3-(2-吡啶基)-5,6-二苯基-1,2,4-三嗪 | 1046-56-6

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 中文名称: 3-(2-吡啶基)-5,6-二苯基-1,2,4-三嗪
• 中文别名: 5,6-联苯基-3-(2-吡啶基)-1,2,4-三吖嗪
• 英文名称: 5,6-diphenyl-3-(2-pyridyl)-1,2,4-triazine
• 英文别名: 3-(2-pyridyl)-5,6-diphenyl-1,2,4-triazine；5,6-diphenyl-3-pyridin-2-yl-1,2,4-triazine
• CAS: 1046-56-6
• 化学式: C₂₀H₁₄N₄
• mdl: MFCD00006462
• 分子量: 310.358
• InChiKey: OTMYLOBWDNFTLO-UHFFFAOYSA-N

物化性质

• 熔点：
  191-193 °C (lit.)
• 沸点：
  440.52°C (rough estimate)
• 密度：
  1.2028 (rough estimate)
• 稳定性/保质期：
  常温常压下稳定，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• TSCA：
  Yes
• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• RTECS号：
  XY8598150
• 海关编码：
  2933990090
• 安全说明：
  S26,S36
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  请将容器密封保存，并存放在阴凉、干燥处。

SDS

Name:	3-(2-Pyridyl)-5 6-Diphenyl-1 2 4-Triazine 99+% Material Safety Data Sheet
Synonym:	5,6-Diphenyl-3-(2-Pyridyl)-1,2,4-Triazine; PDT
CAS:	1046-56-6

Section 1 - Chemical Product MSDS Name:3-(2-Pyridyl)-5 6-Diphenyl-1 2 4-Triazine 99+% Material Safety Data Sheet
Synonym:5,6-Diphenyl-3-(2-Pyridyl)-1,2,4-Triazine; PDT

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1046-56-6	3-(2-Pyridyl)-5,6-Diphenyl-1,2,4-Triaz	99+%	213-878-7

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. Use agent most appropriate to extinguish fire.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1046-56-6: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: yellow
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 191.00 - 193.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: slightly soluble
Specific Gravity/Density:
Molecular Formula: C20H14N4
Molecular Weight: 310.35

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Strong acids.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1046-56-6: XY8598150 LD50/LC50:
Not available.
Carcinogenicity:
3-(2-Pyridyl)-5,6-Diphenyl-1,2,4-Triazine - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 1046-56-6: No information available.
Canada
CAS# 1046-56-6 is listed on Canada's DSL List.
CAS# 1046-56-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1046-56-6 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3-(2-吡啶基)-5,6-二苯基-1,2,4-三嗪 以26%的产率得到
  参考文献：
  名称：

  FIGEYS, H. P.;MATHY, A., TETRAHEDRON LETT., 1981, 22, N 15, 1393-1396

  摘要：

  DOI：
• 作为产物：
  描述：

  2-cyano-pyridine hydrochloride 在 一水合肼 、 sodium nitrite 作用下， 以 甲苯 为溶剂， 反应 72.0h， 生成 3-(2-吡啶基)-5,6-二苯基-1,2,4-三嗪
  参考文献：
  名称：

  Diels-alder reactions with inverse electron demand. II. The reaction of benzamidine with π-deficient heteroaromatic compounds.

  摘要：

  DOI：

  10.1016/s0040-4039(01)90330-2
• 作为试剂：
  描述：

  3,4,6-tri-O-acetyl-2-deoxy-2-dithiasuccinimido-β-D-glucopyranosyl azide 在 吡啶 、 3-(2-吡啶基)-5,6-二苯基-1,2,4-三嗪 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 2-乙酰氨基-3,4,6-三-O-乙酰基-2-脱氧-Β-D-吡喃葡萄糖酰基叠氮化物
  参考文献：
  名称：

  Versatile solid-phase thiolytic reduction of azido and N-Dts groups in the synthesis of haemoglobin (67–76) O-glycopeptides and photoaffinity labelled analogues to study glycan T-cell specificity

  摘要：

  利用糖基化结构单元 1â4 和 7â21 通过多柱肽合成法合成了一系列 O-糖基化肽和光亲和标记的小鼠血红蛋白衍生十肽 Hb（67â76）的糖肽类似物 VITAFNEGLK，它能很好地与 MHC II 类 Ek 分子结合，并且对 CBA/J 小鼠无免疫原性。通过在十肽的中心位置 Asn-72 引入不同的肿瘤相关碳水化合物分子 [δ-D-GlcNAc-O-Ser/Thr、δ-D-GalNAc-O-Ser/Thr（TN 抗原）核心 1（T 抗原）、核心 2、核心 3 和核心 4]，将非免疫原性肽 VITAFNEGLK 转化为免疫原。 以往的研究表明，T 细胞可能能够识别部分由聚糖定义的表位，并可能与 T 细胞受体直接接触。为了研究聚糖与 T 细胞受体相互作用的特异性，我们合成了一系列在碳水化合物氨基功能上用 2- 叠氮苯甲酰胺标记的相应聚糖肽。聚糖结构随 O-GlcNAc、T 和 TN 抗原分子以及异构体构型的不同而变化。自始至终，含 N-二硫代丁二酰基和叠氮官能团的结构单元 1、2、7、8、11、12、13、16、18 和 20 都可以通过以下两种方法实现高效还原：(i) 在溶液中用 Zn 在 THFâHOAcâAc2O 中同时原位还原；或 (ii) 在固相上用二异丙基乙胺和过量的二硫苏糖醇或δ-巯基-N-甲基乙酰胺处理。对树脂结合的糖肽进行 N-乙酰化，可得到 O-糖肽 24、25 和 31â36。在使用 N-乙酰化结构单元 3、4、9、10、14、15、17、19 和 21 时，不需要在固相上进一步修饰碳水化合物分子。此外，在合成 O-连接糖肽 24、25 和 31â36 时，还进行了固相还原比较研究，采用的是 1â4 和 7â21 中的任何一种构建模块。光亲和标记的糖肽 39â45 是通过使用构建模块 1、2、7、8 和 11â13 合成的，方法是用二硫苏糖醇进行硫醇分解还原叠氮或 N-Dts 官能，然后将活化的光亲和标记 38 与树脂结合的糖肽的甘氨酸基偶联。通过一维和二维 1H NMR 光谱以及电喷雾质谱法，对合成的粘蛋白 O 型糖肽 24、25 和 31â36 以及光亲和标记的类似物 39â45 进行了全面鉴定。

  DOI：

  10.1039/a606725e

文献信息

• Studies on the interactions of 5-<i>R</i>-3-(2-pyridyl)-1,2,4-triazines with arynes: inverse demand aza-Diels–Alder reaction <i>versus</i> aryne-mediated domino process
  作者：Dmitry S. Kopchuk、Igor L. Nikonov、Albert F. Khasanov、Kousik Giri、Sougata Santra、Igor S. Kovalev、Emiliya V. Nosova、Sravya Gundala、Padmavathi Venkatapuram、Grigory V. Zyryanov、Adinath Majee、Oleg N. Chupakhin

  DOI：10.1039/c8ob00847g

  日期：——

  aza-Diels–Alder products or 1,2,4-triazine ring rearrangement (domino) products as major ones depending on the nature of both the substituents at the C5 position of the 1,2,4-triazine core or in the aryne moiety. The structures of the key products were confirmed based on X-ray data. Based on the density functional theoretical (DFT) studies of the Diels–Alder transition state geometries, the influence of the nature

  已经研究了取代的5 - R -3-（吡啶基-2）-1,2,4-三嗪与原位生成的取代的芳烃中间体之间的相互作用。根据1,2,5碳原子上两个取代基的性质，反应可提供反需求（ID）的aza-Diels-Alder产品或1,2,4-三嗪环重排（domino）产品作为主要产品。 4-三嗪核或在芳烃部分。根据X射线数据确定了关键产品的结构。基于Diels–Alder过渡态几何的密度泛函理论（DFT）研究，提出了芳烃性质对1,2,4-三嗪转化方向的影响。
• Kinetics and mechanism of base hydrolysis of tris(3-(2-pyridyl)-5,6-diphenyl-1,2,4-triazine)iron(II) in aqueous and micellar media
  作者：Rajesh Bellam、G. Ganga Raju、Nageswara Rao Anipindi、Deo Jaganyi

  DOI：10.1007/s11243-015-0018-z

  日期：2016.4

  decrease with increasing ionic strength in aqueous and CTAB media, whereas SDS medium shows little ionic strength effect. The rate also increases with CTAB concentration but decreases with SDS. The specific rate constant, k and thermodynamic parameters (Ea, ΔH#, ΔS# and ΔG#) have also been evaluated. The near equal values of ΔG# obtained in aqueous and CTAB media suggest that these reactions occur essentially

  三(3-(2-吡啶基)-5,6-二苯基-1,2,4-三嗪)铁(II)碱水解动力学，$$ \textFe(PDT)}}_ 3 }^2 + } $$Fe(PDT)32+ 已在 25、35 和 45 °C 下在伪一级条件下在十六烷基三甲基溴化铵 (CTAB) 和十二烷基硫酸钠 (SDS) 介质中进行了研究，即 $$ [ \textOH}}^ - } ]\gg [\textFe(PDT)}}_ 3}^2 + } ] $$[OH-]≫[Fe(PDT) )32+]。反应在底物 $$ \textFe(PDT)}}_ 3}^2 + } $$Fe(PDT)32+ 和氢氧根离子中都是一级反应。在水介质和 CTAB 介质中，速率随着离子强度的增加而降低，而 SDS 介质显示出的离子强度影响很小。该速率也随 CTAB 浓度而增加，但随 SDS 而降低。还评估了比速率常数、k 和热力学参数（Ea、ΔH#、ΔS#
• Broadening the scope of 1,2,4-triazine synthesis by the application of microwave technology
  作者：Zhijian Zhao、William H. Leister、Kimberly A. Strauss、David D. Wisnoski、Craig W. Lindsley

  DOI：10.1016/s0040-4039(02)02845-9

  日期：2003.2

  By the application of microwave technology, a general protocol has been developed for the rapid synthesis of diverse 3,5,6-trisubstituted 1,2,4-triazines in excellent yield and purity, including many previously unknown 3-heterocyclic-1,2,4-triazines.

  通过微波技术的应用，已开发出通用协议，可以以优异的收率和纯度快速合成各种3,5,6-三取代的1,2,4-三嗪，包括许多以前未知的3-杂环-1,2 ，4-三嗪。
• Efficient Preparation of Pyridinyl-1,2,4-Triazines via Telescoped Condensation with Diversely Functionalized 1,2-Dicarbonyls
  作者：Serene Tai、Sydney V. Marchi、Jesse D. Carrick

  DOI：10.1002/jhet.2374

  日期：2016.7

  useful 3‐pyridin‐2‐yl‐1,2,4‐triazines (2 novel) is demonstrated via telescoped condensation with the requisite 1,2‐dicarbonyl in two‐pots without additives, differentially extractive work‐up procedures, or recrystallization. Additional efforts in this area have demonstrated the utility of polar aprotic solvents for the preparation of nine functionalized pyridinyl‐2,6‐bis‐1,2,4‐triazines (4 novel) directly

  有效化学选择性提取次minor系元素的材料的开发仍然是分离科学领域研究工作的前沿。由于与超铀元素element有良好的络合作用，该领域经常使用源自氮供体支架的路易斯碱性络合物。在目前的工作中，通过在两个罐中与所需的1,2-二羰基进行缩合缩合缩合，证明了制备八种有用的3-吡啶-2--2-基1,2,4-三嗪（2种新颖）的有效方法。添加剂，差异萃取后处理程序或重结晶。在这一领域的进一步努力证明了极性非质子溶剂在制备九种官能化吡啶基-2-6- bis中的实用性直接从必需的2,6-吡啶二甲腈中得到1,2,4-三嗪（4种新颖化合物），整个四个步骤的总收率为49-99％。本文报道了这些重要材料的简化制备方法和详细的合成步骤。
• Synthesis, crystal structure, bovine serum albumin binding studies of 1,2,4-triazine based copper(I) complexes
  作者：Larica Pathaw、Themmila Khamrang、Arunkumar Kathiravan、Marappan Velusamy

  DOI：10.1016/j.molstruc.2020.127821

  日期：2020.5

  Abstract A series of new copper complexes have been synthesized and completely characterized by pivotal analytical techniques. The coordination geometry around copper(I) complex was best described as distorted tetrahedral geometry. The binding of bovine serum albumin with Cu(I) complexes are also been investigated. The Stern–Volmer analysis on quenching data exhibits the presence of the static quenching

  摘要 一系列新的铜配合物已被合成并通过关键的分析技术完全表征。铜（I）配合物周围的配位几何最好被描述为扭曲的四面体几何。还研究了牛血清白蛋白与 Cu(I) 复合物的结合。对淬火数据的 Stern-Volmer 分析表明存在静态淬火机制。使用修正的 Stern-Volmer、Lineweaver-Burk 和 Scatchard 图计算结合常数。所有配合物的结合常数都在 104 左右。因此，这些结果有助于开发基于 Cu(I) 的药物。

表征谱图