3-氰基-2-氟苯硼酸频那醇酯 | 1218791-15-1

• 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-氰基-2-氟苯硼酸频那醇酯
• 英文名称: 2-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
• CAS: 1218791-15-1
• 化学式: C₁₃H₁₅BFNO₂
• 分子量: 247.077
• InChiKey: BDIHSSFYJYXWRV-UHFFFAOYSA-N

物化性质

• 沸点：
  339.9±32.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  4

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3-Cyano-2-fluorophenylboronic acid, pinacol ester
Synonyms: 2-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

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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: 3-Cyano-2-fluorophenylboronic acid, pinacol ester
CAS number: 1218791-15-1

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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: C13H15BFNO2
Molecular weight: 247.1

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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, 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：

  3-氰基-2-氟苯硼酸频那醇酯 在 双氧水 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 2.0h， 以62%的产率得到2-氟-3-羟基苯腈
  参考文献：
  名称：

  [EN] COMPOUNDS
  [FR] COMPOSÉS

  摘要：

  式(I)的化合物，或其药用盐。

  公开号：

  WO2019243491A1
• 作为产物：
  描述：

  3-溴-2-氟苯腈 、 联硼酸频那醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium acetate 作用下， 以 1,4-二氧六环 为溶剂， 以80%的产率得到3-氰基-2-氟苯硼酸频那醇酯
  参考文献：
  名称：

  C2，C3，C4改性咔唑的分子设计和合成方法：高三重态能量双极主体材料，用于高效的蓝色磷光有机发光二极管†

  摘要：

  本文中，我们报告了用于蓝色磷光有机发光二极管的C3 / C4和C2 / C3 / C4改性咔唑基高三重态能量双极主体材料的设计和合成方法的第一个实例，并展示了出色的器件性能和最大的外部量子效率高达25.3％，电流效率高达48.1 cd A -1。

  DOI：

  10.1039/c9cc03843d

文献信息

• HETEROCYCLIC COMPOUNDS AS ADENOSINE ANTAGONISTS
  申请人：NUVATION BIO INC.

  公开号：US20200231570A1

  公开（公告）日：2020-07-23

  Aminopyrazine compounds as modulators of an adenosine receptor are provided. The compounds may find use as therapeutic agents for the treatment of diseases mediated through a G-protein-coupled receptor signaling pathway and may find particular use in oncology.

  提供了氨基吡嗪化合物作为腺苷受体的调节剂。这些化合物可能作为治疗经由G蛋白偶联受体信号通路介导的疾病的治疗剂，并且可能在肿瘤学中发挥特定作用。
• 1,2,3,4-TETRAHYDROQUINOXALINE DERIVATIVE, PREPARATION METHOD THEREFOR AND APPLICATION THEREOF
  申请人：Abbisko Therapeutics Co., Ltd.

  公开号：US20220009894A1

  公开（公告）日：2022-01-13

  A 1,2,3,4-tetrahydroquinoxaline derivative having a structure as represented by formula (I), preparation method therefor and application thereof. These compounds can be widely applied to preparation of drugs for treating one or more tumors, cancers, metabolic diseases, autoimmune diseases or disorders, and a new generation of RORγt agonist drugs is expected to be developed.

  一种具有如公式（I）所示结构的1,2,3,4-四氢喹喔啉衍生物，其制备方法及应用。这些化合物可以广泛应用于制备用于治疗一个或多个肿瘤、癌症、代谢性疾病、自身免疫疾病或紊乱的药物，预计将开发出新一代RORγt激动剂药物。
• CONDENSED CYCLIC COMPOUND, COMPOSITION INCLUDING THE SAME, AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE CONDENSED CYCLIC COMPOUND
  申请人：SAMSUNG ELECTRONICS CO., LTD.

  公开号：US20170369439A1

  公开（公告）日：2017-12-28

  A condensed cyclic compound represented by Formula 1: wherein in Formula 1 groups and variables are the same as described in the specification.

  一种由公式1表示的紧凑的环状化合物：其中在公式1中，群和变量与说明书中描述的相同。
• Discovery of Novel Dual Adenosine A2A and A1 Receptor Antagonists with 1H-Pyrazolo[3,4-d]pyrimidin-6-amine Core Scaffold as Anti-Parkinson’s Disease Agents
  作者：Juyoung Jung、Yoonsuk Lee、An-Na Moon、Jihyae Ann、Jin Ju Jeong、Nayeon Do、Jeewoo Lee

  DOI：10.3390/ph15080922

  日期：——

  New compounds with 1H-pyrazolo [3,4-d]pyrimidin-6-amine core scaffolds were synthesized and characterized in vitro to determine their affinity for human A2A and A1 receptors. Among the tested compounds, a few compounds displayed nanomolar binding affinities for both receptors. One particular compound, 11o, showed high binding activities (hA2A Ki = 13.3 nM; hA1 Ki = 55 nM) and full antagonism (hA2A IC50 = 136 nM; hA1 IC50 = 98.8 nM) toward both receptors. Further tests showed that 11o has low hepatic clearance and good pharmacokinetic properties in mice, along with high bioavailability and a high brain plasma ratio. In addition, 11o was associated with very low cardiovascular risk and mutagenic potential, and was well-tolerated in rats and dogs. When tested in an MPTP-induced mouse model of Parkinson’s disease, 11o tended to improve behavior. Moreover, 11o dose-dependently reversed haloperidol-induced catalepsy in female rats, with graded ED50 of between 3 and 10 mg/kg. Taken together, these results suggest that this potent dual A2A/A1 receptor antagonist, 11o, is a good candidate for the treatment of Parkinson’s disease with an excellent metabolic and safety profile.

  合成了具有1H-吡唑并[3,4-d]嘧啶-6-胺核心支架的新化合物，并在体外进行了表征，以确定它们与人类A2A和A1受体的亲和力。在测试的化合物中，有几种化合物对两种受体显示出纳摩尔级的结合亲和力。一种特定的化合物，11o，显示出高结合活性（hA2A Ki = 13.3 nM; hA1 Ki = 55 nM）和完全的拮抗作用（hA2A IC50 = 136 nM; hA1 IC50 = 98.8 nM）对两种受体。进一步的测试表明，11o在小鼠中具有低肝清除率和良好的药代动力学特性，以及高生物利用度和高脑血浆比。此外，11o与非常低的心血管风险和致突变潜力相关，并在大鼠和狗中耐受良好。在MPTP诱导的帕金森病小鼠模型中测试时，11o倾向于改善行为。此外，11o在雌性大鼠中剂量依赖性地逆转了氟哌啶醇引起的痉挛，其ED50为3至10 mg/kg。综上所述，这种强效的双重A2A/A1受体拮抗剂11o是治疗帕金森病的良好候选药物，具有优秀的代谢和安全性。
• 一种吡啶酮类化合物衍生物及其应用
  申请人：复旦大学

  公开号：CN117924258A

  公开（公告）日：2024-04-26

  本发明提供一种吡啶酮类化合物衍生物及其应用，所述吡啶酮类化合物衍生物具有如下式化学结构通式(I)，本发明提供的吡啶酮类化合物衍生物作为新颖的腺苷A2AR抑制剂，具有腺苷A2AR抑制活性，可用于制备预防或治疗与A2AR有关的疾病的药物。#imgabs0#