3-(4-溴苯基)-1,2,4-噁二唑 | 16013-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 3-(4-溴苯基)-1,2,4-噁二唑
• 中文别名: 3-(4-溴苯基)-1,2,4-恶二唑
• 英文名称: 3-(4-bromophenyl)-1,2,4-oxadiazole
• 英文别名: 3-(4-Brom-phenyl)-1,2,4-oxadiazol
• CAS: 16013-07-3
• 化学式: C₈H₅BrN₂O
• mdl: MFCD09027281
• 分子量: 225.044
• InChiKey: OOQNOWMRFJKXTC-UHFFFAOYSA-N

物化性质

• 沸点：
  303.1±44.0 °C(Predicted)
• 密度：
  1.605±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
3-(4-Bromophenyl)-1,2,4-oxadiazole
Product Name:
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H301: Toxic if swallowed
H315: Causes skin irritation
H318: Causes serious eye damage
H335: May cause respiratory irritation
Avoid breathing dust/fume/gas/mist/vapours/spray
P261:
P280: Wear protective gloves/protective clothing/eye protection/face protection
P301+P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
3-(4-Bromophenyl)-1,2,4-oxadiazole
Ingredient name:
CAS number: 16013-07-3

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels, refrigerated.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C8H5BrN2O
Molecular weight: 225.0

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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 bromide.

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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
UN Number: UN2811 Class: 6.1 Packing group: III
Proper shipping name: TOXIC SOLIDS, ORGANIC, N.O.S. (3-(4-Bromophenyl)-1,2,4-oxadiazole)

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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：

  3-(4-溴苯基)-1,2,4-噁二唑 、 联硼酸频那醇酯 在 1,1'-双(二苯基膦)二茂铁 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 作用下， 以 1,4-二氧六环 为溶剂， 以65.7%的产率得到3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1,2,4-oxadiazole
  参考文献：
  名称：

  WO2019180644A5

  摘要：

  公开号：

  WO2019180644A5
• 作为产物：
  描述：

  4-溴苯腈 在 iron(III) chloride 、 盐酸羟胺 、 sodium carbonate 、 三乙胺 、 L-脯氨酸 作用下， 以 乙醇 、 水 为溶剂， 反应 13.0h， 生成 3-(4-溴苯基)-1,2,4-噁二唑
  参考文献：
  名称：

  氯化铁/ 1-脯氨酸可作为由酰胺基肟和原甲酸三乙酯合成3-取代的1,2,4-恶二唑的高效催化剂

  摘要：

  摘要 提出了一种由a肟和原甲酸三乙酯合成3-取代的1,2,4-恶二唑的通用，简便而有效的方法。该方法使用氯化铁（III）/ 1-脯氨酸催化体系，并且以中等至良好的产率获得了3-取代的1,2,4-恶二唑产物。 提出了一种由a肟和原甲酸三乙酯合成3-取代的1,2,4-恶二唑的通用，简便而有效的方法。该方法使用氯化铁（III）/ 1-脯氨酸催化体系，并且以中等至良好的产率获得了3-取代的1,2,4-恶二唑产物。

  DOI：

  10.1055/s-0035-1562431

文献信息

• SULFONE AMIDE LINKED BENZOTHIAZOLE INHIBITORS OF ENDOTHELIAL LIPASE
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：US20160326125A1

  公开（公告）日：2016-11-10

  The present invention provides compounds of Formula (I) as defined in the specification and compositions comprising any of such novel compounds. These compounds are endothelial lipase inhibitors which may be used medicaments.

  本发明提供了规范中定义的Formula (I)的化合物以及包含任何此类新化合物的组合物。这些化合物是内皮酶抑制剂，可用作药物。
• [EN] SULFONE AMIDE LINKED BENZOTHIAZOLE INHIBITORS OF ENDOTHELIAL LIPASE<br/>[FR] COMPOSÉS BENZOTHIAZOLE À LIAISON AMIDE SULFONE UTILISÉS EN TANT QU'INHIBITEURS DE LA LIPASE ENDOTHÉLIALE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2015105749A1

  公开（公告）日：2015-07-16

  The present invention provides compounds of Formula (I) as defined in the specification and compositions comprising any of such novel compounds. These compounds are endothelial lipase inhibitors which may be used medicaments.

  本发明提供了规范中定义的Formula (I)的化合物以及包含任何此类新化合物的组合物。这些化合物是内皮脂酶抑制剂，可用作药物。
• Microwave promoted one-pot synthesis of 2-aryl substituted 1,3,4-oxadiazoles and 1,2,4-oxadiazole derivatives using Al3+-K10 clay as a heterogeneous catalyst
  作者：Dhanusu Suresh、Kuppusamy Kanagaraj、Kasi Pitchumani

  DOI：10.1016/j.tetlet.2014.05.004

  日期：2014.7

  An efficient, inexpensive method is developed for the one-pot synthesis of 2-aryl substituted 1,3,4-oxadiazoles and 1,2,4-oxadiazoles starting from acid hydrazides and trimethyl orthoformate under solvent-free, microwave conditions using a reusable Al3+-K10 montmorillonite clay as a heterogeneous catalyst. The novelty of the present study lies in the synthesis of oxadiazole and benzimidazole moieties

  开发了一种有效，廉价的方法，可在无溶剂的微波条件下，从酰肼和原甲酸三甲酯开始，一锅法合成2-芳基取代的1,3,4-恶二唑和1,2,4-恶二唑Al 3+ -K10蒙脱土作为非均相催化剂。本研究的新颖之处在于在温和的条件下，由易得的前体和催化剂以一锅法高收率合成恶二唑和苯并咪唑部分。
• Tetrafluoropyridinyl Thiolate as a Tool for Enabling Photoredox Alkylation of 1,2,4‐Oxadiazoles
  作者：Alexander E. Frumkin、Vitalij V. Levin、Alexander D. Dilman

  DOI：10.1002/adsc.202400075

  日期：——

  4‐oxadiazoles using alkyl halides as precursors of radicals is described. The reaction efficiency is determined by potassium tetrafluoropyridinyl thiolate additive, which plays dual role. First, the thiolate converts alkyl halides into more reactive fluorinated aryl sulfides, which undergo photoredox activation of the C‐S bond. Second, the thiolate decreases the unproductive loss of alkyl radicals by converting

  描述了一种使用卤代烷作为自由基前体对 1,2,4-恶二唑进行自由基官能化的方法。反应效率由四氟吡啶基硫醇钾添加剂决定，该添加剂具有双重作用。首先，硫醇盐将卤代烷转化为更具反应性的氟化芳基硫醚，后者经历 C-S 键的光氧化还原活化。其次，硫醇盐通过将烷基自由基转化回硫化物来减少烷基自由基的非生产性损失。
• Aryl or heteroaryl triazolone derivatives or salts thereof, or pharmaceutical compositions comprising the same
  申请人：YUHAN CORPORATION

  公开号：US10562865B2

  公开（公告）日：2020-02-18

  The present technology provides aryl or heteroaryl triazolone derivatives or pharmaceutically acceptable salts thereof, preparation processes thereof, pharmaceutical compositions comprising the same, and the use thereof. The aryl or heteroaryl triazolone derivatives or their pharmaceutically acceptable salts exhibit selective inhibitory activity on VAP-1 and therefore can be usefully applied, e.g., for the treatment and prophylaxis of nonalcoholic hepatosteatosis (NASH).

  本技术提供了芳基或杂芳基三唑酮衍生物或其药学上可接受的盐、其制备工艺、包含这些衍生物的药物组合物及其用途。芳基或杂芳基三唑酮衍生物或其药学上可接受的盐类对 VAP-1 具有选择性抑制活性，因此可用于治疗和预防非酒精性肝病（NASH）等。