3-(4-溴苯基)-5-甲基-1,2,4-噁二唑 | 118183-92-9

• 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-甲基-1,2,4-噁二唑
• 中文别名: 3-(4-溴苯基)-5-甲基-1,2,4-恶二唑
• 英文名称: 3-(4-bromophenyl)-5-methyl-1,2,4-oxadiazole
• 英文别名: 3-(4-bromo-phenyl)-5-methyl-[1,2,4]oxadiazole；3-(4-Brom-phenyl)-5-methyl-[1,2,4]oxadiazol
• CAS: 118183-92-9
• 化学式: C₉H₇BrN₂O
• mdl: MFCD00487341
• 分子量: 239.071
• InChiKey: YWBIOYGLRGIJRT-UHFFFAOYSA-N

物化性质

• 熔点：
  98 °C
• 沸点：
  327.9±44.0 °C(Predicted)
• 密度：
  1.528±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 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

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

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H302: Harmful if swallowed
H315: Causes skin irritation
H318: Causes serious eye damage
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P280: Wear protective gloves/protective clothing/eye protection/face protection
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.
Ingredient name: 3-(4-Bromophenyl)-5-methyl-1,2,4-oxadiazole
CAS number: 118183-92-9

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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.
Storage: Store in closed vessels.

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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: C9H7BrN2O
Molecular weight: 239.1

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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-甲基-1,2,4-噁二唑 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 1-金刚烷甲酸 、 silver trifluoromethanesulfonate 、 双三氟甲烷磺酰亚胺银盐 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 29.0h， 生成 (E)-3-(5-bromo-3-(1,2-diphenylvinyl)-2-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl)-1-methylpyrrolidine-2,5-dione
  参考文献：
  名称：

  Rh(III)-催化级联环化产生螺吡咯并异喹啉衍生物的 N-乙酰链

  摘要：

  开发了一种新的铑( III )催化多步级联螺环化方法，以恶二唑为导向基团合成新型螺吡咯并异喹啉衍生物的N-乙酰链。这种一锅法反应还分离出芳基恶二唑衍生物作为交叉偶联中间体。这种简单的方法可以有效地扩大异喹啉和芳基恶二唑骨架的范围。

  DOI：

  10.1039/d2ob00137c
• 作为产物：
  描述：

  [(E)-[amino-(4-bromophenyl)methylidene]amino] acetate 以 二苯醚 为溶剂， 反应 2.0h， 生成 3-(4-溴苯基)-5-甲基-1,2,4-噁二唑
  参考文献：
  名称：

  O-（N-乙酰基苯甲酰亚胺基）苯甲酰胺肟的形成和热反应：与由O-乙酰基芳酰胺肟和O-芳酰基乙酰氨基肟形成3,5-二取代的1,2,4-恶二唑的比较

  摘要：

  通过N-氯-或N-溴-琥珀酰亚胺或卤素在苯甲酰胺肟上的作用，获得了O-（苯甲酰亚胺基）苯甲酰胺肟的盐。游离碱的乙酰化得到标题化合物，将其进行热环化，损失乙酰胺，得到3，5-二苯基-1，2，4-恶二唑。在二苯醚中，该反应的机理与O-乙酰基芳酰胺肟和O-芳酰基乙酰氨基肟的热环化非常相似，并且被认为涉及极性环化步骤，随后是速率确定质子转移。记录了32种肟，a胺肟和恶二唑衍生物的13 C Nmr光谱，并记录了肟，a胺肟的取代基化学位移，计算苯环上的O-乙酰基酰胺肟，5-甲基-1,2,4-恶二唑-3-基和3-甲基-1,2,4-恶二唑-5-基。

  DOI：

  10.1039/p29800001792
• 作为试剂：
  描述：

  (E)-4-溴-N’-羟基苄脒 、 1,1-二甲氧基-N,N-二甲基乙胺 、 水 、 乙酸乙酯 在 Brine 、 正己烷 、 3-(4-溴苯基)-5-甲基-1,2,4-噁二唑 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以to afford the title compound 3-(4-bromophenyl)-5-methyl-1,2,4-oxadiazole (16b)的产率得到3-(4-溴苯基)-5-甲基-1,2,4-噁二唑
  参考文献：
  名称：

  NOVEL PHENYLPROPIONIC ACID DERIVATIVES AS PEROXISOME PROLIFERATOR-ACTIVATED GAMMA RECEPTOR MODULATORS, METHOD OF THE SAME, AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME

  摘要：

  本发明提供了一种新颖的苯丙酸衍生物和一种包含其作为活性成分的PPAR-γ调节剂。本发明的苯丙酸衍生物具有对PPAR-γ功能的调节作用，从而对PPAR介导的疾病或疾病表现出降血糖、降血脂和减少胰岛素抵抗的作用。因此，本发明在预防或治疗糖尿病和代谢性疾病方面具有预防或治疗作用。

  公开号：

  US20100063041A1

文献信息

• Benzoyl-piperazine derivatives
  申请人：Jolidon J. Synese

  公开号：US20050209241A1

  公开（公告）日：2005-09-22

  The invention relates to compounds of formula wherein the substituents are described herein. The compounds may be used in the treatment of illnesses based on the glycine uptake inhibitor, such as psychoses, pain, neurodegenerative disfunction in memory and learning, schizophrenia, dementia and other diseases in which cognitive processes are impaired, such as attention deficit disorders or Alzheimer's disease.

  本发明涉及具有以下通式的化合物 其中取代基如本文所述。这些化合物可用于治疗基于抑制甘氨酸摄取的疾病，如精神疾病、疼痛、记忆和学习方面的神经退行性功能障碍、精神分裂症、痴呆症以及认知过程受损的其他疾病，例如注意力缺陷障碍或阿尔茨海默病。
• [EN] NOVEL COMPOUNDS<br/>[FR] DERIVES DE DIAZEPINE 1-BENZOYLE SUBSTITUES EN TANT QU'AGONISTES DE RECEPTEUR D'HISTAMINE SELECTIVE H3
  申请人：GLAXO GROUP LTD

  公开号：WO2005040144A1

  公开（公告）日：2005-05-06

  The present invention relates to novel diazepanyl derivatives of formula (I) having pharmacological activity, processes for their preparation, to compositions containing them and to their use in the treatment of neurological and psychiatric disorders.

  本发明涉及具有药理活性的新型二氮杂环庚基衍生物（I）的公式，其制备方法，含有它们的组合物以及它们在治疗神经和精神障碍中的用途。
• [EN] PYRROLIDINE DERIVATIVES AS HISTAMINE RECEPTORS LIGANDS<br/>[FR] LIGANDS DE RECEPTEURS HISTAMINIQUES A BASE DE DERIVES PYRROLIDINIQUES
  申请人：GLAXO GROUP LTD

  公开号：WO2006040192A1

  公开（公告）日：2006-04-20

  The present invention relates to pyrrolidine derivatives of formula (I) having pharmacological activity, processes for their preparation, to compositions containing them and to their use in the treatment of neurological and psychiatric disorders.

  本发明涉及具有药理活性的吡咯烷衍生物公式(I)，它们的制备方法，含有它们的组合物及其在治疗神经和精神障碍中的用途。
• 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。
• [EN] PIPERAZINE DERIVATIVES AND THEIR USE FOR THE TREATMENT OF NEUROLOGICAL AND PSYCHIATRIC DISEASES<br/>[FR] DERIVES DE PIPERAZINE ET LEUR UTILISATION DANS LE TRAITEMENT DE MALADIES NEUROLOGIQUES ET PSYCHIATRIQUES
  申请人：GLAXO GROUP LTD

  公开号：WO2004101546A1

  公开（公告）日：2004-11-25

  The present invention relates to novel piperidine carbonyl piperazine derivatives having pharmacological activity, processes for their preparation, to compositions containing them and to their use in the treatment of neurological and psychiatric disorders.

  本发明涉及具有药理活性的新型哌啶羰基哌嗪衍生物，其制备方法，含有它们的组合物，以及它们在治疗神经和精神疾病中的用途。