2-甲基-3-硝基苯硼酸频那醇酯 | 910235-64-2

• 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-甲基-3-硝基苯硼酸频那醇酯
• 中文别名: 2-甲基-3-硝基苯基硼酸，频哪醇酯；2-甲基-3-硝基苯基硼酸频哪醇酯
• 英文名称: 4,4,5,5-tetramethyl-2-(2-methyl-3-nitrophenyl)-1,3,2-dioxaborolane
• 英文别名: 2-(2-methyl-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 910235-64-2
• 化学式: C₁₃H₁₈BNO₄
• 分子量: 263.101
• InChiKey: DGUVYVUSWYNPNM-UHFFFAOYSA-N

物化性质

• 沸点：
  364.4±35.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  64.3
• 氢给体数：
  0
• 氢受体数：
  4

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

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Methyl-3-nitrophenylboronic acid, pinacol ester
Synonyms: 4,4,5,5-Tetramethyl-2-(2-methyl-3-nitrophenyl)-1,3,2-dioxaborolane

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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-Methyl-3-nitrophenylboronic acid, pinacol ester
CAS number: 910235-64-2

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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: C13H18BNO4
Molecular weight: 263.1

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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

上下游信息

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  3-氨基-2-甲基苯硼酸频哪醇酯	2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline	882678-96-8	C13H20BNO2	233.118
  4-(叔丁基)-N-(2-甲基-3-(4,4,5,5-四甲基-1,3,2-二氧硼戊环-2-基)苯基)	4-(tert-butyl)-N-(2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzamide	910235-65-3	C24H32BNO3	393.334
  ——	4-nitrobenzo[c][1,2]oxaborol-1(3H)-ol	1285533-35-8	C7H6BNO4	178.94

反应信息

• 作为反应物：
  描述：

  2-甲基-3-硝基苯硼酸频那醇酯 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 1,4-二氧六环 、 水 、 乙腈 为溶剂， 反应 25.0h， 生成 4-nitrobenzo[c][1,2]oxaborol-1(3H)-ol
  参考文献：
  名称：

  氨基和羟甲基苯并恶唑硼酸酯的合成：进一步功能化的著名支架

  摘要：

  本文描述了一种短，简单而有效的合成氨基和羟甲基取代的苯并氧杂硼酸的方法的开发。关键步骤是通过苯胺的硼化使硼早期掺入。然后将形成的硼酸盐分两步精加工成最终产品，收率很高。

  DOI：

  10.1002/ejoc.201900013
• 作为产物：
  描述：

  N-(2-methyl-3-nitrophenyl)boranyl-N-propan-2-ylpropan-2-amine 以 乙醚 为溶剂， 反应 5.0h， 生成 2-甲基-3-硝基苯硼酸频那醇酯
  参考文献：
  名称：

  在温和条件下使用IV类茂金属进行硼酰化

  摘要：

  芳香重氮盐的硼酸酯化反应已使用钛茂和锆茂衍生物作为催化剂进行了优化。该反应使用二异丙基氨基硼烷作为硼化剂，并在室温下平稳进行，以在甲醇解和频哪醇酯交换后提供芳基硼酸酯。已经发现反应机理是通过自由基途径进行的。

  DOI：

  10.1016/j.tetlet.2014.01.080

文献信息

• BTK INHIBITOR
  申请人：Hubei Bio-Pharmaceutical Industrial Technological Institute Inc.

  公开号：US20170313683A1

  公开（公告）日：2017-11-02

  Provided are a series of BTK inhibitors, and specifically disclosed are a compound, pharmaceutically acceptable salt thereof, tautomer thereof or prodrug thereof represented by formula (I), (II), (III) or (IV).

  提供了一系列的BTK抑制剂，特别公开了一种由公式(I)、(II)、(III)或(IV)表示的化合物、药用可接受的盐、互变异构体或前药。
• CERTAIN SUBSTITUTED AMIDES, METHOD OF MAKING, AND METHOD OF USE THEREOF
  申请人：BLOMGREN Peter A.

  公开号：US20090082330A1

  公开（公告）日：2009-03-26

  Compounds of Formula I that inhibit Btk are described herein. Pharmaceutical compositions comprising at least one compound of Formula I, together with at least one pharmaceutically acceptable vehicle chosen from carriers, adjuvants, and excipients, are described. Methods of treating patients suffering from certain diseases responsive to inhibition of Btk activity and/or B-cell activity are described. Methods for determining the presence of Btk in a sample are described.

  公式I的化合物能够抑制Btk，本文中对此进行了描述。描述了包含至少一个公式I化合物的药物组合物，以及至少一个从载体、佐剂和辅料中选择的药用辅料。描述了治疗患有对Btk活性抑制和/或B细胞活性有反应的某些疾病患者的方法。还描述了用于确定样本中存在Btk的方法。
• [EN] NOVEL IMIDAZO[1,2-A]PYRIDINE AND IMIDAZO[1,2-B]PYRIDAZINE DERIVATIVES<br/>[FR] DÉRIVÉS INNOVANTS D'IMIDAZO[1,2-A]PYRIDINE ET D'IMIDAZO[1,2-B]PYRIDAZINE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2009077334A1

  公开（公告）日：2009-06-25

  Imidazo[1,2-a]pyridine and imidazo[1,2-b]pyridazine derivatives which inhibit Btk and are useful for the treatment of auto-immune and inflammatory diseases caused by aberrant B-cell activation, e.g. arthritis.

  咪唑[1,2-a]吡啶和咪唑[1,2-b]吡嗪衍生物抑制Btk，对于治疗由异常B细胞活化引起的自身免疫和炎症性疾病，如关节炎，具有益处。
• [EN] PYRIDINONES/PYRAZINONES, METHOD OF MAKING, AND METHOD OF USE THEREOF<br/>[FR] PYRIDINONES/PYRAZINONES, LEUR PROCÉDÉ DE FABRICATION ET LEUR MÉTHODE D'UTILISATION
  申请人：GILEAD CONNECTICUT INC

  公开号：WO2012031004A1

  公开（公告）日：2012-03-08

  Pyridone and pyrazinone compounds of Formula (I) including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk kinase, and for treating immune disorders such as inflammation mediated by Btk kinase. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  Formula (I)中的吡啶酮和吡嗪酮化合物，包括其立体异构体、互变异构体和药学上可接受的盐，用于抑制Btk激酶，并用于治疗由Btk激酶介导的炎症等免疫紊乱。公开了使用Formula I化合物进行哺乳动物细胞中的体外、体内和体内诊断以及治疗此类疾病或相关病理条件的方法。
• Iron-Catalysed Borylation of Arenediazonium Salts to Give Access to Arylboron Derivatives<i>via</i>Aryl(amino)boranes at Room Temperature
  作者：Ludovic D. Marciasini、Nicolas Richy、Michel Vaultier、Mathieu Pucheault

  DOI：10.1002/adsc.201200942

  日期：2013.4.15

  Complementary to previously described Miyaura borylation methods, a new access to boron derivatives via aryl(amino)boranes is described. Direct coupling between aryldiazonium salts and diisopropylaminoborane is catalysed by 0.1% ferrocene leading to the formation of a carbon‐boron bond. The obtained aryl(amino)boranes could eventually then be transformed into boronic acids, boronates or borates.

  作为对前述Miyaura硼化方法的补充，描述了通过芳基（氨基）硼烷获得硼衍生物的新途径。0.1％的二茂铁催化芳基重氮盐与二异丙基氨基硼烷之间的直接偶合，导致形成碳硼键。然后最终可以将获得的芳基（氨基）硼烷转化为硼酸，硼酸酯或硼酸酯。