3,5-dibutoxybenzyl chloride | 1073142-74-1

• 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: 3,5-dibutoxybenzyl chloride
• 英文别名: 1,3-Dibutoxy-5-(chloromethyl)benzene
• CAS: 1073142-74-1
• 化学式: C₁₅H₂₃ClO₂
• 分子量: 270.799
• InChiKey: CZKVFPNUXURXRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-dibutoxybenzyl chloride 、 吖啶酮 在 sodium hydride 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以95%的产率得到10-[(3,5-Dibutoxyphenyl)methyl]acridin-9-one
  参考文献：
  名称：

  Synthesis and potent antileukemic activities of 10-benzyl-9(10H)-acridinones

  摘要：

  A novel series of 10-benzyl-9(10H)-acridinones and 1-benzyl-4-piperidones were synthesized and tested for their in vitro antitumor activities against CCRF-CEM cells. Assay-based antiproliferative activity study using CCRF-CEM cell lines revealed that the acridone group and the substitution pattern on the benzene unit had significant effect on cytotoxicity of this series of compounds, among which 10-(3,5-dimethoxy) benzyl-9(10H)-acridinone (3b) was found to be the most active compound with IC(50) at about 0.7 mu M. Compound 3b was also found to have antiproliferative activity against two other human leukemic cell lines K562 and HL60 using the MTT assay. The antitumor effect of 3b is believed to be due to the induction of apoptosis, which is further confirmed by PI ( Propidium iodide) staining and Annexin V-FITC/PI staining assay using flow cytometry analysis. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.086
• 作为产物：
  描述：

  3,5-dibutoxybenzyl alcohol 在 四氯化碳 、 三苯基膦 作用下， 以80%的产率得到3,5-dibutoxybenzyl chloride
  参考文献：
  名称：

  Synthesis and potent antileukemic activities of 10-benzyl-9(10H)-acridinones

  摘要：

  A novel series of 10-benzyl-9(10H)-acridinones and 1-benzyl-4-piperidones were synthesized and tested for their in vitro antitumor activities against CCRF-CEM cells. Assay-based antiproliferative activity study using CCRF-CEM cell lines revealed that the acridone group and the substitution pattern on the benzene unit had significant effect on cytotoxicity of this series of compounds, among which 10-(3,5-dimethoxy) benzyl-9(10H)-acridinone (3b) was found to be the most active compound with IC(50) at about 0.7 mu M. Compound 3b was also found to have antiproliferative activity against two other human leukemic cell lines K562 and HL60 using the MTT assay. The antitumor effect of 3b is believed to be due to the induction of apoptosis, which is further confirmed by PI ( Propidium iodide) staining and Annexin V-FITC/PI staining assay using flow cytometry analysis. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.086

文献信息

• [EN] NOVEL DERIVATIVES OF A 3,4-DIHYDROISOQUINOLINE-3-CARBOXYLIC ACID HAVING ANTI-CANCER PROPERTIES, A METHOD FOR THEIR SYNTHESIS, PHARMACEUTICAL COMPOSITIONS COMPRISING SAID DERIVATIVES, AND THEIR USE<br/>[FR] NOUVEAUX DÉRIVÉS D'UN ACIDE 3,4-DIHYDROISOQUINOLINE-3-CARBOXYLIQUE AYANT DES PROPRIÉTÉS ANTICANCÉREUSES, LEUR PROCÉDÉ DE SYNTHÈSE, COMPOSITIONS PHARMACEUTIQUES COMPRENANT LESDITS DÉRIVÉS, ET LEUR UTILISATION
  申请人：NARODOWY INST ZDROWIA PUBLICZNEGO PAŃSTWOWY ZAKŁAD HIGIENY

  公开号：WO2015015420A1

  公开（公告）日：2015-02-05

  The object of the invention is 3,4-dihydroisoquinoline derivative of structure represented by formula I, wherein R1is selected from the group consisting of H, COOEt, COOH, COOBn; R2 is selected from the group consisting of H, COOEt, COOH, COOBn; R3is selected from the group consisting of OH, OBn; R4is selected from the group consisting of OH, H, OBn; Rsis selected from the group consisting of OH, OBn; and isomers, salts, hydrates and solvates thereof, as well as the method of preparation thereof; pharmaceutical composition comprising the above mentioned derivative and use thereof.

  该发明的对象是由式I表示的结构的3,4-二氢异喹啉衍生物，其中R1从H、COOEt、COOH、COOBn组成的群体中选择；R2从H、COOEt、COOH、COOBn组成的群体中选择；R3从OH、OBn组成的群体中选择；R4从OH、H、OBn组成的群体中选择；Rs从OH、OBn组成的群体中选择；以及其异构体、盐、水合物和溶剂合物，以及其制备方法；包括上述衍生物的药用组合物及其用途。