(4-苯甲酰基苯氧基)-乙酸 | 6322-83-4

• 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: (4-苯甲酰基苯氧基)-乙酸
• 英文名称: (4-benzoylphenoxy)acetic acid
• 英文别名: 2-(4-benzoylphenoxy)acetic acid
• CAS: 6322-83-4
• 化学式: C₁₅H₁₂O₄
• mdl: MFCD02725448
• 分子量: 256.258
• InChiKey: FQPOVZIKEBLFNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.066
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存放于室温、干燥处，并密封保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: (4-Benzoyl-phenoxy)-acetic acid
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-Benzoyl-phenoxy)-acetic acid
CAS number: 6322-83-4

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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: C15H12O4
Molecular weight: 256.3

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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.

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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：

  (4-苯甲酰基苯氧基)-乙酸 在 硫酸 作用下， 生成 (4-benzoyl-phenoxy)-acetic acid-(2-hydroxy-ethylamide)
  参考文献：
  名称：

  青霉素的生物合成；氧乙酸和巯基乙酸。

  摘要：

  DOI：

  10.1021/ja01189a003
• 作为产物：
  描述：

  4-羟基-二苯甲酮 在 sodium hydroxide 、 potassium carbonate 作用下， 生成 (4-苯甲酰基苯氧基)-乙酸
  参考文献：
  名称：

  硫酯连接基前体的合成，用于肽C末端硫代酸的常规制备

  摘要：

  提出了通过固相肽合成制备肽硫代酸的一般程序。该方法包括合成4- [α-（S-乙酰基）巯基苄基]苯氧基乙酸作为一般前体。巯基脱保护后，一旦连接到固体支持物上的该试剂就会用所选的Boc-氨基酸衍生化。

  DOI：

  10.1016/j.tetlet.2003.12.160

文献信息

• Protein kinase affinity reagents based on a 5-aminoindazole scaffold
  作者：Ratika Krishnamurty、Amanda M. Brock、Dustin J. Maly

  DOI：10.1016/j.bmcl.2010.10.069

  日期：2011.1

  powerful tools for signal transduction research. Here, we describe a general set of kinase ligands based on a 5-aminoindazole scaffold. This scaffold can readily be derivatized with diverse binding elements and immobilized analogs allow selective enrichment of protein kinases from complex mixtures.

  靶向蛋白激酶的亲和试剂是信号转导研究的强大工具。在这里，我们描述了一组基于 5-氨基吲唑支架的通用激酶配体。该支架可以很容易地用不同的结合元件衍生化，并且固定的类似物可以从复杂的混合物中选择性富集蛋白激酶。
• Amide substituted imidazoquinolines
  申请人：——

  公开号：US20030144283A1

  公开（公告）日：2003-07-31

  Imidazoquinoline and tetrahydroimidazoquinoline compounds that contain amide functionality at the 1-position are useful as immune response modifiers. The compounds and compositions of the invention can induce the biosynthesis of various cytokines and are useful in the treatment of a variety of conditions including viral diseases and neoplastic diseases.

  咪唑喹啉和四氢咪唑喹啉化合物，在1位点含有酰胺功能团，可作为免疫应答调节剂。本发明的化合物和组合物可诱导各种细胞因子的生物合成，并可用于治疗包括病毒性疾病和肿瘤性疾病在内的各种疾病。
• Effect of Stilbene and Chalcone Scaffolds Incorporation in Clofibric Acid on PPARα . Agonistic Activity
  作者：Letizia Giampietro、Alessandra D’Angelo、Antonella Giancristofaro、Alessandra Ammazzalorso、Barbara Filippis、Mauro DiMatteo、Marialuigia Fantacuzzi、Pasquale Linciano、Cristina Maccallini、Rosa Amoroso

  DOI：10.2174/157340641001131226123613

  日期：2013.12.31

  In an effort to develop safe and efficacious compounds for the treatment of metabolic disorders, new compounds based on a combination of clofibric acid, the active metabolite of clofibrate, and trans-stilbene, chalcone, and other lipophilic groups were synthesized. They were evaluated for PPARα transactivation activity; all branched derivatives showed an increase of the transcriptional activity of receptor compared to the linear ones. Noteworthy, stilbene and benzophenone branched derivatives activated the PPARα better than clofibric acid.

  为了开发用于治疗代谢紊乱的安全有效的化合物，我们合成了以氯贝酸（氯贝特的活性代谢物）和反式二苯乙烯、查耳酮及其他疏水基团为组合的新化合物。这些化合物进行了PPARα转录激活活性的评估；所有支链衍生物的受体转录活性均较直链衍生物有所提高。值得注意的是，二苯乙烯和苯酞酮支链衍生物的PPARα激活效果优于氯贝酸。
• Fibrate-based<i>N</i>-acylsulphonamides targeting carbonic anhydrases: synthesis, biochemical evaluation, and docking studies
  作者：Alessandra Ammazzalorso、Simone Carradori、Andrea Angeli、Atilla Akdemir、Barbara De Filippis、Marialuigia Fantacuzzi、Letizia Giampietro、Cristina Maccallini、Rosa Amoroso、Claudiu T. Supuran

  DOI：10.1080/14756366.2019.1611801

  日期：2019.1.1

  propose them as zinc binders for the inhibition of human carbonic anhydrase (hCA) enzymatic activity. Synthesised compounds were tested against four hCAs (I, II, IX, and XII) revealing a promising submicromolar inhibitory activity characterised by an isozyme selectivity pattern. Structural modifications explored within this scaffold are: presence of an aryl ring on the sulphonamide, p-substitution of

  抽象的 设计，合成并充分表征了一个大型的基于纤维状的N-酰基磺酰胺库，以便将它们用作抑制人碳酸酐酶（hCA）酶活性的锌结合剂。对合成的化合物针对四种hCA（I，II，IX和XII）进行了测试，揭示了以同工酶选择性模式为特征的有希望的亚微摩尔抑制活性。在该支架内探索的结构修饰为：磺酰胺上存在芳基环，该芳基环的对位取代，苯并噻唑或二苯甲酮作为核心核，以及一个n-丙基链或Cα碳上的双甲基二甲基。生物学结果与分子模型分析非常吻合，揭示了hCA I，II和IX活性位点中与锌离子的直接相互作用。这些发现支持了对较少研究的仲磺酰胺作为潜在的hCA抑制剂的探索。
• Studies on the collision-induced dissociation of adipoR agonists after electrospray ionization and their implementation in sports drug testing
  作者：Josef Dib、Nils Schlörer、Wilhelm Schänzer、Mario Thevis

  DOI：10.1002/jms.3545

  日期：2015.2

  AdipoR agonists are small, orally active molecules capable of mimicking the protein adiponectin, which represents an adipokine with antidiabetic and antiatherogenic effects. Two adiponectin receptors were reported in the literature referred to as adipoR1 and adipoR2. Activation of these receptors stimulates mitochondrial biogenesis and results in an improved oxidative metabolism (via adipoR1) and increased

  AdipoR激动剂是能够模仿脂联素的小分子口服活性分子，脂联素代表具有抗糖尿病和抗动脉粥样硬化作用的脂肪因子。文献中报道了两种脂联素受体，称为adipoR1和adipoR2。这些受体的激活刺激线粒体的生物发生并导致改善的氧化代谢（通过adipoR1）和增加的胰岛素敏感性（通过adipoR2）。因此，adipoR激动剂是潜在的性能增强物质，是主动和预防性反兴奋剂措施的目标。在这项研究中，通过三步反应合成了两个称为AdipoRon和112254的adipoR激动剂以及两个同位素标记的内标（ISTD）。产品通过核磁共振波谱（NMR）进行了全面表征，质谱（MS）和密度泛函理论（DFT）计算。根据确定的产物离子元素组成，与衍生自标记类似物（ISTD）的产物离子比较，H / D交换实验和DFT计算结果，提出了电喷雾电离后碰撞诱导的解离途径。在m / z 174处发现了最丰富的产物离子，暂时将其分配给AdipoRon的质子化的1-苄基-1