1-(4-(溴甲基)苯基)乙酮 | 51229-51-7

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(4-(溴甲基)苯基)乙酮
• 中文别名: 4'-溴甲基苯乙酮
• 英文名称: 4-acetylbenzyl bromide
• 英文别名: 1-(4-(bromomethyl)phenyl)ethanone；1-(4-(bromomethyl)phenyl)ethan-1-one；4-bromomethylacetophenone；p-bromomethylacetophenone；p-acetylbenzyl bromide；1-[4-(bromomethyl)phenyl]ethanone
• CAS: 51229-51-7
• 化学式: C₉H₉BrO
• mdl: MFCD10001463
• 分子量: 213.074
• InChiKey: HARITLZHGNEHDS-UHFFFAOYSA-N

物化性质

• 熔点：
  38.5-40.0℃
• 沸点：
  134-136℃ (5 Torr)
• 密度：
  1.416±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 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
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P501,P260,P264,P280,P303+P361+P353,P301+P330+P331,P363,P304+P340+P310,P305+P351+P338+P310,P405
• 危险品运输编号：
  3261
• 危险性描述：
  H314
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-(4-(Bromomethyl)phenyl)ethanone
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: 1-(4-(Bromomethyl)phenyl)ethanone
CAS number: 51229-51-7

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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, refrigerated.
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: C9H9BrO
Molecular weight: 213.1

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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, 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：

  1-(4-(溴甲基)苯基)乙酮 在 sodium azide 作用下， 以 水 、 丙酮 为溶剂， 生成 1-(4-(azidomethyl)phenyl)ethan-1-one
  参考文献：
  名称：

  Oxadiazon 衍生物通过破坏血红素生物合成，对弓形虫产生有效的细胞内生长抑制

  摘要：

  弓形虫感染可在免疫功能低下的个体中引起严重甚至有时致命的疾病。血红素从头生物合成途径是细胞内生长和发病机制所必需的，使其成为一个有吸引力的治疗靶点。我们合成了一个小型除草剂恶草酮衍生物文库，它是植物血红素生物合成途径中倒数第二个反应的已知抑制剂，由原卟啉原氧化酶 (PPO) 催化。 18 种类似物中的 7 种对野生型弓形虫具有有效的细胞内生长抑制作用（IC 50 = 1 至 2.4 μM）。对这些化合物针对弓形虫PPO 敲除和互补菌株的分析证实，其作用方式是由于 PPO 的有效抑制。最有效的化合物在浓度高达 100 μM 时，对人包皮成纤维细胞没有可检测到的细胞毒性。这项研究表明恶草酮衍生物可能代表一种有效治疗弓形虫感染的新分子支架。

  DOI：

  10.1021/acsinfecdis.2c00020
• 作为产物：
  描述：

  对甲基苯乙酮 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 生成 1-(4-(溴甲基)苯基)乙酮
  参考文献：
  名称：

  芳酰基取代苯乙酸在水溶液中的高效光脱羧：一般光化学反应

  摘要：

  在 pH > pKa 的水溶液中，各种芳酰基取代的苯乙酸和对乙酰苯乙酸在水溶液中的光解（254-350 nm）导致有效的光脱羧（Φ = 0.2-0.7），在大多数情况下产生单一产物相应的芳甲基碳负离子，表明光脱羧是这些类型化合物的有效且通用的反应。

  DOI：

  10.1039/b006724p

文献信息

• Esterification of carboxylic acids with alkyl halides using imidazolium based dicationic ionic liquids containing bis-trifluoromethane sulfonimide anions at room temperature
  作者：Arvind H. Jadhav、Kyuyoung Lee、Sangho Koo、Jeong Gil Seo

  DOI：10.1039/c5ra00802f

  日期：——

  Task-specific RTILs of symmetrical N-methylimidazolium rings linked to an oligo (ethylene glycol) chain (cationic part) and bis-trifluoromethane sulfonimide (anionic part) were synthesized, and the physicochemical properties with catalytic activity were determined.

  将对称的N-甲基咪唑环与寡聚（乙二醇）链（阳离子部分）和双三氟甲磺酰亚胺（阴离子部分）相连的特定任务离子液体（Task-specific RTILs）合成，并确定其物理化学性质和催化活性。
• Copper promoted synthesis of substituted quinolines from benzylic azides and alkynes
  作者：Ching-Zong Luo、Parthasarathy Gandeepan、Yun-Ching Wu、Wei-Chen Chen、Chien-Hong Cheng

  DOI：10.1039/c5ra23065a

  日期：——

  novel copper promoted synthesis of substituted quinolines from various benzylic azides and internal alkynes has been demonstrated. The reaction features a broad substrate scope, high product yields and excellent regioselectivity. In contrast to the known two-step process of acid promoted [4 + 2] cycloaddition reaction and oxidation, the present methodology allows the synthesis of quinolines in a single

  已经证明了一种新颖的铜促进的由各种苄基叠氮化物和内部炔烃合成取代喹啉的方法。该反应具有广泛的底物范围，高产物收率和优异的区域选择性。与酸促进[4 + 2]环加成反应和氧化的已知两步方法相比，本方法可在中性反应条件下一步合成喹啉，并可用于合成具有生物活性的6-氯-2,3-二甲基-4-苯基喹啉（抗寄生虫剂）和3,4-二苯基喹啉-2（1 H）-one（p38αMAP激酶抑制剂）。可能的反应机理涉及将叠氮化苄重排至N-芳基丙氨酸（Schmidt反应），然后与内部炔烃进行分子间[4 + 2]环加成反应。
• FLAP MODULATORS
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：US20140221310A1

  公开（公告）日：2014-08-07

  The present invention relates to compounds of Formula (I), or a form thereof, wherein ring A, R 1 , L and R 2 are as defined herein, useful as FLAP modulators. The invention also relates to pharmaceutical compositions comprising compounds of Formula (I). Methods of making and using the compounds of Formula (I) are also within the scope of the invention.

  本发明涉及式（I）化合物，或其形式，其中环A，R1，L和R2如本文所定义，作为FLAP调节剂有用。该发明还涉及包含式（I）化合物的药物组合物。制备和使用式（I）化合物的方法也属于本发明的范围。
• [EN] CYP11A1 INHIBITORS<br/>[FR] INHIBITEURS DE CYP11A1
  申请人：ORION CORP

  公开号：WO2021229152A1

  公开（公告）日：2021-11-18

  The present invention relates to a compound of formula (I) or (II) wherein R1, R2, R3, R4, R5, R23, R24, R25, R26, R27, L, A and B are as defined in claim 1, or pharmaceutically acceptable salts thereof are disclosed. The compounds of formula (I) or (II) possess utility as cytochrome P450 monooxygenase 11A1 (CYP11A1) inhibitors. The compounds are useful as medicaments in the treatment of steroid receptor, particularly androgen receptor, dependent diseases and conditions, such as prostate cancer.

  本发明涉及一种具有式（I）或（II）的化合物，其中R1、R2、R3、R4、R5、R23、R24、R25、R26、R27、L、A和B如权利要求书中所定义，或其药学上可接受的盐。式（I）或（II）的化合物具有作为细胞色素P450单加氧酶11A1（CYP11A1）抑制剂的效用。这些化合物在治疗类固醇受体，特别是雄激素受体依赖性疾病和症状，如前列腺癌中作为药物是有用的。
• Metal-free ¹⁸F-labeling of aryl-CF₂H via nucleophilic radiofluorination and oxidative C–H activation
  作者：Gengyang Yuan、Feng Wang、Nickeisha A. Stephenson、Lu Wang、Benjamin H. Rotstein、Neil Vasdev、Pingping Tang、Steven H. Liang

  DOI：10.1039/c6cc07913j

  日期：——

  A metal-free and selective method to form [18F]aryl-CF2H through nucleophilic radiofluorination of benzyl (pseudo)halides and oxidative C-H activation of benzylic C-H bonds has been developed.

  以形成[A和选择性的无金属的方法18 F]芳-CF 2通过苄基（伪）卤化物和苄基的CH键的氧化CH活化的亲核放射性氟化者H已被开发出来。