4-溴乙酰乙酸乙酯 | 13176-46-0

• 物质功能分类: 医药中间体 - 原料药中间体
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 酮酸及其衍生物
• 中文名称: 4-溴乙酰乙酸乙酯
• 中文别名: 乙酯4-溴乙酰乙酸；3-氧代-4-溴丁酸乙酯
• 英文名称: 4-bromoethyl acetoacetate
• 英文别名: ethyl 4-bromo-3-oxobutanoate；ethyl bromoacetoacetate；ethyl 4-bromoacetoacetate；α-bromoethylacetoacetate；4‐bromo ethyl acetoacetate
• CAS: 13176-46-0
• 化学式: C₆H₉BrO₃
• mdl: MFCD07783015
• 分子量: 209.04
• InChiKey: MGDWUTQKXCZNAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  231.6 °C
• 密度：
  1.511

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2918300090
• 危险品标志：
  F
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险品运输编号：
  1760
• 危险性描述：
  H302,H314
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Ethyl 4-bromoacetoacetate
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 4-bromoacetoacetate
CAS number: 13176-46-0

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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.
Storage: Store in closed vessels, refrigerated.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H9BrO3
Molecular weight: 209

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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, hydrogen bromide.

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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

制备方法与用途

化学性质：

• 密度：1.511（28℃）、1.528（18℃）
• 沸点：115-116℃/15 mmHg

反应信息

• 作为反应物：
  描述：

  4-溴乙酰乙酸乙酯 以 乙醇 、 丙酮 为溶剂， 反应 16.0h， 生成 ethyl (2-methylimidazo[2,1-b][1,3]thiazol-6-yl)acetate
  参考文献：
  名称：

  PF-6870961 的合成，新型生长素释放肽受体反向激动剂 PF-5190457 的主要羟基代谢物

  摘要：

  临床前和人体研究表明生长素释放肽系统参与酒精相关行为，阐明了使用生长素释放肽受体阻滞剂作为酒精使用障碍 (AUD) 的药物干预的可能性。最近进行的 1b 期人体研究的初步数据使用生长素释放肽受体反向激动剂 PF-5190457（2-（2-甲基咪唑 [ 2,1- b ][1,3thiazol-6-yl）-1-{2-( 1 R )-5-(6-甲基嘧啶-4-基)-2,3-二氢-1 H-inden-1-yl]-2,7-diazaspiro[3.5]non-7-ylethanone)，提供了该化合物与酒精联合给药时的安全性和耐受性的证据。此外，该研究揭示了有关该化合物生物转化途径的重要信息，并促使发现并合成了一种新鉴定的主要代谢物 PF-6870961 (( R )-1-(2-(5-(2-hydroxy-6) -methylpyrimidin-4-yl)-2,3-dihydro-1 H -inden-1-yl)-2

  DOI：

  10.1016/j.bmc.2021.116465
• 作为产物：
  描述：

  乙酰乙酸甲酯 在 溴 作用下， 以 氯仿 为溶剂， 反应 17.5h， 生成 4-溴乙酰乙酸乙酯
  参考文献：
  名称：

  从α-硫代磷酸化的酮和硫代磺酸盐的非对映选择性合成Z-烯基二硫化物

  摘要：

  我们开发了一种简单有效的方法，可在温和条件下以中等至良好的产率合成官能化的不对称Z-烯基二硫化物。设计的方法基于α-硫代磷酸化的羰基化合物与硫代甲苯磺酸盐在碱存在下的反应。所开发的方法允许制备带有其他羟基，羧基或酯官能团的不对称Z烯基二硫化物

  DOI：

  10.1002/adsc.201901208
• 作为试剂：
  描述：

  乙酰乙酸乙酯 、 enaminone 在 4-溴乙酰乙酸乙酯 、 ammonium acetate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以52%的产率得到ethyl 6-(6-hydroxy-4,7-dimethoxybenzofuran-5-yl)-2-methylpyridine-3-carboxylate
  参考文献：
  名称：

  作为酪氨酸激酶抑制剂的新型 Khellinone 衍生物的合成、分子对接和细胞毒性评价

  摘要：

  摘要- 使用 khellinone 合成了一系列新的苯并呋喃衍生物。将khellinone的乙酰基功能转化为其相应的烯胺酮，成功地转化为不同的异恶唑、吡唑、吡啶、吡咯和嘧啶衍生物。在体外测试了新合成的化合物对不同人类癌细胞系的抗增殖潜力。结果表明化合物 ( IIIb )、( IVb ) 和 ( VIIb ) 对结肠( LoVo )最有效而不是对鼠成纤维细胞 (BALB/3T3) 正常细胞系具有低反应性的肝 (HEPG2) 癌细胞。分子对接研究表明，这些化合物占据了表皮生长因子酪氨酸激酶受体 (EGFR) 口袋，并显着抑制了活性位点。

  DOI：

  10.1134/s1068162022040070

文献信息

• IRAK DEGRADERS AND USES THEREOF
  申请人：Kymera Therapeutics, Inc.

  公开号：US20190192668A1

  公开（公告）日：2019-06-27

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。
• [EN] HETEROCYCLIC LSF INHIBITORS AND THEIR USES<br/>[FR] INHIBITEURS DE LSF HÉTÉROCYCLES ET LEURS UTILISATIONS
  申请人：UNIV BOSTON

  公开号：WO2021150835A1

  公开（公告）日：2021-07-29

  The present invention is directed to heterocyclic SV40 Factor (LSF) inhibitors and their uses. In some implementations, the present invention discloses small-molecule compounds of Formula (I). In some implementations, the compounds of Formula (I) are used in methods for inhibiting LSF in a subject. In some implementations, the compounds of Formula (I) are used in methods for treating cancer in a subject.

  本发明涉及杂环SV40因子（LSF）抑制剂及其用途。在某些实施例中，本发明揭示了化合物的分子式（I）。在某些实施例中，分子式（I）的化合物用于抑制受试者中的LSF。在某些实施例中，分子式（I）的化合物用于治疗受试者中的癌症。
• 2,3-DIHYDRO-1H-INDEN-1-YL-2,7-DIAZASPIRO[3.5] NONANE DERIVATIVES
  申请人：Bhattacharya Samit K.

  公开号：US20110230461A1

  公开（公告）日：2011-09-22

  The present invention provides a compound of Formula (I) or a pharmaceutically salt thereof wherein R 1 , R 2 , Ra, L, Z, Z 1 and Z 2 are as defined herein, that act as Ghrelin antagonists or inverse agonists; pharmaceutical compositions thereof; and methods of treating diseases, disorders, or conditions mediated by the antagonism of the Ghrelin receptor.

  本发明提供了一种式（I）的化合物或其药用盐，其中R1、R2、Ra、L、Z、Z1和Z2如本文所定义，其作为胃泌素拮抗剂或逆向激动剂；以及其药物组合物；以及通过胃泌素受体拮抗作用治疗疾病、紊乱或病况的方法。
• Synthesis of Functionalized Vinylsilanes via Metal-Free Dehydrogenative Silylation of Enamides
  作者：Xi-Hao Chang、Zi-Lu Wang、Meng Zhao、Chao Yang、Jie-Jun Li、Wei-Wei Ma、Yun-He Xu

  DOI：10.1021/acs.orglett.9b04645

  日期：2020.2.21

  A novel method of metal-free dehydrogenative silylation of enamides has been developed. The desired functionalized vinylsilane products were obtained in moderate to good yield and with high stereoselectivities. This protocol displays good tolerance of various functionalities. Furthermore, the high chemoselectivity of this reaction enables us to introduce different unsaturated C-C moieties to the products

  已开发出一种新型的酰胺类无金属脱氢甲硅烷基化方法。以中等至良好的产率和高的立体选择性获得了所需的官能化乙烯基硅烷产物。该协议显示出对各种功能的良好耐受性。此外，该反应的高化学选择性使我们能够向产物中引入不同的不饱和CC部分。产品进一步衍生为其他有用化合物的难易程度也证明了当前方法的高度合成效用。
• [EN] SUBSTITUTED HETEROARYL COMPOUNDS AND METHODS OF USE<br/>[FR] COMPOSÉS HÉTÉROARYLE SUBSTITUÉS ET LEURS MÉTHODES D'UTILISATION
  申请人：SUNSHINE LAKE PHARMA CO LTD

  公开号：WO2019099311A1

  公开（公告）日：2019-05-23

  The present invention provides novel heteroaryl compounds, pharmaceutical acceptable salts and formulations thereof. They are useful in preventing, managing, treating or lessening the severity of a protein kinase-mediated disease. The invention also provides pharmaceutically acceptable compositions comprising such compounds and methods of using the compositions in the treatment of protein kinase-mediated disease.

  本发明提供了新颖的杂环芳基化合物，其药用盐和制剂。它们在预防、管理、治疗或减轻蛋白激酶介导的疾病的严重程度方面是有用的。该发明还提供了包括这些化合物的药用组合物以及使用这些组合物治疗蛋白激酶介导的疾病的方法。