N,N',N,N,N,N-hexapropylhexa(aminoethyl)amine | 1374033-20-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N',N,N,N,N-hexapropylhexa(aminoethyl)amine
• 英文别名: N,N',N,N,N,N-hexapropyl-penta(aminoethylene)amine
• CAS: 1374033-20-1
• 化学式: C₂₈H₆₄N₆
• 分子量: 484.856
• InChiKey: NAQSTEHUSQUBLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.92
• 重原子数：
  34.0
• 可旋转键数：
  26.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  42.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N,N',N,N,N,N-hexapropylhexa(aminoethyl)amine 、 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以82%的产率得到
  参考文献：
  名称：

  用于抗菌光动力灭活的二氢卟酚衍生物的渐进式阳离子功能化及相关万古霉素缀合物

  摘要：

  众所周知，需要多个阳离子电荷来产生广谱抗菌光敏剂（PS），用于细菌和真菌的光动力灭活（aPDI）或光动力治疗。在本研究中，我们描述了由母体脱镁叶绿素分子制备的一组衍生物的合成和 aPDI 测试，这些衍生物具有不同数量的附加侧臂 (1-3)，每个侧臂由五个季铵化阳离子基团（五阳离子）组成，产生相应的 [Zn 2+ ]脱镁叶绿酸- a -N(C 2 N + C 1 C 3 ) 5 (Zn-Phe-N 5 + , 5 个电荷)，[Zn 2+ ]氯啉 e 6 -[N(C 2 N + C 1 ) C 3 ) 5 ] 2 (Zn-Chl-N 10 + , 10 个电荷) 和 [Zn 2+ ]中二氯精 e 6 -[N(C 2 N + C 1 C 3 ) 5 ] 3 (Zn- m Chl-N 15 +，15次收费）。此外，Zn-Phe-N 5 +和抗生素万古霉素之间的缀合物称为 Van-[Zn 2+ ]-

  DOI：

  10.1039/c7pp00389g

文献信息

• [EN] COMPOSITIONS COMPRISING FULLERENYL MESOCHLORIN NANO-PHOTOSENSITIZERS WITH COVALENTLY BOUND ANTIBIOTICS AND THEIR USES IN COMBINATION THERAPY<br/>[FR] COMPOSITIONS COMPRENANT DES NANO-PHOTOSENSIBILISATEURS DE FULLERÉNYLMÉSOCHLORINE COMPORTANT DES ANTIBIOTIQUES LIÉS DE MANIÈRE COVALENTE ET LEURS UTILISATIONS EN POLYTHÉRAPIE
  申请人：UNIV MASSACHUSETTS

  公开号：WO2020251933A1

  公开（公告）日：2020-12-17

  Described herein are C60/70/PS-CB-Abx and nano-C60/70PS compounds, their pharmaceutical compositions, and methods pf photodynamic therapy using the compounds and compositions.

  本文描述了C60/70/PS-CB-Abx和纳米C60/70PS化合物，它们的药物组成物，以及使用这些化合物和组成物的光动力疗法方法。
• Synthesis and Photodynamic Effect of New Highly Photostable Decacationically Armed [60]- and [70]Fullerene Decaiodide Monoadducts To Target Pathogenic Bacteria and Cancer Cells
  作者：Min Wang、Liyi Huang、Sulbha K Sharma、Seaho Jeon、Sammaiah Thota、Felipe F. Sperandio、Suhasini Nayka、Julie Chang、Michael R. Hamblin、Long Y. Chiang

  DOI：10.1021/jm3000664

  日期：2012.5.10

  Novel water-soluble decacationically armed C-60 and C-70 decaiodide monoadducts, C-60- and C-70[>M(C3N6+C3)(2)], were synthesized, characterized, and applied as photosensitizers and potential nano-PDT agents against pathogenic bacteria and cancer cells. A high number of cationic charges per fullerene cage and H-bonding moieties were designed for rapid binding to the anionic residues displayed on the outer parts of bacterial cell walls. In the presence of a high number of electron-donating iodide anions as parts of quaternary ammonium salts in the arm region, we found that C-70[>M(C3N6+C3)(2)] produced more HO center dot than C-60[>M(C3N6+C3)(2)], in addition to O-1(2). This finding offers an explanation of the preferential killing of Gram-positive and Gram-negative bacteria by C-60[>M(C3N6+C3)(2)] and C-70[>M(C3N6+C3)(2)], respectively. The hypothesis is that O-1(2) can diffuse more easily into porous cell walls of Gram-positive bacteria to reach sensitive sites, while the less permeable Gram-negative bacterial cell wall needs the more reactive HO center dot to cause real damage.
• Synthesis of decacationic [60]fullerene decaiodides giving photoinduced production of superoxide radicals and effective PDT-mediation on antimicrobial photoinactivation
  作者：Min Wang、Satyanarayana Maragani、Liyi Huang、Seaho Jeon、Taizoon Canteenwala、Michael R. Hamblin、Long Y. Chiang

  DOI：10.1016/j.ejmech.2013.01.052

  日期：2013.5

  We report a novel class of highly water-soluble decacationic methano[60]fullerene decaiodides C-60[>M(C3N6+C3)(2)]-(I-)(10) [1-(I-)(10)] capable of co-producing singlet oxygen (Type-II) and highly reactive hydroxyl radicals, formed from superoxide radicals in Type-I photosensitizing reactions, upon illumination at both UVA and white light wavelengths. The O-2(-)center dot-production efficiency of 1-(I-)(10) was confirmed by using an O-2(-)center dot-reactive bis(2,4-dinitrobenzenesulfonyl)tetrafluorofluorescein probe and correlated to the photoinduced electron-transfer event going from iodide anions to C-3(60)*[>M(C3N6+C3)(2)] leading to C-60(-)center dot[>M(C3N6+C3)(2)]. Incorporation of a defined number (ten) of quaternary ammonium cationic charges per C60 in 1 was aimed to enhance its ability to target pathogenic Gram-positive and Gram-negative bacterial cells. We used the well-characterized malonato[60]fullerene diester monoadduct C-60[>M(t-Bu)(2)] as the starting fullerene derivative to provide a better synthetic route to C-60[>M(C3N6+C3)(2)] via transesterification reaction under trifluoroacetic acid catalyzed conditions. These compounds may be used as effective photosensitizers and nano-PDT drugs for photoinactivation of pathogens. (C) 2013 Elsevier Masson SAS. All rights reserved.