7-acetylamino-4-(trifluoromethyl)coumarin | 78277-38-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-acetylamino-4-(trifluoromethyl)coumarin
• 英文别名: 7-Acetamido-4-(trifluoromethyl)coumarin；N-(4-(trifluoromethyl)-2-oxo-2H-chromen-7-yl) acetamide；N-[2-oxo-4-(trifluoromethyl)chromen-7-yl]acetamide
• CAS: 78277-38-0
• 化学式: C₁₂H₈F₃NO₃
• 分子量: 271.196
• InChiKey: PWUGEISSJPNWGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (3-羟基-苯基)-氨基甲酸乙酯 在 4-二甲氨基吡啶 、 硫酸 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 28.0h， 生成 7-acetylamino-4-(trifluoromethyl)coumarin
  参考文献：
  名称：

  Substrate specificity of acetoxy derivatives of coumarins and quinolones towards Calreticulin mediated transacetylation: Investigations on antiplatelet function

  摘要：

  Calreticulin transacetylase (CRTAase) is known to catalyze the transfer of acetyl group from polyphenolic acetates (PA) to certain receptor proteins (RP), thus modulating their activity. Herein, we studied for the first time the substrate specificity of CRTAase towards N-acetylamino derivatives of coumarins and quinolones. This study is endowed with antiplatelet action by virtue of causing CRTAase catalyzed activation of platelet Nitric Oxide Synthase (NOS) by way of acetylation leading to the inhibition of ADP/Arachidonic acid (AA)-dependent platelet aggregation. Among all the N-acetylamino/acetoxy coumarins and quinolones screened, 7-N-acetylamino-4-methylcoumarin (7-AAMC, 17) was found to be the superior substrate to platelet CRTAase and emerged as the most promising antiplatelet agent both in vitro and in vivo. Further it caused the inhibition of cyclooxygenase-1 (Cox-1) resulting in the down regulation of thromboxane A2 (TxA2), modulation of tissue factor and the inhibition of platelet aggregation. It was also found effective in the inhibition of LPS induced pro-thrombotic conditions. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.11.016

文献信息

• Substituted Aminopyridines as Fluorescent Reporters for Amide Hydrolases
  申请人：Hammock Bruce D.

  公开号：US20100160391A1

  公开（公告）日：2010-06-24

  The present invention provides conjugates comprising a substituted aminopyridine covalently attached to an organic molecule via an amide bond. Such conjugates find utility as substrates for amide hydrolases, where the substituted aminopyridine acts as a fluorescent reporter of amide hydrolase activity. As a result, the conjugates described herein can advantageously be used in assays to detect amide hydrolase activity based upon measuring the fluorescence of a substituted aminopyridine that is released after amide hydrolysis. The conjugates of the present invention are also particularly useful in screening assays, which enable the identification of inhibitory molecules for amide hydrolases and other enzymes. The identified amide hydrolase inhibitors can be used in the treatment of a variety of diseases and disorders associated with aberrant amide hydrolase activity.

  本发明提供了共轭物，其中一种取代的氨基吡啶通过酰胺键共价连接到有机分子上。这样的共轭物可作为酰胺水解酶的底物，其中取代的氨基吡啶作为酰胺水解酶活性的荧光报告物。因此，本文所述的共轭物可以有利地用于检测基于测量酰胺水解后释放的取代的氨基吡啶的荧光来检测酰胺水解酶活性的测定中。本发明的共轭物也特别适用于筛选测定，可用于识别酰胺水解酶和其他酶的抑制分子。识别的酰胺水解酶抑制剂可用于治疗与异常酰胺水解酶活性相关的各种疾病和障碍。
• Novel Functional Peptide Nucleic Acid Monomer and Process for Producing the Same
  申请人：Ikeda Hisafumi

  公开号：US20080138817A1

  公开（公告）日：2008-06-12

  A compound represented by general formula (I) below; (in the formula, A denotes B denotes R denotes H, NO 2 , NH 2 , NHCbz, Br, F, Cl or SO 3 Na 2 , and n is an integer of 1 to 4 ), and a process for producing the above compound characterised in that it includes a reaction between an activated ester and a t-butoxycarbonylaminoethylamine or an ω-amino acid derivative.

  以下是一种由通式（I）表示的化合物；（在公式中，A代表B代表R代表H，NO2，NH2，NHCbz，Br，F，Cl或SO3Na2，n是1到4的整数），以及一种生产上述化合物的过程，其特征在于它包括激活酯和t-丁氧羰基氨乙胺或ω-氨基酸衍生物之间的反应。
• Some 7-substituted-4-(trifluoromethyl)coumarins
  作者：Eugene R. Bissell、D. Kristin Larson、Michael C. Croudace

  DOI：10.1021/je00025a041

  日期：1981.7
• BISSELL E. R.; LARSON D. K.; CROUDACE M. C., J. CHEM. AND ENG. DATA, 1981, 26, NO 3, 348-350
  作者：BISSELL E. R.、 LARSON D. K.、 CROUDACE M. C.

  DOI：——

  日期：——
• US7282575B2
  申请人：——

  公开号：US7282575B2

  公开（公告）日：2007-10-16