N-(4-bromohexyl)phthalimide | 73168-40-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-(4-bromohexyl)phthalimide
• 英文别名: 2-(4-Bromohexyl)-1H-isoindole-1,3(2H)-dione；2-(4-bromohexyl)isoindole-1,3-dione
• CAS: 73168-40-8
• 化学式: C₁₄H₁₆BrNO₂
• 分子量: 310.191
• InChiKey: LTKBIFPEHZUQIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(4-bromohexyl)phthalimide 在 一水合肼 、 二异丙胺 作用下， 以 乙二醇乙醚 、 乙醇 为溶剂， 反应 27.0h， 生成 8-<(1-ethyl-4-aminobutyl)amino>-6-methoxy-4-methylquinoline
  参考文献：
  名称：

  Synthesis and antimalarial activity of 8-[(1-alkyl-4-aminobutyl)amino]-6-methoxy-4-methylquinolines

  摘要：

  Three analogues of the causal prophylactic antimalarial primaquine were prepared and their antimalarial activity was evaluated. 8-[(1-Ethyl-4-aminobutyl)amino]-6-methoxy-4-methylquinoline (2a) demonstrated activity against Plasmodium berghei in mice at 20 mg/kg, with all animals cured at 320 mg/kg, and is without toxicity at 640 mg/kg. It also possessed outstanding causal prophylactic activity against Plasmodium cynomolgi in rhesus monkeys at very low dosages.

  DOI：

  10.1021/jm00134a019
• 作为产物：
  描述：

  1,4-二溴己烷 、 potassium phtalimide 以 丙酮 为溶剂， 反应 44.0h， 以79%的产率得到N-(4-bromohexyl)phthalimide
  参考文献：
  名称：

  Synthesis and antimalarial activity of 8-[(1-alkyl-4-aminobutyl)amino]-6-methoxy-4-methylquinolines

  摘要：

  Three analogues of the causal prophylactic antimalarial primaquine were prepared and their antimalarial activity was evaluated. 8-[(1-Ethyl-4-aminobutyl)amino]-6-methoxy-4-methylquinoline (2a) demonstrated activity against Plasmodium berghei in mice at 20 mg/kg, with all animals cured at 320 mg/kg, and is without toxicity at 640 mg/kg. It also possessed outstanding causal prophylactic activity against Plasmodium cynomolgi in rhesus monkeys at very low dosages.

  DOI：

  10.1021/jm00134a019

文献信息

• [EN] FLUOROHYDROXYPROLINE DERIVATIVES USEFUL IN THE PREPARATION OF PROTEOLYSIS TARGETED CHIMERAS<br/>[FR] DÉRIVÉS DE FLUOROHYDROXYPROLINE UTILES DANS LA PRÉPARATION DE CHIMÈRES CIBLÉES PAR PROTÉOLYSE
  申请人：UNIV DUNDEE

  公开号：WO2018051107A1

  公开（公告）日：2018-03-22

  There is provided novel small molecule E3 ubiquitin ligase protein binding ligand compounds, and to their utility in PROteolysis Targeted Chimeras (PROTACs), as well as processes for their preparation thereof, and use in medicine. There is particularly provided novel small molecule E3 ubiquitin ligase protein binding inhibitorcompounds based on a fluorohydroxyproline scaffold, to their utility as ligands in synthesizing novel PROTACs, and to synthetic methods therefor.

  提供了新型小分子E3泛素连接酶蛋白结合配体化合物，以及它们在蛋白质降解靶向嵌合物（PROTACs）中的用途，以及其制备的过程，以及在医学中的用途。特别提供了基于氟羟脯氨酸支架的新型小分子E3泛素连接酶蛋白结合抑制剂化合物，以及它们作为配体在合成新型PROTACs中的用途，以及用于此目的的合成方法。
• Fluorohydroxyproline derivatives useful in the preparation of proteolysis targeted chimeras
  申请人：UNIVERSITY OF DUNDEE

  公开号：US11234988B2

  公开（公告）日：2022-02-01

  There is provided novel small molecule E3 ubiquitin ligase protein binding ligand compounds, and to their utility in PROteolysis Targeted Chimeras (PROTACs), as well as processes for their preparation thereof, and use in medicine. There is particularly provided novel small molecule E3 ubiquitin ligase protein binding inhibitor compounds based on a fluorohydroxyproline scaffold, to their utility as ligands in synthesizing novel PROTACs, and to synthetic methods therefor.

  提供了新型小分子 E3 泛素配体酶蛋白结合配体化合物，以及它们在 PROteolysis Targeted Chimeras（PROTACs）中的用途、制备方法和在医学中的应用。特别提供了基于氟羟脯氨酸支架的新型小分子E3泛素连接酶蛋白结合抑制剂化合物，以及它们在合成新型PROTACs中作为配体的用途和合成方法。
• 4-[(Aminoalkyl)amino]-1,2-dimethoxynaphthalenes as antimalarial agents
  作者：Sydney Archer、Peter Osei-Gyimah、Stephen Silbering

  DOI：10.1021/jm00179a009

  日期：1980.5

  A series of 4-[N-(aminoalkyl)amino]-1,2-dimethoxynaphthalenes was prepared and tested for radical curative activity in rhesus monkeys infected with P. cynomolgi. Some radical curative activity was observed.
• ARCHER S.; OSEI-GYIMAH P.; SILBERING S., J. MED. CHEM., 1980, 23, NO 5, 516-519
  作者：ARCHER S.、 OSEI-GYIMAH P.、 SILBERING S.

  DOI：——

  日期：——
• YAN SHOU-JEN; CHIEN PING-LU; CHENG C. C., J. MED. CHEM.,1981, 24, NO 2, 215-217
  作者：YAN SHOU-JEN、 CHIEN PING-LU、 CHENG C. C.

  DOI：——

  日期：——