B-(2-氰基-4-氟苯基)-硼酸 | 876601-43-3

• 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: B-(2-氰基-4-氟苯基)-硼酸
• 英文名称: (2-cyano-4-fluorophenyl)boronic acid
• CAS: 876601-43-3
• 化学式: C₇H₅BFNO₂
• mdl: MFCD12546526
• 分子量: 164.932
• InChiKey: TZAYQOISLSBMIP-UHFFFAOYSA-N

物化性质

• 沸点：
  357.8±52.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.2
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Cyano-4-fluorophenylboronic 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: 2-Cyano-4-fluorophenylboronic acid
CAS number: 876601-43-3

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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: C7H5BFNO2
Molecular weight: 164.9

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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：

  B-(2-氰基-4-氟苯基)-硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 5-Fluoro-2-[4-(7-trifluoromethyl-imidazo[1,2-a]pyrimidin-3-yl)-pyridin-2-yl]-benzonitrile
  参考文献：
  名称：

  Imidazo[1,2-a]pyrimidines as functionally selective GABAA ligands

  摘要：

  Imidazo[1,2-a]pyrimidines are GABA(A) receptor benzodiazepine binding site ligands which can exhibit functional selectivity for the alpha(3) subtype over the alpha(1) subtype. SAR studies to optimize this functional selectivity are described. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.112
• 作为产物：
  描述：

  2-溴-5-氟苯腈 在 正丁基锂 、 硼酸三异丙酯 、 盐酸 、 水 作用下， 以 四氢呋喃 、 hexanes 、 甲苯 为溶剂， 以44%的产率得到B-(2-氰基-4-氟苯基)-硼酸
  参考文献：
  名称：

  [EN] HETEROCYCLIC SULFONAMIDES, USES AND PHARMACEUTICAL COMPOSITIONS THEREOF
  [FR] SULFONAMIDES HÉTÉROCYCLIQUES, UTILISATIONS ET COMPOSITIONS PHARMACEUTIQUES ASSOCIÉES

  摘要：

  该发明涉及一类化合物，包括该化合物的药用可接受盐，其具有规范中定义的式(I)的结构。该发明还涉及含有和使用式I化合物的组合物。

  公开号：

  WO2010150192A1

文献信息

• [EN] BRIDGED BICYCLIC KALLIKREIN INHIBITORS<br/>[FR] INHIBITEURS BICYCLIQUES PONTÉS DE LA KALLIKRÉINE
  申请人：GLOBAL BLOOD THERAPEUTICS INC

  公开号：WO2016201052A1

  公开（公告）日：2016-12-15

  Provided herein are kallikrein modulating compounds, pharmaceutical compositions comprising the same, and uses thereof.

  本文提供了调节激肽酶的化合物、包含这些化合物的药物组合物，以及它们的用途。
• Fast and Tight Boronate Formation for Click Bioorthogonal Conjugation
  作者：Burcin Akgun、Dennis G. Hall

  DOI：10.1002/anie.201510321

  日期：2016.3.14

  A new click bioorthogonal reaction system was devised to enable the fast ligation (kON≈340 m−1 s−1) of conjugatable derivatives of a rigid cyclic diol (nopoldiol) and a carefully optimized boronic acid partner, 2‐methyl‐5‐carboxymethylphenylboronic acid. Using NMR and fluorescence spectroscopy studies, the corresponding boronates were found to form reversibly within minutes at low micromolar concentration

  新的点击生物正交反应系统设计成使快速连接（ķ ON ≈340 米-1 小号-1）一个刚性的环状二醇（nopoldiol）和仔细优化硼酸伙伴的缀合衍生物，2-甲基-5-羧甲基苯基硼酸。使用NMR和荧光光谱研究，发现对应于硼酸酯在水中低微摩尔浓度分钟内可逆地形成，从而提供亚微摩尔的平衡常数（ķ当量≈10 5 -10 6 米-1）。用模型蛋白硫氧还蛋白和白蛋白证明了在生理条件下的有效蛋白结合，并通过质谱和凝胶电泳进行了表征。
• Palladium-Catalyzed Cascade Reaction of <i>o</i>-Cyanobiaryls with Arylboronic Acids: Synthesis of 5-Arylidene-7-aryl-5<i>H</i>-dibenzo[<i>c</i>,<i>e</i>]azepines
  作者：Xinrong Yao、Yinlin Shao、Maolin Hu、Yuanzhi Xia、Tianxing Cheng、Jiuxi Chen

  DOI：10.1021/acs.orglett.9b02351

  日期：2019.10.4

  A palladium-catalyzed cascade reaction of 2'-acetyl-[1,1'-biphenyl]-2-carbonitriles with arylboronic acids is developed. This reaction affords a new class of seven-membered 5-arylidene-7-aryl-5H-dibenzo[c,e]azepines with good functional group compatibility and selectivity. Reaction mechanistic study suggests that this transformation involves carbopalladation of nitrile and subsequent intramolecular

  开发了钯催化的2'-乙酰基-[1,1'-联苯] -2-腈与芳基硼酸的级联反应。该反应提供了具有良好的官能团相容性和选择性的新型的七元5-亚芳基-7-芳基-5H-二苯并[c，e]氮杂。反应机理研究表明，这种转变涉及腈的碳巴巴定化和随后的分子内环化，然后是氧化性Heck偶联。
• Heterocyclic sulfonamides, uses and pharmaceutical compositions thereof
  申请人：Pfizer Inc.

  公开号：US08278457B2

  公开（公告）日：2012-10-02

  The invention is directed to a class of compounds, including the pharmaceutically acceptable salts of the compounds, having the structure of formula I: as defined in the specification. The invention is also directed to compositions containing and uses of the compounds of formula I.

  本发明涉及一类化合物，包括具有公式I结构的化合物的药用可接受盐，如规范中所定义的。本发明还涉及包含公式I化合物的组合物和其用途。
• Heterocyclic Sulfonamides, Uses and Pharmaceutical Compositions Thereof
  申请人：Fliri Anton F. J.

  公开号：US20110105533A1

  公开（公告）日：2011-05-05

  The invention is directed to a class of compounds, including the pharmaceutically acceptable salts of the compounds, having the structure of formula I: as defined in the specification. The invention is also directed to compositions containing and uses of the compounds of formula I.

  本发明涉及一类化合物，包括化合物的药用可接受盐，其结构如式I所定义。本发明还涉及含有式I化合物的组合物和其用途。