5-喹啉硼酸频哪醇酯 | 1021868-08-5

• 物质功能分类: 化学试剂 - 有机试剂 - 磺酸/亚磺酸
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 5-喹啉硼酸频哪醇酯
• 英文名称: 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline
• 英文别名: 5-quinolineboronic acid pinacol ester
• CAS: 1021868-08-5
• 化学式: C₁₅H₁₈BNO₂
• 分子量: 255.124
• InChiKey: YXRNJSUZRJEHPV-UHFFFAOYSA-N

物化性质

• 沸点：
  386.5±15.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline
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: 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline
CAS number: 1021868-08-5

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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: C15H18BNO2
Molecular weight: 255.1

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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.

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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-喹啉硼酸频哪醇酯 在 四(三苯基膦)钯 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 14.67h， 生成
  参考文献：
  名称：

  신규한 화합물 및 이를 이용한 유기 전자 소자

  摘要：

  This invention relates to a novel compound and organic electronic devices using the same. Compounds according to the present invention can be used in organic electronic devices, including organic light-emitting devices, for hole injection, hole transport, electron injection and transport, as well as serving as luminescent materials. Organic electronic devices according to the present invention exhibit excellent characteristics in terms of efficiency, drive voltage, and lifespan.

  公开号：

  KR101550523B1
• 作为产物：
  描述：

  5-溴喹啉 在 potassium acetate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 5-喹啉硼酸频哪醇酯
  参考文献：
  名称：

  Novel Electron Transport Material for Organic Emitting Diodes

  摘要：

  某些实施例提供一种由公式1表示的化合物，其中ET1、ET2和ET3是可选取代的喹啉基或可选取代的喹喔啉基；R1、R2和R3分别选自H、C1-3烷基和C1-3全氟烷基。其他实施例提供一种有机电子传输元件和一种有机发光二极管器件，其包括公式1的化合物。

  公开号：

  US20150364699A1

文献信息

• [EN] PYRAZOLOPYRIDINE DERIVATIVES FOR THE TREATMENT OF CANCER<br/>[FR] DÉRIVÉS DE PYRAZOLOPYRIDINE POUR LE TRAITEMENT DU CANCER
  申请人：GENENTECH INC

  公开号：WO2017205538A1

  公开（公告）日：2017-11-30

  The present invention relates to a compound formula (I): and to salts thereof, wherein R1, R2X, and Y have any of the values defined herein, and compositions and uses thereof. The compounds are useful as inhibitors of CBP and/or EP300. Also included are pharmaceutical compositions comprising a compound of formula (I) or a pharmaceutically acceptable salt thereof, and methods of using such compounds and salts in the treatment of various CBP and/or EP300-mediated disorders such as cancer, inflammatory disorders and autoimmune diseases.

  本发明涉及一种化合物公式（I）及其盐，其中R1、R2X和Y具有本文中定义的任何值，以及其组合物和用途。这些化合物可用作CBP和/或EP300的抑制剂。还包括包含公式（I）化合物或其药学上可接受的盐的药物组合物，以及在治疗各种CBP和/或EP300介导的疾病，如癌症、炎症性疾病和自身免疫疾病中使用这些化合物和盐的方法。
• Single-Site Cobalt-Catalyst Ligated with Pyridylimine-Functionalized Metal–Organic Frameworks for Arene and Benzylic Borylation
  作者：Rajashree Newar、Wahida Begum、Neha Antil、Sakshi Shukla、Ajay Kumar、Naved Akhtar、Balendra、Kuntal Manna

  DOI：10.1021/acs.inorgchem.0c00747

  日期：2020.8.3

  also significantly more robust and active than its homogeneous control, highlighting the beneficial effect of active-site isolation within the MOF framework that prevents intermolecular decomposition. The experimental and computational studies suggested (pyrim•−)CoI(THF) as the active catalytic species within the MOF, which undergoes a mechanistic pathway of oxidative addition, turnover limiting σ-bond

  我们报告了一种基于多孔且坚固耐用的吡啶基嘧啶功能化的金属有机骨架（pyrim-MOF）的高活性单中心非均相钴催化剂，用于芳烃和苄基CH键的化学选择性硼化。由U-O-68拓扑结构构成的嘧啶-MOF由锆-簇的二级结构单元和嘧啶基官能化的二羧酸桥接桥连接体构成，先用CoCl 2进行金属化，然后用NaEt 3 BH处理，得到钴官能化的MOF催化剂（pyrim- MOF-Co）。Pyrim-MOF-Co具有广泛的底物范围，允许使用B 2销2对卤素，烷氧基，烷基取代的芳烃以及杂环系统进行C–H硼化或用HBpin（pin =频哪醇酯）作为硼酸酯化剂，以高收率得到相应的芳烃或烷基硼酸酯。Pyrim-MOF-Co的营业额（TON）高达2500，并且可以循环使用至少9次。Pyrim-MOF-Co还比其均质控件强得多，并且更具活性，突出了在MOF框架内进行主动位点隔离以防止分子间分解的有益作用。实验和计算研究表明（pyrim
• 一种芳香胺类化合物及EphB4激酶抑制剂及其衍生物的制备方法
  申请人：武汉大学

  公开号：CN110357832B

  公开（公告）日：2022-03-15

  本发明提供一种芳香胺类化合物及EphB4激酶抑制剂及其衍生物的制备方法。以芳基硼酸或芳基硼酸酯和O‑苯甲酰基‑羟胺类化合物为起始原料，在钯催化剂、降冰片烯衍生物、碱的作用下，空气氛围，在30℃到100℃下于有机溶剂中搅拌反应，反应后分离提纯，即可得到芳香胺类化合物。该方法所使用的原料廉价易得且反应结束无卤离子残留、反应条件温和。同时，本发明还提供了一种合成EphB4激酶抑制剂及其衍生物的方法，在本发明合成的3,5位双胺化的卤代苯或类卤代苯的基础上只需要简单的一步就可以合成EphB4激酶抑制剂及其衍生物。
• One-pot synthesis of Ag–Cu–Cu₂O/C nanocomposites derived from a metal–organic framework as a photocatalyst for borylation of aryl halide
  作者：Dicky Annas、Shamim Ahmed Hira、Sehwan Song、Jong-Seong Bae、Sungkyun Park、Kang Hyun Park

  DOI：10.1039/d1ra05586k

  日期：——

  Ag–Cu–Cu₂O/C nanocomposites derived from metal–organic framework through one-pot thermal reduction method were synthesized. The material exhibits high catalytic activity in the borylation of aryl halide under xenon lamp condition across 7 cycles, with no yield decrease.

  通过一锅式热还原法合成了从金属有机框架衍生的Ag–Cu–Cu₂O/C纳米复合材料。该材料在氙灯条件下在苯基卤化物的硼化反应中表现出高催化活性，经过7个循环后没有产量下降。
• Design, synthesis and biological evaluation of pyrazolo[3,4-d]pyrimidine-based protein kinase D inhibitors
  作者：Philippe Gilles、Rudra S. Kashyap、Maria João Freitas、Sam Ceusters、Koen Van Asch、Anke Janssens、Steven De Jonghe、Leentje Persoons、Mathias Cobbaut、Dirk Daelemans、Johan Van Lint、Arnout R.D. Voet、Wim M. De Borggraeve

  DOI：10.1016/j.ejmech.2020.112638

  日期：2020.11

  multiple roles of protein kinase D (PKD) in various cancer hallmarks have been repeatedly reported. Therefore, the search for novel PKD inhibitors and their evaluation as antitumor agents has gained considerable attention. In this work, novel pyrazolo[3,4-d]pyrimidine based pan-PKD inhibitors with structural variety at position 1 were synthesized and evaluated for biological activity. Starting from 3-IN-PP1

  蛋白激酶D（PKD）在各种癌症特征中的多重作用已被反复报道。因此，寻找新型PKD抑制剂及其作为抗肿瘤药的评价已引起了广泛的关注。在这项工作中，合成了新颖的基于吡唑并[3,4- d ]嘧啶的泛PKD抑制剂，其在位置1具有结构多样性，并对其生物学活性进行了评估。从3-IN-PP1（一种已知的PKD抑制剂，IC 50值在94-108 nM范围内）出发，发现化合物17m对PKD具有改善的生化抑制活性（IC 50 = 17-35 nM）。随后的细胞分析表明3-IN-PP1和17m抑制PKD依赖的cortactin磷酸化。此外，3-IN-PP1对PANC-1细胞显示出有效的抗增殖活性。最后，针对不同癌细胞系的筛选表明3-IN-PP1是一种有效且用途广泛的抗肿瘤药。