N-(4-aminophenyl)hexanamide

• 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-(4-aminophenyl)hexanamide
• 化学式: C₁₂H₁₈N₂O
• 分子量: 206.288
• InChiKey: VGKYWZIKOVHZFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-氯喹啉 、 N-(4-aminophenyl)hexanamide 在 三乙胺 作用下， 反应 120.0h， 以329 mg的产率得到N-[4-(quinolin-4-ylamino)phenyl]hexanamide
  参考文献：
  名称：

  [EN] AMINE COMPOUNDS HAVING ANTI-INFLAMMATORY, ANTIFUNGAL, ANTIPARASITIC AND ANTICANCER ACTIVITY
  [FR] COMPOSÉS AMINE AYANT UNE ACTIVITÉ ANTI-INFLAMMATOIRE, ANTIFONGIQUE, ANTIPARASITAIRE ET ANTICANCÉREUSE

  摘要：

  公开号：

  WO2014120995A3
• 作为产物：
  描述：

  N-(4-nitrophenyl)hexanamide 在 盐酸 、 锌 作用下， 生成 N-(4-aminophenyl)hexanamide
  参考文献：
  名称：

  偶氮蛋白的血清学研究：包含具有脂肪族侧链的偶氮组分的抗原。

  摘要：

  对含有脂肪链的人工复合抗原的特异性进行了研究。短链含羧基化合物的反应表现出惊人的特异性；例如，琥珀酸可以区别于丙二酸或戊二酸，它们分别含有少一个和一个多的碳原子。对于含有较长链的物质，观察到的反应虽然在一定程度上具有特异性，但似乎主要取决于长脂肪链的一般物理化学性质。使用数量有限的物质研究了取代基-卤素、OH、NH(2)-对血清学特异性的影响。通过抑制反应，可以证明顺反异构体如马来酸和富马酸的血清学特异性。

  DOI：

  10.1084/jem.59.6.751

文献信息

• Selective <i>N</i>-monomethylation of primary anilines with the controllable installation of <i>N</i>-CH₂D, <i>N</i>-CHD₂, and <i>N</i>-CD₃ units
  作者：Jing Meng、Hui-Min Xia、Ai-Qing Xu、Yi-Feng Wang、Zhijuan Wang、Feng-Lian Zhang

  DOI：10.1039/d0ob01054e

  日期：——

  The selective N-monomethylation of primary anilines with the controllable installation of N-CH₂D, N-CHD₂, and N-CD₃ units was realized by using the amine-borane/N,N-dimethylformamide (DMF) system as the methyl precursor.

  主要苯胺的选择性N-单甲基化通过使用胺硼烷/N,N-二甲基甲酰胺（DMF）体系作为甲基前体，实现了可控地安装N-CH2D、N-CHD2和N-CD3基团。
• AMINE COMPOUNDS HAVING ANTI-INFLAMMATORY, ANTIFUNGAL, ANTIPARASITIC, AND ANTICANCER ACTIVITY
  申请人：WELLSTAT THERAPEUTICS CORPORATION

  公开号：US20150361077A1

  公开（公告）日：2015-12-17

  Amine compounds having activity against inflammation, fungi, unicellular parasitic microorganisms, and cancer are described. The compounds contain a monocyclic, bicyclic, or tricyclic aromatic ring having one, two, or three ring nitrogen atoms.

  本文描述了对炎症、真菌、单细胞寄生微生物和癌症具有活性的胺化合物。这些化合物包含一个单环、双环或三环芳香环，其中含有一个、两个或三个环氮原子。
• Amine compounds having anti-inflammatory, antifungal, antiparasitic, and anticancer activity
  申请人：Wellstat Therapeutics Corporation

  公开号：US10030015B2

  公开（公告）日：2018-07-24

  Amine compounds having activity against inflammation, fungi, unicellular parasitic microorganisms, and cancer are described. The compounds contain a monocyclic, bicyclic, or tricyclic aromatic ring having one, two, or three ring nitrogen atoms.

  本文描述了具有抗炎、抗真菌、抗单细胞寄生微生物和抗癌活性的胺化合物。这些化合物含有单环、双环或三环芳香环，环上有一个、两个或三个氮原子。
• Aminoquinazoline compounds having anti-inflammatory, antifungal, antiparasitic, and anticancer activity
  申请人：Wellstat Therapeutics Corporation

  公开号：US10934284B2

  公开（公告）日：2021-03-02

  Amine compounds having activity against inflammation, fungi, unicellular parasitic microorganisms, and cancer are described. The compounds contain a monocyclic, bicyclic, or tricyclic aromatic ring having one, two, or three ring nitrogen atoms.

  本文描述了具有抗炎、抗真菌、抗单细胞寄生微生物和抗癌活性的胺化合物。这些化合物含有单环、双环或三环芳香环，环上有一个、两个或三个氮原子。
• Discovery of <i>N</i>1-(4-((7-Cyclopentyl-6-(dimethylcarbamoyl)-7<i>H</i>-pyrrolo[2,3-<i>d</i>]pyrimidin-2-yl)amino)phenyl)-<i>N</i>8-hydroxyoctanediamide as a Novel Inhibitor Targeting Cyclin-dependent Kinase 4/9 (CDK4/9) and Histone Deacetlyase1 (HDAC1) against Malignant Cancer
  作者：Yongtao Li、Xiaohe Luo、Qingxiang Guo、Yongwei Nie、Tianqi Wang、Chao Zhang、Zhi Huang、Xin Wang、Yanhua Liu、Yanan Chen、Jianyu Zheng、Shengyong Yang、Yan Fan、Rong Xiang

  DOI：10.1021/acs.jmedchem.8b00209

  日期：2018.4.12

  A series of novel, highly potent, selective inhibitors targeting both CDK4/9 and HDAC1 have been designed and synthesized. N1-(4-((7-Cyclopentyl-6-(dimethylcarbamoyl)-7H-pyrrolo [2,3-d]pyrimidin-2-yl)amino)phenyl)-N8-hydroxyo ctan ediamide (6e) was discovered. The lead compound 6e with excellent CDK4/9 and HDAC1 inhibitory activity of IC50 = 8.8, 12, and 2.2 nM, respectively, can effectively induce apoptosis of cancer cell lines. The kinase profiling of compound 6e showed excellent selectivity and specificity. Compound 6e induces G2/M arrest in high concentration and G0/G1 arrest in low concentration to prevent the proliferation and differentiation of cancer cells. Mice bared-breast cancer treated with 6e showed significant antitumor efficacy. The insight into mechanisms of 6e indicated that it could induce cancer cell death via cell apoptosis based on CDK4/9 and HDAC1 repression and phosphorylation of p53. Our data demonstrated the novel compound 6e could be a promising drug candidate for cancer therapy.