N-(2-acetyl-4-aminophenyl)acetamide | 141702-22-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(2-acetyl-4-aminophenyl)acetamide
• 英文别名: acetic acid-(2-acetyl-4-amino-anilide)；Essigsaeure-(2-acetyl-4-amino-anilid)；1-(5-Amino-2-acetamino-phenyl)-aethanon-(1)
• CAS: 141702-22-9
• 化学式: C₁₀H₁₂N₂O₂
• 分子量: 192.217
• InChiKey: VEQABOKPFSTVMR-UHFFFAOYSA-N

物化性质

• 熔点：
  165-166 °C
• 沸点：
  351.6±27.0 °C(Predicted)
• 密度：
  1.229±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  72.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-acetyl-4-aminophenyl)acetamide 在 硫酸 作用下， 生成 acetic acid-(2-acetyl-4-nitroso-anilide)
  参考文献：
  名称：

  493.与锥虫病的化学疗法有关的辛诺林和其他杂环类型。第四部分 偶氮辛啉衍生物的合成

  摘要：

  DOI：

  10.1039/jr9520002606
• 作为产物：
  描述：

  N-(2-acetyl-4-nitro-phenyl)-acetamide 在 乙醇 、 铂 作用下， 生成 N-(2-acetyl-4-aminophenyl)acetamide
  参考文献：
  名称：

  五线谱; 氨基苯乙酮和氨基苯乙酮的合成。

  摘要：

  DOI：

  10.1021/jo01174a018

文献信息

• Synthesis and In Vitro Antitumor Activity of Novel Ring D Analogues of the Marine Pyridoacridine Ascididemin: Structure−Activity Relationship
  作者：Evelyne Delfourne、Francis Darro、Philippe Portefaix、Chantal Galaup、Sylvie Bayssade、Anne Bouteillé、Laurent Le Corre、Jean Bastide、Françoise Collignon、Brigitte Lesur、Armand Frydman、Robert Kiss

  DOI：10.1021/jm0208774

  日期：2002.8.1

  Marine compounds with pyridoacridine skeletons are known to exhibit interesting antitumor activities. Ascididemin has already been reported as displaying significant antitumor activities in vitro and has also been found to have a relatively high global toxicity in vivo. We synthesized a series of 16 analogues (among which 11 compounds were different from previously described ones) with the aim of developing new anticancer agents with significant improved efficacy/tolerability ratios. These compounds were obtained either by total synthesis from 5,8-quinolinedione and substituted 2-aminoacetophenones or by the direct substitution of ascididemin. The different compounds and ascididemin used as the control compound were tested at six different concentrations on 12 different human cancer cell lines of various histopathological types (glioblastomas and breast, colon, lung, prostate, and bladder cancers). The IC50 value (ie., the drug concentration inhibiting the mean growth value of the 12 cell lines by 50%) of these compounds ranged over five log concentrations, i.e., between 10 000 and 0.1 nM. For several new chemical entities, the antitumor activity (determined in vitro) and tolerability (determined in vivo) were superior to those of the parent alkaloids, i.e., ascididemin and 2-bromoleptoclinidone.
• CINNOLINES. I. SYNTHESIS OF AMINOACETOPHENONES AND AMINOPROPIOPHENONES¹
  作者：NELSON J. LEONARD、SAMUEL N. BOYD

  DOI：10.1021/jo01174a018

  日期：1946.7
• 493. Cinnolines and other heterocyclic types in relation to the chemotherapy of trypanosomiasis. Part IV. Synthesis of azocinnoline derivatives
  作者：J. McIntyre、J. C. E. Simpson

  DOI：10.1039/jr9520002606

  日期：——