4-特戊酰胺基苯基硼酸 | 182344-22-5

• 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: 4-特戊酰胺基苯基硼酸
• 中文别名: 3-(2,2,2-三甲基乙酰氨基)苯硼酸；(4-特戊酰茚二酮酰氨基苯基)硼酸
• 英文名称: 4-((2,2-dimethylpropanoyl)amino)phenylboronic acid
• 英文别名: 4-t-butylcarbonylaminophenylboronic acid；4-pivaloylaminophenylboronic acid；4-Pivalamidophenylboronic acid；[4-(2,2-dimethylpropanoylamino)phenyl]boronic acid
• CAS: 182344-22-5
• 化学式: C₁₁H₁₆BNO₃
• mdl: MFCD08235071
• 分子量: 221.064
• InChiKey: ORNCMGDXLWQRHH-UHFFFAOYSA-N

物化性质

• 熔点：
  240-243
• 密度：
  1.13

计算性质

• 辛醇/水分配系数(LogP)：
  2.82
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340+P312,P305+P351+P338,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
4-Pivalamidophenylboronic acid
Product Name:
Synonyms: N-(4-Borono)phenylpivalamide

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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.
4-Pivalamidophenylboronic acid
Ingredient name:
CAS number: 182344-22-5

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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: C11H16BNO3
Molecular weight: 221.1

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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：

  4-特戊酰胺基苯基硼酸 、 3-甲基-2-环己烯-1-酮 在 ammonium hexafluorophosphate 、 palladium(II) trifluoroacetate 、 (S)-3-(2-fluorophenyl)-3-methylcyclohexanone 、 (S)-4-叔丁基-2-(2-氮苯基)恶唑啉 作用下， 以 1,2-二氯乙烷 为溶剂， 以78%的产率得到
  参考文献：
  名称：

  通过钯催化芳基硼酸与环烯酮的不对称共轭加成合成多种β-季酮

  摘要：

  描述了钯催化芳基硼酸与环烯酮共轭受体的不对称共轭加成的开发和优化。这些反应采用空气稳定且易于获得的试剂，通过操作简单且稳健的转化，以高产率和对映选择性产生 β-季酮。值得注意的是，反应本身对大气中的氧气和湿气具有高度耐受性，因此不需要使用干燥或脱氧溶剂、特别纯化的试剂或惰性气氛。烯酮的环大小和β-取代基变化很大，可以合成多种β-季酮。最近，NH 4 PF 6的使用进一步扩大了底物范围，包括含杂原子的芳基硼酸和β-酰基烯酮底物。

  DOI：

  10.1016/j.tet.2014.11.048
• 作为产物：
  描述：

  N-叔丁基羰基-4-溴苯胺 、 叔丁基锂 、 硼酸三甲酯 、 盐酸 在 氮气 、 乙酸乙酯 、 Sodium sulfate-III 、 正己烷 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以yielding 1.26 g (95%)的产率得到4-特戊酰胺基苯基硼酸
  参考文献：
  名称：

  Compounds and their use as positive AMPA receptor modulators

  摘要：

  本发明提供了由通式（I）表示的新化合物，其中由断线表示的键可以是单键、双键或不存在；如果键不存在，则氮原子被氢和R2取代；X表示SO2或C═O of CH2；Y表示-CH（R4）-，-N（R4）-CH2-，O；R2、R3、R4、R5、R6、R7和R8的含义如申请中所定义。这些化合物可用作AMPA受体的正向调节剂。

  公开号：

  US06943159B1

文献信息

• Novel compounds and their use as positive AMPA receptor modulators
  申请人：Neurosearch A/S.

  公开号：US20040043987A1

  公开（公告）日：2004-03-04

  The invention provides novel compounds represented by the general formula 5 compound represented by the formula: 1 wherein the bond represented by the broken line may be a single, a double bond or absent; and if the bond is absent, then the nitrogen is substituted with a hydrogen and R 2 ; X represents SO 2 or C═O or CH 2 ; Y represents —CH(R 4 )—, —N(R 4 )— or —N(R 4 )—CH 2 —, O; and the meaning of R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are as defined in the application The compounds are useful as positive modulators of the AMPA-receptor.

  该发明提供了一种新型化合物，其通式5的化合物如下所示：其中由虚线表示的键可以是单键、双键或不存在；如果键不存在，则氮原子用氢和R2取代；X代表SO2或C═O或CH2；Y代表—CH(R4)—、—N(R4)—或—N(R4)—CH2—、O；R2、R3、R4、R5、R6、R7和R8的含义如申请中所定义。这些化合物可用作AMPA受体的阳性调节剂。
• Method of preventing prostatic cancer development
  申请人：ELi Lilly and Company

  公开号：US05629007A1

  公开（公告）日：1997-05-13

  A series of benzoquinolin-3-ones are pharmaceuticals effective in preventing the development of prostatic cancer, or preventing or treating the metastasis to bone of prostatic cancer.

  一系列苯并喹啉-3-酮是一种有效的药物，可预防前列腺癌的发展，或预防或治疗前列腺癌转移到骨骼。
• Treatment and prevention of prostatic cancer metastasis
  申请人：Eli Lilly and Company

  公开号：US05635197A1

  公开（公告）日：1997-06-03

  A series of benzoquinolin-3-ones are pharmaceuticals effective in preventing the development of prostatic cancer, or preventing or treating the metastasis to bone of prostatic cancer.

  一系列苯并喹啉-3-酮是有效的药物，可预防前列腺癌的发展，或预防或治疗前列腺癌转移到骨骼。
• Methods for inhibiting bone loss
  申请人：Eli Lilly and Company

  公开号：US05550134A1

  公开（公告）日：1996-08-27

  The present invention provides methods of inhibiting bone loss in mammals via the administration to a mammal in need of such treatment an effective amount of a compound from a series of benzoquinolin-3-ones. Such compounds also are sequentially or concurrently coadministered with a bone antiresorptive agent or a bone anabolic agent.

  本发明提供了通过向需要此类治疗的哺乳动物施用一系列苯并喹啉-3-酮化合物的有效量来抑制哺乳动物的骨丢失的方法。这些化合物也可与骨抗吸收剂或骨促进剂顺序或同时联合使用。
• Compositions for inhibiting bone loss
  申请人：Eli Lilly and Company

  公开号：US05670514A1

  公开（公告）日：1997-09-23

  The present invention provides methods of inhibiting bone loss in mammals via the administration to a mammal in need of such treatment an effective amount of a compound from a series of benzoquinolin-3-ones. Such compounds also are sequentially or concurrently coadministered with a bone antiresorptive agent or a bone anabolic agent.

  本发明提供了一种通过向需要此类治疗的哺乳动物施用一系列苯并喹啉-3-酮类化合物的有效剂量来抑制哺乳动物骨质流失的方法。这些化合物也可以顺序或同时与骨抗吸收剂或骨阳性剂联合使用。