N-(3-phenyl-propyl)-o-phenylenediamine | 856997-25-6

• 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-(3-phenyl-propyl)-o-phenylenediamine
• 英文别名: N-(3-Phenyl-propyl)-o-phenylendiamin；1-N-(3-phenylpropyl)benzene-1,2-diamine；2-N-(3-phenylpropyl)benzene-1,2-diamine
• CAS: 856997-25-6
• 化学式: C₁₅H₁₈N₂
• mdl: MFCD12868672
• 分子量: 226.321
• InChiKey: CVYWMBQCQVGBOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(3-phenyl-propyl)-o-phenylenediamine 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 生成 1-[[3-[(3-Hydroxy-6-methylpyridin-2-yl)methyl]-2-(3-morpholin-4-ylpropylamino)benzimidazol-5-yl]methyl]-3-(3-phenylpropyl)benzimidazol-2-one
  参考文献：
  名称：

  WO2006/136561

  摘要：

  公开号：
• 作为产物：
  描述：

  反式肉桂醛 在 乙醇 、 镍 、 乙酸乙酯 作用下， 生成 N-(3-phenyl-propyl)-o-phenylenediamine
  参考文献：
  名称：

  Ried; Stahlhofen, Chemische Berichte, 1957, vol. 90, p. 815,822

  摘要：

  DOI：

文献信息

• Manganese‐catalyzed Efficient Synthesis of <i>N</i>‐heterocycles and Aminoketones Using Glycerol as a C3 Synthon
  作者：Zeyuan Wei、Zhuofeng Ke、Yujie Wang、Qiang Liu

  DOI：10.1002/chem.202303481

  日期：2024.3.7

  Glycerol is one of the important biomass‐derived feedstocks and the high‐value utilizations of glycerol have attracted much attentions in recent years. Herein, we report a manganese catalyzed dehydrogenative coupling of glycerol with amines for the synthesis of substituted 2‐methylquinoxalines, 2‐ethylbenzimidazoles, and α‐aminoketones without any external oxidant. In these reactions, NHC‐based pincer manganese complex featuring a pyridine backbone displayed high catalytic activity and selectivity, in which hydrogen and water were produced as the only by‐products using glycerol as a C3 synthon.

  摘要甘油是重要的生物质原料之一，近年来甘油的高值化利用备受关注。在此，我们报告了一种锰催化的甘油与胺的脱氢偶联反应，该反应无需任何外部氧化剂即可合成取代的 2-甲基喹喔啉、2-乙基苯并咪唑和 α-氨基酮。在这些反应中，以吡啶为骨架的 NHC 型钳形锰络合物显示出很高的催化活性和选择性，以甘油为 C3 合成物产生的唯一副产物是氢和水。
• Benzimidazole and imidazole inhibitors of histone deacetylases: Synthesis and biological activity
  作者：Jerome C. Bressi、Ron de Jong、Yiqin Wu、Andy J. Jennings、Jason W. Brown、Shawn O’Connell、Leslie W. Tari、Robert J. Skene、Phong Vu、Marc Navre、Xiaodong Cao、Anthony R. Gangloff

  DOI：10.1016/j.bmcl.2010.03.092

  日期：2010.5

  A series of N-hydroxy-3-[3-(1-substituted-1H-benzoimidazol-2-yl)-phenyl]-acrylamides (5a-5ab) and N-hydroxy-3-[ 3-( 1,4,5-trisubstituted-1H-imidazol-2-yl)-phenyl]-acrylamides (12a-s) were designed, synthesized, and found to be nanomolar inhibitors of human histone deacetylases. Multiple compounds bearing an N1-piperidine demonstrate EC(50)s of 20-100 nM in human A549, HL60, and PC3 cells, in vitro and in vivo hyperacetylation of histones H3 and H4, and induction of p21(waf). Compound 5x displays efficacy in human tumor xenograft models. (C) 2010 Elsevier Ltd. All rights reserved.
• COMPOSES DERIVES D'OXAZOLIDIN-2-ONE, LEUR PROCEDE DE PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE
  申请人：SYNTHELABO

  公开号：EP0891358A1

  公开（公告）日：1999-01-20
• 1-[[2-AMINO-3-(SUBSTITUTED ALKYL)-3H-BENZIMIDAZOLYL]METHYL]-3-SUBTITUTED-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONES AS INHIBITORS OF RESPIRATORY SYNCYTIAL VIRUS REPLICATION
  申请人：Tibotec Pharmaceuticals

  公开号：EP1896473B1

  公开（公告）日：2011-10-19
• 1-[2-AMINO-3-(SUBSTITUTED ALKYL)-3H-BENZIMIDAZOLYLMETHYL]-3-SUBSTITUTED-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONES AND STRUCTURAL ANALOGS
  申请人：Bonfanti Jean-François

  公开号：US20100183552A1

  公开（公告）日：2010-07-22

  Inhibitors of RSV replication of formula (I) which can be represented by formula (I) the salts and stereochemically isomeric forms thereof, wherein R is a radical of formula Q is hydrogen or C 1-6 alkyl optionally substituted with a heterocycle or Q is C 1-6 alkyl substituted with both a radical —OR 4 and a heterocycle; Alk is C 1-6 alkanediyl; X is O or S; -a 1 =a 2 -a 3 =a 4 - is —N═CH—CH═CH—, —CH═N—CH═CH—, —CH═CH—N═CH— or —CH═CH—CH═N—; R 1 is Ar or a heterocycle; R 2 is hydrogen, C 1-6 alkyl, substituted C 1-6 alkyl, C 3-7 cycloalkyl; R 3 is hydrogen, C 1-6 alkyl, cyano, aminocarbonyl, polyhaloC 1-6 alkyl, C 2-6 alkenyl or C 2-6 alkynyl; R 4 is hydrogen or C 1-6 alkyl; Ar is phenyl or substituted phenyl; Het is a heterocycle; pharmaceutical compositions containing compounds (I) and processes for preparing compounds (I).