4-氰基-3-(三氟甲基)苯硼酸 | 915299-32-0

• 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-氰基-3-(三氟甲基)苯硼酸
• 中文别名: 4-氰基-3-(三氟甲基)苯基硼酸
• 英文名称: (4-cyano-3-(trifluoromethyl)phenyl)boronic acid
• 英文别名: 4-Cyano-3-(trifluoromethyl)phenylboronic acid；[4-cyano-3-(trifluoromethyl)phenyl]boronic acid
• CAS: 915299-32-0
• 化学式: C₈H₅BF₃NO₂
• 分子量: 214.939
• InChiKey: YBQDFMCBPJKZJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  360.3±52.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.26
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  64.2
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 海关编码：
  2931900090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Cyano-3-(trifluoromethyl)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-Cyano-3-(trifluoromethyl)phenylboronic acid
CAS number: 915299-32-0

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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: C8H5BF3NO2
Molecular weight: 214.9

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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, hydrogen fluoride.

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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-氰基-3-(三氟甲基)苯硼酸 在 sodium carbonate 、 potassium carbonate 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 0.83h， 生成 4-(1-(4-(aminomethyl)-3-fluorophenyl)-1H-pyrazol-3-yl)-2-(trifluoromethyl)benzonitrile
  参考文献：
  名称：

  [EN] PYRROLE AND PYRAZOLE COMPOUNDS AND METHODS OF USE THEREOF
  [FR] COMPOSÉS PYRROLE ET PYRAZOLE ET LEURS PROCÉDÉS D'UTILISATION

  摘要：

  该披露涉及从核类固醇受体结合物中衍生的抗癌化合物，以及含有这些化合物的产品，以及它们的使用和制备方法。本披露提供具有激素受体拮抗活性的化合物。这些化合物可用于治疗癌症，特别是那些可以通过AR和/或GR拮抗增强的癌症。

  公开号：

  WO2020113094A1

文献信息

• Comparison of Copper(II) Acetate Promoted N-Arylation of 5,5-Dimethyl Hydantoin and Other Imides with Triarylbismuthanes and Aryl Boronic Acids
  作者：Helmut Hügel、Colin Rix、Karin Fleck

  DOI：10.1055/s-2006-949638

  日期：2006.9

  This work demonstrates that the copper acetate promoted N-arylation of imides with boronic acids can be employed as a ­major method for the synthesis of N3-aryl hydantoins.

  这项工作表明，使用乙酸铜促进的亚胺与硼酸的N-芳基化反应可以作为合成N3-芳基海因的主要方法。
• Compound Shape Effects in Minor Groove Binding Affinity and Specificity for Mixed Sequence DNA
  作者：Pu Guo、Abdelbasset A. Farahat、Ananya Paul、Narinder K. Harika、David W. Boykin、W. David Wilson

  DOI：10.1021/jacs.8b08152

  日期：2018.11.7

  of the DNA minor groove and H-bond to the -NH of G·C base pairs that project into the minor groove. Initial compounds bind strongly to a single G·C base pair in an AT context with a specificity ratio of 50 ( KD AT-GC/ KD AT) or less and this is somewhat low for biological use. We felt that modifications of compound shape could be used to probe local DNA microstructure in target mixed base pair sequences

  结合在 DNA 双链体小沟中的特定杂环阳离子作为细胞和核染色剂以及作为可有效进入人体细胞的治疗剂取得了重大成功。扩大小沟化合物的 DNA 序列识别能力也可以扩大其治疗靶点，并在许多领域产生影响，例如转录因子生物活性的调节。使用 N-甲基苯并咪唑 (N-MeBI) 噻吩已成功设计出混合序列结合化合物，这些噻吩经过预先组织以适合 DNA 小沟的形状以及与投射的 G·C 碱基对的 -NH 上的氢键进入小凹槽。初始化合物在 AT 环境中与单个 G·C 碱基对强烈结合，特异性比率为 50 (KD AT-GC/KD AT) 或更低，这对于生物学用途来说有点低。我们认为，化合物形状的修饰可用于探测 DNA 目标混合碱基对序列中的局部 DNA 微观结构，并有可能提高化合物的结合选择性。通过增加苯并咪唑 N-取代基的大小（例如，使用 N-异丁基代替 N-Me）以及通过在化合物芳香核上的特定位置引入取代来改变
• [EN] HETEROCYCLIC COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES ET LEURS UTILISATIONS
  申请人：NUVATION BIO OPERATING COMPANY INC

  公开号：WO2022082174A1

  公开（公告）日：2022-04-21

  Heterocyclic compounds as Weel inhibitors are provided. The compounds may find use as therapeutic agents for the treatment of diseases and may find particular use in oncology.

  提供了作为Weel抑制剂的杂环化合物。这些化合物可以作为治疗药物用于治疗疾病，并且可能在肿瘤学中发挥特定的作用。
• [EN] MCL1 INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE MCL1 ET LEURS UTILISATIONS
  申请人：CALIFORNIA INST OF TECHN

  公开号：WO2022216946A1

  公开（公告）日：2022-10-13

  The present disclosure provides compounds, such as compounds of Formula I, and compositions that are MCL1 inhibitors.

  本公开提供了化合物，例如式I的化合物和是MCL1抑制剂的组合物。
• 1,2,4-Triazolo-[1,5-<i>a</i>]pyridine HIF Prolylhydroxylase Domain-1 (PHD-1) Inhibitors With a Novel Monodentate Binding Interaction
  作者：Saleh Ahmed、Andrew Ayscough、Greg R. Barker、Hannah E. Canning、Richard Davenport、Robert Downham、David Harrison、Kerry Jenkins、Natasha Kinsella、David G. Livermore、Susanne Wright、Anthony D. Ivetac、Robert Skene、Steven J. Wilkens、Natalie A. Webster、Alan G. Hendrick

  DOI：10.1021/acs.jmedchem.7b00352

  日期：2017.7.13

  Herein we describe the identification of 4-[1,2,4]triazolo[1,5-a]pyridin-5-yl}benzonitrile-based inhibitors of the hypoxia-inducible factor prolylhydroxylase domain-1 (PHD-1) enzyme. These inhibitors were shown to possess a novel binding mode by X-ray crystallography, in which the triazolo N1 atom coordinates in a hitherto unreported monodentate interaction with the active site Fe2+ ion, while the benzonitrile group accepts a hydrogen -bonding interaction from the side chain residue of Asn315. Further optimization led to potent PHD-1 inhibitors with good physicochemical and pharmacokinetic properties.