2-(((4-iodophenyl)carbamothioyl)carbamoyl)phenyl acetate | 62204-63-1

• 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: 2-(((4-iodophenyl)carbamothioyl)carbamoyl)phenyl acetate
• 英文别名: 2-{[(4-Iodophenyl)carbamothioyl]carbamoyl}phenyl acetate；[2-[(4-iodophenyl)carbamothioylcarbamoyl]phenyl] acetate
• CAS: 62204-63-1
• 化学式: C₁₆H₁₃IN₂O₃S
• 分子量: 440.261
• InChiKey: TYIYOPGOTCVDSK-UHFFFAOYSA-N

物化性质

• 密度：
  1.704±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  99.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  阿司匹林 在 草酰氯 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 24.5h， 生成 2-(((4-iodophenyl)carbamothioyl)carbamoyl)phenyl acetate
  参考文献：
  名称：

  In vitro cytotoxicity evaluation of thiourea derivatives bearing Salix sp. constituent against HK-1 cell lines

  摘要：

  In searching for drugs from natural product scaffolds has gained interest among researchers. In this study, a series of twelve halogenated thiourea (ATX 1-12) via chemical modification of aspirin (a natural product derivative) and evaluated for cytotoxic activity against nasopharyngeal carcinoma (NPC) cell lines, HK-1 via MTS-based colorimetric assay. The cytotoxicity studies demonstrated that halogens at meta position of ATX showed promising activity against HK-1 cells (IC50 value <= 15 mu M) in comparison to cisplatin, a positive cytotoxic drug (IC50 value =8.9 +/- 1.9 mu M). ATX 11, bearing iodine at meta position, showed robust cytotoxicity against HK-1 cells with an IC50 value of 4.7 +/- 0.7 mu M. Molecular docking interactions between ATX 11 and cyclooxygenase-2 demonstrated a robust binding affinity value of -8.1 kcal/mol as compared to aspirin's binding affinity value of -6.4 kcal/mol. The findings represent a promising lead molecule from natural product with excellent cytotoxic activity against NPC cell lines.

  DOI：

  10.1080/14786419.2018.1517120

文献信息

• <i>In vitro</i> cytotoxicity evaluation of thiourea derivatives bearing <i>Salix sp.</i> constituent against HK-1 cell lines
  作者：Norsyafikah Asyilla Nordin、Vannessa Lawai、Zainab Ngaini、Ainaa Nadiah Abd Halim、Siaw San Hwang、Reagan Entigu Linton、Boon Kiat Lee、Paul Matthew Neilsen

  DOI：10.1080/14786419.2018.1517120

  日期：2020.6.2

  In searching for drugs from natural product scaffolds has gained interest among researchers. In this study, a series of twelve halogenated thiourea (ATX 1-12) via chemical modification of aspirin (a natural product derivative) and evaluated for cytotoxic activity against nasopharyngeal carcinoma (NPC) cell lines, HK-1 via MTS-based colorimetric assay. The cytotoxicity studies demonstrated that halogens at meta position of ATX showed promising activity against HK-1 cells (IC50 value <= 15 mu M) in comparison to cisplatin, a positive cytotoxic drug (IC50 value =8.9 +/- 1.9 mu M). ATX 11, bearing iodine at meta position, showed robust cytotoxicity against HK-1 cells with an IC50 value of 4.7 +/- 0.7 mu M. Molecular docking interactions between ATX 11 and cyclooxygenase-2 demonstrated a robust binding affinity value of -8.1 kcal/mol as compared to aspirin's binding affinity value of -6.4 kcal/mol. The findings represent a promising lead molecule from natural product with excellent cytotoxic activity against NPC cell lines.