5H-[1,2,4]triazino[5,6-b]indol-3-amine | 36047-75-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5H-[1,2,4]triazino[5,6-b]indol-3-amine
• CAS: 36047-75-3
• 化学式: C₉H₇N₅
• mdl: MFCD00463389
• 分子量: 185.188
• InChiKey: ASGZIQFYJJFISO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80.5
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5H-1,2,4-Triazino[5,6-b]indol-3-amine
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 5H-1,2,4-Triazino[5,6-b]indol-3-amine
CAS number: 36047-75-3

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C9H7N5
Molecular weight: 185.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  5H-[1,2,4]triazino[5,6-b]indol-3-amine 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 N-[(4H-[1,2,4]triazino[5,6-b]indol-3-ylimino)-methyl]glycine
  参考文献：
  名称：

  新型稠合[1,2,4]三嗪[5,6-b]吲哚衍生物的合成及抑菌活性

  摘要：

  合成的三嗪并[5,6- b ]吲哚的新的熔融体系的合成，首先是通过异丁醇与碳酸2-氨基胍的反应制备3-氨基[1,2,4]-三嗪[5,6- b ]吲哚1。提出了沸腾的乙酸[1]。中间体化合物1与醛，氯甲酸乙酯，原甲酸三乙酯和茚三酮反应，得到新的杂环四环氮系，例如3-（N 2-胍基liminoino）吲哚-2（1 H）-one 2，3-（N-乙氧基羰基氨基） -4 ħ - [1,2,4]三嗪并[5,6- b ]吲哚3，3-（ñ -ethoxymethyleneamino）-4 ħ- [1,2,4] -triazino [5,6- b ]吲哚4，3-（hydrazinothiocarbonylamino）-4 ħ - [1,2,4]三嗪并[5,6- b ]吲哚5，分别。N-（1,3-二氧杂茚-2-亚基）-4 H- [1,2,4]三嗪基[ 5,6 - b ]吲哚-3-胺6是通过化合物1与醛，氯甲酸

  DOI：

  10.1134/s1070363217060202
• 作为产物：
  描述：

  5H-[1,2,4]噻嗪o[5,6-b]吲哚-3-硫醇 在 ammonium hydroxide 、 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 5H-[1,2,4]triazino[5,6-b]indol-3-amine
  参考文献：
  名称：

  新型多靶标定向三嗪并吲哚衍生物作为抗阿尔茨海默病药物。

  摘要：

  阿尔茨海默氏病（AD）的多面性要求使用多靶标配体（MTDL）进行治疗以应对关键的病理畸变。设计并合成了一系列新颖的三嗪并吲哚衍生物。体外研究表明，所有化合物均显示出中等至良好的抗胆碱酯酶活性。活性最高的化合物23e对AChE的IC50值为0.56±0.02μM，对BuChE的IC50值为1.17±0.09μM。这些衍生物还具有强大的抗氧化活性。为了理解化合物23e的合理结合模式，进行了分子对接研究和分子动力学模拟研究，结果表明23e在AChE和BuChE的活性位点之间发生了显着的相互作用。化合物23e成功地减轻了SH-SY5Y细胞中H2O2诱导的氧化应激，并以浓度依赖的方式对SH-SY5Y细胞表现出优异的抗H2O2神经保护活性以及Aβ诱导的毒性。此外，在细胞毒性试验中，它对神经元SH-SY5Y细胞未显示任何明显的毒性。化合物23e在高达2000 mg / kg的剂量下未在大鼠中表现出任何急

  DOI：

  10.1021/acschemneuro.9b00226

文献信息

• Synthesis of Some Novel Fused Pyrimido[4″,5″:5′,6′]-[1,2,4]triazino[3′,4′:3,4] [1,2,4]triazino[5,6-b]indoles with Expected Anticancer Activity
  作者：Rania Ali、Hosam Saad

  DOI：10.3390/molecules23030693

  日期：——

  13C-NMR and mass spectra). The anticancer activity of some of the synthesized compounds was tested against HepG2, HCT-116 and MCF-7 cell lines. The anticancer screening results showed that some derivatives display good activity which was more potent than that of the reference drug used. Molecular docking was used to predict the binding between some of the synthesized compounds and the prostate cancer

  我们目前的目标是从 3-氨基-[1,2,4] 三嗪基 [5,6-b] 吲哚 1 开始合成多杂环化合物，并研究它们的抗癌活性，以确定分子大小的增加是否会增加抗癌作用。活动与否。1-氨基[1,2,4]triazino[3',4':3,4]-[1,2,4]triazino[5,6-b]indole-2-carbonitrile (4) 3-氨基[1,2,4]-三嗪基[5,6-b]吲哚1重氮化，然后在碱性介质中与丙二腈偶联，然后回流环化得到4。此外，新的稠合嘧啶[4″,5″ :5',6'][1,2,4]triazino-[3',4':3,4][1,2,4]triazino[5,6-b]吲哚衍生物6被制备并用于获得多环杂环系统。使用元素分析和光谱数据（IR、1H-NMR 和 13C-NMR 和质谱）确认合成化合物的结构。针对 HepG2、HCT-116 和 MCF-7 细胞系测试了一些合成化合物的抗
• Synthesis and characterization of new metal complexes containing Triazino[5,6–b]indole moiety: In vitro DNA and HSA binding studies
  作者：Reem L.B. Alanazi、Mehvash Zaki、Wafa A. Bawazir

  DOI：10.1016/j.molstruc.2021.131203

  日期：2021.12

  spectral analysis of complexes 1 and 3 suggested square planar geometry while complexes 2 and 4 acquire the octahedral geometry around the metal centers. In vitro DNA binding profiles of the newly synthesized metal complexes 1–4 with calf thymus DNA (CT DNA) were explored by employing electronic absorption titrations and fluorescence spectral studies. The results revealed that complexes 1–4 bind to DNA

  本研究报告了5H-[1,2,4] 三嗪基衍生的席夫碱 ( L )的 Ni(II) ( 1,3 ) 和 Cu(II) ( 2,4 ) 金属配合物的合成和结构表征[5,6-b]indol-3-amine 和水杨醛部分。Cu的配位层（II）/镍（II）通过栓系第二配体2,2'-联吡啶和1,10菲咯啉，以获得最终的复合物完成的1 - 4，分别。配合物1和3的光谱分析表明为正方形平面几何形状，而配合物2和4获得了金属中心周围的八面体几何形状。体外DNA结合的新合成的金属配合物的型材1 - 4与小牛胸腺DNA（CT DNA）通过采用电子吸收滴定和荧光光谱的研究进行了探讨。结果表明，配合物1 - 4结合DNA通过静电表面结合模式与在小沟部分插入沿。此外，复合物3和4具有更强的 DNA 结合倾向，具有更高的内在结合常数 K b值，分别为 1.9 × 10 4和 4.8 × 10 4 M –1。此外，配体L
• CONDENSATION OF 1,2-DIAMINOIMIDAZOLES WITH ISATINS
  作者：Alexandre Ivachtchenko、Alexander Manaev、Elena Poutsykine,、Iouri Poutsykine、Valeri Traven、Dina Ugoleva

  DOI：10.1515/hc.2002.8.6.537

  日期：2002.1
• Rossi; Trave, Chimica e l'Industria (Milan, Italy), 1958, vol. 40, p. 827,829
  作者：Rossi、Trave

  DOI：——

  日期：——
• Tomchin, A. B., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, # 6, p. 1103 - 1110
  作者：Tomchin, A. B.

  DOI：——

  日期：——