8-氯四唑[1,5-A]砒啶 | 40971-88-8

• 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 - 吡啶及其衍生物
• 中文名称: 8-氯四唑[1,5-A]砒啶
• 英文名称: 8-chlorotetrazolo[1,5-a]pyridine
• CAS: 40971-88-8
• 化学式: C₅H₃ClN₄
• mdl: MFCD00490111
• 分子量: 154.559
• InChiKey: WGGNMQVGYLFOLB-UHFFFAOYSA-N

物化性质

• 熔点：
  194-200
• 密度：
  1.71±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 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：
  43.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 8-Chlorotetrazolo[1,5-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-Chlorotetrazolo[1,5-a]pyridine
CAS number: 40971-88-8

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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: C5H3ClN4
Molecular weight: 154.6

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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：

  8-氯四唑[1,5-A]砒啶 以 三氟乙酸 为溶剂， 生成 2-azido-3-chloro-pyridine
  参考文献：
  名称：

  1H,13C and15N NMR and IR studies of halogen-substituted tetrazolo[1,5-a]pyridines

  摘要：

  The tetrazole-azide tautomerization of some halogen-substituted tetrazolo[1,5-a]pyridines was examined by IR spectroscopy at ambient temperature and by H-1,C-13 and N-15 NMR spectroscopy at various temperatures. The tetrazolopyridines can exhibit equilibrium between the azide and the tetrazole forms. For some of them slow exchange occurs on the NMR time-scale, such that it is possible to estimate equilibrium constants. The position and nature of the substituent in the pyridine ring result in stabilization or destabilization of the tetrazole form and exert a strong influence on the values found for the equilibrium constants. A saturation transfer experiment was carried out for 5-bromotetrazolo[1,5-a]pyridine and the rate constants were estimated. Moreover, based on the van't Hoff equation, the enthalpy Delta H degrees and entropy Delta S degrees for the tautomerization were calculated. Ab initio calculated energies and charge distribution are in good agreement with differences observed in the tetrazole-azide equilibrium constants. Copyright (C) 1999 John Wiley & Sons, Ltd.

  DOI：

  10.1002/(sici)1099-1395(199906)12:6<470::aid-poc151>3.0.co;2-u
• 作为产物：
  描述：

  2,3-二氯吡啶 在 盐酸 、 sodium azide 作用下， 以 乙醇 、 水 为溶剂， 反应 48.0h， 以60%的产率得到8-氯四唑[1,5-A]砒啶
  参考文献：
  名称：

  吡啶-膦亚胺配体促进的Cu（I）催化的叠氮化物-炔烃环加成反应，用于制备1-（吡啶-2-基）-1,2,3-三唑衍生物。

  摘要：

  设计了一系列膦亚胺配体，并首次用于四唑并[1,5-a]吡啶和炔烃的Cu（i）催化的叠氮化物-炔烃环加成（CuAAC）反应中。通过优化反应条件，开发了一种有效的催化体系（CuCl / 2-PyCH2N [双键，长度为m-dashP（t）Bu3），得到1-（吡啶-2-基）-1,2， 3-三唑衍生物的产率中等至极好（46-98％）。

  DOI：

  10.1039/c4ob01176g

文献信息

• [EN] TRIAZOLYL DERIVATIVES AS SYK INHIBITORS<br/>[FR] DÉRIVÉS TRIAZOLYLE EN TANT QU'INHIBITEURS DE LA SYK
  申请人：MERCK SHARP & DOHME

  公开号：WO2014048065A1

  公开（公告）日：2014-04-03

  Provided are triazole derivatives of Formula I which are potent inhibitors of spleen tyrosine kinase and pharmaceutical composition. The triazole derivatives are useful in the treatment and prevention of diseases mediated by said enzyme, such as asthma, COPD, rheumatoid arthritis, and cancer.

  提供了公式I的三唑衍生物，它们是脾酪氨酸激酶的有效抑制剂和药物组合物。这些三唑衍生物在治疗和预防由该酶介导的疾病中非常有用，如哮喘、慢性阻塞性肺疾病、类风湿性关节炎和癌症。
• One-Step Conversion of Pyridine <i>N</i>-Oxides to Tetrazolo[1,5-<i>a</i>]pyridines
  作者：John M. Keith

  DOI：10.1021/jo061819j

  日期：2006.12.1

  Pyridine N-oxides were converted to tetrazolo[1,5-a]pyridines in good to excellent yield by heating in the presence sulfonyl or phosphoryl azides and pyridine in the absence of solvent. Various sulfonyl and phosphoryl azides were screened for reactivity under a standard set of conditions. Diphenyl phosphorazidate was the most convenient reagent and gave high yields. Reaction optimization, scope, and

  通过在磺酰基或磷酰基叠氮化物和吡啶存在下加热，在不存在溶剂的情况下加热，将吡啶N-氧化物以良好或优异的产率转化为四唑并[1,5- a ]吡啶。在一组标准条件下筛选各种磺酰基和磷酰基叠氮化物的反应性。叠氮磷酸二苯酯是最方便的试剂，收率很高。讨论了反应优化，范围和可伸缩性。
• TRIAZOLYL DERIVATIVES AS SYK INHIBITORS
  申请人：MACHACEK Michelle R.

  公开号：US20150239866A1

  公开（公告）日：2015-08-27

  Provided are triazole derivatives of Formula I which are potent inhibitors of spleen tyrosine kinase and pharmaceutical composition. The triazole derivatives are useful in the treatment and prevention of diseases mediated by said enzyme, such as asthma, COPD, rheumatoid arthritis, and cancer.

  提供了公式I的三唑衍生物，它们是脾酪氨酸激酶的强效抑制剂和药物组合物。这些三唑衍生物可用于治疗和预防由该酶介导的疾病，如哮喘、COPD、类风湿性关节炎和癌症。
• US9586931B2
  申请人：——

  公开号：US9586931B2

  公开（公告）日：2017-03-07