3-丙酸乙酯苯硼酸 | 913835-82-2

• 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 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 3-丙酸乙酯苯硼酸
• 中文别名: (3-(3-乙氧基-3-羰基丙基)苯基)硼酸；3-[2-(乙氧基羰基)乙基]苯硼酸；3-(2-乙氧基羰基乙基)苯硼酸
• 英文名称: (3-(3-ethoxy-3-oxopropyl)phenyl)boronic acid
• 英文别名: [3-(3-ethoxy-3-oxopropyl)phenyl]boronic acid
• CAS: 913835-82-2
• 化学式: C₁₁H₁₅BO₄
• mdl: MFCD08689511
• 分子量: 222.049
• InChiKey: RTJGTDXOUMFFRS-UHFFFAOYSA-N

物化性质

• 熔点：
  94-96
• 沸点：
  382.6±44.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2931900090
• 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
3-(2-Ethoxycarbonylethyl)phenylboronic acid
Product Name:
Synonyms: Ethyl 3-(3-boronophenyl)propionate; 3-(3-ethoxy-3-oxopropyl)phenylboronic 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-(2-Ethoxycarbonylethyl)phenylboronic acid
Ingredient name:
CAS number: 913835-82-2

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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.

---

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: C11H15BO4
Molecular weight: 222.0

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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.

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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-丙酸乙酯苯硼酸 在 N-甲基吗啉 、 四(三苯基膦)钯 、 N-羟基-7-氮杂苯并三氮唑 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 反应 25.0h， 生成 (2S,4R)-1-((S)-2-(7-(3-(3-(3-(4-(1-aminocyclobutyl)phenyl)-2-(2-aminopyridin-3-yl)-3H-imidazo[4,5-b]pyridin-5-yl)-phenyl)propanamido)heptanamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide
  参考文献：
  名称：

  新型变构抑制剂衍生的 AKT 蛋白水解靶向嵌合体 (PROTAC) 可在 KRAS/BRAF 突变细胞中实现有效且选择性的 AKT 降解

  摘要：

  AKT 是癌症治疗的重要靶点。ATP 竞争性和变构 AKT 抑制剂的开发已取得重大进展。最近，报道了几种源自 ATP 竞争性 AKT 抑制剂的 AKT 蛋白水解靶向嵌合体 (PROTAC)，其中包括 MS21。虽然 MS21 能有效降解 AKT 并抑制携带 PI3K/PTEN 通路突变的肿瘤细胞的生长，但作为单一药物，它在降解 KRAS/BRAF 突变细胞中的 AKT 方面基本上无效。为了克服 KRAS/BRAF 突变细胞中的 AKT 降解抗性，我们开发了源自​​ AKT 变构抑制剂的新型 AKT PROTAC，包括降解剂62 (MS15)。除了 PI3K/PTEN 突变的癌细胞外， 62在 KRAS/BRAF 突变的癌细胞中也显示出有效和选择性的 AKT 降解活性和有效的抗增殖活性。此外，62通过腹膜内给药在小鼠中具有生物利用度。总体而言，62是一种有价值的化学工具，可降解含有 KRAS/BRAF

  DOI：

  10.1021/acs.jmedchem.2c01454

文献信息

• Sustainable Fe–ppm Pd nanoparticle catalysis of Suzuki-Miyaura cross-couplings in water
  作者：Sachin Handa、Ye Wang、Fabrice Gallou、Bruce H. Lipshutz

  DOI：10.1126/science.aac6936

  日期：2015.9.4

  1087 An iron preparation substantially lowers the quantity of palladium needed to catalyze a common reaction that forms C-C bonds. Most of today’s use of transition metal–catalyzed cross-coupling chemistry relies on expensive quantities of palladium (Pd). Here we report that nanoparticles formed from inexpensive FeCl3 that naturally contains parts-per-million (ppm) levels of Pd can catalyze Suzuki-Miyaura

  铁为痕量钯提供动力 钯 (Pd) 是化学催化的支柱。贵金属具有锻造碳-碳 (CC) 键的诀窍。汉达等人。现在报告说，当与铁混合在特定制剂中时，仅百万分之一的 Pd 就足以催化形成 CC 键的 Suzuki 偶联反应。表面活性剂的加入使反应在水中进行。该协议预示着在药物和农用化学品合成中保护 Pd 是个好兆头。科学，这个问题 p。1087 铁制剂显着降低了催化形成 CC 键的常见反应所需的钯量。今天大多数过渡金属催化交叉偶联化学的使用依赖于昂贵数量的钯 (Pd)。在这里，我们报告说，由天然含有百万分之一 (ppm) 水平 Pd 的廉价 FeCl3 形成的纳米粒子可以催化 Suzuki-Miyaura 反应，包括涉及极具挑战性的反应伙伴的情况。纳米胶束用于溶解反应物并将反应伙伴传递给 Fe-ppm Pd 催化剂，从而形成碳-碳键。新形成的催化剂可以在环境温度下分离和储存。含有表面活性剂和催化剂
• WO2019173516A5
  申请人：——

  公开号：WO2019173516A5

  公开（公告）日：2022-03-14
• Novel Allosteric Inhibitor-Derived AKT Proteolysis Targeting Chimeras (PROTACs) Enable Potent and Selective AKT Degradation in KRAS/BRAF Mutant Cells
  作者：Xufen Yu、Jia Xu、Kaitlyn M. Cahuzac、Ling Xie、Yudao Shen、Xian Chen、Jing Liu、Ramon E. Parsons、Jian Jin

  DOI：10.1021/acs.jmedchem.2c01454

  日期：2022.10.27

  AKT is an important target for cancer therapeutics. Significant advancements have been made in developing ATP-competitive and allosteric AKT inhibitors. Recently, several AKT proteolysis targeting chimeras (PROTACs) derived from ATP-competitive AKT inhibitors have been reported, including MS21. While MS21 potently degraded AKT and inhibited the growth in tumor cells harboring PI3K/PTEN pathway mutation

  AKT 是癌症治疗的重要靶点。ATP 竞争性和变构 AKT 抑制剂的开发已取得重大进展。最近，报道了几种源自 ATP 竞争性 AKT 抑制剂的 AKT 蛋白水解靶向嵌合体 (PROTAC)，其中包括 MS21。虽然 MS21 能有效降解 AKT 并抑制携带 PI3K/PTEN 通路突变的肿瘤细胞的生长，但作为单一药物，它在降解 KRAS/BRAF 突变细胞中的 AKT 方面基本上无效。为了克服 KRAS/BRAF 突变细胞中的 AKT 降解抗性，我们开发了源自​​ AKT 变构抑制剂的新型 AKT PROTAC，包括降解剂62 (MS15)。除了 PI3K/PTEN 突变的癌细胞外， 62在 KRAS/BRAF 突变的癌细胞中也显示出有效和选择性的 AKT 降解活性和有效的抗增殖活性。此外，62通过腹膜内给药在小鼠中具有生物利用度。总体而言，62是一种有价值的化学工具，可降解含有 KRAS/BRAF