3-(2-甲氧基乙氧基)苯硼酸 | 227305-67-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 3-(2-甲氧基乙氧基)苯硼酸
• 中文别名: (3-(2-甲氧基乙氧基)苯基)硼酸
• 英文名称: 3-(2-methoxyethoxy)phenylboronic acid
• 英文别名: [3-(2-methoxyethoxy)phenyl]boronic acid
• CAS: 227305-67-1
• 化学式: C₉H₁₃BO₄
• mdl: MFCD11183195
• 分子量: 196.011
• InChiKey: PHWVCYOXHJROPI-UHFFFAOYSA-N

物化性质

• 熔点：
  104-106°C
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.22
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 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
• 储存条件：
  温度：2-8℃，惰性氛围。

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 3-(2-Methoxyethoxy)phenylboronic acid
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 3-(2-Methoxyethoxy)phenylboronic acid
CAS number: 227305-67-1

---

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.

---

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.
Store in closed vessels, refrigerated.
Storage:

---

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
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C9H13BO4
Molecular weight: 196.0

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide.

---

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：

  3-(2-甲氧基乙氧基)苯硼酸 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 、 potassium hydroxide 、 lithium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 乙腈 为溶剂， 反应 21.0h， 生成 (S)-4-((S)-3-fluoro-3-(2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl) pyrrolidin-1-yl)-3-(3-(2-methoxyethoxy)phenyl)butanoic acid maleate salt
  参考文献：
  名称：

  [EN] NOVEL COMPOUNDS
  [FR] NOUVEAUX COMPOSÉS

  摘要：

  化合物的化学式（I）：为4-(3-氟-3-(2-(5,6,7,8-四氢-1,8-萘啶-2-基)乙基)吡咯烷-1-基)-3-(3-(2-甲氧基乙氧基)苯基)丁酸，或其盐。

  公开号：

  WO2016046225A1

文献信息

• [EN] CITRATE SALT OF THE COMPOUND (S)-4-((S)-3-FLUORO-3-(2-(5,6,7,8-TETRAHYDRO-1,8-NAPHTHYDRIN-2-YL)ETHYL)PYRROLIDIN-1-YL)-3-(3-(2-METHOXYETHOXY)PHENYL) BUTANOIC ACID<br/>[FR] SEL DE CITRATE DU COMPOSÉ ACIDE (S)-4-((S)-3-FLUORO-3-(2-(5,6,7,8-TÉTRAHYDRO-1,8-NAPHTYDRIN-2-YL)ÉTHYL)PYRROLIDIN-1-YL)-3-(3-(2-MÉTHOXYÉTHOXY)PHÉNYL) BUTANOÏQUE
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2017158072A1

  公开（公告）日：2017-09-21

  The invention relates to a compound which is (S)-4-((S)-3-Fluoro-3-(2-(5,6,7,8-tetrahydro-1,8- naphthyridin-2-yl)ethyl)pyrrolidin-1-yl)-3-(3-(2-methoxyethoxy) phenyl) butanoic acid(1:1) citrate salt, pharmaceutical compositions including such compound, and to the use of such compound in therapy, including in the treatment of a disease or condition for which an αvβ6 integrin antagonist is indicated, and in particular idiopathic pulmonary fibrosis.

  这项发明涉及一种化合物，即(S)-4-((S)-3-氟-3-(2-(5,6,7,8-四氢-1,8-萘啶-2-基)乙基)吡咯烷-1-基)-3-(3-(2-甲氧基乙氧基)苯基)丁酸(1:1)柠檬酸盐，包括该化合物的药物组合物，以及该化合物在治疗中的使用，包括用于治疗αvβ6整合素拮抗剂适用的疾病或症状，特别是特发性肺纤维化。
• [EN] TETRAHYDROPYRAN-4-YLETHYLAMINO- OR TETRAHYDROPYRANYL-4-ETHYLOXY-PYRIMIDINES OR -PYRIDAZINES AS ISOPRENYLCYSTEINCARBOXYMETHYL TRANSFERASE INHIBITORS<br/>[FR] PYRIMIDINES OU PYRIDAZINES TÉTRAHYDROPYRAN-4-YLÉTHYLAMINO- OU TÉTRAHYDROPYRANYL-4-ÉTHYLOXY UTILES COMME INHIBITEURS DE L'ISOPRÉNYL-CYSTÉINE-CARBOXY-MÉTHYL-TRANSFÉRASE
  申请人：CANCER THERAPEUTICS CRC PTY LTD

  公开号：WO2014041349A1

  公开（公告）日：2014-03-20

  A compound of formula (I): wherein: R1 is selected from: (i) phenyl, optionally substituted by one fluoro group; (ii) thienyl; (iii) furanyl; (iv) C1-4 alkyl; and (v) H; R2 is selected from: (II), R3 is selected from: (III), X is selected from NH and O; R4 is selected from phenyl, a 5-membered heteroaryl or a 6-membered heteroaryl, all of which are optionally substituted by one or more substituents selected from the group consisting of: methyl, methoxy, trifluoromethyl, trifluoromethoxy, cyano, fluoro, -OC2H4OMe, and pyrazolyl.

  化合物的结构式（I）：其中：R1选自：（i）苯基，可选择一个氟原子取代；（ii）噻吩基；（iii）呋喃基；（iv）C1-4烷基；和（v）氢；R2选自：（II），R3选自：（III），X选自NH和O；R4选自苯基，5-成员杂环基或6-成员杂环基，均可选择一个或多个取代基，所述取代基选自：甲基，甲氧基，三氟甲基，三氟甲氧基，氰基，氟原子，-OC2H4OMe和吡唑基。
• Alkali Metal Salts with Designable Aryltrifluoroborate Anions
  作者：Kazuki Iwasaki、Kazuki Yoshii、Seiji Tsuzuki、Hajime Matsumoto、Tetsuya Tsuda、Susumu Kuwabata

  DOI：10.1021/acs.jpcb.6b06990

  日期：2016.9.8

  designable basic anion structure. Various [ArBF3](-)-based anions were synthesized to create novel alkali metal salts using a simple and safe process. Nearly 40 novel alkali metal salts were successfully obtained, and their physicochemical characteristics, particularly their thermal properties, were elucidated. These salts have lower melting points than those of simple inorganic alkali halide salts, such

  三氟硼酸芳基酯（[ArBF3]（-））具有可设计的碱性阴离子结构。合成了多种基于[ArBF3]（-）的阴离子，使用一种简单且安全的方法即可生成新型碱金属盐。成功获得了近40种新型碱金属盐，并阐明了其理化特性，特别是其热性能。这些盐的熔点比简单的无机碱式卤化物盐（如KCl和LiCl）的熔点低，这是因为碱金属阳离子与[ArBF3]（-）阴离子之间的相互作用较弱，且阴离子的熵较大。此外，有趣的是，在433 K下，（甲基-乙氧基苯基）三氟硼酸钾（K [m-OEtC6H4BF3]）熔融盐中的钾阳离子被电化学还原。这些发现在很大程度上促进了熔融盐化学，离子液体化学，
• NOVEL TRF1 MODULATORS AND ANALOGUES THEREOF
  申请人：Fundación del Sector Público Estatal Centro Nacional de Investigaciones Oncológicas Carlos III (F.S.P. CNIO)

  公开号：EP3623370A1

  公开（公告）日：2020-03-18

  Novel TRF1 modulators and analogues thereof. There is provided compounds of Formula I, wherein R, R1, R2 and X have meanings written in the description. Such compounds are useful as TRF1 inhibitors and, for that reason, as medicaments, in the treatment of cancer, particularly high cancer stem cell cancer like glioblastoma and lung cancer, and can be also useful for the development of additional TRF1 inhibitors and increasing knowledge about TRF1 activity.

  提供了Formula I的化合物，其中R、R1、R2和X的含义如描述中所述。这些化合物可用作TRF1抑制剂，因此可用作药物，用于治疗癌症，特别是高癌干细胞癌症，如胶质母细胞瘤和肺癌，并且还可用于开发额外的TRF1抑制剂，并增进对TRF1活性的了解。
• Design, Synthesis, and Evaluation of PD-1/PD-L1 Antagonists Bearing a Benzamide Scaffold
  作者：Lu Lu、Zhihao Qi、Tianyu Wang、Xiangyu Zhang、Kuojun Zhang、Kaizhen Wang、Yao Cheng、Yibei Xiao、Zheng Li、Sheng Jiang

  DOI：10.1021/acsmedchemlett.1c00646

  日期：2022.4.14

  small-molecule inhibitors of the PD-1/PD-L1 pathway have been reported, no small-molecule inhibitors have been approved for cancer treatment. In this work, a series of novel benzamide derivatives were designed, synthesized, and evaluated to find effective inhibitors of the PD-1/PD-L1 interaction. The most potent compound D2 exhibited better activity than that of BMS202, with an IC50 of 16.17 nM. D2 could

  几种靶向程序性细胞死亡-1 (PD-1)/程序性细胞死亡配体 1 (PD-L1) 的抗体已被美国食品和药物管理局 (FDA) 批准用于癌症治疗。尽管已经报道了许多PD-1/PD-L1通路的小分子抑制剂，但还没有小分子抑制剂被批准用于癌症治疗。在这项工作中，设计、合成和评估了一系列新型苯甲酰胺衍生物，以找到 PD-1/PD-L1 相互作用的有效抑制剂。最有效的化合物D2表现出比 BMS202 更好的活性，IC 50为 16.17 nM。D2可有效激活PBMC中T细胞的抗肿瘤免疫。化合物D2的拟议结合模式通过对接分析进行了调查。这些结果表明化合物D2是一种很有前途的先导化合物，可用于进一步开发。