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
• Compounds, composition, and methods for photodynamic therapy
  申请人：Advanced Research and Technology Institute, Inc.

  公开号：US06828439B1

  公开（公告）日：2004-12-07

  Disclosed are novel compounds, compositions, and methods that are particularly useful in photodynamic therapy. In particular, the inventive compounds, compositions, and methods relate to the formation of cytotoxic radical species in the presence of light. Significantly, the compounds, compositions, and methods of the present invention do not require the presence of oxygen in the photodynamic therapy and, as such, rely on a unimolecular mechanism for producing the radicals. The inventive compounds, compositions, and methods can be used, for example, in the treatment of cancers as well as infections caused by microorganisms such as protozoa, fungi, bacteria, and viruses.

  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。