N,N'-bis-(p-nitrophenyl)guanidine | 6322-39-0

• 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: N,N'-bis-(p-nitrophenyl)guanidine
• 英文别名: N,N'-di-p-nitrophenyl guanidine；p-NO2DPhG；N,N'-bis-(4-nitro-phenyl)-guanidine；N,N'-Bis-(4-nitro-phenyl)-guanidin；1,2-Bis(4-nitrophenyl)guanidine
• CAS: 6322-39-0
• 化学式: C₁₃H₁₁N₅O₄
• 分子量: 301.261
• InChiKey: BXONURWDLHJQPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  142
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N'-bis-(p-nitrophenyl)guanidine 在 sodium hydroxide 作用下， 生成 4,4'-二硝基二苯胺
  参考文献：
  名称：

  Backer; Moed, Recueil des Travaux Chimiques des Pays-Bas, 1947, vol. 66, p. 689,698

  摘要：

  DOI：
• 作为产物：
  描述：

  N-2,2,5,7,8-pentamethylchroman-6-sulfonyl-N'-N''-bis(p-nitrophenyl)guanidine 在 水 、 三氟乙酸 作用下， 反应 6.0h， 生成 N,N'-bis-(p-nitrophenyl)guanidine
  参考文献：
  名称：

  通过 EDCI 介导的胺与 N-Pmc-N'-取代硫脲的鸟苷酰化合成 N-Pmc-N',N''-二取代胍的路线

  摘要：

  概述了 EDCI 介导的胺与 N-Pmc-N'-烷基硫脲生成胍的简便且高产率的反应，其中探讨了该反应的一般范围和局限性。发现 N-磺酰基-N'-取代的硫脲不能具有内部亲核试剂或双取代，并且进入的胺必须具有足够的亲核性才能使反应可行。然而，值得注意的是，胍产物可以通过两种可能的合成方法获得，并且胺和硫脲取代基的简单反转可以使反应成功进行。

  DOI：

  10.1055/s-2007-983706

文献信息

• A new application of natural asphalt (mineral bitumen) in chemistry as a novel class of carbonaceous compound: Synthesis and characterization of NA-SO3H@Oxalic Acid@ CuI as a heterogeneous and reusable catalyst for the synthesis of symmetric diaryl guanidine
  作者：Sedigheh Moradnejati、Mohammad Soleiman-Beigi、Ensieh Ghasemian Lemraski

  DOI：10.1016/j.molstruc.2024.137596

  日期：2024.5

  CN bond formations via cross-coupling reactions of guanidine nitrate with aryl halides was investigated. The shape and size of the heterogeneous NA-SO3H@Oxalic Acid-Cu were characterized by SEM, FT-IR, BET,EDX and TGA techniques. In addition, the ability of NA-SO3H@oxalic acid@CuI to catalyze cross-coupling reactions was compared to MOF-199. NA-SO3H@oxalic acid@Cu, as well as MOF-199, catalyzed coupling

  天然沥青的分子结构中含有超过 70% 的碳，是生产大量不同碳质化合物的最新和最有前途的来源之一。在本文中，我们报告了通过在天然沥青磺酸中涂覆草酸从固体天然沥青合成新网络的系统研究。然后，在NA@oxalic酸网络上掺杂 CuI，并研究这种能力作为一种有效的、新的、热稳定的、空气稳定的、非均相的和可重复使用的催化剂，通过硝酸胍与芳基卤化物的交叉偶联反应形成 CN 键。通过 SEM、FT-IR、BET、EDX 和 TGA 技术对非均相 NA-SO3H@Oxalic Acid-Cu 的形状和尺寸进行了表征。此外，将 NA-SO3H@oxalic acid@CuI 催化交叉偶联反应的能力与 MOF-199 进行了比较。NA-SO3H@oxalic acid@Cu 以及 MOF-199 在短反应时间、高产率和温和条件下催化了胍和芳基卤化物的偶联反应。
• Copper-Catalyzed Guanidinylation of Aryl Iodides: The Formation of <i>N,N′</i>-Disubstituted Guanidines
  作者：Michelle Cortes-Salva、Be-Lan Nguyen、Javier Cuevas、Keith R. Pennypacker、Jon C. Antilla

  DOI：10.1021/ol1002175

  日期：2010.3.19

  A copper-catalyzed cross-coupling reaction of guanidine nitrate with aryl iodides was used for the formation of N,N'-disubstituted guanidines to be used as potential therapeutics for strokes. A relatively inexpensive commercially available guanidine salt and a series of aryl iodides together with copper iodide and N,N-diethylsalicylamide as an efficient catalyst/ligand system provided a simple diarylation procedure.
• Naunton, Journal of the Society of Chemical Industry, 1926, vol. 45, p. 378 T
  作者：Naunton

  DOI：——

  日期：——
• Daescu C., Chem. Bull. Techn. Univ., Timisoara [bywsh. Chem. Bull. Polytechn. Inst. +
  作者：Daescu C.

  DOI：——

  日期：——
• N,N'-DI-1 NAPHTHYLGUANIDINE HCL (NAGH) AND N,N'-DI-P-NITROPHENYLGUANIDINE HCL (NAD) TREATMENT FOR STROKE AT DELAYED TIMEPOINTS
  申请人：Pennypacker Keith R.

  公开号：US20150051291A1

  公开（公告）日：2015-02-19

  A composition and method of treating stroke by administration of a novel sigma agonist is presented. Twenty-four hours after MCAO, systemic administration of several novel sigma agonists including: Bromo-DTG; Chloro-DTG; N,N′-di-1-Naphthylguanidine hydrochloride (NAGH); N,N′-di-p-Nitrophenylguanidine HCL (NAD) or vehicle were injected subcutaneously daily for 3 days. Rats treated with Bromo-DTG and Chloro-DTG had no significant improvements in any of the motor or cognitive tests while NAGH treated rats showed improved vertical movement and had significantly less motor asymmetry and bias than vehicle treated rats. Sigma receptor agonist NAGH also was found to exert its long-term neuroprotective effects by preserving both gray matter and white matter tracts. Both NAD and NAGH, when administered 24 hours after experimental stroke, reduced neural damage and enhanced behavioral recovery thirty days later which suggests that NAGH and NAD potentially extend the therapeutic window of stroke several fold over the current treatments.