6-trifluoroacetylamino-5,6-dihydro-4H-cyclopentathiophen-4-one | 147542-28-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-trifluoroacetylamino-5,6-dihydro-4H-cyclopentathiophen-4-one
• 英文别名: 2,2,2-trifluoro-N-(4-oxo-5,6-dihydrocyclopenta[c]thiophen-6-yl)acetamide
• CAS: 147542-28-7
• 化学式: C₉H₆F₃NO₂S
• 分子量: 249.213
• InChiKey: LTEKVCMWHSBIGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  74.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-trifluoroacetylamino-5,6-dihydro-4H-cyclopentathiophen-4-one 在 盐酸 、 溶剂黄146 、 sodium nitrite 作用下， 反应 18.0h， 生成 6-Hydroxy-5,6-dihydro-cyclopenta[c]thiophen-4-one
  参考文献：
  名称：

  Synthesis and biological evaluation of cyclopenta[ c ]thiophene related compounds as new antitumor agents

  摘要：

  A series of 22 cyclopenta[c]thiophene related compounds was obtained by the pharmacomodulation of 6-amino-5,6- dihydro-4H-cyclopenta[c]thiophen-4-ones 1a-g. All compounds were evaluated for potential anticancer activity in the NCI's in vitro human disease-oriented tumor cell line screening panel that consisted of 60 human tumor cell lines arranged in nine subpanels, representing diverse histologies. Among these tested compounds. seven were found to be cytotoxic, especially against leukemia cell lines, allowing us to point out some structure activity relationships. These derivatives were further evaluated for potential in vivo anticancer activity in the hollow fiber assay developed at the NCI, which selected two compounds. If and 3a for standard xenograft testing. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00070-6
• 作为产物：
  描述：

  3-三氟乙酰氨基-3-(噻吩-3-基)丙酸 在 三氯化铝 、 氯化亚砜 、 溴 、 溶剂黄146 、 锌 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 2.41h， 生成 6-trifluoroacetylamino-5,6-dihydro-4H-cyclopentathiophen-4-one
  参考文献：
  名称：

  Dallemagne, Patrick; Alsaidi, Abdellah; Boulouard, M., Heterocycles, 1993, vol. 36, # 2, p. 287 - 294

  摘要：

  DOI：

文献信息

• Synthesis and Cytotoxic Activity against L1210 Leukemia of New Aminocyclopenta(c)thiophenones.
  作者：Abdellah ALSAIDI、Samir AL SHARGAPI、Patrick DALLEMAGNE、Franck CARREIRAS、Pascal GAUDUCHON、Sylvain RAULT、Max ROBBA

  DOI：10.1248/cpb.42.1605

  日期：——

  Synthesis of some new hydroxyaminocyclopenta[c]thiophenones was achieved via halogenation reaction, then formation and finally cleavage of an aziridino ring. The in vitro cytotoxic activity of these compounds was evaluated against L1210 leukemia. The importance of the ketohydroxyethylamino sequence for their activities is discussed.

  通过卤化反应，然后形成并最终裂解一个氮丙啶环，合成了一些新的羟基氨基环戊并[c]噻吩酮。评估了这些化合物对 L1210 白血病的体外细胞毒性活性。讨论了酮羟乙氨基序列对其活性的重要性。
• Alsaidi Abdellah, Al Shargapi Samir, Dallemagne Patrick, Carreiras Franck+, Chem. and Pharm. Bull, 42 (1994) N 8, S 1605-1608
  作者：Alsaidi Abdellah, Al Shargapi Samir, Dallemagne Patrick, Carreiras Franck+

  DOI：——

  日期：——
• Khanh, Lan Pham; Dallemagne, Patrick; Alsaidi, Abdellah, Heterocycles, 1997, vol. 45, # 3, p. 527 - 535
  作者：Khanh, Lan Pham、Dallemagne, Patrick、Alsaidi, Abdellah、Rault, Sylvain

  DOI：——

  日期：——