3-苄氨羰基苯硼酸 | 625470-96-4

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸
• 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-苄氨羰基苯硼酸
• 中文别名: 3-(N-苄基甲酰氨)苯基硼酸；3-苄胺羰基苯硼酸；3-(苄基氨甲酰基)苯硼酸
• 英文名称: 3-(N-benzylaminocarbonyl)phenylboronic acid
• 英文别名: [3-(benzylcarbamoyl)phenyl]boronic acid
• CAS: 625470-96-4
• 化学式: C₁₄H₁₄BNO₃
• 分子量: 255.081
• InChiKey: OBCLAQJSSJOSFL-UHFFFAOYSA-N

物化性质

• 熔点：
  224-230
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
3-(N-Benzylaminocarbonyl)phenylboronic acid
Product Name:
Synonyms: N-Benzyl 3-boronobenzamide

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
3-(N-Benzylaminocarbonyl)phenylboronic acid
Ingredient name:
CAS number: 625470-96-4

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C14H14BNO3
Molecular weight: 255.1

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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：

  3-苄氨羰基苯硼酸 、 4-chloro-6-(methylsulfonyl)-6,7-dihydro-5H-pyrrolo[3,4-b]-pyridine 在 四(三苯基膦)钯 、 caesium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 18.0h， 以0.13 g的产率得到N-benzyl-3-(6-(methylsulfonyl)-6,7-dihydro-5H-pyrrolo[3,4-b]pyridin-4-yl)benzamide
  参考文献：
  名称：

  [EN] 2-CYANOISOINDOLINE DERIVATIVES FOR TREATING CANCER
  [FR] DÉRIVÉS DE 2-CYANOISOINDOLINE POUR LE TRAITEMENT DU CANCER

  摘要：

  这项发明涉及公式I的新化合物，这些化合物是去泛素化酶（DUBs）和/或去泛素化酶的抑制剂。具体来说，该发明涉及抑制泛素C端水解酶7或泛素特异性肽酶7（USP7）。该发明还涉及这些化合物的制备方法以及它们在癌症治疗中的应用。

  公开号：

  WO2017158388A1

文献信息

• Palladium-catalyzed prenylation of (hetero)aryl boronic acids
  作者：Jeffrey Leister、Darrian Chao、Kelvin L. Billingsley

  DOI：10.1016/j.tetlet.2020.152800

  日期：2021.3

  cross-coupling of aryl and heteroaryl boronic acids with prenyl alcohol. Catalyst systems based on dialkylbiaryl phosphines were highly active for this transformation. These supporting ligands provided opportunities for tuning the efficiency and regioselectivity of carbon–carbon bond formation. In addition, this method was further extended to the cross-coupling of symmetrical allylic alcohols with aryl boronic

  异戊二烯基或二甲基烯丙基是天然产物和小分子治疗剂中常见的结构基序。在这份报告中，我们描述了钯催化的芳基和杂芳基硼酸与异戊二烯醇的交叉偶联方法。基于二烷基联芳基膦的催化剂体系对该转化具有很高的活性。这些辅助配体为调节碳-碳键形成的效率和区域选择性提供了机会。另外，该方法进一步扩展到对称的烯丙基醇与芳基硼酸的交叉偶联。
• [EN] 2-CYANOISOINDOLINE DERIVATIVES FOR TREATING CANCER<br/>[FR] DÉRIVÉS DE 2-CYANOISOINDOLINE POUR LE TRAITEMENT DU CANCER
  申请人：MISSION THERAPEUTICS LTD

  公开号：WO2017158388A1

  公开（公告）日：2017-09-21

  The invention relates to novel compounds of formula I which are inhibitors of deubiquitylating enzymes (DUBs) and/or desumoylating enzymes. In particular, the invention relates to the inhibition of ubiquitin C-terminal hydrolase 7 or ubiquitin specific peptidase 7 (USP7). The invention further relates to methods for the preparation of these compounds and to their use in the treatment of cancer.

  这项发明涉及公式I的新化合物，这些化合物是去泛素化酶（DUBs）和/或去泛素化酶的抑制剂。具体来说，该发明涉及抑制泛素C端水解酶7或泛素特异性肽酶7（USP7）。该发明还涉及这些化合物的制备方法以及它们在癌症治疗中的应用。