3-(4-溴苯基)-5-乙基-1,2,4-噁二唑 | 364743-34-0

• 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-乙基-1,2,4-噁二唑
• 英文名称: 3-(4-bromophenyl)-5-ethyl-1,2,4-oxadiazole
• CAS: 364743-34-0
• 化学式: C₁₀H₉BrN₂O
• mdl: MFCD00635507
• 分子量: 253.098
• InChiKey: BOQDDPQJWXSRCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 3-(4-Bromophenyl)-5-ethyl-1,2,4-oxadiazole
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 3-(4-Bromophenyl)-5-ethyl-1,2,4-oxadiazole
CAS number: 364743-34-0

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C10H9BrN2O
Molecular weight: 253.1

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为产物：
  描述：

  4-溴苯腈 在 羟胺 、 溶剂黄146 作用下， 反应 0.05h， 生成 3-(4-溴苯基)-5-乙基-1,2,4-噁二唑
  参考文献：
  名称：

  在微波辐射和无溶剂条件下新型一锅三组分合成 1,2,4-恶二唑

  摘要：

  3,5-二取代 1,2,4-恶二唑的新合成描述了在微波辐射和无溶剂条件下，腈、羟胺和 Meldrum 酸之间的一锅三组分反应，收率良好。

  DOI：

  10.1055/s-2006-944200

文献信息

• The first one-pot ambient-temperature synthesis of 1,2,4-oxadiazoles from amidoximes and carboxylic acid esters
  作者：Sergey Baykov、Tatyana Sharonova、Anton Shetnev、Sergey Rozhkov、Stanislav Kalinin、Alexey V. Smirnov

  DOI：10.1016/j.tet.2017.01.007

  日期：2017.2

  The first one-pot room-temperature protocol for the synthesis of 3,5-disubstituted-1,2,4-oxadiazoles via the condensation between amidoximes and carboxylic acid esters in superbase medium MOH/DMSO is reported. A broad spectrum of alkyl, aryl and hetaryl amidoximes and esters was examined. This reaction route provides convenient access to 1,2,4-oxadiazoles, which is highly desirable because in the light

  据报道，第一个单锅室温规程是通过在超碱性介质MOH / DMSO中通过a肟和羧酸酯之间的缩合反应合成3,5-二取代-1,2,4-恶二唑。检查了烷基，芳基和杂芳基肟和酯的广谱光谱。该反应途径提供了方便地获得1,2,4-恶二唑的途径，这是非常需要的，因为鉴于这种特权支架，公认其是新型治疗剂和高科技材料设计的重要核心。
• [EN] NEW INDANYLOXYDIHYDROBENZOFURANYLACETIC ACID DERIVATIVES AND THEIR USE AS GPR40 RECEPTOR AGONISTS<br/>[FR] NOUVEAUX DÉRIVÉS D'ACIDE INDANYLOXYDIHYDROBENZOFURANNYLACÉTIQUE ET LEUR UTILISATION COMME AGONISTES DU RÉCEPTEUR GPR40
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2013144098A1

  公开（公告）日：2013-10-03

  The present invention relates to compounds of general formula (I), wherein the groups R1, R2 and m are defined as in claim 1, which have valuable pharmacological properties, in particular bind to the GPR40 receptor and modulate its activity. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

  本发明涉及一般式(I)的化合物，其中基团R1、R2和m的定义如权利要求书中所述，这些化合物具有有价值的药理特性，特别是与GPR40受体结合并调节其活性。这些化合物适用于治疗和预防受该受体影响的疾病，如代谢性疾病，特别是2型糖尿病。
• One-Pot Synthesis of 3,5-Disubstituted 1,2,4-Oxadiazoles Using Catalytic System NaOH‒DMSO
  作者：V. E. Pankrat’eva、T. V. Sharonova、M. V. Tarasenko、S. V. Baikov、E. R. Kofanov

  DOI：10.1134/s1070428018080213

  日期：2018.8

  One-pot convenient process was developed for the production of 3,5-disubstituted 1,2,4-oxadiazoles by reaction of amidoximes with anhydrides or acyl chlorides in a system NaOH‒DMSO. The reaction proceeds at room temperature with high yields.

  开发了一种一锅方便的方法，用于通过a胺肟与酸酐或酰氯在NaOH‒DMSO体系中的反应生产3,5-二取代的1,2,4-恶二唑。反应在室温下以高产率进行。
• NEW INDANYLOXYDIHYDROBENZOFURANYLACETIC ACID DERIVATIVES AND THEIR USE AS GPR40 RECEPTOR AGONISTS
  申请人：Boehringer Ingelheim International GmbH

  公开号：EP2831053B1

  公开（公告）日：2016-06-22
• A Novel, One-Pot, Three-Component Synthesis of 1,2,4-Oxadiazoles under Microwave Irradiation and Solvent-Free Conditions
  作者：Mehdi Adib、Mohammad Mahdavi、Niusha Mahmoodi、Hooshang Pirelahi、Hamid Bijanzadeh

  DOI：10.1055/s-2006-944200

  日期：2006.7

  A novel synthesis of 3,5-disubstituted 1,2,4-oxadiazoles is described from a one-pot, three-component reaction between nitriles, hydroxylamine, and Meldrum's acids under microwave irradiation and solvent-free conditions in good to excellent yields.

  3,5-二取代 1,2,4-恶二唑的新合成描述了在微波辐射和无溶剂条件下，腈、羟胺和 Meldrum 酸之间的一锅三组分反应，收率良好。