1-Amino-3-(4-tert-butylphenyl)urea | 773028-03-8

• 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: 1-Amino-3-(4-tert-butylphenyl)urea
• CAS: 773028-03-8
• 化学式: C₁₁H₁₇N₃O
• 分子量: 207.275
• InChiKey: IZFIOAZHFZOZHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  67.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Amino-3-(4-tert-butylphenyl)urea 、 醋酸甲脒 在 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 4-(4-tert-butylphenyl)-1H-1,2,4-triazol-5-one
  参考文献：
  名称：

  Design and synthesis of novel triazole antifungal derivatives by structure-based bioisosterism

  摘要：

  The incidence of life-threatening fungal infections is increasing dramatically. In an attempt to develop novel antifungal agents, our previously synthesized phenoxyalkylpiperazine triazole derivatives were used as lead structures for further optimization. By means of structure-based bioisosterism, triazolone was used as a new bioisostere of oxygen atom. This type of bioisosteric replacement can improve the water solubility without loss of hydrogen-bonding interaction with the target enzyme. A series of triazolone-containing triazoles were rationally designed and synthesized. As compared with fluconazole, several compounds showed higher antifungal activity with broader spectrum, suggesting their potential for further evaluations. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.03.019
• 作为产物：
  描述：

  4-叔丁基苯胺 在 吡啶 、 一水合肼 作用下， 以 乙二醇二甲醚 、 乙酸乙酯 为溶剂， 反应 27.0h， 生成 1-Amino-3-(4-tert-butylphenyl)urea
  参考文献：
  名称：

  Design and synthesis of novel triazole antifungal derivatives by structure-based bioisosterism

  摘要：

  The incidence of life-threatening fungal infections is increasing dramatically. In an attempt to develop novel antifungal agents, our previously synthesized phenoxyalkylpiperazine triazole derivatives were used as lead structures for further optimization. By means of structure-based bioisosterism, triazolone was used as a new bioisostere of oxygen atom. This type of bioisosteric replacement can improve the water solubility without loss of hydrogen-bonding interaction with the target enzyme. A series of triazolone-containing triazoles were rationally designed and synthesized. As compared with fluconazole, several compounds showed higher antifungal activity with broader spectrum, suggesting their potential for further evaluations. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.03.019

文献信息

• Copper-Catalyzed Direct Carbamoylation of Quinoxalin-2(1<i>H</i> )-ones with Hydrazinecarboxamides Under Mild Conditions
  作者：Xianglong Chu、Yujuan Wu、Haigen Lu、Bingchuan Yang、Chen Ma

  DOI：10.1002/ejoc.201901858

  日期：2020.3.8

  An efficient and simple method for the synthesis of 3‐carbamoylated quinoxalin‐2(1H)‐ones base on copper‐catalyzed direct carbamoylation of quinoxalin‐2(1H)‐ones at C3 position has been reported, This process provides a series of 3‐carbamoylquinoxalin‐2(1H)‐one derivatives in moderate to good yields under mild conditions with good functional group tolerance. This work provides a novel and efficient

  据报道，基于铜催化的喹喔啉-2（1 H）-one在C3位的直接氨基甲酰化反应，合成3-氨基甲酰化喹喔啉-2（1 H）-ones的有效而简单的方法，该过程提供了一系列在温和条件下，以良好的官能团耐受性，以中等至良好的收率合成3-氨基甲酰基喹喔啉-2（1 H）-one衍生物 这项工作为形成酰胺提供了一种新颖有效的合成方法。
• An efficient, one-pot synthesis of N-isatinylmethylthioacetic acid and its derivatives as potential anticancer agents
  作者：Lev Yu. Ukhin、Arina R. Akopova、Anatolii S. Morkovnik、Kirill Yu. Suponitzky、Evgenii N. Shepelenko、Alexander V. Bicherov、Leonid D. Popov

  DOI：10.1016/j.tetlet.2014.10.036

  日期：2014.11

  A convenient, one-pot synthesis of N-isatinylmethylthioacetic acid and several of its derivatives, as potential anticancer agents, by reactions of N-(hydroxymethyl)isatins with Bunte salts in TFA is described. The reactions involve attack of these salts on the S(II) atom by C-electrophilic species generated from hydroxy derivatives.

  描述了通过TFA中N-（羟甲基）异丁烷与布恩特盐的反应方便地一锅合成N-异戊二酰基甲基硫代乙酸及其几种衍生物（作为潜在的抗癌剂）的方法。反应包括由羟基衍生物产生的C型亲电子物质将这些盐攻击S（II）原子。
• Dérivés d'indane-1,3-dione et d'indane-1,2,3-trione, leurs procédés de préparation et leur application en thérapeutique
  申请人：INNOTHERA

  公开号：EP0566445B1

  公开（公告）日：1996-02-07
• [EN] INDAN-1,3-DIONE AND INDAN-1,2,3-TRIONE DERIVATIVES, PROCESSES FOR THE PREPARATION OF SAME AND THEIR APPLICATION AS THERAPEUTIC AGENTS<br/>[FR] DERIVES D'INDANE-1,3-DIONE ET D'INDANE-1,2,3-TRIONE, LEURS PROCEDES DE PREPARATION ET LEUR APPLICATION EN THERAPEUTIQUE
  申请人：INNOTHERA

  公开号：WO1993020045A1

  公开（公告）日：1993-10-14

  (EN) Compounds of formula (I) used as therapeutic agents. R2 and R3 are independently H, C1-C4 alkoxy or OH and (A, B) = (oxygen, oxygen) in which case either R or R1 is OH, halogen, secondary amino or tertiary amine while the other denotes NHNHCONHR4 or R and R1 together form =N-NH-CX-NHR5, =N-NH-CX-N(phenyl)2, =N-NH-CX-NH-NH-R5, =N-NH-C(SCH3)=N-R6 or =N-N=C(SCH3)-NH-R6; or (A, B) = (N-OH, oxygen) in which case R and R1 together form =N-NH-CX-NHR5 or =N-NH-CX-N(phenyl)2; or (A, B) = (N-NH-CX-NHR5, oxygen) in which case R and R1 together form =N-NH-CX-NHR5; or (A, B) = (N-OH, N-OH) in which case R and R1 together form =N-NH-CX-NHR5 or =N-NH-CX-N(phenyl)2.(FR) Composés utiles en thérapeutique de formule (I) dans laquelle R2 et R3 représentent indépendamment l'un de l'autre H, alkoxy en C1-C4 ou OH et (A, B) = (oxygène, oxygène), auquel cas l'un parmi R et R1 représente OH, halogène, amino secondaire ou amine tertiaire et l'autre représente NHNHCONHR4 ou bien R et R1 forment ensemble =N-NH-CX-NHR5, =N-NH-CX-N(phényle)2, =N-NH-CX-NH-NH-R5, =N-NH-C(SCH3)=N-R6 ou =N-N=C(SCH3)-NH-R6; ou (A, B) = (N-OH, oxygène), auquel cas R et R1 forment ensemble =N-NH-CX-NHR5 ou =N-NH-CX-N(phényle)2; ou (A, B) = (N-NH-CX-NHR5, oxygène), auquel cas R et R1 forment ensemble =N-NH-CX-NHR5; ou (A, B) = (N-OH, N-OH), auquel cas R et R1 forment ensemble =N-NH-CX-NHR5 ou =N-NH-CX-N(phényle)2.
• Design and synthesis of novel triazole antifungal derivatives by structure-based bioisosterism
  作者：Chunquan Sheng、Xiaoying Che、Wenya Wang、Shengzheng Wang、Yongbing Cao、Zhenyuan Miao、Jianzhong Yao、Wannian Zhang

  DOI：10.1016/j.ejmech.2011.03.019

  日期：2011.11

  The incidence of life-threatening fungal infections is increasing dramatically. In an attempt to develop novel antifungal agents, our previously synthesized phenoxyalkylpiperazine triazole derivatives were used as lead structures for further optimization. By means of structure-based bioisosterism, triazolone was used as a new bioisostere of oxygen atom. This type of bioisosteric replacement can improve the water solubility without loss of hydrogen-bonding interaction with the target enzyme. A series of triazolone-containing triazoles were rationally designed and synthesized. As compared with fluconazole, several compounds showed higher antifungal activity with broader spectrum, suggesting their potential for further evaluations. (C) 2011 Elsevier Masson SAS. All rights reserved.