3,5-二氯-2-乙氧基苯甲醛 | 309718-08-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3,5-二氯-2-乙氧基苯甲醛
• 英文名称: 3,5-dichloro-2-ethoxybenzaldehyde
• CAS: 309718-08-9
• 化学式: C₉H₈Cl₂O₂
• mdl: MFCD06246849
• 分子量: 219.067
• InChiKey: TYAUZCVQOQWESM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2913000090

反应信息

• 作为反应物：
  描述：

  N1-(4-(4-methoxybenzyloxy)quinolin-2-yl)propane-1,3-diamine 、 3,5-二氯-2-乙氧基苯甲醛 在 resin-bound cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 2-[3-(3,5-Dichloro-2-ethoxy-benzylamino)-propylamino]-1H-quinolin-4-one
  参考文献：
  名称：

  Optimisation of aryl substitution leading to potent methionyl tRNA synthetase inhibitors with excellent gram-Positive antibacterial activity

  摘要：

  Optimisation of the left-hand-side aryl moiety of a file compound screening hit against Staphylococcus aureus methionyl tRNA synthetase led to the identification of a series of potent nanomolar inhibitors. The best compounds showed excellent antibacterial activity against staphylococcal and enterococcal pathogens. including strains resistant to clinical antibiotics. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01027-2
• 作为产物：
  描述：

  溴乙烷 、 3,5-二氯水杨醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3,5-二氯-2-乙氧基苯甲醛
  参考文献：
  名称：

  靶向“扩大的蛋氨酸口袋”的结合片段的优化导致有效的布鲁氏锥虫蛋氨酸-tRNA合成酶抑制剂。

  摘要：

  以前使用结构指导方法设计了布鲁氏锥虫蛋氨酸-tRNA合成酶的有效抑制剂。化合物1和2分别是环状和线性接头系列中活性最高的化合物。为了进一步提高细胞效力，对靶向“蛋氨酸袋增大”（EMP）的结合片段进行了SAR研究。优化导致鉴定出6,8-二氯-四氢喹啉环为结合EMP的有利片段。使用该四氢喹啉片段替换抑制剂2的3,5-二氯苄基（EMP结合片段）得到的化合物13的EC50为4nM。

  DOI：

  10.1016/j.bmcl.2017.04.048

文献信息

• [EN] SPECIFIC INHIBITORS OF METHIONYL-TRNA SYNTHETASE<br/>[FR] INHIBITEURS SPÉCIFIQUES DE LA MÉTHIONYL-TARN SYNTHÉTASE
  申请人：UNIV WASHINGTON

  公开号：WO2016029146A1

  公开（公告）日：2016-02-25

  The present disclosure is generally directed to compositions useful in the inhibition of MetRS and methods for treating diseases that are ameliorated by the inhibition of MetRS.

  本公开涉及的是通常用于抑制MetRS的组合物和治疗通过抑制MetRS改善的疾病的方法。
• Specific inhibitors of methionyl-tRNA synthetase
  申请人：UNIVERSITY OF WASHINGTON

  公开号：US10913736B2

  公开（公告）日：2021-02-09

  The present disclosure is generally directed to compositions useful in the inhibition of MetRS and methods for treating diseases that are ameliorated by the inhibition of MetRS.

  本公开总体上涉及可用于抑制 MetRS 的组合物，以及通过抑制 MetRS 改善疾病的治疗方法。
• SPECIFIC INHIBITORS OF METHIONYL-TRNA SYNTHETASE
  申请人：UNIVERSITY OF WASHINGTON

  公开号：US20170275279A1

  公开（公告）日：2017-09-28

  The present disclosure is generally directed to compositions useful in the inhibition of MetRS and methods for treating diseases that are ameliorated by the inhibition of MetRS.
• [EN] 2-NH-PYRIDONES AND PYRIMIDONES AS MRS INHIBITORS<br/>[FR] 2-NH-PYRIDONES ET PYRIMIDONES UTILISEES COMME INHIBITEURS DE MRS
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO2000071524A1

  公开（公告）日：2000-11-30

  Compounds of formula (I) in which: W is CH and R1 is the residue of a 5 or 6-membered heteroaryl ring, or W is N and R1 is the residue of an 5 or 6-membered heteroaryl ring or an aryl ring, which heteroaryl or aryl ring is optionally substituted with from 1 to 3 substituents selected from halo, cyano, hydroxy, (C¿1-6?)alkyl(optionally substituted by halo, hydroxy, amino, mono to perfluoro(C1-3)alkyl, carboxy or (C1-6)alkoxycarbonyl), (C3-7)cycloalkyl, C(1-6)alkoxy, amino, mono- or di-(C1-6)alkylamino, acylamino, carboxy, (C1-6)alkoxycarbonyl, carboxy(C1-6)alkyloxy, (C1-6)alkylthio, (C1-6)alkylsulphinyl, (C1-6)alkylsulphonyl, sulphamoyl, mono- and di-(C1-6)alkylsulphamoyl, carbamoyl, mono- and di-(C1-6)alkylcarbamoyl, and heterocyclyl; R?2¿ is an optionally substituted aryl or an optionally substituted heteroaryl ring; X is CH¿2? or CHR?3¿ in which R3 is C(¿1-6?)akyl or R?3¿ may be linked to the ortho position of an aryl or heteroaryl ring of R2 to form a 5 to 7 membered ring optionally including oxygen or nitrogen as a ring atom; Y is C(¿1-3?)alkylene or C(4-6)cycloalkylene; including tautomeric forms of the pyrimidone ring (when W is N); and salts thereof, preferably pharmaceutically acceptable salts thereof, are inhibitors of the bacterial enzyme S aureus methionyl t-RNA synthetase (MRS) and are of use in treating bacterial infections.
• Optimisation of aryl substitution leading to potent methionyl tRNA synthetase inhibitors with excellent gram-Positive antibacterial activity
  作者：Richard L Jarvest、John M Berge、Murray J Brown、Pamela Brown、John S Elder、Andrew K Forrest、C.S.V Houge-Frydrych、Peter J O'Hanlon、David J McNair、Stephen Rittenhouse、Robert J Sheppard

  DOI：10.1016/s0960-894x(02)01027-2

  日期：2003.2

  Optimisation of the left-hand-side aryl moiety of a file compound screening hit against Staphylococcus aureus methionyl tRNA synthetase led to the identification of a series of potent nanomolar inhibitors. The best compounds showed excellent antibacterial activity against staphylococcal and enterococcal pathogens. including strains resistant to clinical antibiotics. (C) 2003 Elsevier Science Ltd. All rights reserved.