4-氟萘-1-硼酸 | 182344-25-8

• 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 - 萘
• 中文名称: 4-氟萘-1-硼酸
• 英文名称: 4-fluoronaphthalene-1-boronic acid
• 英文别名: (4-fluoronaphthalen-1-yl)boronic acid
• CAS: 182344-25-8
• 化学式: C₁₀H₈BFO₂
• 分子量: 189.982
• InChiKey: IDCGAEJGZLYEAZ-UHFFFAOYSA-N

物化性质

• 熔点：
  240-242℃
• 沸点：
  374.0±44.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.66
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S36/37
• 危险类别码：
  R20/21/22
• 海关编码：
  2931900090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
4-Fluoronaphthalene-1-boronic acid
Product Name:
Synonyms: 4-Fluoro-1-naphthaleneboronic acid

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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.
4-Fluoronaphthalene-1-boronic acid
Ingredient name:
CAS number: 182344-25-8

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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: C10H8BFO2
Molecular weight: 190.0

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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：

  4-氟萘-1-硼酸 在 双氧水 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 8.0h， 以74%的产率得到4-氟萘-1-醇
  参考文献：
  名称：

  一种4-氟萘-1-醇的制备工艺

  摘要：

  本发明公开了一种4‑氟萘‑1‑醇的制备工艺。以1‑氟萘为原料，经卤代、硼酸化和水解三步反应即可得到4‑氟萘‑1‑醇，总收率可达60％。该工艺路线原料价廉易得，后处理简便易行，产率高，易于工业化应用。

  公开号：

  CN106478376A
• 作为产物：
  描述：

  1-氟萘 在 正丁基锂 、 溴 作用下， 以 四氢呋喃 、 四氯化碳 、 正己烷 为溶剂， 反应 2.17h， 生成 4-氟萘-1-硼酸
  参考文献：
  名称：

  基于6-苯基-2-氨基吡啶结构的神经元一氧化氮合酶的有效选择性抑制剂的构效关系。

  摘要：

  描述了一系列6-苯基-2-氨基吡啶的合成和结构-活性关系，这些6-苯基-2-氨基吡啶有效和选择性地抑制一氧化氮合酶（nNOS）的神经元亚型。来自该系列的化合物14bi在大鼠小脑中由harmaline诱导的cGMP形成，nNOS抑制的功能模型以及在PCP诱导的高运动性模型中表现出强大的体内活性。这些结果表明，14bi可能是用于评估nNOS抑制剂在中枢神经系统中潜在治疗应用的有用试剂。

  DOI：

  10.1021/jm030519g
• 作为试剂：
  描述：

  3-溴-1-氟萘 、 正丁基锂 、 、 硼酸三甲酯 在 氮气 、 盐酸 、 水 、 乙酸乙酯 、 4-氟萘-1-硼酸 、 正己烷 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以It gave a white solid product in 78% yield (7.04 g, 37.7 mmol)的产率得到4-氟萘-1-硼酸
  参考文献：
  名称：

  Organic compound for organic electroluminescent device

  摘要：

  本发明揭示了一种新型有机化合物，其表示为以下式（A），采用该化合物作为蓝色发光层的有机EL器件可以降低驱动电压，延长半衰期并提高效率。其中，m表示0至8的整数，n表示0至10的整数，p表示0至7的整数，HAr表示氢、卤素、靛烯基、具有5至6个芳环原子的取代或未取代杂环芳基系统，R1至R4相同或不同。R1至R4独立地选择自具有1至30个碳原子的烷基，具有6至30个碳原子的取代或未取代芳基，具有6至30个碳原子的取代或未取代芳基烷基组的群。

  公开号：

  US09048437B2

文献信息

• [EN] 2-METHYL-QUINAZOLINES<br/>[FR] 2-MÉTHYL-QUINAZOLINES
  申请人：BAYER PHARMA AG

  公开号：WO2018172250A1

  公开（公告）日：2018-09-27

  The present invention describes 2-methyl-quinazoline compounds of general formula (I), methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds, and the use of said compounds for manufacturing pharmaceutical compositions. The 2-methyl substituted quinazoline compounds of general formula(I) effectively and selectively inhibit the Ras-Sos interaction without significantly targeting the EGFR receptor. They are therefore useful for the treatment or prophylaxis of diseases, in particular of hyperproliferative disorders, such as cancer as a sole agent or in combination with other active ingredients.

  本发明描述了一般式(I)的2-甲基喹唑啉化合物，制备该化合物的方法，用于制备该化合物的中间体化合物，包含该化合物的药物组合物和组合物，以及用于制造药物组合物的该化合物的用途。一般式(I)的2-甲基取代喹唑啉化合物有效且选择性地抑制Ras-Sos相互作用，而不显著靶向EGFR受体。因此，它们对于治疗或预防疾病特别是高增殖性疾病，如癌症作为单一药剂或与其他活性成分组合使用是有用的。
• 2-aminopyridines containing fused ring substituents
  申请人：——

  公开号：US20010049379A1

  公开（公告）日：2001-12-06

  The present invention relates to 2-aminopyridine derivatives of the formula 1 wherein G, R 1 and R 2 are defined as in the specification, that exhibit activity as nitric oxide synthase (NOS) inhibitors, to pharmaceutical compositions containing them and to their use in the treatment and prevention of central nervous system and other disorders.

  本发明涉及公式1中定义的G、R1和R2的2-氨基吡啶衍生物，其表现为一氧化氮合酶（NOS）抑制剂的活性，以及含有它们的药物组合物，并且它们在治疗和预防中枢神经系统和其他疾病中的应用。
• Michael Reaction Inspired Atroposelective Construction of Axially Chiral Biaryls
  作者：Shengyi Yan、Wang Xia、Shaoyu Li、Qiuling Song、Shao-Hua Xiang、Bin Tan

  DOI：10.1021/jacs.0c01963

  日期：2020.4.22

  biaryl atropisomers was established using a novel BINOL-derived phosphoramidite as chiral ligand. A broad range of atropisomeric biaryls were obtained in good efficiency and the practicality of this approach was verified by versatile transformations towards axially chiral ligands, catalysts, and other functional atropisomers. This set of catalytic systems successfully inhibited the routine 1,2 addition

  使用新型 BINOL 衍生的亚磷酰胺作为手性配体，建立了第一个铜催化的偶氮萘和芳基硼酸之间用于构建联芳基阻转异构体的阻转选择性迈克尔型加成。以良好的效率获得了广泛的阻转异构联芳基化合物，该方法的实用性通过向轴向手性配体、催化剂和其他功能性阻转异构体的通用转化得到验证。这套催化体系成功地抑制了常规的 1,2 加成并促进了芳基-芳基手性轴的形成。同时，该策略绕过了氧化剂的使用以及过渡金属介导的芳烃 CH 与作为芳基化对应物的芳基硼酸偶联所需的苛刻条件，
• Photoinduced Regioselective Olefination of Arenes at Proximal and Distal Sites
  作者：Argha Saha、Srimanta Guin、Wajid Ali、Trisha Bhattacharya、Sheuli Sasmal、Nupur Goswami、Gaurav Prakash、Soumya Kumar Sinha、Hediyala B. Chandrashekar、Sanjib Panda、S. S. Anjana、Debabrata Maiti

  DOI：10.1021/jacs.1c12311

  日期：2022.2.2

  regioselectivity. Often, the high thermal energy required to promote olefination leads to multiple site functionalizations. To this aim, we established a photoredox catalytic system constituting a merger of palladium/organo-photocatalyst (PC) that forges oxidative olefination in an explicit regioselective fashion with diverse arenes and heteroarenes. Visible light plays a significant role in executing “regioresolved”

  藤原-森谷反应对当代 C-H 激活方案的出现做出了深远的贡献。尽管传统方法在不同领域具有适用性，但相关的反应性和区域选择性问题使其变得多余。该示例性反应的复兴需要开发一种机械范式，该范式将同时控制反应性和区域选择性。通常，促进烯烃化所需的高热能导致多位点官能化。为此，我们建立了一个光氧化还原催化系统，该系统由钯/有机光催化剂 (PC) 的合并组成，该系统以显式的区域选择性方式与多种芳烃和杂芳烃进行氧化烯化。可见光在不需要银盐和热能的情况下在执行“区域分解”的藤原-森谷反应中起着重要作用。该催化系统还可以在各自的导向基团 (DGs) 的帮助下进行近端和远端烯烃化，这需要该协议在参与整个 C(sp) 光谱方面的多功能性2 )-H烯化。此外，通过后期功能化简化天然产物、手性分子、药物的合成和多样化，强调了这种可持续协议的重要性。这种区域选择性转化的光诱导实现是通过控制反应和动力学研究机械地建立的。
• 5-HT1F agonists
  申请人：Eli Lilly and Company

  公开号：US06358972B1

  公开（公告）日：2002-03-19

  The present invention relates to a compound of formula (I): or a pharmaceutical acid addition salt thereof; which is useful for activating 5-HT1f receptors and inhibiting protein extravasation in a mammal.

  本发明涉及以下化合物（I）的化合物或其药用酸盐；该化合物对于激活哺乳动物体内的5-HT1f受体和抑制蛋白外渗具有用处。