1,2-dimethylpyridinium p-toluenesulfonate | 2073-76-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2-dimethylpyridinium p-toluenesulfonate
• 英文别名: 1-Methyl-2-picolinium p-toluenesulfonate；1,2-dimethylpyridin-1-ium;4-methylbenzenesulfonate
• CAS: 2073-76-9
• 化学式: C₇H₇O₃S*C₇H₁₀N
• 分子量: 279.36
• InChiKey: IYAREOPOQBFJLU-UHFFFAOYSA-M

物化性质

• 熔点：
  160-163 °C(Solv: methanol (67-56-1); acetone (67-64-1))

计算性质

• 辛醇/水分配系数(LogP)：
  1.72
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  69.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P362,P403+P233,P501
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  triethylammonium 2-[(2,6-di-tert-butyl-4-pyran-4-ylidene)methyl]-3,4-dioxocyclobut-1-ene-1-olate 、 1,2-dimethylpyridinium p-toluenesulfonate 在 N,N-二异丙基乙胺 作用下， 以 戊醇 、 氯苯 为溶剂， 反应 6.0h， 以24%的产率得到2-[(2,6-di-tert-butyl-4H-pyran-4-ylidene)methyl]-4-[(1-methylpyridin-1-ium-2-yl)methylidene]-3-oxocyclobut-1-en-1-olate
  参考文献：
  名称：

  Unsymmetrical 2,6-Di-tert-butyl-Substituted Pyrylo-4-squaraines

  摘要：

  Triethylammonium salt of pyran semisquaraine reacted with N-methyl-substituted heterocyclic salts to give unsymmetrical di-tert-butyl-substituted squarylium dyes. The effect of the terminal heterocycles on the spectral properties of the obtained dyes was studied, and the electronic structure of squaraines and electronic transitions therein were analyzed by quantum chemical methods.

  DOI：

  10.1134/s1070428019010111
• 作为产物：
  描述：

  碳酸甲丙酯 、 对甲苯磺酸甲酯 以 乙腈 为溶剂， 反应 24.0h， 以70%的产率得到1,2-dimethylpyridinium p-toluenesulfonate
  参考文献：
  名称：

  Synthesis of New Rhodacyanines Analogous to MKT‐077 under Microwave Irradiation

  摘要：

  We report here a synthesis of a new rhodacyanines 7X analogous to MKT-077 with quantitative yield using as starting material the thiazolinethione 1. Merocyanines 4 and their tosylates 5 have been prepared as intermediates for this class of compounds. The reactions leading to rhodacyanine 7X have been studied under microwave irradiation.

  DOI：

  10.1080/00397910701575400

文献信息

• Synthesis of three classes of rhodacyanine dyes and evaluation of their in vitro and in vivo antimalarial activity
  作者：Khanitha Pudhom、Kazuki Kasai、Hiroki Terauchi、Hiroshi Inoue、Marcel Kaiser、Reto Brun、Masataka Ihara、Kiyosei Takasu

  DOI：10.1016/j.bmc.2006.08.035

  日期：2006.12

  0]-rhodacyanines, were synthesized and their in vitro antimalarial activities against Plasmodium falciparum K1 (chloroquine-resistant strain) as well as their in vivo activities against P. berghei in mice were determined. The novel [0,0,0]-rhodacynines, 3e and 3h, possessing a benzothiazole moiety, were shown to have highly promising antimalarial activities in vivo. Moreover, the [0,0,0]-rhodacyanines were found

  合成了三类罗丹菁染料[0,0]-，[1,0]-和[0,0,0]-罗丹菁的选定成员，它们对恶性疟原虫K1具有体外抗疟活性（对氯喹有抗性）确定了它们在小鼠中的抗性以及它们对伯氏疟原虫的体内活性。具有苯并噻唑部分的新型[0,0,0]-罗丹嘧啶3e和3h已显示出在体内具有非常有前途的抗疟活性。此外，发现[0,0,0]-罗丹菁是口服生物利用度的。
• Effect of arrangement of the styryl fragment on the optical properties and complexation of mono-and bis(styryl)-substituted N-methylpyridinium perchlorates containing benzo-15-crown-5 ether moieties
  作者：E. V. Tulyakova、O. A. Fedorova、Yu. V. Fedorov、G. Jonusauskas、A. V. Anisimov

  DOI：10.1007/s11172-007-0341-4

  日期：2007.11

  Using 1H NMR spectroscopy and steady-state and time-resolved electronic spectroscopy, the optical properties of mono-and bis(styryl)pyridinium perchlorates and their complexes with Mg2+, Ba2+ cations were studied. The stability constants of the complexes were determined using spectrophotometric titration. The formation of inclusion complexes for Mg2+ and sandwich type complexes for Ba2+ results in fluorescence enhancement and increases the lifetimes of the excited states of the initial bis-styryl ligands. The variation of position of the styryl fragment in the pyridinium aromatic ring gives rise to photochromic crown ethers with different optical and photophysical characteristics and is also an easy route to bis(crown-ethers) of symmetrical and unsymmetrical structure.

  利用 1H NMR 光谱以及稳态和时间分辨电子光谱，研究了高氯酸单、双（苯乙烯基）吡啶鎓及其与 Mg2+、Ba2+ 阳离子的配合物的光学性质。使用分光光度滴定法测定了络合物的稳定常数。Mg2+ 形成包合络合物，Ba2+ 形成夹心型络合物，都会导致荧光增强，并增加初始双苯乙烯配体激发态的寿命。通过改变苯乙烯基片段在吡啶芳香环中的位置，可以产生具有不同光学和光物理特性的光致变色冠醚，这也是获得对称和非对称结构双（冠醚）的简便途径。
• Spectroscopic study of mono- and bis(styryl) dyes of the pyridinium series containing azathiacrown ether residue
  作者：E. V. Tulyakova、O. A. Fedorova、Yu. V. Fedorov、G. Jonusauskas、A. V. Anisimov

  DOI：10.1002/poc.1349

  日期：2008.5

  Phenylazathiacrown ether monostyryl and bis(styryl) dyes were synthesized and their complex forming ability was evaluated in acetonitrile by absorption and fluorescence spectroscopy. It was found that dyes are sensitive to the presence of H+ and Hg2+, Ag+, Cu2+ cations. The most stable complexes were formed with mercury. Stability constants and UV–Vis spectra of complexes defined stoichiometry were

  合成了苯基氮杂二氮杂冠醚单苯乙烯基和双（苯乙烯基）染料，并通过吸收和荧光光谱法评价了它们在乙腈中的络合物形成能力。发现染料对H +和Hg 2 +，Ag +，Cu 2+阳离子的存在敏感。最稳定的络合物是由汞形成的。使用HYPERQUAD程序可确定化学计量的配合物的稳定性常数和UV-Vis光谱。给出了发生两种化学计量比的证据：LM和LM 2。在吸收光谱和发射光谱中均发现了对络合物形成的明显光学响应，这些光谱可用于阳离子的光学检测。版权所有©2008 John Wiley＆Sons，Ltd.
• Anti-leishmania agent
  申请人：Ihara Masataka

  公开号：US20060252800A1

  公开（公告）日：2006-11-09

  The present invention is to provide a new anti- leishmania agent with fewer side effects, having a high cell proliferation-inhibiting effect to leishamia protozoa, and also easy to manufacture at a low cost. A compound wherein a heterocycle with a conjugated system and a nitrogen atom and a heterocycle with a nitrogen atom and a sulfur atom are bound by a carbon chain with an ethylene group, that is a compound wherein a specific 5- to 8-membered heterocyclic ring and a specific 5- to 8-membered heterocycle having a conjugated system are bound via a vinylene group, more particularly a specific rhodacyanine dye compound is used as an active ingredient of the anti- leishmania agent.

  本发明旨在提供一种新的抗利什曼原虫药物，具有较少的副作用，对利什曼原虫具有高细胞增殖抑制作用，并且易于低成本制造。该化合物由具有共轭系统和氮原子的杂环和具有氮原子和硫原子的杂环通过碳链和乙烯基结合而成，即通过乙烯基将特定的5-8成员杂环和具有共轭系统的特定的5-8成员杂环结合在一起，更具体地，使用特定的铑青菁染料化合物作为抗利什曼原虫药物的活性成分。
• EP1623981
  申请人：——

  公开号：——

  公开（公告）日：——