4-溴-2-(三氟甲氧基)碘苯 | 175278-12-3

• 物质功能分类: 化学试剂 - 有机试剂 - 芳烃
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 4-溴-2-(三氟甲氧基)碘苯
• 中文别名: 2-三氟甲氧基-4-溴碘苯；4-溴-2-三氟甲氧基碘苯；2-(三氟甲氧基)-4-溴碘苯；2-碘-5-溴三氟甲氧基苯
• 英文名称: 4-bromo-1-iodo-2-(trifluormethoxy)benzene
• 英文别名: 4-bromo-1-iodo-2-(trifluoromethoxy)benzene；4-bromo-2-(trifluoro-methoxy)iodobenzene；4-Bromo-2-(trifluoromethoxy)iodobenzene
• CAS: 175278-12-3
• 化学式: C₇H₃BrF₃IO
• 分子量: 366.904
• InChiKey: IGWVTCXEZVURNB-UHFFFAOYSA-N

物化性质

• 熔点：
  ~26°C
• 沸点：
  112 °C
• 密度：
  2.182
• 闪点：
  101℃

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2909309090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302+H312+H332,H315,H319,H335
• 储存条件：
  保存方法：冷藏

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Bromo-2-(trifluoromethoxy)iodobenzene
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: 4-Bromo-2-(trifluoromethoxy)iodobenzene
CAS number: 175278-12-3

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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: C7H3BrF3IO
Molecular weight: 366.9

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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, hydrogen fluoride, hydrogen bromide, hydrogen Iodide.

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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

制备方法与用途

用途

4-溴-2-(三氟甲氧基)碘苯是一种烃类衍生物，可用作有机合成中间体。

制备

以2-三氟甲氧基苯胺为起始原料，经氨基保护、溴代、氨基水解去保护及重氮化等步骤合成了4-溴-2-(三氟甲氧基)碘苯。其合成反应式如下：

反应信息

• 作为反应物：
  描述：

  4-溴-2-(三氟甲氧基)碘苯 在 四(三苯基膦)钯 、 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 79.58h， 生成 2-cyanoethyl 4-[4-cyano-2-(trifluoromethoxy)phenyl]-5-ethoxy-2-methyl-1,4-dihydro-1,6-naphthyridine-3-carboxylate
  参考文献：
  名称：

  치환된 4-아릴-1,4-디히드로-1,6-나프티리딘아미드 및 그의 용도

  摘要：

  这项发明涉及新型的4-芳基-1,4-二氢-1,6-萘啶-3-羰基酰胺，其制备方法，以及其用于治疗和/或预防疾病，特别是用于制备药物以治疗和/或预防心血管疾病的用途。心血管疾病 4-芳基-1 4-二氢-1 6-萘啶-3-羰基酰胺

  公开号：

  KR101614164B1
• 作为产物：
  描述：

  1-methyl-1,4-diazabicyclo[2.2.2]octan-1-ium trifluoromethoxide 、 5-溴-2-碘苯胺 在 pyrilium tetrafluoroborate 、 zirconium(IV) oxide 作用下， 反应 1.5h， 以73%的产率得到4-溴-2-(三氟甲氧基)碘苯
  参考文献：
  名称：

  芳香胺到芳基三氟甲基醚的机械化学转化

  摘要：

  在有机合成和药物化学中对三氟甲氧基的兴趣日益增加，这引发了对适用于天然产物和高度功能化化合物的新的、选择性的、通用的和更快的方法的需求，这些方法适用于“命中率”活动的后期阶段。应用 pyrylium tetrafluoroborate，我们开发了一种机械化学方案，以选择性地用 OCF 3官能团取代芳族氨基。我们方法的范围包括 31 个环取代苯胺的例子，包括酰胺和磺胺。以优异的产率获得了预期的 S N Ar 产品。所提出的简洁方法为制药行业开辟了通往新化学空间的途径。

  DOI：

  10.1021/jacs.2c02611

文献信息

• [EN] GLYCOLATE OXIDASE INHIBITORS FOR THE TREATMENT OF DISEASE<br/>[FR] INHIBITEURS DE GLYCOLATE OXYDASE POUR LE TRAITEMENT D'UNE MALADIE
  申请人：BIOMARIN PHARM INC

  公开号：WO2020257487A1

  公开（公告）日：2020-12-24

  Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with a defect in glyoxylate metabolism, for example a disease or disorder associated with the enzyme glycolate oxidase (GO) or alterations in oxalate metabolism. Such diseases or disorders include, for example, disorders of glyoxylate metabolism, including primary hyperoxaluria, that are associated with production of excessive amounts of oxalate.

  本文描述了化合物、制备这种化合物的方法、含有这种化合物的药物组合物和药物，以及使用这种化合物治疗或预防与甘氧酸代谢缺陷相关的疾病或紊乱的方法，例如与甘氧酸氧化酶（GO）或草酸代谢变化相关的疾病或紊乱。这些疾病或紊乱包括与产生过多草酸相关的甘氧酸代谢紊乱，例如原发性高草酸尿症。
• SUBSTITUTED 4-ARYL-1,4-DIHYDRO-1,6-NAPHTHYRIDINES AND USE THEREOF
  申请人：Figueroa Perez Santiago

  公开号：US20100305052A1

  公开（公告）日：2010-12-02

  The present application relates to novel substituted 4-aryl-1,4-dihydro-1,6-naphthyridines, a process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, especially cardiovascular disorders.

  本申请涉及新型取代的4-芳基-1,4-二氢-1,6-萘啶类化合物，其制备方法，它们用于治疗和/或预防疾病的用途，以及它们用于制造用于治疗和/或预防疾病的药物，特别是心血管疾病。
• 3-Cyano-5-thiazaheteroaryl-dihydropyridine and the use thereof for the treatment of cardiovascular diseases
  申请人：Barfacker Lars

  公开号：US20100240620A1

  公开（公告）日：2010-09-23

  The present application relates to novel aryl-substituted 3-cyano-5-thiazolyl- and 3-cyano-5-thiadiazolyl-1,4-dihydropyridines, a process for their preparation, their use for the treatment and/or prophylaxis of diseases, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, especially cardiovascular disorders.

  本申请涉及新颖的芳基取代的3-氰基-5-噻唑基和3-氰基-5-噻二唑基-1,4-二氢吡啶，其制备方法，它们用于治疗和/或预防疾病的用途，以及它们用于制造用于治疗和/或预防疾病的药物，特别是心血管疾病。
• [EN] BIS-(SULFONYLAMINO) DERIVATIVES FOR TREATMENT OF PAIN AND INFLAMMATION<br/>[FR] DÉRIVÉS BIS-(SULFONYLAMINO) DESTINÉS AU TRAITEMENT DE LA DOULEUR ET DE L'INFLAMMATION
  申请人：ASTRAZENECA AB

  公开号：WO2010132016A1

  公开（公告）日：2010-11-18

  The invention provides compounds of formula (I) wherein R1, R2, R3, A and m are as defined in the specification and optical isomers, racemates and tautomers thereof, and pharmaceutically acceptable salts thereof; together with processes for their preparation, pharmaceutical compositions containing them and their use in therapy. The compounds are inhibitors of microsomal prostaglandin E synthase-1.

  该发明提供了式（I）的化合物，其中R1、R2、R3、A和m如规范中定义，并且其光学异构体、消旋体和互变异构体，以及其药学上可接受的盐；以及它们的制备方法、含有它们的药物组合物以及它们在治疗中的应用。这些化合物是微粒体前列腺素E合成酶-1的抑制剂。
• Modular and Selective Arylation of Aryl Germanes (C−GeEt ₃ ) over C−Bpin, C−SiR ₃ and Halogens Enabled by Light‐Activated Gold Catalysis
  作者：Grant J. Sherborne、Avetik G. Gevondian、Ignacio Funes‐Ardoiz、Amit Dahiya、Christoph Fricke、Franziska Schoenebeck

  DOI：10.1002/anie.202005066

  日期：2020.9

  rapid and programmable construction of bi‐ or multiaryls. To this end, the next frontier of synthetic modularity will likely arise from harnessing the coupling space that is orthogonal to the powerful Pd‐catalyzed coupling regime. This report details the realization of this concept and presents the fully selective arylation of aryl germanes (which are inert under Pd0/PdII catalysis) in the presence of

  选择性 C -C偶联是快速、可编程构建双芳基或多芳基的强大策略。为此，合成模块化的下一个前沿可能会产生于利用与强大的 Pd 催化耦合机制正交的耦合空间。该报告详细介绍了这一概念的实现，并提出了在有价值的官能团 C−BPin、C−SiMe 3、C−I、C存在下，芳基锗烷（在 Pd 0 /Pd II催化下呈惰性）的完全选择性芳基化−Br、C−Cl，这反过来又提供了多样化的多样化机会。该方案利用可见光激活与金催化相结合，促进 C−Ge 与芳基重氮盐的选择性偶联。与之前专门针对Ar-N 2 +范围的光/金催化的 Ar-N 2 +偶联相反，我们提出了有效偶联富电子、缺电子、杂环和位阻芳基重氮盐的条件。我们的计算数据表明，虽然缺电子的 Ar-N 2 +盐在蓝光照射下很容易被金激活，但对于激发的富电子 Ar-N 2 +存在竞争性解离失活途径，这需要替代的光-氧化还原方法可实现高效耦合。