2,3,7,8,12,13,17,18-octakis(benzylthio)porphyrazine | 129491-60-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,3,7,8,12,13,17,18-octakis(benzylthio)porphyrazine
• 英文别名: 4,5,9,10,14,15,19,20-Octakis(benzylsulfanyl)-2,7,12,17,21,22,23,24-octazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1,3,5,7,9,11(23),12,14,16(22),18(21),19-undecaene；4,5,9,10,14,15,19,20-octakis(benzylsulfanyl)-2,7,12,17,21,22,23,24-octazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1,3,5,7,9,11(23),12,14,16(22),18(21),19-undecaene
• CAS: 129491-60-7
• 化学式: C₇₂H₅₈N₈S₈
• 分子量: 1291.83
• InChiKey: OUIQSTBEJASWCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.6
• 重原子数：
  88
• 可旋转键数：
  24
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  311
• 氢给体数：
  2
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  2,3,7,8,12,13,17,18-octakis(benzylthio)porphyrazine 以95%的产率得到{2,3,7,8,12,13,17,18-octakis(benzylthio)porphyrazinato}copper(II)
  参考文献：
  名称：

  Compounds, composition, and methods for photodynamic therapy

  摘要：

  揭示了一种在光动力疗法中特别有用的新化合物、组合物和方法。具体来说，这些创新化合物、组合物和方法涉及在光的存在下形成细胞毒性自由基物质。值得注意的是，本发明的化合物、组合物和方法在光动力疗法中不需要氧气的存在，因此依赖于产生自由基的单分子机制。这些创新的化合物、组合物和方法可以用于治疗癌症以及由原生动物、真菌、细菌和病毒引起的感染。

  公开号：

  US06828439B1
• 作为产物：
  描述：

  1,2-bis(benzylthio)maleonitrile 在 magnesium n-propoxide 、 三氟乙酸 作用下， 生成 2,3,7,8,12,13,17,18-octakis(benzylthio)porphyrazine
  参考文献：
  名称：

  Metal-encapsulated porphyrazines: synthesis, x-ray crystal structure and spectroscopy of a tetratin-star-nickel(porphyrazine)S8 complex

  摘要：

  DOI：

  10.1021/ja00176a059

文献信息

• star-Porphyrazines: synthetic, structural, and spectral investigation of complexes of the polynucleating porphyrazineoctathiolato ligand
  作者：Christopher S. Velazquez、Glenn A. Fox、William E. Broderick、Kevin A. Andersen、Oren P. Anderson、Anthony G. M. Barrett、Brian M. Hoffman

  DOI：10.1021/ja00045a013

  日期：1992.9

  We have devised a new polynucleating porphyrinic ligand, porphyrazine-2,3,7,8,12,13,17,18-octathiolato, (pz) (S - ) 8 , the molecular structure of which may be thought of as a porphyrazine (tetraazaporphyrin) with four dithiolene moieties peripherally fused at the β-positions.

  我们设计了一种新的多核卟啉配体，porphyrazine-2,3,7,8,12,13,17,18-octathiolato, (pz) (S - ) 8 ，其分子结构可以被认为是卟啉（四氮杂卟啉）具有四个在 β 位外围融合的二硫烯部分。
• Synthesis and optical properties of tetraazaporphyrin phosphorus(V) complexes with electron-rich heteroatoms
  作者：Takuya Yoshida、Taniyuki Furuyama、Nagao Kobayashi

  DOI：10.1016/j.tetlet.2015.02.033

  日期：2015.3

  Tetraazaporphyrin phosphorus(V) complexes with electron-rich nitrogen and sulfur atoms at the peripheral positions were synthesized and characterized. The absorption spectra show a broad, intense band between the Soret and Q bands, which can be assigned to n → π∗ bands from the electron-rich heteroatoms to the electron deficient macrocyclic TAP core. Their detailed optical properties were also investigated

  合成并表征了四氮杂卟啉磷（V）配合物与富电子氮和硫原子在外围位置。吸收光谱显示出Soret和Q谱带之间的宽而强烈的谱带，可以将其指定为从富电子杂原子到缺电子的大环TAP核的n→π ∗谱带。还通过磁性圆二色性光谱研究了它们的详细光学性质。
• A Facile and Regioselective Synthesis of Trans-Heterofunctionalized Porphyrazine Derivatives
  作者：Timothy P. Forsyth、D. Bradley G. Williams、Antonio Garrido Montalban、Charlotte L. Stern、Anthony G. M. Barrett、Brian M. Hoffman

  DOI：10.1021/jo971683c

  日期：1998.1.1

  New methodology was developed for the selective synthesis of regiochemically defined porphyrazines of the form M[pz(A(2);B-2)] (shown in Chart 1) where A and B represent peripheral functionalization attached to the P-positions of the pyrroles. Specifically, phthalonitriles or derivatives thereof with sterically bulky groups in positions 3 and 6, in particular 4,7-bis(isopropyloxy)-1,3-diiminoisoindoline (3) act as a "trans director" when macrocyclized with heteroatom-appended maleonitriles under Linstead conditions, the result being preferential formation of the trans-h[pz(A(2);B-2)] pigment where A = SR, NMe2, OR, as well as R (shown in Chart 2). Linstead crossover macrocyclization of 3 with 4, 11, 15, and 18 gave pigments 10, 14, 17, and 19, respectively. These pigments were characterized by H-1 NMR, C-13 NMR, UV-visible spectroscopy, mass spectrometry, microanalysis, and 17 was characterized by single-crystal X-ray analysis.
• Synthesis and spectroscopic study of free-base tetraazaporphyrin bound ruthenium(II) supramolecular clusters
  作者：Ajay Kumar、Rajendra Prasad

  DOI：10.1007/s13738-023-02815-9

  日期：2023.8