N1-(4-(4-methoxybenzyloxy)quinolin-2-yl)propane-1,3-diamine | 248607-96-7

• 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: N1-(4-(4-methoxybenzyloxy)quinolin-2-yl)propane-1,3-diamine
• 英文别名: 2-(3-aminoprop-1-ylamino)-1H-quinolin-4-one；2-(3-aminopropylamino)-1H-quinolin-4-one
• CAS: 248607-96-7
• 化学式: C₁₂H₁₅N₃O
• 分子量: 217.271
• InChiKey: MUALRORKNVBJPA-UHFFFAOYSA-N

物化性质

• 沸点：
  386.0±42.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  67.2
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,8-二氯二氢色原酮 、 N1-(4-(4-methoxybenzyloxy)quinolin-2-yl)propane-1,3-diamine 在 resin-bound cyanoborohydride 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 2-[3-[(6,8-dichloro-3,4-dihydro-2H-chromen-4-yl)amino]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：

  2-氯-4-乙氧基喹啉 在 盐酸 作用下， 生成 N1-(4-(4-methoxybenzyloxy)quinolin-2-yl)propane-1,3-diamine
  参考文献：
  名称：

  Preparation, antibacterial evaluation and preliminary structure–activity relationship (SAR) study of benzothiazol- and benzoxazol-2-amine derivatives

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2012.03.079

文献信息

• Quinolones used as MRS inhibitors and bactericides
  申请人：SmithKline Beecham plc

  公开号：US06320051B1

  公开（公告）日：2001-11-20

  Compounds of formula (I) are inhibitors of the bacterial enzyme S aureus methionyl tRNA synthetase and are of use in treating bacterial infections.

  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。
• Synthesis and Antibacterial Activity of New Diaryldiamines
  作者：Farhana Samrin、Akash Sharma、Inshad Ali Khan、Sadhna Puri

  DOI：10.1002/jhet.1040

  日期：2012.11

  Several new quinolines and quinazolines (4, 10, 13) have been synthesized from cheap and readily available chemicals through a series of simple chemical transformations. Most of the synthesized compounds have been evaluated for antibacterial activity against Gram positive and Gram negative strains. Some of the synthesized compounds displayed interesting activity but not very promising for further development

  几种新的喹啉和喹唑啉（4，10，13）已经从廉价易得的化学品通过一系列简单的化学转化的合成。已经评估了大多数合成化合物对革兰氏阳性和革兰氏阴性菌株的抗菌活性。一些合成的化合物显示出令人感兴趣的活性，但是对于进一步的开发不是很有希望。
• [EN] QUINOLONES USED AS MRS INHIBITORS AND BACTERICIDES<br/>[FR] QUINOLONES UTILISEES COMME INHIBITEURS DE MRS ET BACTERICIDES
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO1999055677A1

  公开（公告）日：1999-11-04

  (EN) Compounds of formula (I) are inhibitors of the bacterial enzyme $i(S aureus) methionyl tRNA synthetase and are of use in treating bacterial infections.(FR) L'invention concerne des composés de formule (I), qui sont des inhibiteurs de l'enzyme bactérienne méthionyl-ARNt synthétase de $i(S aureus) utilisés dans le traitement des infections bactériennes.

  化合物的公式（I）是细菌酶 $i(S aureus) 甲硫氨酰-tRNA 合成酶的抑制剂，并可用于治疗细菌感染。
• QUINOLONES USED AS MRS INHIBITORS AND BACTERICIDES
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1084110A1

  公开（公告）日：2001-03-21
• EP1619947A4
  申请人：——

  公开号：EP1619947A4

  公开（公告）日：2006-05-31