2-腈基苯硼酸新戊二醇酯 | 214360-47-1

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸酯
• 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-腈基苯硼酸新戊二醇酯
• 中文别名: 2-氰基苯硼酸新戊二醇酯；2-氰基苯硼酸新戊酯
• 英文名称: 2-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-benzonitrile
• 英文别名: 2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile
• CAS: 214360-47-1
• 化学式: C₁₂H₁₄BNO₂
• mdl: MFCD04039011
• 分子量: 215.06
• InChiKey: QHAYLPAKZXKQSE-UHFFFAOYSA-N

物化性质

• 沸点：
  368.1±25.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.89
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• TSCA：
  No
• 危险品标志：
  Xi
• 安全说明：
  S26,S37
• 危险类别码：
  R36/37/38
• 海关编码：
  2934999090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  室温和干燥环境

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Cyanophenylboronic acid, neopentyl ester
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: 2-Cyanophenylboronic acid, neopentyl ester
CAS number: 214360-47-1

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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: C12H14BNO2
Molecular weight: 215.1

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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：

  2-腈基苯硼酸新戊二醇酯 在 盐酸 、 四(三苯基膦)钯 、 水 、 potassium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 16.0h， 生成 4'-甲基联苯-2-羧酸
  参考文献：
  名称：

  新型有效的非肽类血管紧张素II AT1受体阻滞剂的发现：N取代的5-丁基咪唑衍生物的简明合成，分子对接研究和生物学评估 

  摘要：

  在当前的研究中，已经报道了方便有效的合成，计算机对接研究以及作为有效的血管紧张素II（ANG II）受体1型（AT1）阻滞剂（ARB）的N-取代的5-丁基咪唑衍生物的体外生物学评估。我们的努力致力于开发一种有效的合成路线，该路线允许在咪唑环上轻松引入取代基。特别地，一系列基于咪唑化合物轴承在所述联苯部分Ñ  - 1点的位置，在卤原子ç极性取代基，如羟甲基-4和，ALDO或羧基在Ç设计并合成了-2位。评估了这些化合物与人AT1受体的结合以及体外离体大鼠子宫对ANG II的拮抗作用。其中，与其他类似物相比，5-丁基-1-[[[2'-（2 H-四唑-5-基）联苯-4-基]甲基]咪唑-2-羧酸（30）表现出更高的结合亲和力测试（-log IC 50  = 8.46）。还发现后者在大鼠子宫收缩试验中最活跃（pA 2  = 7.83）。重要的是，结合亲和力高于氯沙坦（-log IC 50  = 8.2

  DOI：

  10.1016/j.ejmech.2012.07.040
• 作为产物：
  描述：

  苯甲腈 在 正丁基锂 、 2,2,6,6-tetramethylpiperidinyl-lithium 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 5.08h， 生成 2-腈基苯硼酸新戊二醇酯
  参考文献：
  名称：

  新型有效的非肽类血管紧张素II AT1受体阻滞剂的发现：N取代的5-丁基咪唑衍生物的简明合成，分子对接研究和生物学评估 

  摘要：

  在当前的研究中，已经报道了方便有效的合成，计算机对接研究以及作为有效的血管紧张素II（ANG II）受体1型（AT1）阻滞剂（ARB）的N-取代的5-丁基咪唑衍生物的体外生物学评估。我们的努力致力于开发一种有效的合成路线，该路线允许在咪唑环上轻松引入取代基。特别地，一系列基于咪唑化合物轴承在所述联苯部分Ñ  - 1点的位置，在卤原子ç极性取代基，如羟甲基-4和，ALDO或羧基在Ç设计并合成了-2位。评估了这些化合物与人AT1受体的结合以及体外离体大鼠子宫对ANG II的拮抗作用。其中，与其他类似物相比，5-丁基-1-[[[2'-（2 H-四唑-5-基）联苯-4-基]甲基]咪唑-2-羧酸（30）表现出更高的结合亲和力测试（-log IC 50  = 8.46）。还发现后者在大鼠子宫收缩试验中最活跃（pA 2  = 7.83）。重要的是，结合亲和力高于氯沙坦（-log IC 50  = 8.2

  DOI：

  10.1016/j.ejmech.2012.07.040

文献信息

• [EN] IDO INHIBITORS<br/>[FR] INHIBITEURS DE L'IDO
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2015002918A1

  公开（公告）日：2015-01-08

  There are disclosed compounds of formula (I) that modulate or inhibit the enzymatic activity of indoleamine 2,3-dioxygenase (IDO), pharmaceutical compositions containing said compounds and methods of treating proliferative disorders, such as cancer, viral infections and/or inflammatory disorders utilizing the compounds of the invention.

  公开了化合物(I)的结构，该化合物调节或抑制色氨酸2,3-二氧化酶(IDO)的酶活性，包含该化合物的药物组合物以及利用该发明的化合物治疗增殖性疾病，如癌症、病毒感染和/或炎症性疾病的方法。
• Synthesis of Ortho Substituted Arylboronic Esters by in Situ Trapping of Unstable Lithio Intermediates
  作者：Jesper Kristensen、Morten Lysén、Per Vedsø、Mikael Begtrup

  DOI：10.1021/ol015598+

  日期：2001.5.1

  using lithium 2,2,6,6-tetramethylpiperidide (LTMP) in combination with triisopropylborate (B(OiPr)(3)) is a highly efficient and experimentally straightforward process for the preparation of ortho substituted arylboronic esters. The mild reaction conditions allow the presence of functionalities such as ester or cyano groups or halogen substituents that are usually not compatible with the conditions used

  [反应：参见正文]使用2,2,6,6-四甲基哌啶锂（LTMP）与三异丙基硼酸酯（B（OiPr）（3））结合进行原位锂化是一种高效且实验简单的制备方法取代的芳基硼酸酯的制备。温和的反应条件允许存在官能团，例如酯或氰基或卤素取代基，这些官能团通常与在芳烃的定向邻位金属化中使用的条件不兼容。芳基硼酸酯与多种芳基卤化物进行了铃木型交叉偶联，以53-94％的收率提供了联芳基。
• [EN] IDO INHIBITORS<br/>[FR] INHIBITEURS D'IDO
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2015031295A1

  公开（公告）日：2015-03-05

  There are disclosed compounds that modulate or inhibit the enzymatic activity of indoleamine 2,3-dioxygenase (IDO), pharmaceutical compositions containing said compounds and methods of treating proliferative disorders, such as cancer, viral infections and/or autoimmune diseases utilizing the compounds of the invention.

  所公开的化合物能够调节或抑制吲哚胺2,3-双加氧酶（IDO）的酶活性，包含该化合物的药物组合物以及使用本发明的化合物治疗增殖性疾病的方法，如癌症、病毒感染和/或自身免疫疾病。
• [EN] PREPARATION AND USE OF BICYCLIC HIMBACINE DERIVATIVES AS PAR-RECEPTOR ANTAGONISTS<br/>[FR] PRÉPARATION ET UTILISATION DE DÉRIVÉS BICYCLIQUES D'HIMBACINE EN TANT QU'ANTAGONISTES DU RÉCEPTEUR DE PAR
  申请人：MERCK SHARP & DOHME

  公开号：WO2013134012A1

  公开（公告）日：2013-09-12

  The present invention relates to bicyclic himbacine derivatives of the formula or a pharmaceutically acceptable salt thereof, wherein: X is -O-, -N(R), -C(R8)(R9) or -C(O)-; and Y is -O-, -N(R), -C(R8)(R9) or -C(O)- and the remaining variables are described herein. The compounds of the invention are effective inhibitors of the PAR-1 receptor. The inventive compounds may be used for the treatment or prophylaxis of disease states such as ACS, secondary prevention of myocardial infarction or stroke, or PAD.

  本发明涉及公式的双环希巴辛衍生物或其药用可接受盐，其中：X为-O-，-N(R)，-C(R8)(R9)或-C(O)-；Y为-O-，-N(R)，-C(R8)(R9)或-C(O)-，其余变量如本文所述。本发明的化合物是PAR-1受体的有效抑制剂。这些创新化合物可用于治疗或预防疾病状态，如急性冠状综合征（ACS），心肌梗死或中风的二级预防，或PAD。
• [EN] INHIBITORS OF INDOLEAMINE 2,3-DIOXYGENASE AND METHODS OF THEIR USE<br/>[FR] INHIBITEURS DE L'INDOLÉAMINE 2,3-DIOXYGÉNASE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2020023356A1

  公开（公告）日：2020-01-30

  The present invention provides compounds of formula (I) wherein all of the variables are as defined herein. These compounds are inhibitors of indoleamine 2,3-dioxygenase (IDO), which may be used as medicaments for the treatment of proliferative disorders, such as cancer, viral infections and/or autoimmune diseases.

  本发明提供了式（I）的化合物，其中所有变量如本文所定义。这些化合物是色氨酸2,3-二氧化酶（IDO）的抑制剂，可用作治疗增生性疾病，如癌症、病毒感染和/或自身免疫疾病的药物。