2-氟-5-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)苯甲酸 | 882679-10-9

• 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: 2-氟-5-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)苯甲酸
• 中文别名: 3-羧基-4-氟苯基硼酸,频哪醇酯
• 英文名称: 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid
• CAS: 882679-10-9
• 化学式: C₁₃H₁₆BFO₄
• 分子量: 266.077
• InChiKey: DXOXOBZCGBHKJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.82
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件：2-8℃，干燥，密封。

SDS

Material Safety Data Sheet

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

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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-Carboxy-4-fluorophenylboronic acid, pinacol ester
CAS number: 882679-10-9

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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.
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: C13H16BFO4
Molecular weight: 266.1

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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, 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-氟-5-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)苯甲酸 在 四(三苯基膦)钯 、 N-羟基-7-氮杂苯并三氮唑 、 caesium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 N-(2-fluoro-5-(pyrimidin-2-yl)benzoyl)benzenesulfonohydrazide
  参考文献：
  名称：

  Discovery of Acylsulfonohydrazide-Derived Inhibitors of the Lysine Acetyltransferase, KAT6A, as Potent Senescence-Inducing Anti-Cancer Agents

  摘要：

  A high-throughput screen designed to discover new inhibitors of histone acetyltransferase KAT6A uncovered CTX-0124143 (1), a unique aryl acylsulfonohydrazide with an IC50 of 1.0 mu M. Using this acylsulfonohydrazide as a template, we herein disclose the results of our extensive structure-activity relationship investigations, which resulted in the discovery of advanced compounds such as 55 and 80. These two compounds represent significant improvements on our recently reported prototypical lead WM-8014 (3) as they are not only equivalently potent as inhibitors of KAT6A but are less lipophilic and significantly more stable to microsomal degradation. Furthermore, during this process, we discovered a distinct structural subclass that contains key 2-fluorobenzenesulfonyl and phenylpyridine motifs, culminating in the discovery of WM-1119 (4). This compound is a highly potent KAT6A inhibitor (IC50 = 6.3 nM; K-D = 0.002 mu M), competes with Ac-CoA by binding to the Ac-CoA binding site, and has an oral bioavailability of 56% in rats.

  DOI：

  10.1021/acs.jmedchem.9b02071
• 作为产物：
  描述：

  频哪醇 、 3-羧基-4-氟苯硼酸 以 四氢呋喃 、 甲苯 为溶剂， 反应 3.0h， 生成 2-氟-5-(4,4,5,5-四甲基-1,3,2-二噁硼烷-2-基)苯甲酸
  参考文献：
  名称：

  镍催化的芳酰胺与炔烃的 CF/NH 环化：在温和反应条件下激活 CF 键

  摘要：

  邻氟取代的芳香酰胺与炔烃的 Ni 催化反应导致 CF/NH 环化，得到 1(2H)-异喹啉酮。反应成功的关键是使用 KOBut 或什至弱碱，例如 Cs2CO3。该反应在没有配体的情况下在温和的反应条件 (40-60 °C) 下进行。竞争实验和 DFT 计算表明，这种 Ni 催化的 CF/NH 环化的途径涉及 NH 去质子化、CF 键的氧化加成、炔烃的迁移插入和还原消除途径以形成 1(2H)-异喹啉酮衍生物。

  DOI：

  10.1021/jacs.0c08512

文献信息

• 介孔氧化硅纳米粒子控释系统、其制备方法及其应用
  申请人：华东理工大学

  公开号：CN111973757B

  公开（公告）日：2023-02-10

  本发明涉及介孔氧化硅纳米粒子控释系统、其制备方法及其应用，具体提供了可用于控制释放的介孔二氧化硅纳米材料，该可用于控制释放的介孔二氧化硅纳米材料包含经多羟基化合物功能化的介孔二氧化硅纳米粒子和经苯基硼酸化合物功能化的纳米粒子堵孔剂。在底物浓度较低时，该纳米材料实现“零提前释放”；在底物浓度较高时，被堵孔剂封堵的介孔孔道被打开，活性成分得到释放。该纳米材料可以加载于用于治疗糖尿病或控制患者血糖水平的微针和微针阵列贴片中。
• [EN] NEW MACROCYCLIC LRRK2 KINASE INHIBITORS<br/>[FR] NOUVEAUX INHIBITEURS MACROCYCLIQUES DE LA LRRK2 KINASE
  申请人：SERVIER LAB

  公开号：WO2021224320A1

  公开（公告）日：2021-11-11

  Compounds of formula (I): wherein R, X1, X2, X3, Z1, Z2, Z3, A and Ra are as defined in the description. Medicaments.

  式(I)的化合物：其中R、X1、X2、X3、Z1、Z2、Z3、A和Ra的定义如描述中所述。药物。
• SUBSTITUTED PHENYLALANINE DERIVATIVES
  申请人：BAYER PHARMA AKTIENGESELLSCHAFT

  公开号：US20160237067A1

  公开（公告）日：2016-08-18

  The invention relates to substituted phenylalanine derivatives and to processes for preparation thereof, and to the use thereof for production of medicaments for treatment and/or prophylaxis of diseases, especially of cardiovascular disorders and/or severe perioperative blood loss.

  这项发明涉及替代苯丙氨酸衍生物及其制备过程，以及将其用于生产治疗和/或预防疾病的药物，特别是心血管疾病和/或严重围手术期失血的药物。
• [EN] DERIVATIVES OF 7,8-DIHYDRO-1H-IMIDAZO[2,1-b]PURIN-4(5H)-ONE AND METHODS OF USE THEREOF<br/>[FR] DÉRIVÉS DE 7,8-DIHYDRO-1H-IMIDAZO[2,1-B]PURIN-4(5H)-ONE ET PROCÉDÉS D'UTILISATION ASSOCIÉS
  申请人：SCHERING CORP

  公开号：WO2011079000A1

  公开（公告）日：2011-06-30

  The present invention relates to derivatives of 7,8-dihydro-1H-imidazo[2,1-b]purin-4(5H)-one, compositions thereof and methods of use thereof for treating or preventing pain or an inflammatory disease.

  本发明涉及7,8-二氢-1H-咪唑[2,1-b]嘌呤-4(5H)-酮的衍生物，以及其组合物和治疗或预防疼痛或炎症性疾病的使用方法。
• Robust Synthesis of Tetra‐Boronate Esters Analogues and the Corresponding Boronic Acids Derivatives
  作者：Shuo‐Bei Qiu、Jing‐Han Xiao、Pin‐Rui Chen、Guan‐Lin Ai、Kuan‐Lin Pan、Jen‐Kun Chen、Yi‐Wei Chen、Po‐Shen Pan

  DOI：10.1002/ejoc.202200379

  日期：2022.8.19

  strategy that could build a series of tetra-boronate analogues in gram-scale is reported. Further, a universal deprotection condition that allows the direct transformation of tetra-boronates to their corresponding boronic acids is also included in this study.

  报道了一种高效且稳健的合成策略，可以构建一系列克级的四硼酸盐类似物。此外，本研究还包括允许四硼酸盐直接转化为其相应硼酸的通用脱保护条件。