4-[(3-ethoxy-1,3-dioxopropyl)amino]-benzoic acid | 130217-49-1

• 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: 4-[(3-ethoxy-1,3-dioxopropyl)amino]-benzoic acid
• 英文别名: 4-[(3-ethoxy-1,3-dioxopropyl)amino]benzoic acid；4-(2-(ethoxycarbonyl)acetylamino)benzoic acid；4-carboxymalonanilic acid ethyl ester；ethyl p-carboxymalonanilate；4-[(3-Ethoxy-3-oxo-propanoyl)amino]benzoic acid；4-[(3-ethoxy-3-oxopropanoyl)amino]benzoic acid
• CAS: 130217-49-1
• 化学式: C₁₂H₁₃NO₅
• mdl: MFCD00572627
• 分子量: 251.239
• InChiKey: CIIBCTSKJNXPLW-UHFFFAOYSA-N

物化性质

• 沸点：
  496.5±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)：
  1.6
• 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：

  4-[(3-ethoxy-1,3-dioxopropyl)amino]-benzoic acid 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 4-(3-hydrazinyl-3-oxo-propanamido)benzoic acid
  参考文献：
  名称：

  Design, synthesis and molecular docking of substituted 3-hydrazinyl-3-oxo-propanamides as anti-tubercular agents

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2014.09.080
• 作为产物：
  描述：

  对氨基苯甲酸 、 氯甲酰乙酸乙酯 在 三乙胺 作用下， 以 丙酮 为溶剂， 以95%的产率得到4-[(3-ethoxy-1,3-dioxopropyl)amino]-benzoic acid
  参考文献：
  名称：

  丙二酸的乙酯。合成与热解

  摘要：

  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。

  DOI：

  10.1016/s0040-4020(01)81765-8

文献信息

• NOVEL ANILINE DERIVATIVES AND USE THEREOF
  申请人：NEOMICS Co, Ltd.

  公开号：US20140142333A1

  公开（公告）日：2014-05-22

  Aniline derivatives for anticancer treatment including a compound of the Formula 1, or a derivative thereof, as an active ingredient,

  苯胺衍生物用于抗癌治疗，包括作为活性成分的化合物Formula 1或其衍生物。
• USE OF A NOVEL AMINOPYRIDINE DERIVATIVE TO PREVENT OR TREAT CANCER
  申请人：Medicinal Bioconvergence Research Center

  公开号：EP2840081A1

  公开（公告）日：2015-02-25

  The present invention relates to the use of a novel aminopyridine derivative to prevent or treat cancer, and more particularly to a carcinostatic composition including a compound of Formula 1 or a derivative thereof as an active principle. The compound of the present invention degrades the activation of AIMP2-D7C2 targeted by a novel anticancer drug so as to effectively in-duce destruction of cancer cells, thus effecting prevention and treatment of cancer. Therefore the compound of the present invention can be used to prevent and treat cancer.

  本发明涉及一种新型氨基吡啶衍生物用于预防或治疗癌症的用途，更具体地说，涉及一种包括式 1 化合物或其衍生物作为活性成分的抗癌组合物。本发明的化合物能降解新型抗癌药物靶向的 AIMP2-D7C2 的活化，从而有效地诱导癌细胞的破坏，从而达到预防和治疗癌症的效果。因此，本发明化合物可用于预防和治疗癌症。
• [EN] NOVEL ANILINE DERIVATIVES AND USE THEREOF<br/>[FR] NOUVEAUX DÉRIVÉS DE L'ANILINE ET LEUR UTILISATION
  申请人：MEDICINAL BIOCONVERGENCE RES CT

  公开号：WO2013019093A3

  公开（公告）日：2013-04-25
• Bezuglyi, P. A.; Treskach, V. I.; Ukrainets, I. V., Journal of Organic Chemistry USSR (English Translation), 1991, vol. 27, # 7.1, p. 1233 - 1236
  作者：Bezuglyi, P. A.、Treskach, V. I.、Ukrainets, I. V.、Grinenko, V. V.、Bevz, N. Yu.

  DOI：——

  日期：——
• Ethyl malonate amides: A diketo acid offspring fragment for HIV integrase inhibition
  作者：Katarzyna Serafin、Pawel Mazur、Andrzej Bak、Elodie Laine、Luba Tchertanov、Jean-François Mouscadet、Jaroslaw Polanski

  DOI：10.1016/j.bmc.2011.06.054

  日期：2011.8

  While searching for new HIV integrase inhibitors we discovered that some ethyl malonate amides (EMA) are active against this enzyme. Surprisingly, the main function can only very rarely be found among the reported drug candidates. We synthesised a series of compounds in order to establish and analyse the structure-activity relationship. The similarity to the important classes of HIV integrase inhibitors as well as the synthetic availability of the different targets including this pharmacophore makes EMA compounds an interesting object of investigations. (C) 2011 Elsevier Ltd. All rights reserved.