8-氯-[1,2,4]三唑并[4,3-A]砒啶 | 501357-89-7

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三唑并吡啶类
• 中文名称: 8-氯-[1,2,4]三唑并[4,3-A]砒啶
• 中文别名: 8-氯-[1,2,4]噻唑并[4,3-a]吡啶
• 英文名称: 8-chloro-[1,2,4]triazole[4,3-a]pyridine
• 英文别名: 8-chloro-[1,2,4]triazolo[4,3-a]pyridine；8-Chloro[1,2,4]triazolo[4,3-a]pyridine
• CAS: 501357-89-7
• 化学式: C₆H₄ClN₃
• mdl: MFCD09258641
• 分子量: 153.571
• InChiKey: OOHXKDTZOJELHU-UHFFFAOYSA-N

物化性质

• 熔点：
  184-186
• 密度：
  1.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 8-Chloro-[1,2,4]triazolo[4,3-a]pyridine
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: 8-Chloro-[1,2,4]triazolo[4,3-a]pyridine
CAS number: 501357-89-7

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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: C6H4ClN3
Molecular weight: 153.6

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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, hydrogen chloride.

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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：

  苯乙酮对甲苯磺酰腙 、 8-氯-[1,2,4]三唑并[4,3-A]砒啶 在 copper(l) iodide 、 lithium tert-butoxide 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以62%的产率得到8-chloro-3-(1-phenylethyl)-[1,2,4]triazolo[4,3-a]pyridine
  参考文献：
  名称：

  铜（i）通过直接CH官能化催化三唑并吡啶的苄基化。

  摘要：

  开发了一种通用且有效的铜催化的三唑并吡啶与N-甲苯磺酰azo的苄基化反应。该反应通过交叉偶联形成C（sp2）-C（sp3）键，并且代表一种非常实用的方法，以中等至良好的产率提供3-苄基化的三唑并吡啶。概述了该反应基础的拟议的机理途径。这种催化转化应能在官能化化学中实现广泛的合成应用，从而可以合成新的药学上相关的三唑并吡啶衍生物。

  DOI：

  10.1039/c9ob01433k
• 作为产物：
  描述：

  2,3-二氯吡啶 在 hydrazine hydrate 、 咪唑盐酸盐 作用下， 以 乙醇 为溶剂， 生成 8-氯-[1,2,4]三唑并[4,3-A]砒啶
  参考文献：
  名称：

  使用DMF及其衍生物作为单碳源的无金属[4 + 1]和[5 + 1]环化反应制备杂环

  摘要：

  1,2,4-三唑并[3,4- a ]吡啶和相关的杂环以及取代的三嗪是在各种药物和农用化学试剂中普遍发现的支架。在这里，我们报告了一种高效且实用的方法，该方法使用DMF及其衍生物进行[4 + 1]和[5 + 1]环化反应，以制备这些杂环。这种无金属的反应利用了贮存稳定的DMF作为溶剂和碳供体，使用咪唑氯化物作为催化剂的优势，温和的反应条件可耐受广泛的底物范围并替代。制备的3-未取代的1,2,4-三唑并[3,4- a ]吡啶和衍生物允许在3-位进一步引入各种官能团。

  DOI：

  10.1016/j.tetlet.2020.151844

文献信息

• [EN] PROCESS FOR PREPARING PYRIDYLPYRAZOLE COMPOUNDS AND DERIVATIVES THEREOF FROM PYRIDYLHYDRAZINE<br/>[FR] PROCÉDÉ POUR PRÉPARER DES COMPOSÉS PYRIDYLPYRAZOLE ET DÉRIVÉS DE CEUX-CI PROVENANT DE PYRIDYLHYDRAZINE
  申请人：BASF SE

  公开号：WO2014202599A1

  公开（公告）日：2014-12-24

  The present invention relates to a process for preparing pyndylpyrazole compounds of the formula (I) starting from pyridylhydrazine of formula (II) The present invention relates also to processes comprising further preceding and/or subsequent reaction steps, leading to anthranilamide pesticides or to precursors for them.

  本发明涉及一种从式（II）的吡啶基肼出发制备式（I）的吡啶基吡唑化合物的方法。本发明还涉及包括进一步的前驱和/或后续反应步骤的过程，导致制备蒽酰胺类杀虫剂或其前体。
• Microwave Assistant One Pot Synthesis, Crystal Structure, Antifungal Activities and 3D‐ <scp>QSAR</scp> of Novel 1,2,4‐Triazolo[4,3‐ <i>a</i> ]pyridines
  作者：Xing‐Hai Liu、Zhao‐Hui Sun、Ming‐Yan Yang、Cheng‐Xia Tan、Jian‐Quan Weng、Yong‐Gang Zhang、Yi Ma

  DOI：10.1111/cbdd.12323

  日期：2014.9

  A series of novel 1,2,4‐triazolo[4,3‐a]pyridines were synthesized, and their structures were characterized by 1H NMR, MS, elemental analysis, and single‐crystal X‐ray diffraction analysis. The antifungal activities were evaluated. The antifungal activity results indicated that the compound 2b, 2g, 2p, and 2i exhibited good activities. The activity of compound 2b, 2g, 2p, and 2i can compare with the commercial pesticide. The 3D‐QSAR model was developed using CoMFA method. Both the steric and electronic field distributions of CoMFA are in good agreement in this work and will be very helpful in designing a new set of analogues.
• PROCESS FOR PREPARING PYRIDYLPYRAZOLE COMPOUNDS AND DERIVATIVES THEREOF FROM PYRIDYLHYDRAZINE
  申请人：BASF SE

  公开号：EP3010898A1

  公开（公告）日：2016-04-27