195253-49-7

Basic information

• Product Name: 5-BROMO-1-ETHYL-1H-INDOLE
• Synonyms: 5-BROMO-1-ETHYL-1H-INDOLE;1-ethyl-5-bromo-1H-indole;5-Bromo-1-ethyl-1H-indole , 5-Bromo-1-ethyl-1H-indole
• CAS NO: 195253-49-7
• Molecular Formula: C₁₀H₁₀BrN
• Molecular Weight: 224.1
• Mol File: 195253-49-7.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-BROMO-1-ETHYL-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-1-ETHYL-1H-INDOLE(195253-49-7)
• EPA Substance Registry System: 5-BROMO-1-ETHYL-1H-INDOLE(195253-49-7)

Safety Data

• Hazardous Substances Data: 195253-49-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
5-Bromo-1-ethyl-1H-indole is utilized as a key building block in the creation of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Organic Chemistry Research:
In the field of organic chemistry, 5-Bromo-1-ethyl-1H-indole serves as a valuable compound for research purposes. Its brominated indole structure provides a platform for exploring novel chemical reactions and mechanisms, contributing to the advancement of organic synthesis techniques.
Used in Medicinal Chemistry:
5-Bromo-1-ethyl-1H-indole is employed in medicinal chemistry for the design and synthesis of bioactive molecules. Its structural features may confer specific biological activities, making it a candidate for the development of new therapeutic agents.
Used in Chemical Compound Libraries:
5-BROMO-1-ETHYL-1H-INDOLE is also used in the construction of chemical compound libraries, which are essential for high-throughput screening in drug discovery. Its inclusion in such libraries aids in the identification of lead compounds with potential pharmacological properties.
Used in Material Science:
Although not explicitly mentioned in the provided materials, given the structural attributes of 5-Bromo-1-ethyl-1H-indole, it may also find applications in material science, potentially in the development of new organic materials or as part of sensor technologies, owing to the presence of the bromine atom which can influence electronic properties.

Upstream product

• 10075-50-0 5-bromo-1H-indole 
• 74-96-4 ethyl bromide 
• 383-63-1 ethyl trifluoroacetate, 
• 75-03-6 ethyl iodide 

Downstream Products

• 195253-50-0 (5-Bromo-1-ethyl-1H-indol-3-yl)-phenyl-methanone 
• 195253-51-1 (5-bromo-1-ethyl-1H-3-indolyl)(4-chlorophenyl)methanone 
• 1043874-97-0 (1-ethyl-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanol 
• 1192108-44-3 (1-ethyl-1H-indol-5-yl)(2,3,4-trimethoxyphenyl)methanol 
• 1289141-75-8 2-(2-amino-5-(1-ethyl-1H-indol-5-yl) pyrimidin-4-yl) phenol 
• 1289141-83-8 C₂₀H₁₇FN₄O 
• 1289141-84-9 C₂₁H₂₀N₄O₂ 
• 1289141-85-0 C₂₂H₂₂N₄O₃ 
• 1289141-86-1 C₂₁H₂₀N₄O₂ 
• 1289141-87-2 C₂₂H₂₂N₄O₃ 
• 951382-92-6 (1-ethyl-1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanone 

Relevant articles and documents

Novel triphenylamine-connected indolinium fluorescence sensor for detection of the cyanide anion and DFT calculations

A new triphenylamine based probe (TPA) for detection of the cyanide anion (CN?) was designed and synthesized. In aqueous solution, TPA showed rapid fluorescence response and excellent selectivity for CN? ions, and other anions did not affect the detection process. The probe displays a detection limit of 1.17 μM which is lower than the threshold (1.9 μM) regulated by the World Health Organization (WHO) for CN? ions in aqueous solution. The sensitivity and photophysical properties of TPA were investigated using UV–Vis spectrophotometry, fluorescence spectrofluorometry, and 1H NMR titration techniques. Density functional theory (DFT) calculations were carried out to better understand the relationship between the photophysical properties and the electronic structures of TPA and TPA-CN.

Synthesis, biological evaluation, and molecular docking analysis of phenstatin based indole linked chalcones as anticancer agents and tubulin polymerization inhibitors

A library of new phenstatin based indole linked chalcone compounds (9a-z and 9aa-ad) were designed and synthesized. Of these, compound 9a with 1-methyl, 2- and 3-methoxy substituents in the aromatic ring was efficacious against the human oral cancer cell

Microwave-assisted synthesis method for ethylation reaction

The invention relates to a microwave-assisted synthesis method for an ethylation reaction. The method is characterized in that a reaction substrate is in an organic solvent, trifluoroacetic acid ethyl ester is taken as an ethylation reagent, in the presence of an alkali, microwave-assisted heating is carried out for 2 minutes, and a corresponding ethylation product can be obtained. The invention provides a new method for the ethylation reaction. The reaction rate of the method is several times higher than that of a traditional method, the operation is simple and convenient, the cost is low, the reaction time is short, the application range of the substrate is wide, the use of the expensive or hypertoxic ethylation reagent can also be avoided, and the method has higher application value.

New (3-(1: H -benzo [d] imidazol-2-yl))/(3-(3 H -imidazo[4,5- b] pyridin-2-yl))-(1 H -indol-5-yl)(3,4,5-trimethoxyphenyl)methanone conjugates as tubulin polymerization inhibitors

A series of new (3-(1H-benzo[d]imidazol-2-yl))/(3-(3H-imidazo[4,5-b]pyridin-2-yl))-(1H-indol-5-yl)(3,4,5-trimethoxyphenyl)methanone conjugates 4-6(a-i) were synthesized and evaluated for their antiproliferative activity on selected human cancer cell lines

Introducing tetramethylurea as a new methylene precursor: a microwave-assisted RuCl3-catalyzed cross dehydrogenative coupling approach to bis(indolyl)methanes

Herein we report a microwave assisted Ru(iii)/TBHP-mediated reaction of indoles with tetramethylurea (TMU) synthesizing symmetrical as well as unsymmetrical bis(indolyl)methanes, where TMU acts as a methylenating agent. This is the first report where TMU is used as a methylene source. Moreover, the synthesis of unsymmetrical bis(indolyl)methanes by using a carbon precursor is also reported herein for the first time. Various substituted indoles are used for the reaction. The reaction is high yielding and takes a much shorter time to accomplish compared to the existing methods.

Conjugated oligomers with thiophene and indole moieties: Synthesis, photoluminescence and electrochromic performances

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 stacking interaction of conjugated structures in the as-prepared oligomers. A simple electrochromic device based on such a conjugated oligomer displays a novel four-color electrochromism from red to yellow, green and puce with the increased potential and possesses good environmental and redox stability. Such conjugated oligomer also exhibits high sensitivity and selectivity for Zn2+detection.

Exploring the effect of 2,3,4-trimethoxy-phenyl moiety as a component of indolephenstatins

A new family of phenstatin analogues has been synthesized and assayed. This family simultaneously incorporates modifications of the A-ring (replacement of the 3,4,5-trimethoxyphenyl by the 2,3,4-trimethoxyphenyl arrangement), B-ring (N-alkyl-5-indolyl) and conversion of the Oxygen keto group into a substituted nitrogen (oximes, hydrazones, and their acetylderivatives). The conjunction of all this changes greatly diminishes the antimitotic and antiproliferative activities, but the maintenance of the keto bridge produces a potent analogue with the unusual 2,3,4-trimethoxyphenyl moiety.

Isocombretastatins A: 1,1-Diarylethenes as potent inhibitors of tubulin polymerization and cytotoxic compounds

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Diarylmethyloxime and hydrazone derivatives with 5-indolyl moieties as potent inhibitors of tubulin polymerization

We describe the synthesis and biological evaluation of a series of diarylmethyloxime and diarylmethylhydrazone analogues that contain an indole ring and different modifications on the nitrogen of the bridge. Several compounds showed potent tubulin polymer

Antifungal and/or antiparasitic pharmaceutical composition and novel indole derivatives as active principle of such a composition

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