2,2,2-三氟-N-(6-氧代-5,6-二氢-4H-环戊并[b]噻吩-4-基)乙酰胺 | 108046-14-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,2,2-三氟-N-(6-氧代-5,6-二氢-4H-环戊并[b]噻吩-4-基)乙酰胺
• 中文别名: 2,2,2-三氟-1-(4-羟基苯基)乙酮
• 英文名称: 2,2,2-trifluoro-N-(5,6-dihydro-6-oxo-4H-cyclopenta[b]thiophen-4-yl)acetamide
• 英文别名: 4,5-dihydro-4-trifluoroacetylaminocyclopentathiophen-6-one；4-trifluoroacetylamino-4,5-dihydrocyclopentathiophen-6-one；2,2,2-trifluoro-N-(6-oxo-4,5-dihydrocyclopenta[b]thiophen-4-yl)acetamide；2,2,2-Trifluoro-N-(6-oxo-5,6-dihydro-4H-cyclopenta[b]thiophen-4-yl)acetamide
• CAS: 108046-14-6
• 化学式: C₉H₆F₃NO₂S
• mdl: MFCD03012801
• 分子量: 249.213
• InChiKey: FKVBTDCXJXCSIZ-UHFFFAOYSA-N

物化性质

• 熔点：
  130-132°C
• 沸点：
  358.6±42.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  74.4
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2934999090
• 危险类别：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  2,2,2-三氟-N-(6-氧代-5,6-二氢-4H-环戊并[b]噻吩-4-基)乙酰胺 在 盐酸 作用下， 反应 0.5h， 以90%的产率得到4-氨基-4,5-二氢-6H-环戊并[b]噻吩-6-酮盐酸盐
  参考文献：
  名称：

  Effective cerebral antihypoxic activity of new aminocyclopentanones

  摘要：

  Effective antihypoxic activity of new aminocyclopentanones which was higher than that of the reference compounds has been demonstrated by the SCR hypoxia test.

  DOI：

  10.1016/0223-5234(92)90029-z
• 作为产物：
  描述：

  3-噻吩甲醛 在 ammonium acetate 、 三氟乙酸 作用下， 以 乙醇 为溶剂， 反应 12.5h， 生成 2,2,2-三氟-N-(6-氧代-5,6-二氢-4H-环戊并[b]噻吩-4-基)乙酰胺
  参考文献：
  名称：

  Using entropy of drug and protein graphs to predict FDA drug-target network: Theoretic-experimental study of MAO inhibitors and hemoglobin peptides from Fasciola hepatica

  摘要：

  There are many drugs described with very different affinity to a large number of receptors. In this work, we selected Drug-Target pairs (DTPs/nDTPs) of drugs with high affinity/non-affinity for different targets like proteins. Quantitative Structure-Activity Relationships (QSAR) models become a very useful tool in this context to substantially reduce time and resources consuming experiments. Unfortunately, most QSAR models predict activity against only one protein. To solve this problem, we developed here a multi-target QSAR (mt-QSAR) classifier using the MARCH-INSIDE technique to calculate structural parameters of drug and target plus one Artificial Neuronal Network (ANN) to seek the model. The best ANN model found is a Multi-Layer Perceptron (MLP) with profile MLP 32:32-15-1:1. This MLP classifies correctly 623 out of 678 DTPs (Sensitivity = 91.89%) and 2995 out of 3234 nDTPs (Specificity = 92.61%), corresponding to training Accuracy = 92.48%. The validation of the model was carried out by means of external predicting series. The model classifies correctly 313 out of 338 DTPs (Sensitivity = 92.60%) and 1411 out of 1534 nDTP (Specificity = 91.98%) in validation series, corresponding to total Accuracy = 92.09% for validation series (Predictability). This model favorably compares with other LDA and ANN models developed in this work and Machine Learning classifiers published before to address the same problem in different aspects. These mt-QSARs offer also a good opportunity to construct drug-protein Complex Networks (CNs) that can be used to explore large and complex drug-protein receptors databases. Finally, we illustrated two practical uses of this model with two different experiments. In experiment 1, we report prediction, synthesis, characterization, and MAO-A and MAO-B pharmacological assay of 10 rasagiline derivatives promising for anti-Parkinson drug design. In experiment 2, we report sampling, parasite culture, SEC and 1DE sample preparation, MALDI-TOF MS and MS/MS analysis, MASCOT search, MM/MD 3D structure modeling, and QSAR prediction for different peptides of hemoglobin found in the proteome of the human parasite Fasciola hepatica; which is promising for anti-parasite drug targets discovery. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.01.023

文献信息

• Design, synthesis and biological evaluation of novel indano- and thiaindano-pyrazoles with potential interest for Alzheimer's disease
  作者：David Genest、Christophe Rochais、Cédric Lecoutey、Jana Sopkova-de Oliveira Santos、Céline Ballandonne、Sabrina Butt-Gueulle、Remi Legay、Marc Since、Patrick Dallemagne

  DOI：10.1039/c3md00041a

  日期：——

  The synthesis of eighteen novel (thia)indanopyrazole derivatives was achieved starting from amino(thia)indanones. Some of them displayed a dual binding site acetylcholinesterase inhibition which makes them potentially interesting for Alzheimer's disease treatment.

  从氨基(噻)茚酮开始，合成了 18 种新型(噻)茚并吡唑衍生物。其中一些衍生物显示出双结合位点乙酰胆碱酯酶抑制作用，这使它们具有治疗阿尔茨海默病的潜在意义。
• Cyclisation de l'acide amino-3 (thienyl-3)-3 propionique en aminocyclopentathiophenes
  作者：P Dallemagne、S Rault、H.Cugnon de Sévricourt、Kh.M Hassan、M Robba

  DOI：10.1016/s0040-4039(00)84596-7

  日期：1986.1
• Dallemagne, Patrick; Rault, Sylvain; Maume, Daniel, Heterocycles, 1987, vol. 26, # 6, p. 1449 - 1453
  作者：Dallemagne, Patrick、Rault, Sylvain、Maume, Daniel、Robba, Max

  DOI：——

  日期：——
• Dallemagne, Patrick; Rault, Sylvain; Sevricourt, Michel Cugnon de, Heterocycles, 1988, vol. 27, # 7, p. 1637 - 1642
  作者：Dallemagne, Patrick、Rault, Sylvain、Sevricourt, Michel Cugnon de、Robba, Max

  DOI：——

  日期：——
• DALLEMAGNE, PATRICK;RAULT, SYLVAIN;SEVRICOURT, MICHEL CUGNON DE;ROBBA, MA+, HETEROCYCLES, 27,(1988) N, C. 1637-1642
  作者：DALLEMAGNE, PATRICK、RAULT, SYLVAIN、SEVRICOURT, MICHEL CUGNON DE、ROBBA, MA+

  DOI：——

  日期：——