5-氟-2-甲氧羰基苯基硼酸 | 850568-05-7

• 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: 5-氟-2-甲氧羰基苯基硼酸
• 中文别名: (5-氟-2-甲氧基羰基苯基)硼酸；5-氟-2-甲酯基苯硼酸
• 英文名称: (5-fluoro-2-(methoxycarbonyl)phenyl)boronic acid
• 英文别名: 2-Methoxycarbonyl-5-fluorophenylboronic acid；(5-fluoro-2-methoxycarbonylphenyl)boronic acid
• CAS: 850568-05-7
• 化学式: C₈H₈BFO₄
• mdl: MFCD03095367
• 分子量: 197.959
• InChiKey: CHDCMVDJRAQCTJ-UHFFFAOYSA-N

物化性质

• 熔点：
  146-148
• 沸点：
  363.1±52.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.93
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2931900090
• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P362,P403+P233,P501
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
5-Fluoro-2-methoxycarbonylphenylboronic acid
Product Name:
Synonyms: Methyl 2-borono-4-fluorobenzoate

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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.
5-Fluoro-2-methoxycarbonylphenylboronic acid
Ingredient name:
CAS number: 850568-05-7

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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.
Store in closed vessels, under −20◦C.
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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C8H8BFO4
Molecular weight: 198.0

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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, 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：

  5-氟-2-甲氧羰基苯基硼酸 在 2-双环己基膦-2',6'-二甲氧基联苯 、 palladium diacetate potassium carbonate 作用下， 以 1,4-二氧六环 、 DMF (N,N-dimethylformamide) 、 水 为溶剂， 反应 0.33h， 生成 9-(4-chloro-phenoxy)-5H-benzo[c][1,8]naphthyridin-6-one
  参考文献：
  名称：

  [EN] PROTEIN KINASE INHIBITORS AND USE THEREOF
  [FR] INHIBITEURS DE PROTÉINE KINASE ET LEUR UTILISATION

  摘要：

  揭示了苯并萘啶衍生物化合物及其类似物，包括含有这些化合物的药物组合物以及制备这些化合物的方法。这些化合物在治疗对激酶信号传导抑制、调节或调控敏感的疾病中很有用。

  公开号：

  WO2009108670A1
• 作为产物：
  描述：

  甲醇 、 2-羧基-5-氟苯基硼酸 在 氯化亚砜 作用下， 反应 3.5h， 生成 5-氟-2-甲氧羰基苯基硼酸
  参考文献：
  名称：

  帽依赖性核酸内切酶抑制剂

  摘要：

  本发明提供一种用于抑制流感病毒复制的式(I)化合物、其药学上可接受的盐、代谢物或前药：所述化合物能够用于制备成治疗流感的药物。本发明还公开了制备它们的方法以及包含所述化合物与药学上可接受的载体的组合物。

  公开号：

  CN113620948B

文献信息

• Synthesis of 2,3-disubstituted indenones by cobalt-catalyzed [3+2] annulation of o-methoxycarbonylphenylboronic acid with alkynes
  作者：Mitsuhiro Ueda、Tamami Ueno、Yuki Suyama、Ilhyong Ryu

  DOI：10.1039/c6cc08032d

  日期：——

  Treatment of alkynes with o-methoxycarbonylphenylboronic acid in the presence of a cobalt catalyst resulted in the corresponding 2,3-disubstituted indenones.

  将炔烃与在钴催化剂存在下的o-甲氧羰基苯硼酸反应，得到相应的2,3-二取代的茚酮。
• [EN] INHIBITORS OF THE MENIN-MLL INTERACTION<br/>[FR] INHIBITEURS DE L'INTERACTION MÉNINE-MLL
  申请人：VITAE PHARMACEUTICALS INC

  公开号：WO2018053267A1

  公开（公告）日：2018-03-22

  The present invention is directed to inhibitors of the interaction of menin with MLL and MLL fusion proteins, pharmaceutical compositions containing the same, and their use in the treatment of cancer and other diseases mediated by the menin-MLL interaction.

  本发明涉及抑制menin与MLL及MLL融合蛋白相互作用的抑制剂，含有这些抑制剂的药物组合物，以及它们在治疗由menin-MLL相互作用介导的癌症和其他疾病中的应用。
• APOPTOSIS-INDUCING AGENTS FOR THE TREATMENT OF CANCER AND IMMUNE AND AUTOIMMUNE DISEASES
  申请人：Hexamer Laura A.

  公开号：US20100184750A1

  公开（公告）日：2010-07-22

  Disclosed are compounds which inhibit the activity of anti-apoptotic Bcl-2 proteins, compositions containing the compounds and methods of treating diseases during which is expressed anti-apoptotic Bcl-2 protein.

  揭示了一种抑制抗凋亡Bcl-2蛋白活性的化合物，含有这些化合物的组合物以及治疗在其中表达抗凋亡Bcl-2蛋白的疾病的方法。
• Benzyl and benzoyl benzoic acid inhibitors of bacterial RNA polymerase-sigma factor interaction
  作者：Jiqing Ye、Adrian Jun Chu、Lin Lin、Shu Ting Chan、Rachel Harper、Min Xiao、Irina Artsimovitch、Zhong Zuo、Cong Ma、Xiao Yang

  DOI：10.1016/j.ejmech.2020.112671

  日期：2020.12

  scaffold to provide a series of benzyl and benzoyl benzoic acid derivatives possessing improved antimicrobial activity. A representative compound demonstrated excellent activity against Staphylococcus epidermidis with minimum inhibitory concentrations reduced to 0.5 μg/mL, matching that of vancomycin. The molecular mechanism of inhibition was confirmed using biochemical and cellular assays. Low cytotoxicity

  转录是细菌中必不可少的生物过程，需要核心酶 RNA 聚合酶 (RNAP)。细菌 RNAP 具有催化活性，但需要 sigma (σ) 因子来转录天然 DNA 模板。σ 因子与 RNAP 结合形成全酶，该全酶特异性识别启动子、解链 DNA 双链体并开始 RNA 合成。抑制 σ 与 RNAP 的结合有望抑制细菌转录和生长。我们之前确定了一种三芳基命中化合物，它在其主要的 RNAP 结合位点模拟 σ，从而抑制了 RNAP 全酶的形成。在这项研究中，我们修改了该支架以提供一系列具有改进抗菌活性的苄基和苯甲酰基苯甲酸衍生物。一种代表性化合物表现出优异的抗表皮葡萄球菌的最低抑菌浓度降至 0.5 μg/mL，与万古霉素相匹配。使用生化和细胞分析证实了抑制的分子机制。化合物的低细胞毒性和代谢稳定性证明了进一步研究的潜力。
• Synthesis of the Azaoxoaporphine Alkaloid Sampangine and Ascididemin-Type Pyridoacridines through TMPMgCl·LiCl-Mediated Ring Closure
  作者：Alois Plodek、Mathias König、Franz Bracher

  DOI：10.1002/ejoc.201403502

  日期：2015.2

  We report the synthesis of the azaoxoaporphine alkaloid sampangine (4) and a series of ring A analogues and isomers of the marine pyridoacridine alkaloid ascididemin (2). This approach starts from readily available 1-bromo[2,7]naphthyridine (12) or 4-bromobenzo[c][2,7]naphthyridine (5), and the ring A scaffold bearing an ester moiety is introduced by a Suzuki or Negishi cross-coupling reaction. The

  我们报告了 azaoxoaporphine 生物碱 sampangine (4) 和一系列海洋吡啶并吖啶生物碱 ascididemin (2) 的 A 环类似物和异构体的合成。这种方法从容易获得的 1-溴[2,7] 萘啶 (12) 或 4-溴苯并[c][2,7] 萘啶 (5) 开始，并且带有酯部分的环 A 支架由 Suzuki 或Negishi 交叉偶联反应。最后的环化步骤是通过使用 Knochel-Hauser 碱（TMPMgCl·LiCl；TMP = 2,2,6,6-四甲基哌啶基）进行定向远程环金属化，然后分子内捕获酯基来实现的。