ethyl 3,4-(benzo-15-crown-5)benzoate | 81925-19-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 3,4-(benzo-15-crown-5)benzoate
• 英文别名: 4'-ethoxycarbonyl-benzo-15-crown-5；Ethyl 2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-triene-17-carboxylate
• CAS: 81925-19-1
• 化学式: C₁₇H₂₄O₇
• 分子量: 340.373
• InChiKey: ITVFWBOCNNFJMW-UHFFFAOYSA-N

物化性质

• 熔点：
  76.9-77.2 °C
• 沸点：
  476.8±45.0 °C(Predicted)
• 密度：
  1.114±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 3,4-(benzo-15-crown-5)benzoate 在 lithium aluminium tetrahydride 、 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 以72%的产率得到4`-(羟甲基)苯并-15-冠-5
  参考文献：
  名称：

  Synthesis and radical polymerisation of methacrylic monomers with crown ethers or their dipodal counterparts in the pendant structure

  摘要：

  The synthesis and radical polymerisation of methacrylic monomers with benzo-12-crown-4, benzo-15-crown-5, benzo-18-crown-6, and their dipodal counterparts in the ester residue is described. The radical polymerisation of the monomers in solution was carried out at different temperatures, and the polymerisation kinetics curves were obtained by direct measurement of the instantaneous monomer concentrations by nuclear magnetic resonance spectroscopy (NMR). Thus, the polymerisation rate parameter (2fk(p)/(k(t))(1/2)), along with the polymer stereoregularity, were obtained in terms of the molar fractions of meso and racemo diads and of syndiotactic, isotactic and heterotactic triads. The interaction of the polymers with cations was studied using polymer networks as solid phases in the solid-liquid extraction of lanthanide cations from both organic and aqueous media. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2011.06.004
• 作为产物：
  描述：

  原儿茶酸 在 硫酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 ethyl 3,4-(benzo-15-crown-5)benzoate
  参考文献：
  名称：

  Synthesis and radical polymerisation of methacrylic monomers with crown ethers or their dipodal counterparts in the pendant structure

  摘要：

  The synthesis and radical polymerisation of methacrylic monomers with benzo-12-crown-4, benzo-15-crown-5, benzo-18-crown-6, and their dipodal counterparts in the ester residue is described. The radical polymerisation of the monomers in solution was carried out at different temperatures, and the polymerisation kinetics curves were obtained by direct measurement of the instantaneous monomer concentrations by nuclear magnetic resonance spectroscopy (NMR). Thus, the polymerisation rate parameter (2fk(p)/(k(t))(1/2)), along with the polymer stereoregularity, were obtained in terms of the molar fractions of meso and racemo diads and of syndiotactic, isotactic and heterotactic triads. The interaction of the polymers with cations was studied using polymer networks as solid phases in the solid-liquid extraction of lanthanide cations from both organic and aqueous media. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.reactfunctpolym.2011.06.004

文献信息

• 冠醚环状的喹唑啉类化合物及其制备方法和在制备肿瘤治疗与显像药物中的应用
  申请人：北京师范大学

  公开号：CN105384745A

  公开（公告）日：2016-03-09

  一种冠醚环喹唑啉类衍生物及其可药用盐用于肿瘤治疗和显像，其特征在于：一端为2-，3-，4-取代的苯胺；另一端为具有6，7-取代的冠醚环喹唑啉结构，取代基R1位于喹唑啉母环4位的苯胺上，为2-，3-，4-的取代烷氧基；冠醚环位于母环的6，7位，为9-冠-3，12-冠-4，15-冠-5，结构式如式I。其中，非放射性核素标记类化合物的体外抗肿瘤活性实验结果显示，该类化合物对HepG2，A549，sy5y，DU145四种肿瘤细胞具有很好的抑制效果，具有成为肿瘤治疗药物的潜力；18F或125I标记类化合物的体内分布实验表明，该类化合物在肿瘤中有较高的摄取及一定的滞留，血清除较快，具有应用于肿瘤显像的潜力。
• Novel promising 4-anilinoquinazoline-based derivatives as multi-target RTKs inhibitors: Design, molecular docking, synthesis, and antitumor activities in vitro and vivo
  作者：Peng Xu、Jiarui Chu、Yuqiao Li、Yaping Wang、Yong He、Chuanmin Qi、Jin Chang

  DOI：10.1016/j.bmc.2019.06.001

  日期：2019.10

  4-Anilinoquinazoline derivatives function as tyrosine kinase inhibitors (TKIs). Novel TKIs are needed for cancer mutations and drug-resistant cells. We designed and synthesized 4-anilinoquinazoline derivatives with substitutions at quinazoline positions 6, 7 and 4 using a binding model with multi-target receptor tyrosine kinases, and assessed their antitumor activity against five human tumor cell lines (HepG2,

  4-苯胺基喹唑啉衍生物起酪氨酸激酶抑制剂（TKIs）的作用。癌症突变和耐药细胞需要新型TKI。我们使用具有多目标受体酪氨酸激酶的结合模型设计并合成了在喹唑啉6、7和4位具有取代基的4-苯胺基喹唑啉衍生物，并评估了它们对五种人类肿瘤细胞系（HepG2，A549，MCF-7， DU145，SH-SY5Y）。大多数化合物抑制所有癌细胞类型的增殖，有些化合物表现出选择性抑制作用。对于A549细胞，化合物21、25、27和37的IC 50值分别为7.588、8.619、6.936和8.516μM，远低于吉非替尼（14.803μM）的IC 50值。化合物32的IC 50DU145细胞的2.756μM值。代表性化合物40对所有癌细胞类型均具有无与伦比的广谱抑制作用，并显示出对血管内皮生长因子受体2（VEGFR-2），血小板源性生长因子受体β（PDGFR-β）和表皮生长因子受体的抑制作用（EGFR）与IC
• INOKUMA, SEIICHI;NEGISHI, TOSHIHARU;KAMEYAMA, EIICHI;KUWAMURA, TSUNEHIKO, J. CHEM. SOC. JAP., CHEM. AND IND. CHEM., 1982, N 3, 479-484
  作者：INOKUMA, SEIICHI、NEGISHI, TOSHIHARU、KAMEYAMA, EIICHI、KUWAMURA, TSUNEHIKO

  DOI：——

  日期：——