4-(N-乙基甲酰氨)苯基硼酸 | 850568-12-6

• 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-(N-乙基甲酰氨)苯基硼酸
• 中文别名: 4-(乙基氨甲酰基)苯硼酸；4-(N-乙基羰酰胺)苯硼酸
• 英文名称: 4-ethylcarbamoyl-phenylboronic acid
• 英文别名: 4-(N-ethylaminocarbonyl)phenylboronic acid；{4-[(ethylamino)carbonyl]phenyl}boronic acid；[4-(ethylcarbamoyl)phenyl]boronic acid
• CAS: 850568-12-6
• 化学式: C₉H₁₂BNO₃
• mdl: MFCD03411954
• 分子量: 193.01
• InChiKey: DONAYSCOAAAZKS-UHFFFAOYSA-N

物化性质

• 熔点：
  143-146°C
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.88
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 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
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 安全说明：
  S22,S36/37/39
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
4-(N-Ethylaminocarbonyl)phenylboronic acid
Product Name:
Synonyms: N-Ethyl 4-boronobenzamide

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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-(N-Ethylaminocarbonyl)phenylboronic acid
Ingredient name:
CAS number: 850568-12-6

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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: C9H12BNO3
Molecular weight: 193.0

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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：

  1,8-二碘萘 、 4-(N-乙基甲酰氨)苯基硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 20.0h， 以78%的产率得到1,8-bis(4-(N-ethylaminocarbonyl)phenyl)naphthalene
  参考文献：
  名称：

  具有二苯基萘单元的 N-乙基取代二脒在竞争质子溶剂中的羧酸识别

  摘要：

  设计并合成了一种新的二苯基萘基二脒 ( 1 )，其具有N-乙基取代基以提高其溶解度，用于识别二元羧酸。二脒1在竞争性质子溶剂 MeOH 中使用电荷辅助氢键（即形成脒-羧酸盐）与α , ω -二羧酸形成 1:1 复合物，复合物的形成由下式确定高浓度 (2.0 mM) 的1 H NMR 和 DOSY NMR 光谱。然而，在低浓度（25  μ M）下，二元酸的开启荧光检测不成功，因为二脒1在识别羧酸之前在甲醇中发射。有趣的是，二脒1在识别α , ω -二羧酸之前不会在 2-丙醇中发射，并且成功地在质子溶剂 2-丙醇中检测到二羧酸（开启响应）。使用1 H NMR在 2-丙醇-d 8 中观察到二脒1与α , ω -二羧酸的有趣紧密结合，并且还观察到 1,8-二苯基萘单元的苯环旋转受到限制。N-乙基取代的二脒的这些荧光和结合特性1适用于质子溶剂中羧酸的检测。

  DOI：

  10.1016/j.tet.2021.132373
• 作为产物：
  描述：

  乙胺 、 4-甲酰氯苯硼酸 以 四氢呋喃 为溶剂， 以4.25 g的产率得到4-(N-乙基甲酰氨)苯基硼酸
  参考文献：
  名称：

  具有二苯基萘单元的 N-乙基取代二脒在竞争质子溶剂中的羧酸识别

  摘要：

  设计并合成了一种新的二苯基萘基二脒 ( 1 )，其具有N-乙基取代基以提高其溶解度，用于识别二元羧酸。二脒1在竞争性质子溶剂 MeOH 中使用电荷辅助氢键（即形成脒-羧酸盐）与α , ω -二羧酸形成 1:1 复合物，复合物的形成由下式确定高浓度 (2.0 mM) 的1 H NMR 和 DOSY NMR 光谱。然而，在低浓度（25  μ M）下，二元酸的开启荧光检测不成功，因为二脒1在识别羧酸之前在甲醇中发射。有趣的是，二脒1在识别α , ω -二羧酸之前不会在 2-丙醇中发射，并且成功地在质子溶剂 2-丙醇中检测到二羧酸（开启响应）。使用1 H NMR在 2-丙醇-d 8 中观察到二脒1与α , ω -二羧酸的有趣紧密结合，并且还观察到 1,8-二苯基萘单元的苯环旋转受到限制。N-乙基取代的二脒的这些荧光和结合特性1适用于质子溶剂中羧酸的检测。

  DOI：

  10.1016/j.tet.2021.132373

文献信息

• 3-(Piperidin-4-ylmethoxy)pyridine Containing Compounds Are Potent Inhibitors of Lysine Specific Demethylase 1
  作者：Fangrui Wu、Chao Zhou、Yuan Yao、Liping Wei、Zizhen Feng、Lisheng Deng、Yongcheng Song

  DOI：10.1021/acs.jmedchem.5b01361

  日期：2016.1.14

  overexpression. We report the design, synthesis, and structure–activity relationships of 3-(piperidin-4-ylmethoxy)pyridine containing compounds as potent LSD1 inhibitors with Ki values as low as 29 nM. These compounds exhibited high selectivity (>160×) against related monoamine oxidase A and B. Enzyme kinetics and docking studies suggested they are competitive inhibitors against a dimethylated H3K4 substrate

  组蛋白赖氨酸残基的甲基化在基因表达调节以及癌症起始中起重要作用。赖氨酸特异性脱甲基酶1（LSD1）负责维持组蛋白H3赖氨酸4（H3K4）的平衡甲基化水平。由于甲基化的H3K4或LSD1过表达的重要功能，LSD1是某些癌症的药物靶标。我们报告了作为有效LSD1抑制剂的含有3-（哌啶-4-基甲氧基）吡啶的化合物（与K i的设计，合成和结构-活性关系）值低至29 nM。这些化合物对相关的单胺氧化酶A和B表现出高选择性（> 160x）。酶动力学和对接研究表明它们是针对二甲基化H3K4底物的竞争性抑制剂，并提供了可能的结合方式。有效的LSD1抑制剂可以增加细胞H3K4甲基化并强烈抑制EC 50值低至280 nM的几种白血病和实体瘤细胞的增殖，而对正常细胞的作用却微不足道。
• [EN] AZETIDINYL G-PROTEIN COUPLED RECEPTOR AGONISTS<br/>[FR] AGONISTES DU RÉCEPTEUR COUPLÉ A UNE PROTÉINE G DE TYPE AZÉTIDINYLE
  申请人：PROSIDION LTD

  公开号：WO2009050522A1

  公开（公告）日：2009-04-23

  Compounds of formula (I): or pharmaceutically acceptable salts thereof, are agonists of GPR119 and are useful for the treatment of diabetes and as peripheral regulators of satiety, e.g. for the treatment of obesity and metabolic syndrome.

  公式（I）化合物或其药用盐是GPR119的激动剂，可用于治疗糖尿病，作为外周饱腹调节剂，例如用于肥胖和代谢综合征的治疗。
• [EN] FURO [2, 3 -C] PYRIDINES ACTIVES ON GPR 119<br/>[FR] FURO[2, 3-C]PYRIDINES ACTIVES SUR LE GPR 119
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2013127828A1

  公开（公告）日：2013-09-06

  The present invention relates to compounds of general formula (I), wherein the groups R1, R2, and A are as defined in the application, which have valuable pharmacological properties, and in particular bind to the GPR1 19 receptor and modulate its activity.

  本发明涉及一般式（I）的化合物，其中基团R1、R2和A如申请中定义，具有有价值的药理特性，特别是结合到GPR119受体并调节其活性。
• BICYCLIC COMPOUNDS AND USE AS ANTIDIABETICS
  申请人：Fang Jing

  公开号：US20100029650A1

  公开（公告）日：2010-02-04

  The present invention relates to novel compounds that are useful in the treatment of metabolic disorders, particularly type II diabetes mellitus and related disorders, and also to the methods for the making and use of such compounds.

  本发明涉及一种新型化合物，其在代谢性疾病的治疗中具有用途，特别是在II型糖尿病及相关疾病的治疗中，并且还涉及制备和使用这种化合物的方法。
• Bicyclic compounds and use as antidiabetics
  申请人：GlaxoSmithKline LLC

  公开号：US08101634B2

  公开（公告）日：2012-01-24

  The present invention relates to novel compounds that are useful in the treatment of metabolic disorders, particularly type II diabetes mellitus and related disorders, and also to the methods for the making and use of such compounds.

  本发明涉及一种新型化合物，可用于治疗代谢性疾病，特别是II型糖尿病及相关疾病，并且还涉及制备和使用这种化合物的方法。