N-(4-甲基苄基)脲 | 54582-34-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(4-甲基苄基)脲
• 英文名称: 1-(4-methylbenzyl)urea
• 英文别名: p-methylbenzylurea；(4-methyl-benzyl)-urea；(4-Methyl-benzyl)-harnstoff；p-Tolubenzyl-harnstoff；4-methylbenzylurea；p-Methylbenzylharnstoff；N-(4-methylbenzyl)urea；(4-methylphenyl)methylurea
• CAS: 54582-34-2
• 化学式: C₉H₁₂N₂O
• mdl: MFCD01314625
• 分子量: 164.207
• InChiKey: CWQOSUOSPHUYTM-UHFFFAOYSA-N

物化性质

• 熔点：
  198-199°

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  N-(4-甲基苄基)脲 在 盐酸 、 氢氧化钾 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 15.5h， 生成 3-Carboxymethyl-1-(4-methylbenzyl)parabanic acid
  参考文献：
  名称：

  Highly Selective Aldose Reductase Inhibitors. 1. 3-(Arylalkyl)-2,4,5-trioxoimidazolidine-1-acetic Acids

  摘要：

  A series of 3-(arylalkyl)-2,4,5-trioxoimidazolidine-1-acids (1) was prepared and tested for aldose reductase (AR) and aldehyde reductase (ALR) inhibitory activities. These compounds showed strong inhibitory activity against AR without significant inhibitory activity for ALR. The ratio of IC50(ALR)/IC50(AR) was > 1000 in some compouds. On the basis of pharmacological tests such as the recovery of reduced motor nerve conduction velocity and toxicological profile, 3-(3-nitrobenzyl)-2,4,5-trioxoimidazolidine-1-acid (NZ-314) was selected as the candidate for clinical development.

  DOI：

  10.1021/jm9508393
• 作为产物：
  描述：

  4-Methyl-benzylcyanamid 在 乙醛肟 、 cerium(IV) oxide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以83%的产率得到N-(4-甲基苄基)脲
  参考文献：
  名称：

  纳米氧化铈作为可回收催化剂在乙醛肟作为有效水替代物的帮助下合成N-单取代脲

  摘要：

  在纳米氧化铈作为一种高效且可回收的催化剂存在下，通过氰胺与乙醛肟的反应，开发了一种合成 N-单取代脲的新方法。

  DOI：

  10.3184/174751913x13787959859461

文献信息

• [EN] PYRIDINE DERIVATIVES AS JNK INHIBITORS AND THEIR USE<br/>[FR] DERIVES PYRIDINE SERVANT D'INHIBITEURS DE JNK ET UTILISATION
  申请人：ASTRAZENECA AB

  公开号：WO2004052880A1

  公开（公告）日：2004-06-24

  The present invention relates to new compounds of formula (I) whrein: R1 is aryl or heteroaryl, each of which is optionally substituted with one or more of R3, OR3, OCOR3, COOR3, COR3, CONR3R4, NHCOR3, NR3R4, NHSO2R3, SO2R3, SO2NR3R4, SR3, CN, halogeno or NO2; R2 is R5, R6, COR5, COR6, CONHR5, CONHR6, CON(R6)2, COOR5, COOR6, SO2R5 or SO2R6; a process for their preparation and new intermediates used therein, pharmaceutical formulations containing said therapeutically active compounds and to the use of said active compounds in therapy.

  本发明涉及公式（I）的新化合物，其中：R1是芳基或杂环芳基，每个都可以选择地用一个或多个R3，OR3，OCOR3，COOR3，COR3，CONR3R4，NHCOR3，NR3R4，NHSO2R3，SO2R3，SO2NR3R4，SR3，CN，卤素或NO2取代；R2是R5，R6，COR5，COR6，CONHR5，CONHR6，CON（R6）2，COOR5，COOR6，SO2R5或SO2R6；一种用于它们的制备的方法和在其中使用的新中间体，含有所述治疗活性化合物的药物配方以及所述活性化合合物在治疗中的使用。
• Microwave-Assisted Synthesis of N-Monosubstituted Urea Derivatives
  作者：Lidia De Luca、Andrea Porcheddu、Giampaolo Giacomelli、Irene Murgia

  DOI：10.1055/s-0030-1258553

  日期：2010.10

  An easy and rapid procedure for the preparation of N-monosubstituted ureas via reaction between potassium cyanate and a wide range of amines is described. The procedure was performed under microwave irradiation using water as solvent. This methodology is particularly attractive since it provides ureas in high yield and purity.

  描述了一种通过氰酸钾和多种胺之间的反应制备 N-单取代脲的简单快速的方法。该程序在微波辐射下使用水作为溶剂进行。这种方法特别有吸引力，因为它提供了高产率和纯度的尿素。
• Synthesis of Imides and Benzoylureas by Direct Oxidation of <i>N</i>-methylenes of Amides and Benzylureas
  作者：Wenhua Huang、Mei-Li Xu

  DOI：10.3184/174751912x13567968693695

  日期：2013.2

  Some amides and benzylureas can be oxidised to imides and benzoylureas, respectively, using silver(I) nitrate (20 mol %), copper(II) sulfate pentahydrate (20 mol %), ammonium persulfate (3.0 equiv.), and potassium fluoride (20 equiv.) in water at room temperature.

  使用硝酸银 (I) (20 mol%)、五水硫酸铜 (II) (20 mol%)、过硫酸铵 (3.0 当量) 和氟化钾 ( 20 当量）在室温下的水中。
• Selective Synthesis of Secondary Amines via <i>N</i>-Alkylation of Primary Amines and Ammonia with Alcohols by Supported Copper Hydroxide Catalysts
  作者：Jinling He、Kazuya Yamaguchi、Noritaka Mizuno

  DOI：10.1246/cl.2010.1182

  日期：2010.11.5

  The N-alkylation of primary amines and ammonia (in situ generated from urea or aqueous ammonia) with alcohols to secondary amines was efficiently promoted by supported copper hydroxide catalysts, C...

  伯胺和氨（由尿素或氨水原位生成）与醇类的 N-烷基化反应可通过负载型氢氧化铜催化剂、C...
• Process for preparing 1-substituted 5-hydroxy-imidazoline-2,4-diones and 1-substituted 5-alkoxy-imidazoline-2,4-diones
  申请人：Bayer Aktiengesellschaft

  公开号：US06365752B1

  公开（公告）日：2002-04-02

  A process for preparing specific 1-substituted 5-hydroxy-imidazoline-2,4-diones by reacting glyoxylic acid with N-substituted ureas is provided, where this process is carried out in a 10-80% strength aqueous solution and in the presence of an acid catalyst. The 1-substituted 5-hydroxy-imidazoline-2,4-diones can subsequently be converted in a further reaction step to give 1-substituted 5-alkoxy-imidazoline-2,4-diones.

  提供一种制备特定的1-取代的5-羟基咪唑啉-2,4-二酮的方法，该方法通过将乙醛酸与N-取代脲反应，在10-80%浓度的水溶液中，在酸催化剂的存在下进行。随后，1-取代的5-羟基咪唑啉-2,4-二酮可以在进一步的反应步骤中转化为1-取代的5-烷氧基咪唑啉-2,4-二酮。