2-[(4-甲氧基苄基)氨基]乙酸乙酯 | 60857-16-1

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-[(4-甲氧基苄基)氨基]乙酸乙酯
• 英文名称: N-(4-methoxybenzyl)glycine ethyl ester
• 英文别名: ethyl (4-methoxybenzyl)glycinate；ethyl 2-((4-methoxybenzyl)amino)acetate；3-N-(p-methoxybenzyl) glycine ethyl ester；ethyl 2-[(4-methoxyphenyl)methylamino]acetate
• CAS: 60857-16-1
• 化学式: C₁₂H₁₇NO₃
• mdl: MFCD11151999
• 分子量: 223.272
• InChiKey: WQXUIGPEUIVGKQ-UHFFFAOYSA-N

物化性质

• 沸点：
  320.3±27.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2922509090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8℃

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl 2-([(4-methoxyphenyl)methyl]amino)acetate
Synonyms:

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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: Ethyl 2-([(4-methoxyphenyl)methyl]amino)acetate
CAS number: 60857-16-1

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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: C12H17NO3
Molecular weight: 223.3

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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：

  2-[(4-甲氧基苄基)氨基]乙酸乙酯 在 lithium hydroxide 、 N-溴代丁二酰亚胺(NBS) 、 silver trifluoromethanesulfonate 、 碳酸氢钠 、 三乙胺 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 氯仿 、 水 、 苯 为溶剂， 反应 53.0h， 生成 S-[(2S,3S)-1'-methoxy-4'-[(4-methoxyphenyl)methyl]-3',6'-dioxospiro[3H-1-benzofuran-2,2'-piperazine]-3-yl] ethanethioate
  参考文献：
  名称：

  (.+-.)-aspirochlorine 的全合成

  摘要：

  (±)-Aspirochlorine 以非对映选择性方式从市售的 5-氯间苯二酚分 13 个步骤合成。该合成涉及异羟肟酯的有效立体选择性环加成反应，以形成母体螺[苯并呋喃-2(3H),2'-哌嗪]环系统。此外，合成使用 2-硝基苄基作为酰胺保护基团，在光解条件下很容易去除

  DOI：

  10.1021/ja00055a025
• 作为产物：
  描述：

  N-(4-methoxyphenyl)methyleneglycine ethyl ester 在 sodium tetrahydroborate 、 potassium carbonate 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 1.0h， 以80%的产率得到2-[(4-甲氧基苄基)氨基]乙酸乙酯
  参考文献：
  名称：

  Process for preparing xanthine phosphodiesterase V inhibitors and precursors thereof

  摘要：

  一种制备黄嘌呤磷酸二酯酶V抑制剂的方法，以及在该方法中使用的化合物。该方法包括一个五步法的方法，用于高效合成化合物5，无需中间纯化或分离，一个二卤化步骤用于合成化合物7，以及一个偶联反应用于产生化合物9。

  公开号：

  US20030232987A1

文献信息

• Fullerene derivatives as dual inhibitors of HIV-1 reverse transcriptase and protease
  作者：Takumi Yasuno、Tomoyuki Ohe、Hiroki Kataoka、Kosho Hashimoto、Yumiko Ishikawa、Keigo Furukawa、Yasuhiro Tateishi、Toi Kobayashi、Kyoko Takahashi、Shigeo Nakamura、Tadahiko Mashino

  DOI：10.1016/j.bmcl.2020.127675

  日期：2021.1

  In the present study, we newly synthesized three types of novel fullerene derivatives: pyridinium-type derivatives trans-3a and 4a-5b, piperidinium-type derivative 9, and proline-type derivatives 10a-12. Among the assessed compounds, 5a, 10e, 10f, 10i, 11a-d, and 12 were found to inhibit both HIV reverse transcriptase and HIV protease (HIV-PR), with IC50 values in the low micromolar range being observed

  在本研究中，我们新合成了三种新型富勒烯衍生物：吡啶鎓型衍生物trans - 3a和4a - 5b，哌啶型衍生物9和脯氨酸型衍生物10a - 12。在评估的化合物中，发现5a，10e，10f，10i，11a - d和12抑制HIV逆转录酶和HIV蛋白酶（HIV-PR），并且IC 50值处于低微摩尔范围。关于HIV-PR的抑制活性，脯氨酸型衍生物在羟甲基羰基（HMC）部分和吡咯烷环之间带有烷基链的11a - 11d和12比其他衍生物更有效。该结果可能表明，通过适当大小的烷基链将HMC部分与脯氨酸型富勒烯衍生物连接会改善HIV-PR的抑制活性。
• Synthesis of a leopolic acid-inspired tetramic acid with antimicrobial activity against multidrug-resistant bacteria
  作者：Luce Mattio、Loana Musso、Leonardo Scaglioni、Andrea Pinto、Piera Anna Martino、Sabrina Dallavalle

  DOI：10.3762/bjoc.14.224

  日期：——

  Herein we report the synthesis of a 3-decyltetramic acid analogue of the ureido dipeptide natural antibiotic leopolic acid A. The key step in the synthetic strategy is an intramolecular Lacey-Dieckmann cyclization reaction of a linear precursor to obtain the desired 3-alkyl-substituted tetramic acid core. The synthesized analogue is more effective than the parent leopolic acid A against Gram-positive

  耐多药病原体的不断出现是对人类健康和粮食安全的最大威胁之一。新抗菌剂的发现，特别是新支架的发现，是保持抗药性发展的当务之急。在这里，我们报道了脲基二肽天然抗生素leopolic acid A的3-癸基四甲酸类似物的合成。合成策略中的关键步骤是线性前体的分子内Lacey-Dieckmann环化反应，以获得所需的3-烷基取代的丁酸核心。合成的类似物比母体的叶酸A对革兰氏阳性菌（Staphylococcus pseudintermedius）和革兰氏阴性菌（E. coli）细菌（MIC分别为8 µg / mL和64 µg / mL）更有效。有趣的是，该化合物对表达多药耐药表型的金黄色葡萄球菌菌株具有显着活性（30个菌株的平均MIC为32 µg / mL）。这些结果表明，该分子可以被认为是开发对抗性菌株具有活性的新型抗菌剂的有希望的起点。
• COMPOUND USED AS AUTOPHAGY REGULATOR, AND PREPARATION METHOD THEREFOR AND USES THEREOF
  申请人：WIGEN BIOMEDICINE TECHNOLOGY (SHANGHAI) CO., LTD.

  公开号：US20200190066A1

  公开（公告）日：2020-06-18

  It is related to compounds used as autophagy modulators and a method for preparing and using the same, specifically providing a compound of general formula (I), or pharmaceutically acceptable salts thereof, which is a type of autophagy modulators, particularly mammalian ATG8 homologues modulators.

  该内容涉及作为自噬调节剂的化合物及其制备和使用方法，具体提供了一类具有通用公式(I)的化合物，或其药用可接受盐，这是一种自噬调节剂，特别是哺乳动物ATG8同源物调节剂。
• Discovery of disubstituted xylylene derivatives as small molecule direct inhibitors of Keap1-Nrf2 protein-protein interaction
  作者：Dhulfiqar Ali Abed、Sumi Lee、Longqin Hu

  DOI：10.1016/j.bmc.2020.115343

  日期：2020.3

  (PPI) has become a promising drug target for several oxidative stress-related and inflammatory diseases including pulmonary fibrosis, chronic obstructive pulmonary disorder (COPD) and cancer chemoprevention. For the development of a potential therapeutic agent, drug-like properties and potency are important considerations. In this work, we focused on the modification of 4 as a lead through a molecular

  Keap1-Nrf2-ARE系统代表了至关重要的抗氧化剂防御机制，可保护细胞免受活性氧的侵害。靶向Keap1-Nrf2蛋白质-蛋白质相互作用（PPI）已成为多种氧化应激相关和炎症性疾病（包括肺纤维化，慢性阻塞性肺疾病（COPD）和癌症化学预防）的有希望的药物靶标。对于开发潜在的治疗剂，类药物性质和效力是重要的考虑因素。在这项工作中，我们致力于通过分子解剖策略修饰4作为先导，以努力改善其代谢稳定性，从而发现了一系列新的二取代的二甲苯衍生物。
• Selective Functionalization of Aliphatic Amines via Myoglobin-Catalyzed Carbene N–H Insertion
  作者：Viktoria Steck、Gopeekrishnan Sreenilayam、Rudi Fasan

  DOI：10.1055/s-0039-1690007

  日期：2020.2

  for their ability to catalyze a variety of abiological carbene transfer reactions including the functionalization of amines via carbene insertion into N-H bonds. However, the scope of myoglobin and other hemoprotein-based biocatalysts in the context of this transformation has been largely limited to aniline derivatives as the amine substrates and ethyl diazoacetate as the carbene donor reagent. In this

  工程化肌红蛋白最近因其催化各种非生物卡宾转移反应的能力而受到关注，包括通过卡宾插入 NH 键来官能化胺。然而，在这种转化的背景下，肌红蛋白和其他基于血红素蛋白的生物催化剂的范围很大程度上限于作为胺底物的苯胺衍生物和作为卡宾供体试剂的重氮乙酸乙酯。在本报告中，我们描述了一种基于工程肌红蛋白的催化剂的开发，该催化剂可用于促进各种取代苄胺和 α-重氮乙酸酯的卡宾 NH 插入反应，具有高效率（82-99% 转化率）、更高的催化转化率（高达至 7,000），并且对所需的单插入产物具有出色的化学选择性（高达 99%）。这种转化的范围可以扩展到环状脂肪胺。这些研究扩展了可用于选择性形成 CN 键的生物催化工具箱，CN 键在许多天然和合成的生物活性化合物中普遍存在。