2-(2-羟乙基)苯硼酸半酯 | 19206-51-0

• 分子结构分类: 有机化合物 - 苯类化合物
• 中文名称: 2-(2-羟乙基)苯硼酸半酯
• 中文别名: 2-(2-羟基乙基)苯基硼酸
• 英文名称: 3,4-dihydro-1H-benzo[c][1,2]oxaborinin-1-ol
• 英文别名: 1-hydroxy-3,4-dihydro-2,1-benzoxaborinine
• CAS: 19206-51-0
• 化学式: C₈H₉BO₂
• mdl: MFCD08436050
• 分子量: 147.969
• InChiKey: CKEWCFGVNDVQSC-UHFFFAOYSA-N

物化性质

• 熔点：
  70-72
• 沸点：
  260.0±43.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2906299090
• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P362,P403+P233,P501
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
2-(2-Hydroxyethyl)phenylboronic acid, dehydrated
Product Name:
Synonyms: 3,4-Dihydro-1H-benzo[c][1,2]oxaborinin-1-ol

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
2-(2-Hydroxyethyl)phenylboronic acid, dehydrated
Ingredient name:
CAS number: 19206-51-0

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels, refrigerated.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C8H9BO2
Molecular weight: 148.0

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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.

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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-(2-羟乙基)苯硼酸半酯 在 palladium 10% on activated carbon 氢气 、 硝酸 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 生成 4-chloro-N-(1-hydroxy-3,4-dihydro-1H-benzo[c][1,2]oxaborinin-7-yl)-benzenesulfonamide
  参考文献：
  名称：

  [EN] BORON-CONTAINING SMALL MOLECULES AS ANTI-PROTOZOAL AGENT
  [FR] PETITES MOLÉCULES BORÉES EN TANT QU'AGENT ANTI-PROTOZOAIRE

  摘要：

  这项发明提供了用于治疗原虫感染的新型化合物，含有这些化合物的药物组合物，以及这些化合物与至少一种额外治疗有效药剂的组合物。这些化合物的化学式为，其中Y'是卤素，Y是卤代烷基，或其盐。

  公开号：

  WO2011116348A1
• 作为产物：
  描述：

  [2-(氰基甲基)苯基]硼酸 在 盐酸 、 氢氧化钾 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 2-(2-羟乙基)苯硼酸半酯
  参考文献：
  名称：

  Preparation and reactions of o-(cyanomethyl)benzeneboronic acid

  摘要：

  DOI：

  10.1021/jo01258a027

文献信息

• A convenient one-pot synthesis of boroxoles from diboronic acid
  作者：Guillaume Lafitte、Kana Kunihiro、Céline Bonneaud、Bénédicte Dréan、Frédéric Gaigne、Véronique Parnet、Romain Pierre、Catherine Raffin、Rodolphe Vatinel、Jean-François Fournier、Branislav Musicki、Gilles Ouvry、Claire Bouix-Peter、Loic Tomas、Craig S. Harris

  DOI：10.1016/j.tetlet.2017.08.011

  日期：2017.9

  boroxole motif traditionally relies on a 3-step process and the use of n-butyl lithium that can limit substrate scope. Herein during our exploration toward novel RORγ inhibitors, we identified a convenient one-pot preparation of the motif in good yields with good substrate scope.

  硼环基序的制备传统上依赖于三步法和正丁基锂的使用，这会限制底物的范围。在我们探索新型RORγ抑制剂的过程中，我们发现了方便的一锅法制备基序，产率高，底物范围广。
• Ring Structure and Aromatic Substituent Effects on the p<i>K</i>_a of the Benzoxaborole Pharmacophore
  作者：John W. Tomsho、Arnab Pal、Dennis G. Hall、Stephen J. Benkovic

  DOI：10.1021/ml200215j

  日期：2012.1.12

  properties of a unique class of aromatic boronic acids, the benzoxaboroles. Using spectrophotometric methods, the ionization constants of a family of substituted benzoxaboroles are determined. Heterocyclic ring modifications are examined to determine their effects on the ionization of the boronic acid moiety. It is also shown that the substituent effects about the aromatic ring follow a Hammett relationship

  在这项工作中，我们对一类独特的芳香硼酸苯并氧杂硼的物理性质进行了研究。使用分光光度法，确定了一系列取代苯并氧杂硼的电离常数。检查杂环修饰以确定它们对硼酸部分电离的影响。还表明，芳环的取代基效应与化合物的测量 p K a遵循哈米特关系值。最后，这些取代作用也显示出在生理相关条件下扩展到这些化合物的糖结合特性。结合起来，这些数据将为希望定制此类化合物的电离和/或结合含二醇生物分子的能力的药物化学家提供信息。
• An Efficient Benzoxaborole One‐Pot Synthesis by Silia <i>Cat</i> DPP‐Pd Heterogeneous Catalysis using Diboronic Acid
  作者：Kana Kunihiro、Laurence Dumais、Guillaume Lafitte、Emeric Varvier、Loïc Tomas、Craig S. Harris

  DOI：10.1002/adsc.201800262

  日期：2018.7.16

  Organoboron compounds are valuable molecules of increasing interest in organic synthesis, catalysis, biology and medicine. Among them, benzoxaboroles emerged as promising building blocks for numerous research programs. In this letter, we communicate the development of new conditions for the one‐pot benzoxaborole synthesis by SiliaCat DPP−Pd catalysis using diboronic acid as the boron source. This low

  有机硼化合物是有价值的分子，在有机合成，催化，生物学和医学中日益受到关注。其中，苯并氧杂硼酸酯已成为众多研究计划的有希望的组成部分。在这封信中，我们传达了通过使用二硼酸作为硼源的Silia Cat DPP-Pd催化一锅合成苯并氧杂硼烷的新条件的发展情况。这种低成本且可持续的策略允许制备有用范围的苯并恶唑硼烷结构单元。最后，使用我们的Vapourtec系统将转换扩展到连续流程。
• [EN] TNIK MODULATORS, CONJUGATES, AND USES THEREOF<br/>[FR] MODULATEURS DE LA TNIK, CONJUGUÉS ET UTILISATIONS ASSOCIÉES
  申请人：SILVERBACK THERAPEUTICS INC

  公开号：WO2019079357A1

  公开（公告）日：2019-04-25

  TNIK inhibitors, conjugates thereof, and pharmaceutical compositions for use in the treatment of disease, such as cancer, are disclosed herein. The disclosed compounds are useful, among other things, in treating of cancer by modulating TNIK activity.

  本文披露了TNIK抑制剂、其共轭物以及制备用于治疗疾病（例如癌症）的制药组合物。所披露的化合物可用于通过调节TNIK活性治疗癌症等疾病。
• Boron-containing small molecules as anti-protozoal agent
  申请人：Jacobs Robert T.

  公开号：US08623911B2

  公开（公告）日：2014-01-07

  This invention provides, among other things, novel compounds useful for treating protozoal infections, pharmaceutical compositions containing such compounds, as well as combinations of these compounds with at least one additional therapeutically effective agent.

  本发明提供了一些新型化合物，可用于治疗原虫感染，包括含有这些化合物的药物组合物，以及这些化合物与至少一种其他治疗有效剂的组合。