4-(吡咯啉基羰基氨基)苯基硼酸频哪醇酯 | 874290-95-6

• 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-(吡咯啉基羰基氨基)苯基硼酸频哪醇酯
• 中文别名: 4-(吡咯烷羰基氨基)苯硼酸频那醇酯；4-(1-吡咯烷基羰基氨基)苯硼酸频哪酯
• 英文名称: N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)pyrrolidine-1-carboxamide
• 英文别名: N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine-1-carboxamide
• CAS: 874290-95-6
• 化学式: C₁₇H₂₅BN₂O₃
• 分子量: 316.208
• InChiKey: YYWNYUFLSXVMRD-UHFFFAOYSA-N

物化性质

• 熔点：
  243-245
• 沸点：
  492.4±37.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 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
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
4-(Pyrrolidinylcarbonylamino)phenylboronic acid, pinacol ester
Product Name:
Synonyms: N-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]pyrrolidine-1-carboxamide

---

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

---

Section 3. Composition/information on ingredients.
4-(Pyrrolidinylcarbonylamino)phenylboronic acid, pinacol ester
Ingredient name:
CAS number: 874290-95-6

---

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:

---

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.

---

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.

---

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.

---

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.

---

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: C17H25BN2O3
Molecular weight: 316.2

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-(吡咯啉基羰基氨基)苯基硼酸频哪醇酯 、 4,4'-(6-bromo-3,4-dihydroquinazoline-2,4-diyl)dimorpholine 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 5.0h， 以31.2%的产率得到N -(4-(2,4-dimorpholinopyrido[2,3- d]pyrimidin-6-yl)phenyl)pyrrolidine-1-carboxamide
  参考文献：
  名称：

  新型化合物N-（4-（2,4-dimorpholinopyrido [2,3 - d ]嘧啶-6-基）苯基）吡咯烷-1-羧酰胺的合成，晶体结构和DFT研究

  摘要：

  本文合成了化合物N-（4-（2,4-dimorpholinopyrido [2,3- d ]嘧啶-6-基）苯基）吡咯烷-1-羧酰胺，并用13 C NMR表征，11 H NMR，FT-IR和MS以及通过单晶X射线结构分析。另外，使用X射线衍射确认了单晶的结构。固态分子的堆积以氢键为主。该化合物的优化结构是通过DFT使用B3LYP官能团（以6-311G（2d，p）为基集）计算的，并与使用X射线衍射确定的结构进行了比较。结果表明，使用X射线衍射确认的晶体结构与使用DFT优化的分子结构一致。另外，研究了标题化合物对A375细胞的抗增殖活性，并且在5μM的浓度下的抑制率为12.89％。此外，进行分子对接以分析标题化合物与PI3Kγ的结合模式。

  DOI：

  10.1016/j.molstruc.2021.130261
• 作为产物：
  描述：

  4-硝基苯硼酸频哪醇酯 在 palladium 10% on activated carbon 、 氢气 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.05h， 生成 4-(吡咯啉基羰基氨基)苯基硼酸频哪醇酯
  参考文献：
  名称：

  新型化合物N-（4-（2,4-dimorpholinopyrido [2,3 - d ]嘧啶-6-基）苯基）吡咯烷-1-羧酰胺的合成，晶体结构和DFT研究

  摘要：

  本文合成了化合物N-（4-（2,4-dimorpholinopyrido [2,3- d ]嘧啶-6-基）苯基）吡咯烷-1-羧酰胺，并用13 C NMR表征，11 H NMR，FT-IR和MS以及通过单晶X射线结构分析。另外，使用X射线衍射确认了单晶的结构。固态分子的堆积以氢键为主。该化合物的优化结构是通过DFT使用B3LYP官能团（以6-311G（2d，p）为基集）计算的，并与使用X射线衍射确定的结构进行了比较。结果表明，使用X射线衍射确认的晶体结构与使用DFT优化的分子结构一致。另外，研究了标题化合物对A375细胞的抗增殖活性，并且在5μM的浓度下的抑制率为12.89％。此外，进行分子对接以分析标题化合物与PI3Kγ的结合模式。

  DOI：

  10.1016/j.molstruc.2021.130261

文献信息

• Synthesis, crystal structure and DFT study of a novel compound N-(4-(2,4-dimorpholinopyrido[2,3-d]pyrimidin-6-yl)phenyl)pyrrolidine-1-carboxamide
  作者：Zhixu Zhou、Ye Liu、Qian Ren、Dehou Yu、Hongguang Lu

  DOI：10.1016/j.molstruc.2021.130261

  日期：2021.7

  hydrogen bonds. The optimized structure of the compound was computed via DFT using the B3LYP functional with the 6-311G(2d, p) as basis set and compared with that determined using X-ray diffraction. The results show that the crystal structure confirmed using X-ray diffraction is consistent with the molecular structure optimized using DFT. In addition, the anti-proliferative activity of the title compound

  本文合成了化合物N-（4-（2,4-dimorpholinopyrido [2,3- d ]嘧啶-6-基）苯基）吡咯烷-1-羧酰胺，并用13 C NMR表征，11 H NMR，FT-IR和MS以及通过单晶X射线结构分析。另外，使用X射线衍射确认了单晶的结构。固态分子的堆积以氢键为主。该化合物的优化结构是通过DFT使用B3LYP官能团（以6-311G（2d，p）为基集）计算的，并与使用X射线衍射确定的结构进行了比较。结果表明，使用X射线衍射确认的晶体结构与使用DFT优化的分子结构一致。另外，研究了标题化合物对A375细胞的抗增殖活性，并且在5μM的浓度下的抑制率为12.89％。此外，进行分子对接以分析标题化合物与PI3Kγ的结合模式。