N,N'-(acridine-3,6-diyl)bis(2,2-dimethylpropanamide) | 1160799-57-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N,N'-(acridine-3,6-diyl)bis(2,2-dimethylpropanamide)
• 英文别名: N-[6-(pivalamino)acridin-3-yl]pivalamide；N-[6-(2,2-dimethylpropanoylamino)acridin-3-yl]-2,2-dimethylpropanamide
• CAS: 1160799-57-4
• 化学式: C₂₃H₂₇N₃O₂
• 分子量: 377.486
• InChiKey: DADRLXIIGBRRPM-UHFFFAOYSA-N

物化性质

• 熔点：
  158 °C(Solv: ethanol (64-17-5))
• 沸点：
  657.5±25.0 °C(Predicted)
• 密度：
  1.193±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  71.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N'-(acridine-3,6-diyl)bis(2,2-dimethylpropanamide) 在 盐酸 作用下， 以 乙醇 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 1.5h， 生成 3,6-diamino-10-ethylacridin-10-ium chloride
  参考文献：
  名称：

  [EN] INHIBITION OF VIRUS PROTEASE
  [FR] INHIBITION DE PROTÉASE VIRALE

  摘要：

  The present invention relates to a composition, comprising at least one compound according to formula (I) as well as to a composition comprising at least one compound according to formula (I) and/or dimers of compounds according to formula (I) in particular for use in the treatment of diseases caused by betacoronaviruses, leishmaniasis, and trypanosomiasis.

  公开号：

  WO2022129210A2
• 作为产物：
  描述：

  原黄素 、 三甲基乙酰氯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 15.0h， 以74%的产率得到N,N'-(acridine-3,6-diyl)bis(2,2-dimethylpropanamide)
  参考文献：
  名称：

  Photo-inducible cytotoxic and clastogenic activities of 3,6-di-substituted acridines obtained by acylation of proflavine

  摘要：

  The cytotoxicity and photo-enhanced cytotoxicity of a series of 18 3,6-di-substituted acridines were evaluated on both tumour CHO cells and human normal keratinocytes, and compared to their corresponding clastogenicity as assessed by the micronucleus assay.Compounds 2f tert-butyl N-[(6-tert-butoxycarbonylamino)acridin-3-yl]carbamate and 2d N-[6-(pivalamino)acridin-3-yl]pivalamide displayed a specific cytotoxicity on CHO cells. These results suggested that the two derivatives could be considered as interesting candidates for anticancer chemotherapy and hypothesized that the presence of 1,1-dimethylethyl substituents was responsible for a strong non-clastogenic cytotoxicity. Compounds 2b and 2c, on the contrary, displayed a strong clastogenicity. They indicated that the presence of nonbranched aliphatic chains on positions 3 and 6 of the acridine rings tended to induce a significant clastogenic effect. Finally, they established that most of the acridine compounds could be photo-activated by UVA-visible rays and focussed on the significant role of light irradiation on their biological properties. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.01.010

文献信息

• Photo-inducible cytotoxic and clastogenic activities of 3,6-di-substituted acridines obtained by acylation of proflavine
  作者：Yohann Benchabane、Carole Di Giorgio、Gérard Boyer、Anne-Sophie Sabatier、Diane Allegro、Vincent Peyrot、Michel De Méo

  DOI：10.1016/j.ejmech.2009.01.010

  日期：2009.6

  The cytotoxicity and photo-enhanced cytotoxicity of a series of 18 3,6-di-substituted acridines were evaluated on both tumour CHO cells and human normal keratinocytes, and compared to their corresponding clastogenicity as assessed by the micronucleus assay.Compounds 2f tert-butyl N-[(6-tert-butoxycarbonylamino)acridin-3-yl]carbamate and 2d N-[6-(pivalamino)acridin-3-yl]pivalamide displayed a specific cytotoxicity on CHO cells. These results suggested that the two derivatives could be considered as interesting candidates for anticancer chemotherapy and hypothesized that the presence of 1,1-dimethylethyl substituents was responsible for a strong non-clastogenic cytotoxicity. Compounds 2b and 2c, on the contrary, displayed a strong clastogenicity. They indicated that the presence of nonbranched aliphatic chains on positions 3 and 6 of the acridine rings tended to induce a significant clastogenic effect. Finally, they established that most of the acridine compounds could be photo-activated by UVA-visible rays and focussed on the significant role of light irradiation on their biological properties. (C) 2009 Elsevier Masson SAS. All rights reserved.
• [EN] INHIBITION OF VIRUS PROTEASE<br/>[FR] INHIBITION DE PROTÉASE VIRALE
  申请人：[en]HELMHOLTZ ZENTRUM MUENCHEN - DEUTSCHES FORSCHUNGSZENTRUM FÜR GESUNDHEIT UND UMWELT (GMBH)

  公开号：WO2022129210A2

  公开（公告）日：2022-06-23

  The present invention relates to a composition, comprising at least one compound according to formula (I) as well as to a composition comprising at least one compound according to formula (I) and/or dimers of compounds according to formula (I) in particular for use in the treatment of diseases caused by betacoronaviruses, leishmaniasis, and trypanosomiasis.