2,5-二溴-4-甲基咪唑 | 219814-29-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2,5-二溴-4-甲基咪唑
• 英文名称: 2,5-dibromo-4-methylimidazole
• 英文别名: 2,4-dibromo-5-methyl-1H-imidazole
• CAS: 219814-29-6
• 化学式: C₄H₄Br₂N₂
• mdl: MFCD02179519
• 分子量: 239.897
• InChiKey: RWHYUTSGEJYTMQ-UHFFFAOYSA-N

物化性质

• 沸点：
  343.1±34.0 °C(Predicted)
• 密度：
  2.188±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2933290090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,5-Dibromo-4-methylimidazole
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: 2,5-Dibromo-4-methylimidazole
CAS number: 219814-29-6

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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: C4H4Br2N2
Molecular weight: 239.9

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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：

  2,5-二溴-4-甲基咪唑 在 环己酮 、 sodium iodide 作用下， 以 甲苯 为溶剂， 以78.1%的产率得到2-溴-4-甲基-1H-咪唑
  参考文献：
  名称：

  METHOD FOR PRODUCING 2-HALOIMIDAZOLE COMPOUND

  摘要：

  公开号：

  EP2141151B1
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氯仿 、 溴 作用下， 生成 2,5-二溴-4-甲基咪唑
  参考文献：
  名称：

  Pyman; Timmis, Journal of the Chemical Society, 1923, vol. 123, p. 501

  摘要：

  DOI：

文献信息

• [EN] QUINUCLIDINE COMPOUNDS AS ALPHA-7 NICOTINIC ACETYLCHOLINE RECEPTOR LIGANDS<br/>[FR] COMPOSÉS QUINUCLIDINE EN TANT QUE LIGANDS DU RÉCEPTEUR NICOTINIQUE ALPHA-7 DE L'ACÉTYLCHOLINE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2016073407A1

  公开（公告）日：2016-05-12

  There are disclosed a series of quinuclidines having the Formula (I). which bind to the nicotinic α7 receptor and may be useful for the treatment of disorders of the central nervous system.

  揭示了一系列具有化学式（I）的喹诺啉类化合物，它们与尼古丁型α7受体结合，可能对中枢神经系统疾病的治疗有用。
• [EN] ANTIVIRAL COMPOUNDS<br/>[FR] COMPOSÉS ANTIVIRAUX
  申请人：ALIOS BIOPHARMA INC

  公开号：WO2015026792A1

  公开（公告）日：2015-02-26

  Disclosed herein are new antiviral compounds, together with pharmaceutical compositions that include one or more antiviral compounds, and methods of synthesizing the same. Also disclosed herein are methods of ameliorating and/or treating a paramyxovirus viral infection with one or more small molecule compounds. Examples of paramyxovirus infection include an infection caused by human respiratory syncytial virus (RSV).

  本文披露了新的抗病毒化合物，以及包括一种或多种抗病毒化合物的药物组合物，以及合成这些化合物的方法。本文还披露了使用一种或多种小分子化合物改善和/或治疗副粘病毒病毒感染的方法。副粘病毒感染的例子包括由人类呼吸道合胞病毒（RSV）引起的感染。
• [EN] 1,4,5-SUBSTITUTED 1,2,3-TRIAZOLE ANALOGUES AS ANTAGONISTS OF THE PREGNANE X RECEPTOR<br/>[FR] COMPOSÉS ANALOGUES AU 1,2,3-TRIAZOLE SUBSTITUÉ AUX POSITIONS 1, 4, 5 EN TANT QU'ANTAGONISTES DU RÉCEPTEUR X DU PRÉGNANE
  申请人：ST JUDE CHILDREN'S RES HOSPITAL

  公开号：WO2017165139A1

  公开（公告）日：2017-09-28

  In an aspect, the invention relates to 1,4,5 -substituted 1,2,3-triazole and 1,2,4,5- substituted imidazoles, which are modulators the pregnane X receptor ("PXR"); synthesis methods for making the compounds; pharmaceutical compositions comprising the compounds; and methods of modulating an adverse drug reaction in a mammal using the compounds and pharmaceutical compositions; methods of treatment of a disorder of uncontrolled cellular proliferation, such as a cancer, using the compounds and pharmaceutical compositions; methods of modulating pregnane X receptor activity in a mammal using the compounds and pharmaceutical compositions. This abstract is intended as a scanning tool for purposes of searching in the particular art and is not intended to be limiting of the present invention.

  在某个方面，该发明涉及1,4,5-取代的1,2,3-三唑和1,2,4,5-取代的咪唑，它们是孕烷X受体（"PXR"）的调节剂；制备这些化合物的合成方法；包括这些化合物的药物组合物；以及使用这些化合物和药物组合物调节哺乳动物中不良药物反应的方法；使用这些化合物和药物组合物治疗细胞不受控制增殖的疾病，如癌症的方法；使用这些化合物和药物组合物调节哺乳动物中孕烷X受体活性的方法。本摘要旨在作为在特定领域进行搜索的扫描工具，并不打算限制本发明。
• Access to Imidazo[1,2-<i>a</i>]imidazolin-2-ones and Functionalization through Suzuki-­Miyaura Cross-Coupling Reactions
  作者：Sandrine Grosse、Christelle Pillard、Franck Himbert、Stéphane Massip、Jean Michel Léger、Christian Jarry、Philippe Bernard、Gérald Guillaumet

  DOI：10.1002/ejoc.201300268

  日期：2013.7

  6(5)-bromo-5(6)-methylimidazo[1,2-a]imidazolin-2-ones. The synthetic potential of these scaffolds was demonstrated by displacing bromine by Suzuki–Miyaura cross-coupling reactions. A large panel of boronic acids (aryl, heteroaryl or vinyl) could easily be introduced, giving access to a large and diversified library of 6(5)-substituted 5(6)-methylimidazo[1,2-a]imidazolin-2-ones.

  我们在此报告了新的 6(5)-bromo-5(6)-methylimidazo[1,2-a]imidazolin-2-ones 的合成途径。通过 Suzuki-Miyaura 交叉偶联反应取代溴，证明了这些支架的合成潜力。可以很容易地引入一大类硼酸（芳基、杂芳基或乙烯基），从而可以访问大量多样化的 6(5)-取代 5(6)-甲基咪唑并[1,2-a]咪唑啉-2-那些。
• Efficient Synthesis of<i>tert</i>‐Butyl 2,4‐Dialkynylated and 2‐Alkynylated‐4‐Arylated‐1<i>H</i>‐Imidazole‐1‐Carboxylate<i>via</i>Regioselective Sonogashira Cross‐Coupling Reaction
  作者：Badr Jismy、Abdelkarim El Qami、Johan Jacquemin、Regis Guillot、Abdellatif Tikad、Mohamed Abarbri

  DOI：10.1002/ejoc.202100632

  日期：2021.8.20

  An efficient and suitable selective Sonogashira cross-coupling reaction to access unknown 2,4-dialkynylated and 2-alkynylated-4-arylated-5-methyl-1H-imidazole-1-carboxylates has been developed.

  已开发出一种有效且合适的选择性 Sonogashira 交叉偶联反应，以获取未知的 2,4-二炔基化和 2-炔基化-4-芳基化-5-甲基-1 H-咪唑-1-羧酸酯。