N-[(cyclohexylamino)(phenylamino)methylene]benzamide | 913342-88-8

• 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-[(cyclohexylamino)(phenylamino)methylene]benzamide
• 英文别名: N-phenyl-N'-cyclohexyl-N''-benzoylguanidine；N-(N'-cyclohexyl-N-phenylcarbamimidoyl)benzamide
• CAS: 913342-88-8
• 化学式: C₂₀H₂₃N₃O
• 分子量: 321.422
• InChiKey: LAKLGHVWMGRSAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  53.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯甲酰氯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium azide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 5.0h， 生成 N-[(cyclohexylamino)(phenylamino)methylene]benzamide
  参考文献：
  名称：

  钯催化一锅法合成N-磺酰基，N-磷酰基和N-酰基胍

  摘要：

  摘要 提出了一种有效的钯催化的叠氮化物与异腈和胺的级联反应。它为N-磺酰基-，N-磷酰基-和N-酰基官能化的胍提供了另一种简便的方法，收率很高。这些取代的胍系列显示出潜在的生物学和药理活性。另外，可以通过硅胶柱快速色谱法以中等收率分离反应性较低的中间体苯甲酰基碳二亚胺。 提出了一种有效的钯催化的叠氮化物与异腈和胺的级联反应。它为N-磺酰基-，N-磷酰基-和N-酰基官能化的胍提供了另一种简便的方法，收率很高。这些取代的胍系列显示出潜在的生物学和药理活性。另外，可以通过硅胶柱快速色谱法以中等收率分离反应性较低的中间体苯甲酰基碳二亚胺。

  DOI：

  10.1055/s-0036-1588576

文献信息

• Synthesis, structural characterization and in vitro biological screening of some homoleptic copper(II) complexes with substituted guanidines
  作者：Ghulam Murtaza、Muhammad Khawar Rauf、Amin Badshah、Masahiro Ebihara、Muhammad Said、Marcel Gielen、Dick de Vos、Erum Dilshad、Bushra Mirza

  DOI：10.1016/j.ejmech.2011.11.029

  日期：2012.2

  nitrogen atoms. The synthesized guanidines and their complexes were initially screened for their anti-microbial activities, and Brine Shrimps Lethality assay. The complexes were also screened for in vitro cytotoxicity activity in human cell lines carcinomas A498, EVSAT, H226, IGROV, M19, MCF-7 and WIDR. The results show a moderate level of cytotoxicity against these seven human cancer cell lines as compared

  一系列均配型铜（II）配合物（的1A-8A）与N，N'，N“三取代胍，[铜（II）PhCONHC（NHR）NPH} 2 ]（其中R =苯基（1A），Ñ丁基（图2a），仲-丁基（图3a），环己基（图4a），1-萘基（图5a），2,4-二氯苯基（图6a），3,4- -二氯（7A），和3,5-二氯苯基（8a））已合成并通过元素分析，FT-IR，UV可见，1 H和13表征1 H NMR光谱和单晶X射线衍射分析。X射线晶体结构表明，配合物2a和4a在固态是单核的，并且铜原子周围的几何形状几乎是正方形平面。在两种情况下，N，N'，N''-三取代的胍配体均通过氧和氮原子与Cu（II）配位。首先对合成的胍及其复合物的抗微生物活性进行筛选，并进行盐卤虾致死率测定。还对复合物进行了体外筛选在人细胞株A498，EVSAT，H226，IGROV，M19，MCF-7和WIDR中的细胞毒性活性。结果表明，与标准化疗
• The first bismuth(III)-catalyzed guanylation of thioureas
  作者：Silvio Cunha、Manoel T. Rodrigues

  DOI：10.1016/j.tetlet.2006.07.138

  日期：2006.9

  This work describes the first catalytic bismuth-promoted synthesis of polysubstituted guanidines in good yields through the guanylation reaction of Ar-benzoyl or N-phenylthioureas with primary and secondary amines, but now employing equimolar amounts of each organic reagent. Both bismuth iodine and bismuth nitrate were efficient as inorganic thiophiles at only 5 mol % in relation to substrates, being the first example of inorganic thiophiles acting in guanylation at catalytic levels. (c) 2006 Elsevier Ltd. All rights reserved.
• A simple one-pot methodology for the synthesis of substituted benzoylguanidines from benzoylthioureas using tert-butyl hydroperoxide
  作者：Henrique Esteves、Ângelo de Fátima、Rosane de P. Castro、José R. Sabino、Fernando Macedo、Tiago Oliveira Brito

  DOI：10.1016/j.tetlet.2015.10.088

  日期：2015.12

  The potential of tert-butyl hydroperoxide as a reagent in the guanylation of benzoylthioureas in the presence of amines has been evaluated in a systematic study involving substrates bearing N-2-substituents with different electronic properties. The results show that (BuOOH)-Bu-t is a suitable and robust reagent for the synthesis of either N-1,N-2,N-3-tri- and tetrasubstituted or N-1,N-2-disubstituted guanidines from N-2-substituted N-1-benzoylthioureas and N-1-benzoylthioureas, respectively. The recrystallised guanylation adducts were readily obtained in good yields and at high purity levels after a simple one-pot reaction procedure. The crystal structures of two novel benzoylguanidines are provided. (C) 2015 Elsevier Ltd. All rights reserved.