B-[2-(1-吡咯烷)苯基]硼酸 | 948592-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: B-[2-(1-吡咯烷)苯基]硼酸
• 中文别名: 2-(1-吡咯基)苯硼酸
• 英文名称: 2-(pyrrolidin-1-yl)phenylboronic acid
• 英文别名: 2-(Pyrrolidino)phenylboronic acid；(2-pyrrolidin-1-ylphenyl)boronic acid
• CAS: 948592-78-7
• 化学式: C₁₀H₁₄BNO₂
• mdl: MFCD04972406
• 分子量: 191.038
• InChiKey: SAFOHUZAKFHWCK-UHFFFAOYSA-N

物化性质

• 沸点：
  379.3±44.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.23
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-(Pyrrolidino)phenylboronic 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: 2-(Pyrrolidino)phenylboronic acid
CAS number: 948592-78-7

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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: C10H14BNO2
Molecular weight: 191.0

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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：

  B-[2-(1-吡咯烷)苯基]硼酸 在 吡啶 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 1.0h， 生成 4-methyl-N-(6-(2-(pyrrolidin-1-yl)phenyl)pyridazin-3-yl)benzenesulfonamide
  参考文献：
  名称：

  N-(6-苯基哒嗪-3-基)苯磺酰胺是高效、脑渗透性、口服活性的犬尿氨酸单加氧酶抑制剂

  摘要：

  亨廷顿病（HD）是一种严重的神经退行性疾病，迄今为止还没有可用的疾病调节剂。纠正不平衡的犬尿氨酸途径代谢物可能有助于治疗疾病进展，犬尿氨酸单加氧酶（KMO）被认为是理想的药物靶点。已经报道了几种 KMO 抑制剂，但它们的脑通透性非常差。我们发现哒嗪基磺酰胺作为一种新型先导化合物，并将其优化为具有脑渗透性的高效 KMO 抑制剂12 ，其与 CHDI-340246 等效，并且在脑渗透性方面优于 CHDI-340246。化合物12对R6/2小鼠(HD模型小鼠)有效，即。具有神经保护作用的犬尿氨酸增加，而具有神经毒性的 3-羟基犬尿氨酸则受到抑制。此外，受损的认知功能也得到改善。因此，脑渗透性KMO抑制剂被认为是HD治疗的疾病调节剂。

  DOI：

  10.1016/j.bmcl.2020.127753
• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.75h， 生成 B-[2-(1-吡咯烷)苯基]硼酸
  参考文献：
  名称：

  通过应用叔氨基效应合成新型稠合的ze嗪环系统

  摘要：

  新的稠合环azecine系统是经由具有的乙烯基和三联苯或联苯哒嗪化合物的微波辅助的热异构化合成叔-氨基，通过的一个新的扩展的应用叔氨基的效果。从制备用于环合衬底邻-dihalobenzene或哒嗪酮通过连续Suzuki偶联与邻-仲丁基氨基甲酰基苯基和酸，然后所获得的醛的Knoevenagel缩合。

  DOI：

  10.1016/j.tet.2010.02.014

文献信息

• tert-Amino Effect in peri-Substituted Naphthalenes: Syntheses of Naphthazepine and Naphthazonine Ring Systems
  作者：Péter Mátyus、Ágota Földi、Krisztina Ludányi、Attila Bényei

  DOI：10.1055/s-0030-1258536

  日期：2010.9

  s could be obtained in two steps. The aldehyde was prepared by a Suzuki reaction of 8-bromonaphthalene-1-carbaldehyde with ortho-pyrrolidinophenylboronic acid. Treatment of aldehydes with active methylene compounds afforded naphthazepines and novel benzazonine ring system, respectively, through rearrangement of isolable vinyl intermediates or benzo[de]quinolinium derivatives or without isolation of

  描述了通过叔氨基效应合成萘并氮杂和苯扎唑宁的新型直接合成方法。以1-萘胺为原料，8-/N,N-二烷基氨基萘-1-甲醛可以分两步得到。该醛是通过 8-溴萘-1-甲醛与邻-吡咯烷基苯基硼酸的 Suzuki 反应制备的。用活性亚甲基化合物处理醛，分别通过可分离的乙烯基中间体或苯并[de]喹啉衍生物的重排或不分离任何中间体，分别提供萘氮杂和新型苯扎唑啉环系统。机械研究支持分子内氢化物将闭环转移到氮杂或氮杂。