3'-溴-4'-氯苯乙酮 | 54826-14-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3'-溴-4'-氯苯乙酮
• 中文别名: 1-(3-溴-4-氯苯基)乙酮；3-溴-4-氯苯乙酮
• 英文名称: 1-(3-bromo-4-chlorophenyl)ethanone
• 英文别名: 3-bromo-4-chloroacetophenone；1-(3-bromo-4-chlorophenyl)ethan-1-one
• CAS: 54826-14-1
• 化学式: C₈H₆BrClO
• 分子量: 233.492
• InChiKey: WLNOSWNYESTEKE-UHFFFAOYSA-N

物化性质

• 沸点：
  310.3±27.0 °C(Predicted)
• 密度：
  1.566±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2914700090
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Bromo-4-chloroacetophenone
Synonyms: 3’-Bromo-4’-chloroacetophenone; 1-(3-Bromo-4-chlorophenyl)ethanone

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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-Bromo-4-chloroacetophenone
CAS number: 54826-14-1

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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: C8H6BrClO
Molecular weight: 233.5

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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 chloride, 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'-溴-4'-氯苯乙酮 在 溴 、 乌洛托品 、 盐酸 作用下， 以 乙醚 、 氯仿 、 甲醇 为溶剂， 反应 4.0h， 生成 2-amino-1-(3-bromo-4-chlorophenyl)ethanone hydrochloride
  参考文献：
  名称：

  [EN] COMPOUNDS FOR THE TREATMENT OF MEDICAL DISORDERS
  [FR] COMPOSÉS DESTINÉS AU TRAITEMENT DE TROUBLES MÉDICAUX

  摘要：

  化合物、使用方法和制备抑制补体因子D的方法，包括式（I）的药用盐或其组合物。本文描述的抑制剂针对因子D并抑制或调节补体级联反应。本文描述的因子D的抑制剂减少了过度激活的补体。

  公开号：

  WO2017035360A1
• 作为产物：
  描述：

  对氯苯乙酮 在 potassium hydrogensulfate 、 isoquinolinium dichromate 、 potassium bromide 作用下， 以 水 为溶剂， 以72%的产率得到3'-溴-4'-氯苯乙酮
  参考文献：
  名称：

  重铬酸异喹啉鎓和氯铬酸盐在无酸条件下作为芳族化合物氧化卤代的有效催化剂

  摘要：

  发现重铬酸异喹啉鎓和氯铬酸异喹啉鎓是在无酸条件下用KBr / KI和KHSO 4引发芳族烃的氧化溴化和碘化的有效催化剂。在超声处理下，反应时间显着减少，随后以高区域选择性以很高的收率得到相应的单溴衍生物。

  DOI：

  10.1080/15533174.2014.989596
• 作为试剂：
  描述：

  R(+)-alpha-甲基苄胺 、 3-溴-4,5-二甲氧基苯甲醛 在 溶剂黄146 、 3'-溴-4'-氯苯乙酮 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以73%的产率得到((1R)-1-phenylethyl)[(3-bromo-4,5-dimethoxyphenyl)methyl]amine
  参考文献：
  名称：

  Calcium receptor modulating agents

  摘要：

  本发明一般涉及公式I所代表的化合物，包括含有这些化合物的药物组合物以及治疗与钙感受受体功能相关的疾病或紊乱的方法。该发明还涉及制备这些化合物的方法以及在这些过程中有用的中间体。

  公开号：

  US20080221101A1

文献信息

• Scalable Approach to Fluorinated Heterocycles with Sulfur Tetrafluoride (SF₄)
  作者：Serhii Trofymchuk、Maksym Bugera、Anton A. Klipkov、Volodymyr Ahunovych、Bohdan Razhyk、Sergey Semenov、Andrii Boretskyi、Karen Tarasenko、Pavel K. Mykhailiuk

  DOI：10.1021/acs.joc.1c01518

  日期：2021.9.3

  A general approach to fluorinated (hetero)aromatic derivatives is elaborated. The key reaction is a deoxofluorination of substituted acetophenones with sulfur tetrafluoride (SF4). In contrast to previous deoxofluorination methods, this transformation is fast, scalable (up to 70 g), and high-yielding. More than 100 novel or previously hardly accessible fluorinated heterocycles, interesting for medicinal

  详细阐述了氟化（杂）芳族衍生物的一般方法。关键反应是取代苯乙酮与四氟化硫 (SF 4 )的脱氧氟化。与之前的脱氧氟化方法相比，这种转化速度快、可扩展（高达 70 g）且产量高。合成了 100 多种新颖的或以前难以获得的氟化杂环，对药物化学和农业化学很感兴趣。
• Nano-cuprous oxide catalyzed one-pot synthesis of a carbazole-based STAT3 inhibitor: a facile approach via intramolecular C–N bond formation reactions
  作者：C. P. Baburajeev、Chakrabhavi Dhananjaya Mohan、Govindagouda S. Patil、Shobith Rangappa、Vijay Pandey、Anusha Sebastian、Julian E. Fuchs、Andreas Bender、Peter E. Lobie、Basappa Basappa、Kanchugarakoppal S. Rangappa

  DOI：10.1039/c6ra01906d

  日期：——

  In this study, we report the one-pot synthesis of substituted carbazole derivatives using nano cuprous oxide as a catalyst via intramolecular C–N bond forming reactions. Among the synthesized carbazoles, 3′-((3-acetyl-6-chloro-9H-carbazol-9-yl)methyl)-[1,1′-biphenyl]-2-carbonitrile (ACB) was identified as a lead antiproliferative agent against lung cancer cell lines A549 and LLC with an IC50 of 13

  在这项研究中，我们报告了通过分子内C–N键形成反应使用纳米氧化亚铜作为催化剂的一锅法合成取代咔唑衍生物。在合成的咔唑中，3'-（（（3-乙酰基-6-氯-9 H-咔唑-9-基）甲基）-[1,1'-联苯] -2-腈（ACB）被鉴定为铅具有IC 50的抗肺癌细胞A549和LLC的抗增殖药分别为13.6和16.4μM。此外，我们发现该铅化合物抑制了A549，HCC-2279和H1975细胞中STAT3（Tyr-705）的组成型磷酸化。我们分析了ACB处理的HCC-2279细胞的核提取物中磷酸化STAT3和LSD1的水平，以评估STAT3的转录活性。我们发现磷酸化STAT3的下调在LSD1的表达中没有任何变化，表明ACB下调了STAT3的转录活性。分子对接分析表明，ACB与STAT3的SH2结构域的pTyr位点上的Arg-609和Ser-613具有良好的相互作用。
• 4,5-DIHYDRO-OXAZOL-2-YL AMINE DERIVATIVES
  申请人：Andreini Matteo

  公开号：US20090209529A1

  公开（公告）日：2009-08-20

  The present invention relates to a compounds of formula I wherein R 1 , R 1′ , R 2 , R 3 , R 4 , X, Ar, and m are as defined in the specification and claims and pharmaceutically active acid addition salts thereof. Compounds of the invention have Asp2 (β-secretase, BACE 1 or Memapsin-2) inhibitory activity and are useful for the treatment of diseases characterized by elevated β-amyloid levels or β-amyloid deposits, particularly Alzheimer's disease.

  本发明涉及一种具有以下式I的化合物 其中R 1 ，R 1′ ，R 2 ，R 3 ，R 4 ，X，Ar和m如规范和索赔中定义，并且其药用活性酸盐。本发明的化合物具有Asp2（β-分泌酶，BACE 1或Memapsin-2）抑制活性，并且对于治疗由β-淀粉样蛋白水平升高或β-淀粉样蛋白沉积所特征的疾病，特别是阿尔茨海默病，是有用的。
• [EN] 2,6,7,8 SUBSTITUTED PURINES AS HDM2 INHIBITORS<br/>[FR] PURINES 2,6,7,8-SUBSTITUÉES UTILISÉES EN TANT QU'INHIBITEURS DE HDM2
  申请人：MERCK SHARP & DOHME

  公开号：WO2014120748A1

  公开（公告）日：2014-08-07

  The present invention provides 2,6,7,8 Substituted Purines as described herein or a pharmaceutically acceptable salt thereof. The representative compounds are useful as inhibitors of the HDM2 protein. Also disclosed are pharmaceutical compositions comprising the above compounds and potential methods of treating cancer using the same.

  本发明提供如本文所述的2,6,7,8取代嘌呤或其药学上可接受的盐。代表性化合物可用作HDM2蛋白的抑制剂。还公开了包括上述化合物的药物组合物以及使用它们治疗癌症的潜在方法。
• 苯乙酮类衍生物芳环溴代的合成方法
  申请人：湖北海力环保科技股份有限公司

  公开号：CN109809974B

  公开（公告）日：2022-07-15

  本发明涉及苯乙酮类衍生物芳环溴代的合成方法，属于有机合成技术领域。它包括两种合成方法，方法A为向第一氧化剂中加入苯乙酮衍生物后搅拌形成悬浊体系，控制悬浊体系的温度为10～50℃，再加入第一还原剂或第二还原剂，搅拌反应2～20h，反应完毕后经后处理即制备得到芳环溴代的苯乙酮衍生物；方法B为向第二还原剂中加入苯乙酮衍生物后搅拌形成悬浊体系，控制悬浊体系的温度为10～50℃，再加入第二氧化剂或第一氧化剂，搅拌反应2～20h，反应完毕后经后处理即制备得到芳环溴代的苯乙酮衍生物。本发明的合成方法使用无机无毒的溴代试剂，以水作为反应溶剂，制得的产品与水互不相容，便于分离及后处理，故本发明的合成方法适用于大规模工业化生产苯乙酮类衍生物芳环溴代的中间产物。