5-溴-1-乙基-1H-吲哚 | 195253-49-7

• 物质功能分类: 医药中间体 - 杂环化合物 - 吲哚类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 5-溴-1-乙基-1H-吲哚
• 英文名称: 5-bromo-1-ethyl-1H-indole
• 英文别名: 5-bromo-N-ethylindole；5-bromo-1-ethylindole
• CAS: 195253-49-7
• 化学式: C₁₀H₁₀BrN
• 分子量: 224.1
• InChiKey: LNBZVSDFWQIXHC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  存储条件：室温、干燥密封

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Bromo-1-ethyl-1H-indole
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: 5-Bromo-1-ethyl-1H-indole
CAS number: 195253-49-7

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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: C10H10BrN
Molecular weight: 224.1

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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, 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

反应信息

• 作为反应物：
  描述：

  5-溴-1-乙基-1H-吲哚 在 正丁基锂 、 sodium hydroxide 、 三氯氧磷 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 氯仿 、 水 、 二甲基亚砜 为溶剂， 反应 28.0h， 生成 (E)-3-(1-ethyl-5-(3,4,5-trimethoxybenzoyl)-1H-indol-3-yl)-1-(3-nitrophenyl)prop-2-en-1-one
  参考文献：
  名称：

  基于苯达他汀的吲哚连接查耳酮作为抗癌剂和微管蛋白聚合抑制剂的合成，生物学评估和分子对接分析

  摘要：

  设计并合成了一个新的基于phenstatin的吲哚连接查尔酮化合物（9a-z和9aa-ad）库。其中，在芳环中具有1-甲基，2-和3-甲氧基取代基的化合物9a对人类口腔癌细胞系SCC-29B，球体和口腔癌AW13516的小鼠异种移植模型有效。化合物9a通过破坏细胞完整性并影响葡萄糖代谢而表现出抗癌活性，这是癌症的标志。如通过对9a处理的SCC-29B细胞的免疫荧光测定所观察到的，细胞结构受到微管蛋白聚合抑制的影响。一种在体外微管蛋白聚合动力学分析提供了9a与微管蛋白直接相互作用的证据。微管蛋白和化合物9a之间的这种物理相互作用进一步通过表面等离子体共振（SPR）分析得到了证实。分子对接实验和验证表明，化合物9a在微管蛋白的秋水仙碱结合位点和葡萄糖代谢途径中关键酶的活性位点相互作用并结合。基于计算机模拟，生物物理相互作用和临床前的观察，由基于抑他汀的吲哚-查耳酮骨架组成的9a可被视为开发抗癌治疗剂的有吸引力的微管蛋白聚合抑制剂。

  DOI：

  10.1016/j.bioorg.2020.104447
• 作为产物：
  描述：

  5-溴吲哚 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-溴-1-乙基-1H-吲哚
  参考文献：
  名称：

  Synthesis and cytotoxicity evaluation of DNA-interactive β-carboline indolyl-3-glyoxamide derivatives: Topo-II inhibition and in silico modelling studies

  摘要：

  DOI：

  10.1016/j.bioorg.2022.106313

文献信息

• Inhibitors of CYP 17
  申请人：BOCK Mark G.

  公开号：US20100331326A1

  公开（公告）日：2010-12-30

  The present invention provides compounds of Formula (I) and (II), or a pharmaceutically acceptable salts thereof, where R 53 , R 54 , p, q, and n are as defined herein. The compounds of the present invention have been found to be useful as 17α-hydroxylase/C 17,20 -lyase inhibitors.

  本发明提供了式(I)和(II)的化合物，或其药用可接受的盐， 其中R 53 ，R 54 ，p，q和n如本文所述定义。本发明的化合物被发现作为17α-羟化酶/C 17,20 -裂解酶抑制剂是有用的。
• Conjugated oligomers with thiophene and indole moieties: Synthesis, photoluminescence and electrochromic performances
  作者：Ben Dong、Baoyan Li、Yi Cao、Xinlei Meng、Han Yan、Shusheng Ge、Yun Lu

  DOI：10.1016/j.tetlet.2016.11.090

  日期：2017.1

  Two series of thiophene oligomers and terthiophene oligomers consisting of both thiophene and indole moieties have been synthesized. They have same excitation-dependent photoluminescence characteristics, but different bandgaps and absorption behaviors, which relates to the number and denseness of indoles in the conjugated oligomers and the length of alkyl chains on indole moiety due to varied the π-π

  已经合成了由噻吩和吲哚部分组成的两个系列的噻吩低聚物和三噻吩低聚物。它们具有相同的依赖于激发的光致发光特性，但是具有不同的带隙和吸收行为，这与共轭低聚物中吲哚的数量和稠度以及吲哚部分上烷基链的长度有关，这是由于共轭结构的π-π堆积相互作用不同在制备的低聚物中。基于这种共轭低聚物的简单电致变色器件显示了从红色到黄色，绿色和浅褐色的新型四色电致变色，具有增加的电势，并且具有良好的环境和氧化还原稳定性。这样的共轭低聚物对Zn 2+检测也显示出高灵敏度和选择性。
• Transition-Metal-Free, Brønsted Acid-Mediated Cascade Sequence in the Reaction of Propargyl Alcohols with Sulfonamido-indoles/-indolines: Highly Substituted δ- and α-Carbolines
  作者：Karuppu Selvaraj、K. C. Kumara Swamy

  DOI：10.1021/acs.joc.8b02293

  日期：2018.12.21

  Brønsted acid-mediated, transition-metal-free reaction of propargyl alcohols with sulfonamido-indoles/-indolines under mild conditions affords highly substituted δ- or α-carbolines in good to excellent yields. This protocol involves cascade reaction sequences of Friedel–Crafts alkylation/ [1,5]-hydrogen shift/electrocyclization/elimination/ [1,2]-aryl migration followed by aromatization. An unexpected

  在温和的条件下，布朗斯台德酸介导的炔丙醇与磺酰胺基吲哚/二氢吲哚的无过渡金属反应可提供高取代度的δ-或α-咔啉，产率高至优异。该协议涉及Friedel-Crafts烷基化/ [1,5]-氢转移/电环化/消除/ [1,2]-芳基迁移然后进行芳构化的级联反应序列。还发现了意想不到的区域选择性甲苯磺酰基从吲哚的2-位迁移至6-位并消除了芳烃，从而导致α-咔啉。
• Antifungal and/or antiparasitic pharmaceutical composition and novel indole derivatives as active principle of such a composition
  申请人：——

  公开号：US20040067998A1

  公开（公告）日：2004-04-08

  The present invention relates to novel indole derivatives, their method of preparation and their pharmacological activity as antimycotic and/or antiparasitic compounds.

  这项发明涉及新型吲哚衍生物，它们的制备方法以及它们作为抗真菌和/或抗寄生虫化合物的药理活性。
• [EN] SUBSTITUTED QUINOXALINE DERIVATIVES<br/>[FR] DÉRIVÉS DE QUINOXALINE SUBSTITUÉS
  申请人：SELVITA S A

  公开号：WO2016180536A1

  公开（公告）日：2016-11-17

  The present invention relates to substituted quinoxaline derivatives. These compounds are useful for the prevention and/or treatment of several medical conditions including hyperproliferative disorders and diseases.

  本发明涉及取代喹喔啉衍生物。这些化合物对预防和/或治疗包括过度增殖性疾病在内的多种医疗状况具有用处。