1,4-phenylene bis(4-phenylsemicarbazide) | 349622-01-1

• 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: 1,4-phenylene bis(4-phenylsemicarbazide)
• 英文别名: 1-Phenyl-3-[[4-[(phenylcarbamoylamino)carbamoyl]benzoyl]amino]urea
• CAS: 349622-01-1
• 化学式: C₂₂H₂₀N₆O₄
• 分子量: 432.439
• InChiKey: RXELVCJTBHGNQF-UHFFFAOYSA-N

物化性质

• 熔点：
  220-222 °C(Solv: ethanol (64-17-5))
• 密度：
  1.396±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  32
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  141
• 氢给体数：
  6
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,4-phenylene bis(4-phenylsemicarbazide) 在 三氯氧磷 作用下， 反应 2.0h， 以73%的产率得到5,5'-(1,4-phenylene)bis(2-phenylamino-1,3,4-oxadiazole)
  参考文献：
  名称：

  Synthesis and Biological Activities of Novel 1,4-Bridged Bis-1,2,4-Triazoles, Bis-1,3,4-Thiadiazoles and Bis-1,3,4-Oxadiazoles

  摘要：

  The terephthalic acid hydrazide (1) reacted with phenyl / benzyl isothiocyanate 2a,b to yield the corresponding bis-thiosemicarbazides 4a,b, via acid hydrolysis of the intermediate 3 whereas cyclization of 4 gave the bis-1,2,4-triazoles 5,6 and bis-1,3,4-thiadiazoles 7,8. Similarly, compound 1 reacted with phenyl isocyanate 9 to give the bis-semicarbazide 10, which was cyclized to the bis-oxadiazole 11 and/or bis-1,2,4-triazole 12 in POCl3 and NaOH respectively,

  DOI：

  10.1080/104265090509199
• 作为产物：
  描述：

  异氰酸苯酯 、 对苯二酸二肼 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 正戊烷 为溶剂， 反应 3.0h， 以95%的产率得到1,4-phenylene bis(4-phenylsemicarbazide)
  参考文献：
  名称：

  Synthesis and Biological Activities of Novel 1,4-Bridged Bis-1,2,4-Triazoles, Bis-1,3,4-Thiadiazoles and Bis-1,3,4-Oxadiazoles

  摘要：

  The terephthalic acid hydrazide (1) reacted with phenyl / benzyl isothiocyanate 2a,b to yield the corresponding bis-thiosemicarbazides 4a,b, via acid hydrolysis of the intermediate 3 whereas cyclization of 4 gave the bis-1,2,4-triazoles 5,6 and bis-1,3,4-thiadiazoles 7,8. Similarly, compound 1 reacted with phenyl isocyanate 9 to give the bis-semicarbazide 10, which was cyclized to the bis-oxadiazole 11 and/or bis-1,2,4-triazole 12 in POCl3 and NaOH respectively,

  DOI：

  10.1080/104265090509199

文献信息

• SMALL MOLECULE INHIBITORS OF HIV-1 ENTRY AND METHODS OF USE THEREOF
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：US20170298056A1

  公开（公告）日：2017-10-19

  Described herein are small-molecule compounds that specifically inhibit a wide range of HIV-1 isolates without interfering with CD4 or CCR5 binding. Methods of using die compounds for treating or preventing HIV infection are also described.