5-氟-(2'-硝基呋喃基)-2-苯并咪唑 | 83467-47-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 5-氟-(2'-硝基呋喃基)-2-苯并咪唑
• 中文别名: 2,4-嘧啶二胺,6-甲基-N4-(2-甲基苯基)-
• 英文名称: 5-fluoro-2-(5'-nitro-2'-furyl)benzimidazole
• 英文别名: fluoro-5-(nitro-2'-furyl)-2-benzimidazole；5-Fluoro-(2'-nitrofuryl)-2-benzimidazole；6-fluoro-2-(5-nitrofuran-2-yl)-1H-benzimidazole
• CAS: 83467-47-4
• 化学式: C₁₁H₆FN₃O₃
• 分子量: 247.185
• InChiKey: YKCVVHOLBKXNPV-UHFFFAOYSA-N

物化性质

• 熔点：
  224-225 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  466.4±55.0 °C(Predicted)
• 密度：
  1.552±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.6
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  5-氟-(2'-硝基呋喃基)-2-苯并咪唑 、 苯甲酰氯 在 三乙胺 作用下， 以 苯 为溶剂， 反应 24.0h， 生成 N-Benzoyl-5-fluoro-2-(5'-nitro-2'-furyl)benzimidazole
  参考文献：
  名称：

  New heterocyclic derivatives of benzimidazole with germicidal activity

  摘要：

  Several benzimidazole derivatives have been tested in vitro for their ability to inhibit human placental aromatase activity. The results show that five out of the six compounds tested are more active in the inhibition of aromatase activity than aminoglutethimide (AG), which we chose as the reference compound and which, as an aromatase inhibitor, is currently being used in the treatment of metastatic breast cancer. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00018-x
• 作为产物：
  描述：

  5-硝基糠醛 、 4-氟-1,2-苯二胺 在 potassium hexacyanoferrate(III) 氧气 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 以25%的产率得到5-氟-(2'-硝基呋喃基)-2-苯并咪唑
  参考文献：
  名称：

  ANTI-BACTERIAL AGENTS FROM BENZO[D]HETEROCYCLIC SCAFFOLDS FOR PREVENTION AND TREATMENT OF MULTIDRUG RESISTANT BACTERIA

  摘要：

  本文提供了化合物及其制备和使用方法，用于预防和治疗多药耐药细菌。具体而言，本实施例涉及从苯并[d]杂环骨架中获得的抗细菌剂，用于预防和治疗多药耐药细菌。

  公开号：

  US20110086817A1

文献信息

• ANTI-BACTERIAL AGENTS FROM BENZO[D]HETEROCYCLIC SCAFFOLDS FOR PREVENTION AND TREATMENT OF MULTIDRUG RESISTANT BACTERIA
  申请人：Miller Marvin J.

  公开号：US20110086817A1

  公开（公告）日：2011-04-14

  Embodiments herein provide compounds and methods of making and using such compounds for prevention and treatment of multidrug resistant bacteria. In particular, embodiments are directed to anti-bacterial agents from benzo[d]heterocyclic scaffolds for prevention and treatment of multidrug resistant bacteria.

  本文提供了化合物及其制备和使用方法，用于预防和治疗多药耐药细菌。具体而言，本实施例涉及从苯并[d]杂环骨架中获得的抗细菌剂，用于预防和治疗多药耐药细菌。
• Alkylating activity of polyphosphate ester in the course of the synthesis of benzimidazoles
  作者：Giovanni Allunni Bistocchi、Giovanni De Meo、Mauro Pedini、Adolfo Ricci、Pierre Jacquignon

  DOI：10.1135/cccc19851959

  日期：——

  5-Fluoro-2-(5-nitrofuryl)benzimidazole (I) was synthesized from 4-fluoro-1,2-diaminobenzene and 5-nitro-2-furoic acid using ethyl polyphosphate as cyclization reagent. N-Ethyl derivative was isolated as by-product in substantial amount.

  5-氟-2-(5-硝基呋喃基)苯并咪唑（I）是从4-氟-1,2-二氨基苯和5-硝基-2-呋喃酸使用聚磷酸乙酯作为环化试剂合成的。大量N-乙基衍生物作为副产物被分离出来。
• Process for preparing nitrofurylbenzimidazoles and pharmaceutical compositions having antimycotic, antibacterial and antitubercular activities containing same
  申请人：Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.

  公开号：EP0252028A1

  公开（公告）日：1988-01-07

  Nitrofurylbenzimidazoles having general formula (I) wherein R is hydrogen; * straight or branched C1-C12 alkyl; halogen; nitro group; or halogen-substituted C1-C4 lower alkyl are obtained with high yields by condensing an o-phenylendiamine having general formula (II) wherein R has the above-identified meaning, with 5-nitro-2- furaldehyde in the presence of a ferricyanide of the alkaline or alkaline-earth metals. Nitrofurylbenzimidazoles (I) are endowed with potent antimycotic, antibacterial and antitubercular activities and are suitable for being compounded into pharmaceutical compositions administrable via the systemic route.

  具有通式（I）（其中 R 为氢；* 直链或支链 C1-C12 烷基；卤素；硝基；或卤素取代的 C1-C4 低级烷基）的硝基苯并咪唑，是在碱金属或碱土金属的三氯化铁存在下，通过将具有通式（II）（其中 R 具有上述含义）的邻苯基苯二胺与 5-硝基-2-呋喃甲醛缩合而得到的，产量很高。 硝基苯并咪唑（I）具有很强的抗霉菌、抗菌和抗结核活性，适合复配成可通过全身途径给药的药物组合物。
• Alunni Bistocchi; De Meo; Pedini, Farmaco, Edizione Scientifica, 1982, vol. 37, # 9, p. 597 - 611
  作者：Alunni Bistocchi、De Meo、Pedini、et al.

  DOI：——

  日期：——
• Pedini; Bistocchi; Ricci, Il Farmaco, 1994, vol. 49, # 12, p. 823 - 827
  作者：Pedini、Bistocchi、Ricci、Bastianini、Lepri

  DOI：——

  日期：——