N¹-methyl-N¹-(2-((7-trifluoromethyl)quinolin-4-yl)aminoethyl)propane-1,3-diamine | 1220244-29-0

• 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-methyl-N¹-(2-((7-trifluoromethyl)quinolin-4-yl)aminoethyl)propane-1,3-diamine
• 英文别名: N'-methyl-N'-[2-[[7-(trifluoromethyl)quinolin-4-yl]amino]ethyl]ethane-1,2-diamine
• CAS: 1220244-29-0
• 化学式: C₁₅H₁₉F₃N₄
• 分子量: 312.338
• InChiKey: BLEKNINHJCJVSC-UHFFFAOYSA-N

物化性质

• 沸点：
  422.6±45.0 °C(Predicted)
• 密度：
  1.266±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  54.2
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (1R,8S,9s)-Bicyclo[6.1.0]non-4-yn-9-ylmethyl Succinimidyl Carbonate 、 N¹-methyl-N¹-(2-((7-trifluoromethyl)quinolin-4-yl)aminoethyl)propane-1,3-diamine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以93%的产率得到(1R,8S,9S)-bicyclo[6.1.0]non-4-yn-9-ylmethyl N-(2-(methyl(2-((7-(trifluoromethyl)quinolin-4-yl)amino)ethyl)amino)ethyl)carbamate
  参考文献：
  名称：

  应变促进炔烃-硝酮环加成反应使N末端双蛋白功能化†

  摘要：

  应变促进炔烃-硝酮环己二酮（SPANC）被优化为肽和蛋白质双重功能化的通用策略。首先通过将氯喹和硬脂基部分（两个内体逃逸改善功能基团）同时引入细胞穿透性肽hLF（人乳铁蛋白）来举例说明双重标记方案的实用性。此外，我们证明通过结合无金属和铜催化的点击化学，对蛋白质进行双重标记是可行的。首先，将SPANC应用于增强型绿色荧光蛋白以同时引入生物素和末端炔烃。终点站乙炔 然后用作与含叠氮基的CuAAC反应的便利锚定点 荧光素，从而证明了SPANC和CuAAC结合使用对蛋白质进行直接，双重功能化的潜力。

  DOI：

  10.1039/c3ob00043e
• 作为产物：
  描述：

  N-甲基-2,2-二氨基二乙胺 、 4-氯-7-三氟甲基喹啉 以 neat (no solvent) 为溶剂， 反应 2.0h， 以83%的产率得到N¹-methyl-N¹-(2-((7-trifluoromethyl)quinolin-4-yl)aminoethyl)propane-1,3-diamine
  参考文献：
  名称：

  应变促进炔烃-硝酮环加成反应使N末端双蛋白功能化†

  摘要：

  应变促进炔烃-硝酮环己二酮（SPANC）被优化为肽和蛋白质双重功能化的通用策略。首先通过将氯喹和硬脂基部分（两个内体逃逸改善功能基团）同时引入细胞穿透性肽hLF（人乳铁蛋白）来举例说明双重标记方案的实用性。此外，我们证明通过结合无金属和铜催化的点击化学，对蛋白质进行双重标记是可行的。首先，将SPANC应用于增强型绿色荧光蛋白以同时引入生物素和末端炔烃。终点站乙炔 然后用作与含叠氮基的CuAAC反应的便利锚定点 荧光素，从而证明了SPANC和CuAAC结合使用对蛋白质进行直接，双重功能化的潜力。

  DOI：

  10.1039/c3ob00043e

文献信息

• CHEMICALLY MODIFIED CELL-PENETRATING PEPTIDES FOR IMPROVED DELIVERY OF GENE MODULATING COMPOUNDS
  申请人：Ahmed, Kariem

  公开号：EP2355852A1

  公开（公告）日：2011-08-17
• SYSTEM FOR IMPROVED DELIVERY OF GENE MODULATING COMPOUNDS
  申请人：Tedebark Ulf

  公开号：US20130011448A1

  公开（公告）日：2013-01-10

  The present invention relates to a system for intracellular cargo delivery comprising: D (n) BAC wherein: Component D is a amine-containing compound; n is a number of amines between 2-6, Component B is a di-, tri or tetra ring system, such as quinoline or naphthalene derivatives which may contain several hetero atoms chosen from N, S, O and P; Component A is an aliphatic linear or branched hydrophobic chain of at least 4 carbon atoms preferably an epoxide, alkyl halide or an acrylamide with 6-30 carbon atoms or a derivative thereof; and Component C is an optional targeting moiety, such as homing peptide or aptamer, wherein components D, B, A and C may be coupled to each other via spacer(s). It also relates to the use of the system in diagnosis of diseases, as research tool and as a targeting system, a composition comprising the system and especially a pharmaceutical composition, a material covered with the system and a material having the delivery systems within the material.
• [EN] CHEMICALLY MODIFIED CELL-PENETRATING PEPTIDES FOR IMPROVED DELIVERY OF GENE MODULATING COMPOUNDS<br/>[FR] PEPTIDES DE PÉNÉTRATION CELLULAIRE CHIMIQUEMENT MODIFIÉS POUR UNE ADMINISTRATION AMÉLIORÉE DE COMPOSÉS DE MODULATION DE GÈNE
  申请人：AHMED KARIEM

  公开号：WO2010039088A1

  公开（公告）日：2010-04-08

  The present invention relates to a system for intracellular delivery of a cargo comprising at least one component A chosen from aliphatic linear or branched moieties with at least 4 carbon and/or cyclic ring systems comprising 2-4 rings which may contain several hetero atoms chosen from N, S, O and P, wherein component(s) A is (are) attached to a cell penetrating peptide B and/or a non-peptide analogue thereof. It also relates to the use of the system in diagnosis of deceases, as research tool and as a targeting system, a composition comprising the system and especially a pharmaceutical composition a material covered with the system and a material having the delivery systems into the material. Finally it relates to novel peptides.