3-(甲氧基氨甲酰基)苯基硼酸 | 850567-26-9

• 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: 3-(甲氧基氨甲酰基)苯基硼酸
• 中文别名: 3-(甲氧基氨甲酰基)苯硼酸；3-甲氧基羰基苯硼酸
• 英文名称: 3-(methoxycarbamoyl)phenylboronic acid
• 英文别名: (3-(Methoxycarbamoyl)phenyl)boronic acid；[3-(methoxycarbamoyl)phenyl]boronic acid
• CAS: 850567-26-9
• 化学式: C₈H₁₀BNO₄
• mdl: MFCD04115698
• 分子量: 194.983
• InChiKey: NDJZQOMZZXSXEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.81
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  78.8
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 海关编码：
  2931900090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
3-(Methoxycarbamoyl)phenylboronic acid
Product Name:
Synonyms: [3-(O-Methylhydroxylaminocarbonyl)phenyl]boronic acid

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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.
3-(Methoxycarbamoyl)phenylboronic acid
Ingredient name:
CAS number: 850567-26-9

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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.

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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: C8H10BNO4
Molecular weight: 195.0

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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：

  3-(甲氧基氨甲酰基)苯基硼酸 、 4-chloro-1-ethyl-[1,2,4]triazolo[4,3-a]quinoxaline 在 bis-triphenylphosphine-palladium(II) chloride 、 caesium carbonate 、 三环己基膦 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以38 %的产率得到3-(1-ethyl-[1,2,4]triazolo[4,3-a]quinoxalin-4-yl)-N-methoxybenzamide
  参考文献：
  名称：

  探索针对 BRD9 溴结构域的功能化 [1,2,4]三唑并[4,3-a]喹喔啉基化合物的化学空间

  摘要：

  在这里，我们报告了一项与基于[1,2,4]三唑并[4,3- a ]喹喔啉的化合物相关的详细构效关系（SAR）研究，该化合物针对含溴结构域蛋白9（BRD9）的读取器模块。我们之前引入的基于 3D 结构的药效团模型在这里用于评估第二代化合物，探索杂环核心上的不同取代模式。从我们之前鉴定的[1,2,4]三唑并[4,3- a ]喹喔啉基化合物1 – 4获得的有希望的数据开始，计算机研究、化学合成、生物物理和体外测定的结合导致鉴定了一组新的衍生物，选择这些衍生物是为了彻底探索溴结构域结合位点的化学空间。更详细地说，对 C-4 位置不同接头的研究强调了胺间隔基对于与蛋白质对应物的结合是必需的，以及 C-1 处的烷基取代基对于增加对 BRD9 的选择性的关键作用。此外，从我们收集的结果分析中推断出氢键供体基团的重要性，氢键供体基团对于锚定 ZA 区域至关重要，并且是与 Ile53 残基相互作用所必需的。

  DOI：

  10.1016/j.bioorg.2023.106677

文献信息

• Pyrido[3,2-E]Pyrazines, Process For Preparing The Same, And Their Use As Inhibitors Of Phosphodiesterase 10
  申请人：Malamas Michael S.

  公开号：US20090143361A1

  公开（公告）日：2009-06-04

  The invention relates to pyrido[3,2-e]pyrazines, to processes for preparing them, to pharmaceutical compositions which comprise these compounds and to the pharmaceutical use of these compounds, which are inhibitors of phosphodiesterase 10, as active compounds for treating central nervous system disorders, obesity, and metabolic disorders.

  本发明涉及吡啶并[3,2-e]吡嗪、其制备方法、包含这些化合物的制药组合物以及这些化合物的药物用途，它们是磷酸二酯酶10的抑制剂，作为治疗中枢神经系统疾病、肥胖症和代谢紊乱的活性化合物。
• Exploring the chemical space of functionalized [1,2,4]triazolo[4,3-a]quinoxaline-based compounds targeting the bromodomain of BRD9
  作者：Erica Gazzillo、Martina Pierri、Ester Colarusso、Maria Giovanna Chini、Maria Grazia Ferraro、Marialuisa Piccolo、Carlo Irace、Ines Bruno、Giuseppe Bifulco、Stefania Terracciano、Gianluigi Lauro

  DOI：10.1016/j.bioorg.2023.106677

  日期：2023.10

  previously introduced by us, were here employed to evaluate a second generation of compounds, exploring different substitution patterns on the heterocyclic core. Starting from the promising data obtained from our previously identified [1,2,4]triazolo[4,3-a]quinoxaline-based compounds 1–4, the combination of in silico studies, chemical synthesis, biophysical and in vitro assays led to the identification

  在这里，我们报告了一项与基于[1,2,4]三唑并[4,3- a ]喹喔啉的化合物相关的详细构效关系（SAR）研究，该化合物针对含溴结构域蛋白9（BRD9）的读取器模块。我们之前引入的基于 3D 结构的药效团模型在这里用于评估第二代化合物，探索杂环核心上的不同取代模式。从我们之前鉴定的[1,2,4]三唑并[4,3- a ]喹喔啉基化合物1 – 4获得的有希望的数据开始，计算机研究、化学合成、生物物理和体外测定的结合导致鉴定了一组新的衍生物，选择这些衍生物是为了彻底探索溴结构域结合位点的化学空间。更详细地说，对 C-4 位置不同接头的研究强调了胺间隔基对于与蛋白质对应物的结合是必需的，以及 C-1 处的烷基取代基对于增加对 BRD9 的选择性的关键作用。此外，从我们收集的结果分析中推断出氢键供体基团的重要性，氢键供体基团对于锚定 ZA 区域至关重要，并且是与 Ile53 残基相互作用所必需的。