3,5-bis(1-imino-3-isoindolinylidenamino)-1,2,4-triazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 3,5-bis(1-imino-3-isoindolinylidenamino)-1,2,4-triazole
• 英文别名: 3,5-Bis(3-iminoisoindolin-1-ylideneamino)-1,2,4-triazole；3-[[3-[(3-aminoisoindol-1-ylidene)amino]-1H-1,2,4-triazol-5-yl]imino]isoindol-1-amine
• 化学式: C₁₈H₁₃N₉
• 分子量: 355.362
• InChiKey: SXKQKMUWUVJOAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  143
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-bis(1-imino-3-isoindolinylidenamino)-1,2,4-triazole 在 18-冠醚-6 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 144.25h， 生成 N²³-benzyl-9,10-dioctyloxy-7,12:21,24-diimino-5,26:14,19-dinitrilotribenzo[f,k,p][1,2,4,9,14,19]hexaazacycloeicosine
  参考文献：
  名称：

  Synthesis of the First Nonmetalated Triazolephthalocyanine Derivatives

  摘要：

  The synthesis of nonmetalated triazolephtahlocyanines is described for the first time. These compounds have been prepared by both one-step and stepwise procedures. Their spectroscopic data reveal a nonaromatic cross-conjugated 18pi-electron structure in contrast to their aromatic metalated derivatives.

  DOI：

  10.1021/jo010806x
• 作为产物：
  描述：

  3,5-二氨基-1,2,4-三氮唑 、 3,3-二甲氧基异吲哚-1-胺 以 various solvent(s) 为溶剂， 生成 3,5-bis(1-imino-3-isoindolinylidenamino)-1,2,4-triazole
  参考文献：
  名称：

  Synthesis and study of antitumor activity of macroheterocyclic compounds and their metallocomplexes

  摘要：

  DOI：

  10.1007/bf02464352

文献信息

• Synthesis of Nickel(II) Triazolenaphthalocyanine and Related Macrocycles
  作者：Mónica Nicolau、Beatriz Cabezón、Tomás Torres

  DOI：10.1021/jo001039p

  日期：2001.1.1

  The synthesis of novel monbenzotriazolephthalocyanines (3-6), low-symmetry phthalocyanine analogues, is described for the first time using a novel and simple stepwise strategy which involves the use of substituted naphthalodinitriles 8-11 and appropriately substituted three-unit compounds such as 7. Belonging to the same family, compound 1, which we have called triazolenaphthalocyanine, has been prepared

  低对称性酞菁类似物新的新颖的三苯并三唑酞菁类似物（3-6）的合成是首次使用新颖且简单的逐步策略进行了描述，该策略涉及使用取代的萘二甲腈8-11和适当取代的三单元化合物（例如7）属于同一家族的化合物1，我们称为三唑萘酞菁，是通过统计学方法由化合物2和3,5-二氨基-1,2,4-三唑制备的。由于苯环融合到三唑酞菁核上，化合物1在UV-vis光谱中显示Q带的红移。
• Noncentrosymmetric Triazolephthalocyanines as Second-Order Nonlinear Optical Materials
  作者：Gema Rojo、Fernando Agulló-López、Beatriz Cabezón、Tomás Torres、Sophie Brasselet、Isabelle Ledoux、Joseph Zyss

  DOI：10.1021/jp992945c

  日期：2000.5.1

  Three substituted triazolephthalocyanines, i.e., intrinsically noncentrosymmetric and planar phthalocyanine derivatives, have been synthesized and characterized. They present significant (similar to 10(-28) esu) quadratic hyperpolarizabilities, beta(HRS) and beta(EFISH), respectively measured at lambda = 1.34 mu m and II = 1.907 mu m. Moreover, the ratio beta(EFISH)(2)(1.907 mu m)/[beta(HRS)(2)(1.34 mu m)] markedly decreases when increasing the donor strength of the substituents at the isoindole rings (opposite to the triazole moiety), This has been attributed to the corresponding increase in the ratio mu(01)(x)/mu(01)(z) between the x (perpendicular to the molecular axis) and z (parallel to the molecular axis) in-plane components of the Q-band transition moment. This result suggests that the dipolar versus octupolar contribution to beta could be varied and controlled by suitable selection of the donor/acceptor strength of the substituents.
• Synthesis and properties of [4′-(p-triphenylmethylphenoxy)-7,8:12,13:17,18-tribenzoporphyrazinato]nickel(II)
  作者：Yulia V. Romanenko、Elena A. Danilova、Olga G. Khelevina、Mikhail K. Islyaikin

  DOI：10.1016/j.mencom.2008.03.009

  日期：2008.3

  A new noncentrosymmetric structural analogue of phthalocyanine, [4'-(p-triphenylmethylphenoxy)-7,8:12,13:17,18-tribenzoporphyrazinato]nickel(11), was obtained by the condensation of 3,5-bis(1-imino-3-isoindolinylidenamino)-1,2,4-triazole in the presence of Ni(OAc)(2)center dot 4H(2)O or a Ni complex of 3,5-bis(1-imino-3-isoindolinylidenamino)-1,2,4-triazole with 4-(p-triphenylmethylphenoxy)phthalonitrile.
• SOKOLOV, A. V.;SMIRNOV, R. P.;BAZANOV, M. I.;ISLYAJKIN, M. K.;DANILOVA, E+, IZV. VUZOV. XIMIYA I XIM. TEXNOL., 32,(1989) N, S. 38-40
  作者：SOKOLOV, A. V.、SMIRNOV, R. P.、BAZANOV, M. I.、ISLYAJKIN, M. K.、DANILOVA, E+

  DOI：——

  日期：——