2-(二甲基氨基)吡啶-5-硼酸一水合物 | 579525-46-5

• 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 - 有机氮化合物
• 中文名称: 2-(二甲基氨基)吡啶-5-硼酸一水合物
• 中文别名: 2-(二甲基氨基)吡啶-5-硼酸；6-N,N-二甲氨基吡啶-3-硼酸；6-(二甲基氨基)吡啶-3-基硼酸
• 英文名称: 6-(dimethylamino)pyridin-3-ylboronic acid
• 英文别名: [6-(dimethylamino)-3-pyridinyl]boronic acid；(6-(dimethylamino)pyridine-3-yl)boronic acid；6-(dimethylamino)pyridine-3-boronic acid；6-(N,N-dimethylamino)-3-pyridinylboronic acid；2-(dimethylamino)pyridine-5-boronic acid；[6-(dimethylamino)pyridin-3-yl]boronic acid
• CAS: 579525-46-5
• 化学式: C₇H₁₁BN₂O₂
• 分子量: 165.988
• InChiKey: NIDRXNINGRRBFV-UHFFFAOYSA-N

物化性质

• 沸点：
  352.3±52.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  -1.17
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  56.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 危险类别码：
  R22
• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,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: 6-(Dimethylamino)pyridine-3-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: 6-(Dimethylamino)pyridine-3-boronic acid
CAS number: 579525-46-5

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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, under −20◦C.
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: C7H11BN2O2
Molecular weight: 166.0

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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, 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：

  2-(二甲基氨基)吡啶-5-硼酸一水合物 在 二氟化氢钾 作用下， 以 甲醇 、 水 为溶剂， 以90%的产率得到potassium 2-(N,N-dimethylamino)pyridyl-5-trifluoroborate
  参考文献：
  名称：

  Nickel-Catalyzed Cross-Coupling of Potassium Aryl- and Heteroaryltrifluoroborates with Unactivated Alkyl Halides

  摘要：

  A method for the cross-coupling of alkyl electrophiles with various potassium aryl- and heteroaryltrifluoroborates has been developed. Nearly stoichiometric amounts of organoboron species could be employed to cross-couple a large variety of challenging heteroaryl nucleophiles. Several functional groups were tolerated on both the electrophilic and the nucleophilic partners. Chemoselective reactivity of C(sp(3))-Br bonds in the presence of C(sp(2))-Br bonds was achieved.

  DOI：

  10.1021/ol102717x
• 作为产物：
  描述：

  2-氟-5-溴吡啶 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium acetate 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 2-(二甲基氨基)吡啶-5-硼酸一水合物
  参考文献：
  名称：

  [EN] SUBSTITUTED BENZAZINONES AS ANTIBACTERIAL COMPOUNDS
  [FR] BENZAZINONES SUBSTITUÉS À UTILISER EN TANT QUE COMPOSÉS ANTIBACTÉRIENS

  摘要：

  该发明涉及Formula (1A)的LpxC抗菌化合物，其相应的药学上可接受的盐，相应的药物组合物，化合物制备，细菌感染的治疗方法和用途，特别是由革兰氏阴性细菌引起的感染。

  公开号：

  WO2017098440A1

文献信息

• A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids leading to chlorinated arenes
  作者：Wen He、Rongli Zhang、Mingzhong Cai

  DOI：10.1039/c6ra25666j

  日期：——

  heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids with inexpensive N-chlorosuccinimide (NCS) was achieved in MeCN in the presence of 10 mol% of L-proline-functionalized MCM-41-immobilized copper(I) complex [MCM-41-L-proline-CuCl] under mild conditions, yielding a variety of aryl chlorides in excellent yields. This method proved to be tolerant of a broad range of functional groups and particularly

  的芳基硼酸与廉价的A高效多相铜催化chlorodeboronation Ñ氯琥珀酰亚胺（NCS）中的溶液在MeCN中的10％（摩尔）的存在下实现的大号脯氨酸官能MCM-41固定化铜（我）络合物[MCM-41 -大号-脯氨酸-CuCl]在温和的条件下，以优异的收率产生各种芳基氯化物。事实证明，该方法可耐受各种官能团，并且特别适用于将缺电子的芳基硼酸转化为芳基氯化物，这种转化在没有铜催化的情况下效率低下。可以通过简单过滤反应溶液来回收这种多相铜催化剂，并循环至少10次而不会降低活性。
• Design, synthesis and pharmacological evaluation of a novel mTOR-targeted anti-EV71 agent
  作者：Tianlong Hao、Yuexiang Li、Shiyong Fan、Wei Li、Shixu Wang、Song Li、Ruiyuan Cao、Wu Zhong

  DOI：10.1016/j.ejmech.2019.04.048

  日期：2019.8

  Due to the limitations of existing anti-EV71 targets, we have been eager to discover a new anti-EV71 agent based on mTOR (the mammalian target of rapamycin), which is an important target for finding antiviral agents based on host cells. Torin2 is a second-generation ATP competitive mTOR kinase inhibitor (IC50 = 0.25 nM). Our research team tested the anti-EV71 activity of Torin2 in vitro for the first

  由于现有抗EV71靶标的局限性，我们一直渴望发现一种基于mTOR（雷帕霉素的哺乳动物靶标）的新型抗EV71剂，这是寻找基于宿主细胞的抗病毒剂的重要靶标。Torin2是第二代ATP竞争性mTOR激酶抑制剂（IC 50  = 0.25 nM）。我们的研究团队首次在体外测试了Torin2的抗EV71活性。结果表明，Torin2具有显着的抗EV71活性（IC 50  = 0.01μM）。在这项研究中，合成了三十种新颖的Torin2衍生物，并评估了其抗EV71活性。其中11a，11b，11d，11e和11m显示了与Torin2类似的活动。图11e显示了最有效的活性，最接近Torin2的IC 50值为0.027μM，并且显示了有效的mTOR激酶抑制活性。分子建模研究表明，11e通过氢键与Val2240和Lys2187相互作用，并与受体具有良好的匹配性。此外，一项机理研究表明，大多数化合物对mTOR途径
• Regioselective Synthesis and Photophysical and Electrochemical Studies of 20-Substituted Cyanine Dye-Purpurinimide Conjugates: Incorporation of Ni^IIinto the Conjugate Enhances its Tumor-Uptake and Fluorescence-Imaging Ability
  作者：Manivannan Ethirajan、Ping Chen、Tymish Y. Ohulchanskyy、Lalit N. Goswami、Anurag Gupta、Avinash Srivatsan、Mahabeer P. Dobhal、Joseph R. Missert、Paras N. Prasad、Karl M. Kadish、Ravindra K. Pandey

  DOI：10.1002/chem.201203867

  日期：2013.5.17

  approach to the synthesis of a variety of meso‐substituted purpurinimides. The reaction of meso‐substituted purpurinimide with N‐bromosuccinimide regioselectively introduced a bromo functionality at the 20‐position, which on further reaction with a variety of boronic acids under Suzuki reaction conditions yielded the corresponding meso‐substituted analogues. Interestingly, the free base and the metalated

  我们在这里报告了一种简单有效的方法来合成各种内消旋取代的紫嘌呤亚胺。的反应内消旋-取代紫红素与Ñ溴代琥珀酰亚胺区域选择性引入到20位，将其用各种Suzuki反应条件下，硼酸进一步反应得到相应的溴功能内消旋取代的类似物。有趣的是，游离碱和金属化类似物在光敏功效（PDT）和肿瘤成像能力方面显示出显着差异。例如，游离碱偶联物在体外具有显着的PDT功效，但在荷瘤小鼠中肿瘤亲和力有限，而相应的Ni II该衍生物不会产生任何细胞杀伤作用，但在注射后24、48和72 h，以0.3μmolkg -1的剂量显示出优异的肿瘤成像能力。Ni II类似物的PDT功效有限可能是由于其无法产生单线态氧，而单线态氧是PDT中杀死细胞所需的关键细胞毒剂。根据DMSO中的电化学和光谱电化学数据，游离碱和相应的Ni II的第一次单电子氧化（0.52 V vs. SCE）和第一次单电子还原（-0.57-0.67 V vs. S
• HETEROCYCLIC SULFONAMIDE DERIVATIVE AND MEDICINE COMPRISING SAME
  申请人：EA PHARMA CO., LTD.

  公开号：US20160332999A1

  公开（公告）日：2016-11-17

  The present invention provides a compound represented by the formula (I): wherein each symbol is as defined in the DESCRIPTION, or a pharmaceutically acceptable salt thereof. The compound has a superior TRPA1 antagonist activity, and can provide a medicament useful for the prophylaxis or treatment of diseases involving TRPA1 antagonist and TRPA1.

  本发明提供了一种由公式(I)表示的化合物： 其中，每个符号如说明书中所定义，或者其药用可接受的盐。该化合物具有优越的TRPA1拮抗剂活性，并且可以提供一种用于预防或治疗涉及TRPA1拮抗剂和TRPA1的疾病的药物。
• SUBSTITUTED PYRIDOPYRAZINES AS NOVEL SYK INHIBITORS
  申请人：Su Wei-Guo

  公开号：US20140121200A1

  公开（公告）日：2014-05-01

  Provided are pyridopyrazine compounds of formula (1), pharmaceutical compositions thereof and methods of use therefore, wherein R 1 , R 2 , R 3 , R 4 and m are as defined in the specification.

  提供了式（1）的吡啶吡嗪化合物，以及其药物组合物和使用方法，其中R1、R2、R3、R4和m如规范中所定义。