B-[2-[(甲基氨基)羰基]苯基]硼酸 | 874459-85-5

• 物质功能分类: 化学试剂 - 有机试剂 - 硼酸
• 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: B-[2-[(甲基氨基)羰基]苯基]硼酸
• 中文别名: 2-(甲基氨基甲酰基)苯基硼酸
• 英文名称: 2-(methylcarbamoyl)phenylboronic acid
• 英文别名: [2-(methylcarbamoyl)phenyl]boronic acid
• CAS: 874459-85-5
• 化学式: C₈H₁₀BNO₃
• 分子量: 178.983
• InChiKey: AXWDCOSDMJAMOB-UHFFFAOYSA-N

物化性质

• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.27
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
2-(Methylcarbamoyl)phenylboronic acid
Product Name:
Synonyms:

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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.
2-(Methylcarbamoyl)phenylboronic acid
Ingredient name:
CAS number: 874459-85-5

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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, refrigerated.

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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: C8H10BNO3
Molecular weight: 179.0

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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：

  8-溴-2-氯喹唑啉 、 B-[2-[(甲基氨基)羰基]苯基]硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 12.0h， 以77.69%的产率得到
  参考文献：
  名称：

  2,8-二取代喹唑啉类衍生物及其制备方法和在抗肿瘤药物中的应用

  摘要：

  本发明属于医药技术领域，提供了一种如式Ⅰ所示的2,8‑二取代喹唑啉类衍生物及其制备方法，本发明还公开了所述2,8‑二取代喹唑啉类衍生物能够抑制ALK活性，具有明显肿瘤细胞抑制活性。

  公开号：

  CN111808081A

文献信息

• Identification of Thieno[3,2-<i>d</i>]pyrimidine Derivatives as Dual Inhibitors of Focal Adhesion Kinase and FMS-like Tyrosine Kinase 3
  作者：Hanna Cho、Injae Shin、Hojong Yoon、Eunhye Jeon、Jiwon Lee、Younghoon Kim、SeongShick Ryu、Chiman Song、Nam Hoon Kwon、Youngji Moon、Sunghoon Kim、Nam Doo Kim、Hwan Geun Choi、Taebo Sim

  DOI：10.1021/acs.jmedchem.1c00459

  日期：2021.8.26

  Focal adhesion kinase (FAK) is overexpressed in highly invasive and metastatic cancers. To identify novel FAK inhibitors, we designed and synthesized various thieno[3,2-d]pyrimidine derivatives. An intensive structure–activity relationship (SAR) study led to the identification of 26 as a lead. Moreover, 26, a multitargeted kinase inhibitor, possesses excellent potencies against FLT3 mutants as well

  粘着斑激酶 (FAK) 在高度侵袭性和转移性癌症中过度表达。为了鉴定新型 FAK 抑制剂，我们设计并合成了各种噻吩并[3,2- d ]嘧啶衍生物。一项深入的构效关系 (SAR) 研究确定了26 个先导化合物。此外， 26是一种多靶点激酶抑制剂，对 FLT3 突变体和 FAK 具有优异的功效。令人欣喜的是， 26显着抑制顽固的 FLT3 突变体，包括导致耐药性的 F691L。重要的是，在 MDA-MB-231 异种移植小鼠模型中， 26在细胞凋亡诱导、锚定非依赖性生长抑制和肿瘤负荷减轻方面优于 PF-562271。此外， 26还能使 MV4-11 异种移植小鼠模型中的肿瘤生长消退，表明它可以有效对抗急性髓系白血病 (AML)。最后，在使用 MDA-MB-231 的原位小鼠模型中， 26显着阻止了原位肿瘤向淋巴结的转移。总而言之，结果表明26对高侵袭性癌症和复发性 AML 具有潜在的治疗价值。
• 2,8-二取代喹唑啉类衍生物及其制备方法和在抗肿瘤药物中的应用
  申请人：陈爱平

  公开号：CN111808081A

  公开（公告）日：2020-10-23

  本发明属于医药技术领域，提供了一种如式Ⅰ所示的2,8‑二取代喹唑啉类衍生物及其制备方法，本发明还公开了所述2,8‑二取代喹唑啉类衍生物能够抑制ALK活性，具有明显肿瘤细胞抑制活性。