2-氯-3-氟吡啶-5-硼酸 | 1072946-66-7

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-氯-3-氟吡啶-5-硼酸
• 英文名称: (6-chloro-5-fluoropyridin-3-yl)boronic acid
• CAS: 1072946-66-7
• 化学式: C₅H₄BClFNO₂
• mdl: MFCD04112500
• 分子量: 175.355
• InChiKey: NWEKVQKALFWZHQ-UHFFFAOYSA-N

物化性质

• 沸点：
  325.4±52.0 °C(Predicted)
• 密度：
  1.51

计算性质

• 辛醇/水分配系数(LogP)：
  1.36
• 重原子数：
  11
• 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：
  53.4
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Chloro-3-fluoropyridine-5-boronic 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-Chloro-3-fluoropyridine-5-boronic acid
CAS number: 1072946-66-7

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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: C5H4BClFNO2
Molecular weight: 175.4

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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 chloride, 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：

  2-氯-3-氟吡啶-5-硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium phosphate 、 copper(l) iodide 、 四(三苯基膦)钯 、 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 偶氮二甲酸二叔丁酯 、 四甲基醋酸铵 、 三苯基膦 、 1,2-双(二苯基膦)乙烷 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醚 、 水 、 N,N-二甲基甲酰胺 、 邻二氯苯 为溶剂， 反应 16.5h， 生成 2-{12-fluoro-11-[4-(²H₃)methyl-1-methyl-1H-1,2,3-triazol-5-yl]-8-[(S)-oxan-4-yl(phenyl)methyl]-3,8,10-triazatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5,10,12-hexaen-5-yl}propan-2-ol
  参考文献：
  名称：

  [EN] TRICYCLIC COMPOUNDS AS ANTICANCER AGENTS
  [FR] COMPOSÉS TRICYCLIQUES UTILISÉS EN TANT QU'AGENTS ANTICANCÉREUX

  摘要：

  本发明涉及公式（I）的三环化合物，其中所有取代基在此定义，以及包括该发明化合物的药学上可接受的组合物，以及在治疗各种疾病中使用所述组合物的方法。

  公开号：

  WO2016183118A1
• 作为产物：
  描述：

  2-氯-3-氟-5-溴吡啶 、 硼酸三异丙酯 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以71.8%的产率得到2-氯-3-氟吡啶-5-硼酸
  参考文献：
  名称：

  [EN] INHIBITING THE TRANSIENT RECEPTOR POTENTIAL A1 ION CHANNEL
  [FR] INHIBITION DE CANAL IONIQUE À POTENTIEL DE RÉCEPTEUR TRANSITOIRE A1

  摘要：

  本发明涉及化合物的公式（I），或其药用可接受的盐或组合物，并其用于治疗疼痛、呼吸状况以及抑制瞬时受体电位Al离子通道（TRPA1）的方法。

  公开号：

  WO2016044792A1

文献信息

• [EN] BIARYL KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASES À BASE DE BIARYLE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2017059085A1

  公开（公告）日：2017-04-06

  The present disclosure is directed to biaryl compounds of formula (I) which can inhibit AAKl (adaptor associated kinase 1), compositions comprising such compounds and their use for treating e.g. pain, Alzheimer's disease, Parkinson's disease and schizophrenia.

  本公开涉及式(I)的双芳基化合物，该化合物能够抑制AAK1（适配器相关激酶1），包含此类化合物的组合物以及它们用于治疗例如疼痛、阿尔茨海默病、帕金森病和精神分裂症。
• Discovery of Novel Potent and Fast BTK PROTACs for the Treatment of Osteoclasts-Related Inflammatory Diseases
  作者：Junli Huang、Zeli Ma、Xiaopeng Peng、Zichao Yang、Yuhao Wu、Guanghong Zhong、Tianfeng Ouyang、Zhen Chen、Yao Liu、Qirui Wang、Jianjun Chen、Ting Chen、Zhenhua Zeng

  DOI：10.1021/acs.jmedchem.3c01414

  日期：2024.2.22

  tyrosine kinase (BTK) is an attractive target in inflammatory and autoimmune diseases. However, the effectiveness of BTK inhibitors is limited by side effects and drug resistance. In this study, we report the development of novel BTK proteolysis targeting chimeras (PROTACs) with different classes of BTK-targeting ligands (e.g., spebrutinib) other than ibrutinib. Compound 23 was identified as a potent and

  Bruton 酪氨酸激酶 （BTK） 是炎症和自身免疫性疾病中一个有吸引力的靶标。然而，BTK 抑制剂的有效性受到副作用和耐药性的限制。在这项研究中，我们报道了新型 BTK 蛋白水解靶向嵌合体 （PROTAC） 的开发，其中包含除伊布替尼以外的不同类别的 BTK 靶向配体（例如 spebrutinib）。化合物 23 被鉴定为一种有效且快速的 BTK PROTAC 降解剂，在 Mino 细胞中表现出出色的降解效力和效率 （DC50,4  小时 = 1.29 ± 0.3 nM，t 1/2,20  nM = 0.59 ± 0.20 小时）。此外，化合物 23 形成稳定的三元复合物，HTRF 测定证实了这一点。值得注意的是，23 下调了 RANKL 激活的 BTK-PLCγ2-Ca2+-NFATc1 信号通路，从而抑制了破骨细胞生成并减弱了小鼠牙周炎模型中的牙槽骨吸收。这些发现表明，化合物 23
• [EN] BCL-XL INHIBITORS<br/>[FR] INHIBITEURS DE BCL-XL
  申请人：[en]BEIGENE , LTD.

  公开号：WO2023185986A1

  公开（公告）日：2023-10-05

  Disclosed herein is a compound of Formula (I) for inhibiting Bcl-xL and treating a disease associated with the undesirable Bcl-xL activity (Bcl-xL related diseases), a method of using the compounds disclosed herein for treating tumor or cancer, and a pharmaceutical composition comprising the same.