16382-11-9

Usage

Uses

Used in Pharmaceutical Research:
(E)-ethyl 2-(2-(4-bromophenyl)hydrazono)propanoate is used as a research intermediate for the development of new pharmaceutical compounds, leveraging its hydrazone functional group to facilitate the synthesis of diverse medicinal agents.
Used in Organic Synthesis:
In the field of organic synthesis, (E)-ethyl 2-(2-(4-bromophenyl)hydrazono)propanoate serves as a key building block, contributing to the creation of a wide array of organic molecules with potential applications in various industries.
Used in Anti-Cancer Applications:
(E)-ethyl 2-(2-(4-bromophenyl)hydrazono)propanoate is studied for its potential as an anti-cancer agent, with ongoing research aimed at understanding its effects on cancer cells and its possible integration into cancer treatment protocols.
Used in Anti-Microbial Applications:
(E)-ethyl 2-(2-(4-bromophenyl)hydrazono)propanoate is also being investigated for its anti-microbial properties, which could be harnessed in the development of new antimicrobial agents to combat resistant strains of bacteria and other pathogens.
Further research is essential to fully explore and understand the potential applications of (E)-ethyl 2-(2-(4-bromophenyl)hydrazono)propanoate in these and other fields.

InChI:InChI=1/C11H13BrN2O2/c1-3-16-11(15)8(2)13-14-10-6-4-9(12)5-7-10/h4-7,14H,3H2,1-2H3

Upstream product

• 609-14-3 2-acetylpropanoic acid ethyl ester 
• 17333-82-3 4-bromo-benzenediazonium ion 
• 617-35-6 2-oxo-propionic acid ethyl ester 
• 589-21-9 (4-bromophenyl)hydrazine 
• 7664-93-9 sulfuric acid 
• 89314-32-9 2-(4-bromo-phenylhydrazono)-propionic acid 
• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 412328-47-3 N-(4-bromophenyl)-nitramine 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 16732-70-0 ethyl 5-bromoindolecarboxylate 
• 877-03-2 5-bromo-1H-indole-3-carboxaldehyde 
• 100123-25-9 ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate 
• 1415653-10-9 C₁₈H₁₃BrN₄O₃ 
• 1415653-11-0 C₁₈H₁₃BrN₄O₃ 
• 1415653-12-1 C₁₉H₁₃BrN₄O 
• 1415653-13-2 C₁₉H₁₃BrN₄O 
• 1415653-14-3 C₁₉H₁₆BrN₃O₂ 
• 1415653-15-4 C₁₉H₁₆BrN₃O₂ 
• 1159691-50-5 ethyl 1-(4-bromophenyl)-4-formyl-1H-pyrazole-3-carboxylate 
• 1049130-74-6 2-(4-bromophenyl)-2,6-dihydro-7H-pyrazolo[3,4-d]pyridazin-7-one 
• 66616-69-1 5-phenyl-1H-indole-2-carboxylic acid ethyl ester 
• 825623-46-9 ethyl 5-(4-methoxyphenyl)-1H-indole-2-carboxylate 

Relevant academic research and scientific papers

Design, synthesis, and antimicrobial activity of novel 5-substituted indole-2-carboxamide derivatives

Abstract: A series of novel, bioactive 5-substituted indole-2-carboxamide derivatives (10a–t and 14a–k) are synthesized by the coupling of 5-substituted indole-2-carboxylic acids with various amines in the presence of EDC HCl/HOBt in DMF/CH2Cl2 as a solvent. In vitro, antibacterial activity of titled compounds against pathogenic bacteria Klebsiella pneumoniae, Escherichia coli, Pseudomonas aeruginosa, Salmonella typhi and antifungal activity against pathogenic fungi Candida albicans, Cryptococcus neoformans, Aspergillus fumigatus, and Candida parapsilosis are evaluated using gentamicin/ciprofloxacin and fluconazole/oxiconazole as standard drugs, respectively. The majority of the synthesized compounds exhibited good antibacterial activity, but surprisingly none showed antifungal activity. Compounds 10c, 10d, 10i, 10j, 10l–n, 14g, 14h, 14i, 14j, and 14k exhibited high inhibitory antibacterial activity with MIC values in the range of 0.12–6.25?μg/mL. Interestingly, compounds 14i, 14j, and 14k exhibited excellent antibacterial activity against K. pneumoniae and E. coli compare to synthesized compound. All the experimental results promote us to consider this series as a starting point for the development of novel and more potent antibacterial agents in the future. Graphical Abstract: [Figure not available: see fulltext.]

5-Bromo-1-(4-chlorobenzyl)-1h-indole-2-carboxamides as new potent antibacterial agents

Ten 5-bromoindole-2-carboxamides were synthesized, characterized and evaluated for antibacterial activity against pathogenic Gram-negative bacteria Klebsiella pneumoniae, Escherichia coli, Pseudomonas aeruginosa and Salmonella Typhi using gentamicin and ciprofloxacin as internal standards. Compounds 7a-c, 7g and 7h exhibit high antibacterial activity with a minimum inhibitory concentration (MIC) of 0.35-1.25 μg/mL. Compounds 7a-c exhibit antibacterial activities that are higher than those of the standards against E. coli and P. aeruginosa.

Substituted indole - 2 - formic acid (by machine translation)

This invention relates to a substituted indole - 2 - carboxylic acid synthesis method, is to replace the phenyl hydrazine hydrochloride or arylhydrazines as raw materials, through with pyruvic acid ethyl ester cheng zong, Fischer indole synthesis by reaction of substituted indole - 2 - carboxylic acid ethyl ester, hydrolysis to obtain the substituted - 2 - carboxylic acid. Product purity is greater than 97%, the reaction yield is 64%. Synthesis method of the invention with non-harsh conditions, the operation is simple, and environmental friendliness, it has certain economic benefits. It is a kind of raw materials are easy, simple operation, three wastes, high yield of indole - 2 - carboxylic acid synthesis method. (by machine translation)

A new class of efficient 4-[(nitro substituted-phenyl)-hydrazonomethyl]-1-phenyl-1H-pyrazole-3-carboxylate derived colorimetric chemosensor for selective sensing of fluoride and other biologically important anions

A new class of efficient colorimetric chemosensors derived from 4-[(nitro substituted-phenyl)-hydrazonomethyl]-1-phenyl-1H-pyrazole-3-carboxylate have been synthesized and characterized. The synthesized receptors exhibit instant color change from yellow t

ZnO nanoparticles as reusable heterogeneous catalyst for efficient one pot three component synthesis of imidazo-fused polyheterocycles

An efficient, simple, environmentally benign synthetic protocol is developed for synthesis of biologically and medicinally relevant pyrazole coupled imidazo[1,2-a]pyridine derivatives via three component reaction of alkyl-4-formyl-1-phenyl-1H-pyrazole-3-c

Rh(II)-catalyzed intramolecular annulation of N-sulfonyl 1,2,3-triazoles with indole derivatives: A new method for synthesis pyranoindoles

A direct and highly stereoselective approach for the synthesis of Z-alkenyl-pyranoindoles had been developed by utilizing Rh(II)-catalyzed intramolecular cyclization of N-sulfonyl-1,2,3-triazoles with indole derivatives. A variety of pyranoindoles were obtained in 44-93% yields. Moreover, a more convenient synthesis of pyranoindoles starting from terminal alkyne was realized via a Cu-Rh sequentially catalyzed one-pot cascade reaction.

Probing the molecular and structural elements of ligands binding to the active site versus an allosteric pocket of the human farnesyl pyrophosphate synthase

In order to explore the interactions of bisphosphonate ligands with the active site and an allosteric pocket of the human farnesyl pyrophosphate synthase (hFPPS), substituted indole and azabenzimidazole bisphosphonates were designed as chameleon ligands. NMR and crystallographic studies revealed that these compounds can occupy both sub-pockets of the active site cavity, as well as the allosteric pocket of hFPPS in the presence of the enzyme's Mg2+ ion cofactor. These results are consistent with the previously proposed hypothesis that the allosteric pocket of hFPPS, located near the active site, plays a feed-back regulatory role for this enzyme.

Gold(I)-catalyzed rearrangement of alkynylaziridine indoles for the synthesis of spiro-tetrahydro-β-carbolines

Functionalized spiro-tetrahydro-β-carbolines were formed by an efficient gold(I)-catalyzed rearrangement reaction of alkynylaziridine indoles. The reaction involved a Friedel-Crafts type intramolecular reaction of alkynylaziridine indoles, following by hydroamination of aminoallene intermediate.

A simple and efficient synthesis of ethyl 1-Aryl-4-formyl-1H-pyrazole-3- carboxylates

A new simple and convenient method of synthesis of ethyl 1-aryl-4-formyl-1H-pyrazole-3-carboxylates from aromatic amines via diazonium salts has been developed. Hydrolysis and hydrazinolyization of these compounds has been investigated.

Synthesis and biological evaluation of new 5-benzylated 4-oxo-3,4-dihydro-5H-pyridazino[4,5-b]indoles as PI3Kα inhibitors

A series of novel 5-benzylated 4-oxo-3,4-dihydro-5H-pyridazino[4,5-b] indoles was synthesized through a newly developed approach. All these compounds were evaluated against DYRK1A, CDK5 and PI3Kα and showed promising inhibitory activities against PI3Kα with most IC50 values in the micromolar range. Among them, compound 18 was strongly considered as the most interesting compound with an IC50 value of 0.091 μM. This series exhibited also significant anti-proliferative effects in various human cancer cell lines including those resulting in activation of the PI3K pathway.