ethyl 2-oxo-2-[2-(trifluoromethyl)-anilino]-acetate | 349119-36-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: ethyl 2-oxo-2-[2-(trifluoromethyl)-anilino]-acetate
• 英文别名: ethyl 2'-(trifluoromethyl)oxanilate；Ethyl 2-oxo-2-[2-(trifluoromethyl)anilino]acetate
• CAS: 349119-36-4
• 化学式: C₁₁H₁₀F₃NO₃
• mdl: MFCD02859891
• 分子量: 261.201
• InChiKey: MSCBOQJZOMFVOS-UHFFFAOYSA-N

物化性质

• 密度：
  1.356±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 2-oxo-2-[2-(trifluoromethyl)-anilino]-acetate 以 1,4-二氧六环 、 水 为溶剂， 反应 1.5h， 生成 2-Oxo-2-[2-(trifluoromethyl)anilino]acetic acid
  参考文献：
  名称：

  一系列含有γ-氨基酸部分的胱天蛋白酶抑制剂治疗胆汁淤积性肝病的构效关系研究

  摘要：

  已经合成了一系列含有γ-氨基酸部分的胱天蛋白酶抑制剂。对其抗凋亡细胞活性的构效关系进行了系统的研究。这些努力导致了化合物20o作为有效的半胱天冬酶抑制剂的发现，证明了临床前改善总胆红素功效并显着改善了药代动力学。

  DOI：

  10.1016/j.bmcl.2018.04.002
• 作为产物：
  描述：

  草酰氯单乙酯 、 邻氨基三氟甲苯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.25h， 生成 ethyl 2-oxo-2-[2-(trifluoromethyl)-anilino]-acetate
  参考文献：
  名称：

  一系列含有γ-氨基酸部分的胱天蛋白酶抑制剂治疗胆汁淤积性肝病的构效关系研究

  摘要：

  已经合成了一系列含有γ-氨基酸部分的胱天蛋白酶抑制剂。对其抗凋亡细胞活性的构效关系进行了系统的研究。这些努力导致了化合物20o作为有效的半胱天冬酶抑制剂的发现，证明了临床前改善总胆红素功效并显着改善了药代动力学。

  DOI：

  10.1016/j.bmcl.2018.04.002

文献信息

• CASPASE INHIBITOR AND PHARMACEUTICAL COMPOSITION, USE AND THERAPEUTIC METHOD THEREOF
  申请人：Chia Tai Tianqing Pharmaceutical Group Co., Ltd.

  公开号：EP3456711A1

  公开（公告）日：2019-03-20

  Disclosed are a class of compounds as a caspase inhibitor, and in particular the compound as shown in formula (I) or a pharmaceutically acceptable salt thereof, and the use of the compound in treating caspase-related diseases.

  公开了一类作为 Caspase 抑制剂的化合物，特别是如式（I）所示的化合物或其药学上可接受的盐，以及该化合物在治疗 Caspase 相关疾病中的用途。
• Caspase inhibitor and pharmaceutical composition, use and therapeutic method thereof
  申请人：Chia Tai Tianqing Pharmaceutical Group Co., Ltd.

  公开号：US10981860B2

  公开（公告）日：2021-04-20

  Disclosed are a class of compounds as a caspase inhibitor, and in particular the compound as shown in formula (I) or a pharmaceutically acceptable salt thereof, and the use of the compound in treating caspase-related diseases.

  公开了一类作为 Caspase 抑制剂的化合物，特别是如式（I）所示的化合物或其药学上可接受的盐，以及该化合物在治疗 Caspase 相关疾病中的用途。
• EP3456711
  申请人：——

  公开号：——

  公开（公告）日：——
• Chemical Hybridizing Agents for Chickpea (<i>Cicer arietinum</i> L.):  Leads from QSAR Analysis of Ethyl Oxanilates and Pyridones
  作者：Kajal Chakraborty、C. Devakumar

  DOI：10.1021/jf052435h

  日期：2006.3.1

  In the self-pollinated crops such as chickpea, induction of male sterility by deployment of chemical hybridizing agents (CHAs) facilitating "two-line" approach holds immense potential in heterosis breeding. A total of 40 test CHAs comprising 20 ethyl oxanilates and 20 pyridones were screened as potential CHAs on chickpea (variety BG 1088) at 500, 800, and 1000 ppm. Three test compounds mostly having either F (4)/Br (5)/CF3 (19) at the para position of the aryl ring from a pool of 20 ethyl oxanilates were identified as the most potent CHAs causing >= 99% induction of pollen sterility and > 90% total flower sterility at 1000-ppm test concentration. Among pyridone derivatives, N-(4-chlorophenyl)-5-carbethoxy-4,6-dimethyl, 1, 2-dihydropyrid-2-one (26) was found to be the most active. Quantitative structure activity relationship (QSAR) analysis has revealed a direct involvement of Swain-Lupton field constant, F, with the target bioactivity which implied that field rather than resonance effect (R) had a positive effect on the activity. The real guiding principle for selectivity was found out to be the hydrophobic parameter pi value. The QSAR models indicated that increased steric bulk at the 4-position on the phenyl ring is associated with enhanced activity. The CHAs appeared to act by mimicking UDP-glucose, the key substrate in the synthesis of callose, or lead to an imbalance in acid-base equilibrium in pollen mother cells resulting in dissolution of callose wall by premature callase secretion.
• Synthesis and Quantitative Structure−Activity Relationships of Oxanilates as Chemical Hybridizing Agents for Wheat (<i>Triticum aestivum </i>L.)
  作者：Kajal Chakraborty、Chakravarthi Devakumar、Shiv M. S. Tomar、Rajendra Kumar

  DOI：10.1021/jf025870+

  日期：2003.2.1

  Chemical hybridizing agents (CHAs) can facilitate two-line breeding in heterosis programs of crops. Twenty-seven oxanilates having different aromatic substitutions were synthesized and screened as CHAs on two genotypes of wheat, PBW 343 and HID 2733, during two Rabi (winter) seasons, 200001 and 2001-02. The oxanilates prepared by thermal condensation of anilines with diethyl oxalate or by acylation with ethoxycarbonyl methanoyl chloride were sprayed at 1000 and 1500 ppm at the premeiotic stage of wheat, when the length of the emerging spike of the first node was 7-8 mm. Pollen sterility and spikelet sterility were measured in each treatment. Ethyl oxanilates 5, 6, and 25, containing 4-F, 4-Br, and 4-CF3 aromatic substituents, respectively, induced greater than 98% spikelet sterility, the desired level, at 1500 ppm. Quantitative structure -activity relationship analysis revealed a direct relationship between F-p and molecular mass but an inverse relationship between MR, E-S, and R in influencing the bioactivity. Several F-1 hybrids were developed using 5, and at least one showed heterosis.