4-乙氧基苄胺 | 6850-60-8

• 物质功能分类: 有机原料 - 氨基化合物
• 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-乙氧基苄胺
• 英文名称: 4-ethoxybenzylamine
• 英文别名: p-ethoxybenzylamine；(4-ethoxyphenyl)methanamine；4-Ethoxy-benzylamine
• CAS: 6850-60-8
• 化学式: C₉H₁₃NO
• mdl: MFCD02225920
• 分子量: 151.208
• InChiKey: USTCFIRCUNVNNM-UHFFFAOYSA-N

物化性质

• 熔点：
  191 °C
• 沸点：
  75～78℃/1mm
• 密度：
  1.008±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2922299090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  储存条件：2-8℃，请避光、干燥密闭保存。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-Ethoxybenzylamine
Synonyms: (4-Ethoxyphenyl)methanamine

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

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Section 3. Composition/information on ingredients.
Ingredient name: 4-Ethoxybenzylamine
CAS number: 6850-60-8

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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.

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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.
Store in closed vessels.
Storage:

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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
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C9H13NO
Molecular weight: 151.2

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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：

  4-乙氧基苄胺 在 C₆₈H₆₄Cl₂N₆P₂Ru₂⁽⁴⁺⁾*2F₆P^(1-)*2Cl^(1-) 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以95.4%的产率得到对乙氧基苯腈
  参考文献：
  名称：

  N-杂环卡宾-氮-膦螯合的双金属钌（II）络合物催化的胺无受体脱氢为腈

  摘要：

  我们已经开发出一种清洁，原子经济且环保的方法，通过将新的双N-杂环碳烯-氮-膦配体R（CNP）2（R = 邻-二甲苯基）与钌前体结合，将胺无接受地脱氢为腈。将[RuCl 2（η 6 -C 6 H ^ 6）] 2。在该系统中，胺的电子和空间因素对反应的影响可忽略不计，并且广泛耐受各种官能团。所有研究的胺都可以优良的选择性转化为腈，收率高达99％。该系统空前的催化性能归因于两个被R（CNP）2螯合的钌中心的协同作用，并且根据通过原位NMR和HRMS发现的活性物种，提出了合理的反应机理。

  DOI：

  10.1016/j.jcat.2020.09.005
• 作为产物：
  描述：

  4-甲氧基苯甲酰胺 在 lithium aluminium tetrahydride 作用下， 生成 4-乙氧基苄胺
  参考文献：
  名称：

  Hypoglycemic Agents. II.^1—3 Arylbiguanides

  摘要：

  DOI：

  10.1021/ja01523a059

文献信息

• Inhibitors of c-Jun N-terminal kinases
  申请人：Liu Gang

  公开号：US20060173050A1

  公开（公告）日：2006-08-03

  The present invention relates to compounds that are inhibitors of c-jun N-terminal kinase 1, 2, or 3 (JNK1, JNK2, or JNK3), compositions containing the compounds and the use of the compounds in the prevention or treatment of disorders regulated by the activation of JNK1, JNK2 and JNK3.

  本发明涉及作为c-jun N-末端激酶1、2或3（JNK1、JNK2或JNK3）抑制剂的化合物，包含这些化合物的组合物以及这些化合物在预防或治疗由JNK1、JNK2和JNK3激活调控的疾病中的用途。
• Direct Synthesis of Amides from Coupling of Alcohols and Amines Catalyzed by Ruthenium(II) Thiocarboxamide Complexes under Aerobic Conditions
  作者：Elangovan Sindhuja、Rengan Ramesh、Sundarraman Balaji、Yu Liu

  DOI：10.1021/om500556b

  日期：2014.8.25

  the ruthenium(II) thiocarboxamide complexes were generated as highly efficient catalysts for synthesis of secondary or tertiary amides by coupling of amines and alcohols with low catalyst loading, and the maximum yield was obtained up to 97%. The coupling reaction can be readily carried out under mild aerobic conditions, and release of water is the only byproduct. Further, the effect of substituents

  从1当量的钌的反应合成了四种通式[RuClCO（AsPh 3）2（L）]的八面体钌（II）硫代羧酰胺配合物（L = N-取代吡啶-2-硫代羧酰胺）前体[RuHClCO（AsPh 3）3在碱存在下于回流的乙醇中用1当量的硫代羧酰胺配体制备]。所有新的络合物均已通过元素分析，IR，UV-vis和NMR光谱法得到了充分表征。通过X射线晶体学测定所有配合物的分子结构，这证实了硫代羧酰胺的配位模式并揭示了Ru离子周围存在扭曲的八面体几何形状。所有的钌（II）硫代羧酰胺配合物都是通过胺和醇的偶联而以低催化剂负载量合成的，作为合成仲或叔酰胺的高效催化剂，其最高收率高达97％。偶合反应可以在温和的有氧条件下容易地进行，并且水的释放是唯一的副产物。此外，配体的取代基，溶剂，研究了反应温度，时间和催化剂负载量对配合物催化活性的影响。提出了一种可能的机理，用于通过半胱氨酸作为中间体通过醇氧化为醛来合成酰胺。
• Novel tetrahydrobenzo[b]thiophen-2-yl)urea derivatives as novel α-glucosidase inhibitors: Synthesis, kinetics study, molecular docking, and in vivo anti-hyperglycemic evaluation
  作者：Hong-Xu Xie、Juan Zhang、Yue Li、Jin-He Zhang、Shan-Kui Liu、Jie Zhang、Hua Zheng、Gui-Zhou Hao、Kong-Kai Zhu、Cheng-Shi Jiang

  DOI：10.1016/j.bioorg.2021.105236

  日期：2021.10

  α-Glucosidase inhibitors, which can inhibit the digestion of carbohydrates into glucose, are one of important groups of anti-type 2 diabetic drugs. In the present study, we report our effort on the discovery and optimization of α-glucosidase inhibitors with tetrahydrobenzo[b]thiophen-2-yl)urea core. Screening of an in-house library revealed a moderated α-glucosidase inhibitors, 5a, and then the following

  α-葡萄糖苷酶抑制剂是一类重要的抗2型糖尿病药物，可抑制碳水化合物消化为葡萄糖。在本研究中，我们报告了我们在发现和优化具有四氢苯并[ b ]噻吩-2-基)脲核心的α-葡萄糖苷酶抑制剂方面的努力。内部文库的筛选揭示了一种缓和的 α-葡萄糖苷酶抑制剂，5a，然后进行以下结构优化以获得更有效的衍生物。与亲本化合物5a (IC 50为 26.71 ± 1.80 μM) 和阳性对照阿卡波糖 (IC 50为 258.53 ± 1.27 μM)相比，大多数这些衍生物对 α-葡萄糖苷酶的抑制活性增加。其中，化合物8r (IC 50  = 0.59 ± 0.02 μM) 和8s (IC 50  = 0.65 ± 0.03 μM) 是最有效的抑制剂，并且表现出优于 α-淀粉酶的选择性。荧光猝灭实验证实了两种化合物与α-葡萄糖苷酶的直接结合。动力学研究表明，这些化合物是非竞争性抑制剂，这与分子对接结果一致，即化
• Discovery of 3,6-disubstutited-imidazo[1,2-a]pyridine derivatives as a new class of CLK1 inhibitors
  作者：Yun Zhang、Anjie Xia、Shiyu Zhang、Guifeng Lin、Jingming Liu、Pei Chen、Bo Mu、Yan Jiao、Wenwen Xu、Mingxin Chen、Linli Li

  DOI：10.1016/j.bmcl.2021.127881

  日期：2021.6

  autophagy and it has been thought as a potential target for treatment of autophagy-related diseases. Herein we report the discovery of a series of 3,6-disubstutited-imidazo[1,2-a]pyridine derivatives as a new class of CLK1 inhibitors. Among them, compound 9e is the most potent one, which exhibits an IC50 value of 4 nM against CLK1 kinase. In vitro, this compound reduces the phosphorylation level of

  抑制 cdc2 样激酶 1 (CLK1) 可以有效地诱导自噬，它被认为是治疗自噬相关疾病的潜在靶点。在此我们报告发现了一系列 3,6-二取代的咪唑并[1,2- a ]吡啶衍生物作为一类新的 CLK1 抑制剂。其中，化合物9e是最有效的一种，其对 CLK1 激酶的 IC 50值为 4 nM。在体外，该化合物降低了 CLK1 典型下游底物的磷酸化水平并影响它们的亚细胞重新分布。进一步研究表明，9e可有效诱导自噬。总的来说，这项研究为靶向 CLK1 激酶的药物发现提供了一种有前景的先导化合物。
• Biocatalytic Application of a Membrane‐Bound Coumarin C‐Glucosyltransferase in the Synthesis of Coumarin and Benzofuran C‐Glucosides
  作者：Dawei Chen、Shuai Fan、Zhaoyong Yang、Jungui Dai

  DOI：10.1002/adsc.202100041

  日期：2021.11.23

  been recently identified, whereas the coumarin CGTs have not been found. Here we reported the first identification of a coumarin C-glucosyltransferase MaCGT from Morus alba. The whole-cell biocatalyst harboring MaCGT was exploited and exhibited strictly and efficiently regio- and stereo-specific C-glucosylation capacity toward structurally different coumarins. The whole-cell of MaCGT was further applied

  最近鉴定了许多植物 C-糖基转移酶 (CGT)，而香豆素 CGT 尚未发现。在这里，我们报告了从桑树中首次鉴定出香豆素 C-葡萄糖基转移酶 MaCGT 。对含有 MaCGT 的全细胞生物催化剂进行了开发，并严格有效地展示了针对结构不同的香豆素的区域和立体特异性 C-葡萄糖基化能力。MaCGT的全细胞进一步应用于化学酶法合成苯并呋喃C-葡萄糖苷。此外，MaCGT 被报道为第一个表征的来自植物的膜结合 CGT，尽管序列同源性搜索显示来自M. notabilis 的其他潜在膜结合 CGT; 正如截短的 MaCGT 蛋白的 C-葡萄糖基化活性所证明的那样，跨膜结构域的存在对其催化活性和稳定性至关重要。此外，探索了参与 MaCGT 的 C-糖基化的关键残基。这些发现表明植物界中 CGT 的多样性，并证明了生物催化方法在产生用于药物发现的结构多样的 C-糖苷方面的巨大潜力。