3-(4-溴苯基)-5-(4-甲氧基苯基)-1,2,4-噁二唑 | 331989-76-5

• 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)-5-(4-甲氧基苯基)-1,2,4-噁二唑
• 中文别名: 3-(4-溴苯基)-5-(4-甲氧基苯基)-1,2,4-恶二唑
• 英文名称: 3-(4-bromophenyl)-5-(4-methoxyphenyl)-1,2,4-oxadiazole
• 英文别名: 3-(4-bromophenyl)-5-(4-methoxyphenyl)[1,2,4]oxadiazole
• CAS: 331989-76-5
• 化学式: C₁₅H₁₁BrN₂O₂
• mdl: MFCD01153061
• 分子量: 331.169
• InChiKey: PWXVKWQJAHTEJE-UHFFFAOYSA-N

物化性质

• 熔点：
  88-91 °C(Solv: methanol (67-56-1); water (7732-18-5))
• 沸点：
  450.4±55.0 °C(Predicted)
• 密度：
  1.443±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  48.2
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-(4-Bromophenyl)-5-(4-methoxyphenyl)-1,2,4-oxadiazole
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: 3-(4-Bromophenyl)-5-(4-methoxyphenyl)-1,2,4-oxadiazole
CAS number: 331989-76-5

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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.
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: C15H11BrN2O2
Molecular weight: 331.2

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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, 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
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：

  3-(4-溴苯基)-5-(4-甲氧基苯基)-1,2,4-噁二唑 在 palladium diacetate copper diacetate 、 三溴化硼 、 sodium carbonate 、 potassium carbonate 、 sodium ascorbate 、 三苯基膦 作用下， 以 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 86.0h， 生成 3-biphenyl-4-yl-5-(4-{[1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-1H-1,2,3-triazol-4-yl]methoxy}phenyl)-1,2,4-oxadiazole
  参考文献：
  名称：

  Synthesis of glycosyl-triazole linked 1,2,4-oxadiazoles

  摘要：

  The synthesis of four different types of oxadiazoles containing a terminal acetylenic group is described. Reaction of these oxadiazoles with various azidoglycosides via a copper-catalyzed [3+2] cycloaddition ('click chemistry') afforded the corresponding glycosyl-triazole linked 1,2,4-oxadiazoles in good yields. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2007.07.011
• 作为产物：
  描述：

  1-(2-(4-methoxyphenyl)-2-oxoethyl)pyridin-1-ium iodide 在 碘 、 碳酸氢钠 、 potassium carbonate 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 3-(4-溴苯基)-5-(4-甲氧基苯基)-1,2,4-噁二唑
  参考文献：
  名称：

  使用 1-(2-oxo-2-arylethyl)pyridin-1-iums 和苯甲脒直接合成 3,5-二芳基-1,2,4-恶二唑

  摘要：

  开发了一种用于从容易获得的 1-(2-oxo-2-arylethyl)pyridin-1-iums 和脒盐酸盐合成 1,2,4-恶二唑衍生物的有效多米诺协议。在该实用的方法，Ñ酰基脒前体通过简单的亲核取代首先形成，未经纯化Ñ -acylamidine中间体和分子内下列脱水闭环中的我的存在下，得到1,2,4-恶二唑衍生物2 / K 2 CO 3 /DMSO 表现出优异的官能团耐受性并在简单的实验条件下进行。

  DOI：

  10.1002/jhet.4354

文献信息

• Base-mediated one-pot synthesis of 1,2,4-oxadiazoles from nitriles, aldehydes and hydroxylamine hydrochloride without addition of extra oxidant
  作者：Wei Wang、Hao Xu、Yuanqing Xu、Tao Ding、Wenkai Zhang、Yanrong Ren、Haibo Chang

  DOI：10.1039/c6ob01794k

  日期：——

  A simple base-mediated one-pot synthesis of 3,5-disubstituted 1,2,4-oxadiazoles from nitriles, aldehydes and hydroxylamine hydrochloride has been developed, in which the aldehydes act as both substrates and oxidants. The reactions include three sequential procedures: base-promoted intermolecular addition of hydroxylamine to nitrile to lead to amidoxime, treatment of the amidoxime with an aldehyde to

  已经开发了由腈，醛和盐酸羟胺形成的简单的碱介导的一锅法合成3,5-二取代的1,2,4-恶二唑，其中醛既充当底物又充当氧化剂。反应包括三个顺序程序：碱促进的羟胺分子间加成到腈中以生成a胺肟；用醛处理the胺肟以形成4,5-二氢-1,2,4-恶二唑；以及氧化4， 5-二氢-1,2,4-恶二唑通过使用另一种醛得到1,2,4-恶二唑。该方法代表了合成3,5-二取代的1,2,4-恶二唑的直接而简单的方法。
• Development of novel β-amyloid probes based on 3,5-diphenyl-1,2,4-oxadiazole
  作者：Masahiro Ono、Mamoru Haratake、Hideo Saji、Morio Nakayama

  DOI：10.1016/j.bmc.2008.05.054

  日期：2008.7

  In the search for novel probes for the imaging in vivo of beta-amyloid plaques in Alzheimer's disease (AD) brain, we have synthesized and evaluated a series of 3,5-diphenyl-1,2,4-oxadiazole (DPOD) derivatives. The affinity for beta-amyloid plaques was assessed by an in vitro-binding assay using pre-formed synthetic Abeta42 aggregates. The new series of DPOD derivatives showed excellent affinity for

  在寻找用于阿尔茨海默氏病（AD）脑中β淀粉样蛋白斑块体内成像的新型探针时，我们合成并评估了一系列3,5-二苯基-1,2,4-恶二唑（DPOD）衍生物。使用预先形成的合成Abeta42聚集体，通过体外结合测定法评估了对β-淀粉样蛋白斑块的亲和力。新系列的DPOD衍生物对Abeta聚集体具有极佳的亲和力，其K（i）值介于4至47nM之间。在使用正常小鼠进行的生物分布实验中，检查的[（125）I] 12，[（125）I] 13，[（125）I] 14和[（125）I] 15）显示了足够的成像摄取，范围为2.2至3.3％ID /克。但是从大脑中清除四种配体的速度相对较慢。尽管必须进行其他修改才能改善非特异性结合的放射性示踪剂的吸收和快速清除，
• Grambal, Frantisek; Lasovsky, Jan, Collection of Czechoslovak Chemical Communications, 1986, vol. 51, # 12, p. 2786 - 2797
  作者：Grambal, Frantisek、Lasovsky, Jan

  DOI：——

  日期：——
• Grambal, Frantisek; Lasovsky, Jan, Collection of Czechoslovak Chemical Communications, 1985, vol. 50, # 12, p. 2722 - 2729
  作者：Grambal, Frantisek、Lasovsky, Jan

  DOI：——

  日期：——
• Ryu, Hyung-Chul; Hong, Young-Taek; Kang, Suk-Ku, Heterocycles, 2001, vol. 54, # 2, p. 985 - 988
  作者：Ryu, Hyung-Chul、Hong, Young-Taek、Kang, Suk-Ku

  DOI：——

  日期：——