2-carboxymalonanilic acid ethyl ester | 101646-18-8

• 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-carboxymalonanilic acid ethyl ester
• 英文别名: ethyl 2'-carboxymalonanilate；ethyl o-carboxymalonanilate；2-[(3-Ethoxy-3-oxopropanoyl)amino]benzoic acid
• CAS: 101646-18-8
• 化学式: C₁₂H₁₃NO₅
• 分子量: 251.239
• InChiKey: MPEVLPXOFPKVBR-UHFFFAOYSA-N

物化性质

• 熔点：
  104-106 °C(Solv: toluene (108-88-3))
• 沸点：
  483.5±30.0 °C(Predicted)
• 密度：
  1.336±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  92.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-carboxymalonanilic acid ethyl ester 生成 N,N'-di-2-carboxyanilide of malonic acid
  参考文献：
  名称：

  4-Hydroxy-2-quinolones. 112. Reaction of 2-ethoxycarbonylmethyl-4H-3,1-benzoxazin-4-one with active methylene compounds

  摘要：

  DOI：

  10.1007/s10593-007-0009-x
• 作为产物：
  描述：

  丙二酸单乙酯 在 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 生成 2-carboxymalonanilic acid ethyl ester
  参考文献：
  名称：

  Bezuglyi, P. A.; Treskach, V. I.; Ukrainets, I. V., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 7.1, p. 1233 - 1236

  摘要：

  DOI：

文献信息

• Ethyl esters of malonanilic acids. Synthesis and pyrolysis
  作者：Igor V. Ukrainets、Peter A. Bezugly、Vladimir I. Treskach、Svetlana G. Taran、Olga V. Gorokhova

  DOI：10.1016/s0040-4020(01)81765-8

  日期：1994.8

  The pyrolysis under 170–220°C or boiling in DMF of malonanilic acids ethyl esters (2) is accompanied by formation of malonic acids symmetric dianilides (7) with high yields. A possible mechanism for this transformation has been suggested.

  在170–220°C的温度下热解或丙二酸乙酯（2）在DMF中的沸腾伴随着高收率的丙二酸对称二腈（7）的形成。已经提出了这种转化的可能机制。
• A New Pathway to 3-Hetaryl-2-oxo-2H-chromenes: On the Proposed Mechanisms for the Reaction of 3-Carbamoyl-2-iminochromenes with Dinucleophiles
  作者：Sergiy Kovalenko、Igor Bylov、Konstantyn Sytnik、Valentyn Chernykh、Yaroslav Bilokin

  DOI：10.3390/51001146

  日期：——

  The present account summarizes the author's studies to elucidate the mechanisms of the recently reported rearrangements resulting from inter- and/or intramolecular reactions of 2-imino-2H-chromene-3-carboxamides with different dinucleophiles.

  本报告总结了作者的研究，以阐明最近报道的由 2-亚氨基-2H-色烯-3-甲酰胺与不同双亲核试剂的分子间和/或分子内反应引起的重排机制。
• Design, synthesis and molecular docking of substituted 3-hydrazinyl-3-oxo-propanamides as anti-tubercular agents
  作者：Arshi Naqvi、Richa Malasoni、Akansha Srivastava、Rishi Ranjan Pandey、Anil Kumar Dwivedi

  DOI：10.1016/j.bmcl.2014.09.080

  日期：2014.11

  Based on the anti-mycobacterial activity of various acid hydrazides, a series of substituted 3-hydrazinyl-3-oxo-propanamides has been designed. The target compounds have been synthesized from diethylmalonate using substituted amines and hydrazine hydrate in ethanol. Computational studies and anti-tubercular activity screenings were undertaken to test their inhibitory effect on protein kinase PknB from Mycobacterium tuberculosis. Binding poses of the compounds were energetically favorable and showed good interactions with active site residues. Designed molecules obey the Lipinski's rule of 5 and gave moderate to good drug likeness score. Among the sixteen compounds (1-16) taken for in silico and in vitro studies, 3 compounds (11, 12 and 15) have shown good binding energies along with exhibiting good anti-tubercular activity and thus may be considered as a good inhibitors of PknB. (C) 2014 Elsevier Ltd. All rights reserved.
• Synthesis and anti-inflammatory activity of N-substituted 2-oxo-2H-1-benzopyran-3-carboxamides and their 2-iminoanalogues
  作者：Igor E Bylov、Maksym V Vasylyev、Yaroslav V Bilokin

  DOI：10.1016/s0223-5234(99)00119-1

  日期：1999.11

  A series of N-arylsubstituted 2-imino-2H-1-benzopyran-3-carboxamides 3a and b and 2-oxo-2H-1-benzopyran-3-carboxamides 4a-h were synthesized and evaluated for their anti-inflammatory activity in carrageenan-induced rat paw oedema assays and in acetic acid-induced peritonitis tests in albino rats. The resulting products were found to be active anti-inflammatory agents and their effects were comparable to that of piroxicam as the reference compound. In the consideration of the efficacy of the compounds in these assays, 2-imino/oxo-2H-1-benzopyran-3-carboxamides 3a and b and 4a-h were further studied at graded doses for their acute toxicity (ALD(50)) in albino mice and were essentially non-toxic at the highest dose tested. (C) 1999 Editions scientifiques et medicales Elsevier SAS.
• 2-Carbethoxy-4H-3,1-benzoxazin-4-one. 1. Synthesis and reaction mechanism of formation
  作者：I. V. Ukrainets、P. A. Bezuglyi、V. I. Treskach、S. V. Slobodzyan

  DOI：10.1007/bf00472297

  日期：1991.8