用机理似乎不同于现有的抗生素。双-苯并咪唑二am化合物作为一类新的有效的抗MRSA和抗VRE剂具有潜力，需要进一步研究。
• Structure-In Vitro Activity Relationships of Pentamidine Analogues and Dication-Substituted Bis-Benzimidazoles as New Antifungal Agents
  作者：Maurizio Del Poeta、Wiley A. Schell、Christine C. Dykstra、Susan Jones、Richard R. Tidwell、Agnieszka Czarny、Miroslav Bajic、Marina Bajic、Arvind Kumar、David Boykin、John R. Perfect

  DOI：10.1128/aac.42.10.2495

  日期：1998.10

  Twenty analogues of pentamidine, 7 primary metabolites of pentamidine, and 30 dicationic substituted bis-benzimidazoles were screened for their inhibitory and fungicidal activities against Candida albicans and Cryptococcus neoformans . A majority of the compounds had MICs at which 80% of the strains were inhibited (MIC ₈₀ s) comparable to those of amphotericin B and fluconazole. Unlike fluconazole, many of these compounds were found to have potent fungicidal activity. The most potent compound against C. albicans had an MIC ₈₀ of ≤0.09 μg/ml, and the most potent compound against C. neoformans had an MIC ₈₀ of 0.19 μg/ml. Selected compounds were also found to be active against Aspergillus fumigatus , Fusarium solani , Candida species other than C. albicans , and fluconazole-resistant strains of C. albicans and C. neoformans . It is clear from the data presented here that further studies on the structure-activity relationships, mechanisms of action and toxicities, and in vivo efficacies of these compounds are warranted to determine their clinical potential.

  摘要：对于20种戊二胺类似物、7种戊二胺的主要代谢产物以及30种二阳离子取代的双苯并咪唑类化合物进行了筛选，评估它们对念珠菌和隐球菌的抑制和杀真菌活性。大多数化合物的MIC（80%菌株被抑制的最小抑菌浓度）与两性霉素B和氟康唑相当。与氟康唑不同，许多这些化合物表现出强效的杀真菌活性。对于念珠菌而言，最有效的化合物的MIC80为≤0.09μg/ml，对于隐球菌而言，最有效的化合物的MIC80为0.19μg/ml。选择的化合物也对曲霉、索兰镰孢霉、除念珠菌外的其他种类的念珠菌，以及氟康唑耐药菌株的活性。从这里呈现的数据清楚地表明，有必要进行进一步的研究，以确定这些化合物的结构活性关系、作用机制和毒性，以及它们在体内的疗效，以确定它们的临床潜力。
• Novel amidine compounds for treating microbial infections
  申请人：Tidwell R. Richards

  公开号：US20070088067A1

  公开（公告）日：2007-04-19

  Novel amidine and diamidine compounds are useful in the treatment of microbial infections, including mycobacterial, fungal and protozoal infections. Pharmaceutical formulations comprising these compounds can be used in methods of treating microbial infections.

  新型的胍类化合物，包括amidine和diamidine，对治疗微生物感染，包括结核菌、真菌和原虫感染具有有用的作用。含有这些化合物的药物制剂可用于治疗微生物感染的方法中。
• Antifungal activity of dicationic molecules
  申请人：UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL

  公开号：EP1685836A2

  公开（公告）日：2006-08-02

  Methods of treating fungal infections comprise administering a therapeutically effective amount of a compound described by Formulas [(I)-(II)]. Examples of fungal infections include Candida albicans, Cryptococcus neoformans, Aspergillus fumigatus, Fusarium solani, and combinations thereof.

  治疗真菌感染的方法包括施用治疗有效量的式[(I)-(II)]所述化合物。真菌感染的例子包括白色念珠菌、新生隐球菌、烟曲霉、梭菌及其组合。
• ANTIFUNGAL ACTIVITY OF DICATIONIC MOLECULES
  申请人：UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL

  公开号：EP1143959A2

  公开（公告）日：2001-10-17