2-[3-(3,4-Dichlorobenzylamino)prop-1-ylamino]-1H-quinolin-4-one | 437716-09-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-[3-(3,4-Dichlorobenzylamino)prop-1-ylamino]-1H-quinolin-4-one
• 英文别名: 2-(3-(3,4-dichlorobenzylamino)propylamino)quinolin-4(1H)-one；2-[3-[(3,4-dichlorophenyl)methylamino]propylamino]-1H-quinolin-4-one
• CAS: 437716-09-1
• 化学式: C₁₉H₁₉Cl₂N₃O
• 分子量: 376.285
• InChiKey: NSDYJDCKWMOUKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  53.2
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[3-(3,4-Dichlorobenzylamino)prop-1-ylamino]-1H-quinolin-4-one 在 聚合甲醛 、 溶剂黄146 作用下， 以 甲醇 、 水 、 sodium cyanoborohydride 为溶剂， 以99%的产率得到2-{3-[N-(3,4-Dichlorobenzyl)-N-methylamino]prop-1-ylamino}-1H-quinolin-4-one
  参考文献：
  名称：

  Quinolones used as MRS inhibitors and bactericides

  摘要：

  化合物的化学式（I）是细菌酶S aureus甲硫氨酰tRNA合成酶的抑制剂，并可用于治疗细菌感染。

  公开号：

  US06320051B1
• 作为产物：
  描述：

  2-氯-4-(4-甲氧基苄氧基)喹啉 在 sodium methylate 、 potassium carbonate 、 溶剂黄146 作用下， 以 甲醇 、 二氯甲烷 、 二甲基亚砜 为溶剂， 生成 2-[3-(3,4-Dichlorobenzylamino)prop-1-ylamino]-1H-quinolin-4-one
  参考文献：
  名称：

  Design and synthesis of quinolinones as methionyl-tRNA synthetase inhibitors

  摘要：

  Five new structural analogues of substituted-1H-quinolinones (19, 20, 23, 24, and 26) have been synthesized and evaluated for Staphylococcus aureus methionyl-tRNA synthetase enzyme inhibitory activity. These compounds were also tested against pathogens of six S. aureus, two Enterococcus faecalis, and one Enterococcus faecium. Among all the synthesized quinolinones, compound 20 displayed significant inhibitory activities in the strains of E. faecalis and E faecium. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.06.062

文献信息

• Urotensin-II receptor antagonists
  申请人：——

  公开号：US20040039017A1

  公开（公告）日：2004-02-26

  The present invention relates to a method of antagonizing the Urotensin-II receptor by 2-(NH-substituted) quinolones.

  本发明涉及一种通过2-(NH-取代)喹啉酮拮抗Urotensin-II受体的方法。
• Preparation, antibacterial evaluation and preliminary structure–activity relationship (SAR) study of benzothiazol- and benzoxazol-2-amine derivatives
  作者：Liang Ouyang、Yuhui Huang、Yuwei Zhao、Gu He、Yongmei Xie、Jie Liu、Jun He、Bo Liu、Yuquan Wei

  DOI：10.1016/j.bmcl.2012.03.079

  日期：2012.5

  In this study, a novel benzothiazol- and benzooxazol-2-amine scaffold with antibacterial activity was designed and synthesized. Preliminary structure-activity relationship analysis displayed that compound 8t with a 5,6-difluorosubstituted benzothiazole was found to be a potent inhibitor of Gram-positive pathogens, and exhibited some potential against drug-resistant bacteria and without cytotoxicity in therapeutic concentrations. In addition, molecular docking studies indicated that Staphylococcus aureus methionyl-tRNA synthetase might be the possible target of these compounds. Taken together, the present study provides an effective entry to the synthesis of a good lead for subsequent optimization and a new small molecule candidate drug for antibacterial therapeutics. (C) 2012 Elsevier Ltd. All rights reserved.
• 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.
• EP1351688A4
  申请人：——

  公开号：EP1351688A4

  公开（公告）日：2006-01-04
• UROTENSIN-II RECEPTOR ANTAGONISTS
  申请人：SmithKline Beecham Corporation

  公开号：EP1351688A1

  公开（公告）日：2003-10-15