3-苯甲酰苄基溴 | 22071-24-5

• 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 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-苯甲酰苄基溴
• 中文别名: 3-(溴甲基)二苯酮；3-(溴甲基)二苯甲酮
• 英文名称: 3-benzoylbenzyl bromide
• 英文别名: 3-(bromomethyl)benzophenone；(3-bromomethyl-phenyl)-phenyl-methanone；[3-(bromomethyl)phenyl]-phenylmethanone
• CAS: 22071-24-5
• 化学式: C₁₄H₁₁BrO
• 分子量: 275.145
• InChiKey: SZJQXQICJDHRJE-UHFFFAOYSA-N

物化性质

• 熔点：
  67°C
• 沸点：
  128°C/4mm
• 溶解度：
  可溶于氯仿（轻微）、乙酸乙酯（轻微）、甲醇（轻微、加热）

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  LACHRYMATOR, CORROSIVE
• 危险品标志：
  C
• 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-(Bromomethyl)phenyl](phenyl)methanone
Synonyms: 3-Benzoylbenzyl bromide, 3-Bromomethylbenzophenone

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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-(Bromomethyl)phenyl](phenyl)methanone
CAS number: 22071-24-5

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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
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C14H11BrO
Molecular weight: 275.1

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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

制备方法与用途

化学性质：

• 浅黄色结晶，熔点为56-58℃。

用途：

• 作为非甾体抗炎镇痛药酮洛芬的中间体。

生产方法：

• 通过在1,1,2,2-四氯乙烷中使3-甲基二苯酮与溴素反应制得。

反应信息

• 作为反应物：
  描述：

  3-苯甲酰苄基溴 在 硫酸 作用下， 以 1,4-二氧六环 、 水 、 溶剂黄146 为溶剂， 反应 5.75h， 生成 3-苯酰苯基乙酸
  参考文献：
  名称：

  酮洛芬的大块胺类似物：有效的抗炎药。

  摘要：

  用各种笨重的胺取代2-（3-苯甲酰基苯基）丙酸（酮洛芬）的羧基已产生了一系列高活性抗炎药，这些药物在21天的佐剂性关节炎试验中具有降低的肠溃疡性和更好的治疗率。大鼠比目前市售的非甾体类抗炎药。将这些2-（3-苯甲酰基苯基）丙基大分子胺还原为相应的醇或亚甲基类似物，将酮官能团转化为伯胺或肟，以及引入4-卤代取代基（Cl或F）在芳环末端。去除α-CH3基团大大降低了该系列的抗炎活性。

  DOI：

  10.1021/jm00378a027
• 作为产物：
  描述：

  间甲基苯甲酸 在 N-溴代丁二酰亚胺(NBS) 、 三氯化铝 、 氯化亚砜 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 7.0h， 生成 3-苯甲酰苄基溴
  参考文献：
  名称：

  Imidazolylmethylbenzophenones as Highly Potent Aromatase Inhibitors

  摘要：

  Suppression of tumor and plasma estrogen levels by inhibition of aromatase is one of the most effective treatments for postmenopausal breast cancer patients. Starting from an easy, synthetically accessible, benzophenone scaffold, a new class of potent aromatase inhibitors was synthesized, endowed with high selectivity with respect to 17 alpha-hydroxylase/17,20-lyase (CYP17). Compounds 1b and 1d proved to be among the most potent inhibitors described so far.

  DOI：

  10.1021/jm0702938

文献信息

• [EN] AGONISTS OF GPR40<br/>[FR] AGONISTES DE GPR40
  申请人：CONNEXIOS LIFE SCIENCES PVT LTD

  公开号：WO2012011125A1

  公开（公告）日：2012-01-26

  The present invention relates to compounds that have the ability to modulate the activity of GPR40 and are therefore useful in the treatment of GPR40 related disorders. In addition the invention relates to the compounds, methods for their preparation, pharmaceutical compositions containing the compounds and the uses of these compounds in the treatment of certain disorders related to GPR40 activity.

  本发明涉及具有调节GPR40活性能力的化合物，因此在治疗与GPR40相关的疾病方面具有用处。此外，该发明涉及这些化合物、其制备方法、含有这些化合物的药物组合物以及在治疗与GPR40活性相关的某些疾病方面使用这些化合物的用途。
• [EN] SUBSTITUTED PYRIDINES AS INHIBITORS OF DNMT1<br/>[FR] PYRIDINES SUBSTITUÉES EN TANT QU'INHIBITEURS DE DNMT1
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2017216726A1

  公开（公告）日：2017-12-21

  The invention is directed to substituted pyridine derivatives. Specifically, the invention is directed to compounds according to Formula (Iar): (Iar) wherein Yar, X1ar, X2ar, R1ar, R2ar, R3ar, R4ar and R5ar are as defined herein; or a pharmaceutically acceptable salt or prodrug thereof. The compounds of the invention are selective inhibitors of DNMT1 and can be useful in the treatment of cancer, pre-cancerous syndromes, beta hemoglobinopathy disorders, sickle cell disease, sickle cell anemia, and beta thalassemia, and diseases associated with DNMT1 inhibition. Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting DNMT1 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

  该发明涉及取代吡啶衍生物。具体而言，该发明涉及符合以下式（Iar）的化合物：（Iar）其中Yar、X1ar、X2ar、R1ar、R2ar、R3ar、R4ar和R5ar如本文所定义；或其药学上可接受的盐或前药。该发明的化合物是DNMT1的选择性抑制剂，可用于治疗癌症、癌前综合征、β血红蛋白病、镰状细胞病、镰状细胞贫血、β地中海贫血以及与DNMT1抑制相关的疾病。因此，该发明进一步涉及包含该发明化合物的药物组合物。该发明还进一步涉及使用该发明化合物或包含该发明化合物的药物组合物抑制DNMT1活性和治疗相关疾病的方法。
• [EN] SUBSTITUTED HETEROCYCLIC DERIVATIVES AS GPR AGONISTS AND USES THEREOF<br/>[FR] DÉRIVÉS HÉTÉROCYCLIQUES SUBSTITUÉS EN TANT QU'AGONISTES DE GPR ET LEURS UTILISATIONS
  申请人：PIRAMAL ENTPR LTD

  公开号：WO2015028960A1

  公开（公告）日：2015-03-05

  The present invention generally relates to substituted heterocyclic derivatives (the compounds of Formula (I)), processes for their preparation, pharmaceutical compositions containing said compounds, their use as G-protein coupled receptor (GPR) agonists, particularly as GPR40 agonists and methods of using these compounds in the treatment of GPR40 mediated diseases or conditions such as Type 2 diabetes, obesity, dyslipidemia, hyperlipidemia, hypercholesterolemia, and hypertriglyceridemia.

  本发明通常涉及取代杂环衍生物（式（I）化合物），其制备方法，含有所述化合物的药物组合物，它们作为G-蛋白偶联受体（GPR）激动剂的用途，特别是作为GPR40激动剂，并且使用这些化合物治疗GPR40介导的疾病或症状，如2型糖尿病、肥胖症、血脂异常、高脂血症、高胆固醇血症和高甘油三酯血症的方法。
• Improved enamine-type addition of dehydroaporphine using microwave irradiation
  作者：Wei-Jan Huang、Chih-Chiang Huang、Ling-Wei Hsin、Yeun-Min Tsai、Chin-Ting Lin、Jung-Hsin Lin、Shoei-Sheng Lee

  DOI：10.1016/j.tetlet.2010.04.008

  日期：2010.6

  Previous report demonstrated that 7-substituted aporphine, possessing interesting biological aspects, could be synthesized via an enamine-type addition of dehydroaporphine reacted with an electrophile, but it has the drawbacks of a long reaction time, low yield, and limitation to reactive electrophiles. Here we found that the reaction time and yield could greatly be improved under microwave irradiation

  先前的报道表明，可以通过烯胺型加成与亲电试剂反应的脱氢阿扑平来合成具有有趣的生物学特性的7-取代的阿菲啡，但它具有反应时间长，产率低和对反应性亲电试剂的局限性的缺点。在这里，我们发现在微波辐射下，在存在4当量碘化钠的情况下，用于合成7-苄基脱氢青霉素的反应时间和产率可以大大提高。这一发现用于用各种烷基溴处理脱氢青霉素的应用还得到了相应的7-取代的脱氢青霉素（2a – j），产率为14–89％。其他烯胺，例如1,10-二甲氧基脱氢吗啡（3a），2,9-二乙酰基脱氢胆碱（发现3b）和7,8-二氢小ber碱（5）在如上所述的相似条件下与苄基溴反应，以令人满意的收率得到相应的产物（4a – b，6），表明该改进的反应条件的多功能性。
• 一种新型高活性二苯甲酮类光引发剂及其制备方法
  申请人：北京化工大学常州先进材料研究院

  公开号：CN109305900A

  公开（公告）日：2019-02-05

  本发明属于感光高分子材料领域。本发明提供了一种新型高活性二苯甲酮类光引发剂，通过合成反应将二个二苯甲酮衍生物合成一种新型二苯甲酮的光引发剂，增加了其紫外吸收波长和吸收峰面积，提高了其对紫外光的利用率，大大增加了其光引发活性，使其应用范围得到提高。本发明提供了这种新型二苯甲酮光引发剂的制备方法，反应过程简单，反应条件温和，后处理简单并且容易纯化。