4-((苯基氨基)甲基)苯硼酸 | 690957-44-9

• 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-((苯基氨基)甲基)苯硼酸
• 英文名称: 4-(anilinomethyl)phenylboronic acid
• 英文别名: 4-phenylaminomethylbenzeneboric acid；(4-((Phenylamino)methyl)phenyl)boronic acid；[4-(anilinomethyl)phenyl]boronic acid
• CAS: 690957-44-9
• 化学式: C₁₃H₁₄BNO₂
• 分子量: 227.071
• InChiKey: FHQIDGWZDOKKDI-UHFFFAOYSA-N

物化性质

• 熔点：
  151-154 °C
• 沸点：
  433.3±47.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.98
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  52.5
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2931900090
• 危险性防范说明：
  P210,P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P332+P313,P337+P313,P362,P370+P378,P403+P233,P403+P235,P405,P501
• 危险性描述：
  H315,H319,H335
• 储存条件：
  2-8°C，保持干燥环境。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-((Phenylamino)methyl)phenylboronic 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-((Phenylamino)methyl)phenylboronic acid
CAS number: 690957-44-9

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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: C13H14BNO2
Molecular weight: 227.1

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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, nitrogen oxides.

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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-((苯基氨基)甲基)苯硼酸 在 potassium phosphate monohydrate 、 XPhos Pd G2 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 16.25h， 生成
  参考文献：
  名称：

  新型芳基烯丙基炔丙基胺作为神经保护性，有效和选择性单胺氧化酶B抑制剂，可治疗帕金森氏病

  摘要：

  为了开发新型神经保护剂，合成了新型芳基烯基炔丙基胺的文库，并测试了其对单胺氧化酶的抑制活性。由此，鉴定出许多高效且选择性的单胺氧化酶B抑制剂。在体外研究中，还分别用6-OHDA和鱼藤酮处理过的PC-12细胞测试了所选化合物的神经保护作用。观察到一些测试的化合物在用神经毒素处理过的PC-12细胞中存活率显着提高。这表明这些炔丙基胺能够赋予针对毒素作用的保护作用，并且还可以被认为是新型疾病缓解帕金森氏病的药物，这是治疗帕金森氏病非常需要的药物。

  DOI：

  10.1021/jm501722s
• 作为产物：
  描述：

  C₁₃H₁₂BNO₂ 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 生成 4-((苯基氨基)甲基)苯硼酸
  参考文献：
  名称：

  稳定同位素标记-液相色谱-质谱联用4-苯基氨基甲基-苯硼酸修饰的针尖萃取法测定植物组织中的油菜素类固醇

  摘要：

  监测油菜素类固醇（BRs）一直是研究人员的主要兴趣，因为这些物质在植物的各种植物学过程中都起着至关重要的作用。然而，由于植物组织中的内源性BR含量低且植物组织复杂，因此确定内源性BR仍然是一项艰巨的任务。在这项研究中，提出了一种结合尖端提取和原位衍生化的单步策略用于BR分析。在建议的策略中，混合模式吸附剂（C8-SO 3H）中的H）通过阳离子交换和疏水相互作用用4-苯基氨基甲基-苯硼酸（4-PAMBA）进行了修饰，然后用作硼酸酯亲和介质，通过硼酸基团的反应选择性地从植物提取物中捕获和纯化BR。 BR上的4-PAMBA和顺式二醇。通过使用氨乙腈使离子交换和疏水相互作用无效，然后进行LC-MS / MS分析，可以轻松地从C8-SO 3 H尖端洗脱形成的BRs-4-PAMBA衍生物。BR标准，在同位素上标有d 5 -4-苯基氨基甲基-苯硼酸（4-PAMBA- d 5引入）以提高LC-MS / M

  DOI：

  10.1021/acs.analchem.5b03720

文献信息

• Synthesis, antimalarial activity, and target binding of dibenzazepine-tethered isoxazolines
  作者：Koravangala S. Vinay Kumar、Gejjalagere S. Lingaraju、Yadaganahalli K. Bommegowda、Ajjampura C. Vinayaka、Pritesh Bhat、Challanayakanahally S. Pradeepa Kumara、Kanchugarakoppal S. Rangappa、D. Channe Gowda、Maralinganadoddi P. Sadashiva

  DOI：10.1039/c5ra17926b

  日期：——

  A series of dibenzazepine tethered 3,5-disubstituted isoxazolines was synthesized and evaluated for their antimalarial activity usingP. falciparum3D7 strain. Further, the potent molecules were assessed againstP. falciparumD6, W2 and 7G8 strains.

  一系列二苯并蒽甲烷连接的3,5-二取代异恶唑烷类化合物被合成，并通过P. falciparum 3D7菌株评估其抗疟活性。此外，这些有效的分子还被对P. falciparum D6、W2和7G8菌株进行了评估。
• Rapid Analysis of Monosaccharides in Sub-milligram Plant Samples Using Liquid Chromatography–Mass Spectrometry Assisted by Post-column Derivatization
  作者：Sha Li、Wen-Jing Cai、Wei Wang、Meng-Xiang Sun、Yu-Qi Feng

  DOI：10.1021/acs.jafc.9b07623

  日期：2020.2.26

  Monosaccharides play important roles in plant growth and development, and their biofunctions are closely related to their endogenous contents. Therefore, the determination of monosaccharides is beneficial for the further study of monosaccharide biofunction. In this work, we developed a liquid chromatography-mass spectrometry analytical method assisted by a post-column derivatization technique (LC-PCD-MS)

  单糖在植物生长发育中起着重要作用，其生物功能与其内源含量密切相关。因此，单糖的测定有利于单糖生物功能的进一步研究。在这项工作中，我们开发了一种液相色谱-质谱分析方法，并辅以柱后衍生技术（LC-PCD-MS），用于快速自动测定样品中的16种单糖。通过单糖与4-苄基氨基苯硼酸（4-PAMBA）通过硼酸酯在三效连接器中的反应来进行单糖的柱后化学衍生。4-PAMBA用作衍生试剂，可提高质谱检测单糖的选择性和灵敏度。开发的LC-PCD-MS方法将LC分离，化学衍生化和MS检测集成在一个运行中，从而大大减少了每个样品的分析时间。16种单糖的检出限和定量限分别在0.002-0.1和0.007-0.5 ng / mL的范围内。通过线性回归获得了良好的线性，测定系数（R2）为0.9928至1.0000。相对回收率在80.7-117.8％范围内，日内和日间相对标准偏差分别小于19.7和16.5％，表明该方法具
• Selective fluorescence-based detection of dihydrouridine with boronic acids
  作者：Delphine Luvino、Michael Smietana、Jean-Jacques Vasseur

  DOI：10.1016/j.tetlet.2006.10.150

  日期：2006.12

  The first fluorescent sensing system for dihydrouricline detection is presented. Dihydrouridine is the single most frequently occurring post-transcriptional modification in tRNA from bacteria and eukaryotes. A series of 10 boronic acid derivatives was prepared and their fluorogenic behaviours towards dihydrouridine and uridine were investigated. Whereas uridine always quenches fluorescence via pi-pi stacking interactions, several boronic acid sensors have been found to show substantial fluorescence enhancement upon binding with dihydrouridine. (c) 2006 Elsevier Ltd. All rights reserved.
• The B–N bond controls the balance between locally excited (LE) and twisted internal charge transfer (TICT) states observed for aniline based fluorescent saccharide sensors
  作者：Laurence I. Bosch、Mary F. Mahon、Tony D. James

  DOI：10.1016/j.tetlet.2004.01.112

  日期：2004.3

  Three boronic acid based saccharide sensors with an aniline fluorophore have been prepared. One of the systems (1a) contains an intramolecular boron-nitrogen (B-N) bond and displays fluorescence due to both LE and TICT states. The other two systems (1b and c) have no B-N bond and only Show fluorescence due to the LE state. (C) 2004 Elsevier Ltd. All rights reserved.