4′-{4-[(trimethylammonium)methyl]phenyl}-2,2′:6′,2-terpyridine bromide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4′-{4-[(trimethylammonium)methyl]phenyl}-2,2′:6′,2-terpyridine bromide
• 英文别名: 4'-(4-(trimethylamino)methylphenyl)-2,2':6',2''-terpyridine bromide；N,N,N-Trimethyl-N-[4-(2,2':6',2''-terpyridin-4'-yl)phenylmethyl]ammonium bromide；[4-(2,6-Dipyridin-2-ylpyridin-4-yl)phenyl]methyl-trimethylazanium;bromide；[4-(2,6-dipyridin-2-ylpyridin-4-yl)phenyl]methyl-trimethylazanium;bromide
• 化学式: Br*C₂₅H₂₅N₄
• 分子量: 461.404
• InChiKey: OFMNZMOPVMNVNR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.08
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4′-{4-[(trimethylammonium)methyl]phenyl}-2,2′:6′,2-terpyridine bromide 、 dichlorobis(dimethyl sulfoxide)platinum(II) 生成 PtCl(4'-(4-(trimethylamino)methylphenyl)-2,2':6',2''-terpyridine)(PF6)2*H2O
  参考文献：
  名称：

  Platinum(ii)-triarylpyridines complexes with electropositive pendants as efficient G-quadruplex binders

  摘要：

  在此，我们报告了三种新的铂(II)-三芳基吡啶复合物，具有强稳定G-四链体DNA的全烷基化铵挂链。

  DOI：

  10.1039/c0dt01161d
• 作为产物：
  描述：

  4'-[4-(溴甲基)苯基]-2,2':6',2''-三联吡啶 在 二甲胺 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 以89.4%的产率得到4′-{4-[(trimethylammonium)methyl]phenyl}-2,2′:6′,2-terpyridine bromide
  参考文献：
  名称：

  Platinum(ii)-triarylpyridines complexes with electropositive pendants as efficient G-quadruplex binders

  摘要：

  在此，我们报告了三种新的铂(II)-三芳基吡啶复合物，具有强稳定G-四链体DNA的全烷基化铵挂链。

  DOI：

  10.1039/c0dt01161d

文献信息

• Induced self-assembly and disassembly of water-soluble alkynylplatinum(ii) terpyridyl complexes with “switchable” near-infrared (NIR) emission modulated by metal–metal interactions over physiological pH: demonstration of pH-responsive NIR luminescent probes in cell-imaging studies
  作者：Clive Yik-Sham Chung、Steve Po-Yam Li、Man-Wai Louie、Kenneth Kam-Wing Lo、Vivian Wing-Wah Yam

  DOI：10.1039/c3sc50196e

  日期：——

  Water-soluble alkynylplatinum(II) terpyridine complexes, [Pttpy(C6H4CH2NMe3-4)-4′}(CC–Ar)](OTf)2 [Ar = C6H3–(OH)2-3,5 (1), C6H4OH-4 (2), C6H3–(OMe)2-3,5 (3)], have been synthesized and characterized. The photophysical and electrochemical properties of the complexes have been studied. Complex 1 has been found to undergo aggregation at low pHs, leading to metal–metal and/or π–π interactions and the emergence of a triplet metal-metal-to-ligand charge transfer (3MMLCT) emission in the near-infrared (NIR) region, the intensity of which has been enhanced 1350-fold over that at physiological pH. Such ‘switchable’ NIR emission of complex 1 was employed in cell-imaging experiments. The pH response of the 3MMLCT emission of complex 1 in cellular compartments has been studied using experiments with fixed Madin–Darby canine kidney (MDCK) cells, while live cell-imaging experiments revealed that complex 1 could function as a NIR luminescent probe for the tracking of the location of acidic organelles such as lysosomes.

  水溶性炔基铂(II)三联吡啶络合物，[Pttpy(C6H4CH2NMe3-4)-4â²}(CCâAr)](OTf)2 [Ar = C6H3â(OH)2-3,5 ( 1)、C6H4OH-4 (2)、C6H3·(OMe)2-3,5 (3)]已被合成并表征。研究了配合物的光物理和电化学性质。研究发现配合物 1 在低 pH 下会发生聚集，导致金属-金属和/或---相互作用，并在溶液中出现三重态金属-金属-配体电荷转移 (3MMLCT) 发射。近红外（NIR）区域，其强度比生理pH值增强1350倍。复合物 1 的这种“可切换”近红外发射被用于细胞成像实验。使用固定的 MadinäDarby 犬肾 (MDCK) 细胞进行实验，研究了细胞区室中复合物 1 的 3MMLCT 发射的 pH 响应，而活细胞成像实验表明，复合物 1 可以作为 NIR 发光探针，用于检测跟踪酸性细胞器（例如溶酶体）的位置。
• PHARMACEUTICAL USE OF TERPYRIDINE DERIVATIVE
  申请人：TAISHO PHARMACEUTICAL CO. LTD

  公开号：EP0677293A1

  公开（公告）日：1995-10-18

  A terpyridine derivative represented by general formula (I) (wherein R represents hydrogen, (un)substituted phenyl, pyridyl, etc.), which has the effect of promoting the production of nerve growth factors or a neurotrophic factor activity. Hence it can be used as an ameliorant or remedy for the symptoms and diseases accompanying peripheral nerve degeneration which is idiopathic or caused by trauma, chemicals such as alcohol or anticancer drug, inflammation, or metabolism as observed in, for example, diabetes. In addition, it can be used as an ameliorant or remedy for the symptoms and diseases accompanying central nerve degeneration, such as senile dementia of Alzheimer type, cerebrovascular dementia, Down's syndrome, Parkinson's disease or Hantington's chorea, mental and motor function incompetences caused by cerebral ischemia, cerebral infarction, cerebral hemorrhage or head injury, spinal neuroparalysis, and so forth.

  一种由通式(I)代表的terpyridine衍生物（其中R代表氢、（未）取代的苯基、吡啶基等），具有促进神经生长因子或神经营养因子活性产生的作用。因此，它可作为一种改善剂或治疗剂，用于治疗特发性或由创伤、化学物质（如酒精或抗癌药物）、炎症或代谢（如糖尿病）引起的伴随周围神经变性的症状和疾病。此外，它还可用于改善或治疗中枢神经退化引起的症状和疾病，如阿尔茨海默型老年痴呆、脑血管性痴呆、唐氏综合征、帕金森病或汉廷顿舞蹈症、脑缺血、脑梗塞、脑出血或头部损伤引起的精神和运动功能障碍、脊髓神经麻痹等。
• Platinum(<scp>ii</scp>)-triarylpyridines complexes with electropositive pendants as efficient G-quadruplex binders
  作者：Jin-Tao Wang、Yi Li、Jia-Heng Tan、Liang-Nian Ji、Zong-Wan Mao

  DOI：10.1039/c0dt01161d

  日期：——

  Herein we reported three new platinum(II)-triarylpyridines complexes with peralkylated ammonium pendants that strongly stabilize G-quadruplex DNA.

  在此，我们报告了三种新的铂(II)-三芳基吡啶复合物，具有强稳定G-四链体DNA的全烷基化铵挂链。