951625-89-1

Basic information

• Product Name: (6-BROMO-2-METHYL-QUINOLIN-4-YL)-HYDRAZINE
• Synonyms: (6-BROMO-2-METHYL-QUINOLIN-4-YL)-HYDRAZINE
• CAS NO: 951625-89-1
• Molecular Formula: C₁₀H₁₀BrN₃
• Molecular Weight: 252.1105
• Mol File: 951625-89-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (6-BROMO-2-METHYL-QUINOLIN-4-YL)-HYDRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: (6-BROMO-2-METHYL-QUINOLIN-4-YL)-HYDRAZINE(951625-89-1)
• EPA Substance Registry System: (6-BROMO-2-METHYL-QUINOLIN-4-YL)-HYDRAZINE(951625-89-1)

Safety Data

• Hazardous Substances Data: 951625-89-1(Hazardous Substances Data)

Usage

Description

(6-BROMO-2-METHYL-QUINOLIN-4-YL)-HYDRAZINE, with the molecular formula C10H9BrN4, is a yellow to orange crystalline powder that is slightly soluble in water and organic solvents. It is a chemical compound that serves as a building block in the synthesis of various pharmaceuticals and agrochemicals. Its hydrazine moiety makes it a potent nucleophile and a versatile intermediate for the formation of diverse chemical structures. It is also known for its potential pharmacological properties and is the subject of research in medicinal chemistry for its potential therapeutic applications. Overall, (6-BROMO-2-METHYL-QUINOLIN-4-YL)-HYDRAZINE is an important chemical compound with broad utility in drug discovery and chemical synthesis.

Uses

Used in Pharmaceutical Synthesis:
(6-BROMO-2-METHYL-QUINOLIN-4-YL)-HYDRAZINE is used as a building block for the synthesis of various pharmaceuticals. Its potent nucleophilic properties and versatile intermediate capabilities allow for the creation of diverse chemical structures, making it a valuable component in drug discovery.
Used in Agrochemical Synthesis:
In the agrochemical industry, (6-BROMO-2-METHYL-QUINOLIN-4-YL)-HYDRAZINE is used as a key intermediate for the development of new compounds with potential applications in agriculture, such as pesticides and herbicides.
Used in Medicinal Chemistry Research:
(6-BROMO-2-METHYL-QUINOLIN-4-YL)-HYDRAZINE is also utilized in medicinal chemistry research due to its potential pharmacological properties. Scientists are investigating its therapeutic applications, which could lead to the development of new treatments for various medical conditions.

Upstream product

• 53364-85-5 6-bromo-4-chloro-2-methylquinoline 
• 103030-28-0 6-bromo-4-hydroxy-2-methylquinoline 
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• 106-40-1 4-bromo-aniline 

Relevant articles and documents

Anticancer, antimicrobial activities of quinoline based hydrazone analogues: Synthesis, characterization and molecular docking

Based on the biologically active heterocycle quinoline, a series (18a-p) of quinoline hydrazone analogues were prepared, starting from 6-bromo/6-chloro-2-methyl-quinolin-4-yl-hydrazines. For all the newly synthesized compounds cytotoxic activities were carried out at the National Cancer Institute (NCI), USA, against full NCI 60 human cancer cell lines. Amongst all the tested compounds, nine compounds (18b, 18d, 18e, 18f, 18g, 18h, 18i, 18j, 18l) exhibited important anti-proliferative activity at 10 μM concentration and were further screened at 10-fold dilutions of five different concentrations (0.01, 0.1, 1, 10 and 100 μM) with GI50 values ranging from 0.33 to 4.87 μM and LC50 values ranging from 4.67 μM to >100j μM. Further, the mean values of GI50, TGI and LC50 of the most potent compound 18j were compared with the clinically used anticancer agents bendamustine and chlorambucil, revealed that the quinolyl hydrazones holds promise as a potential anticancer agents. Further all the newly prepared compounds were screened for their antimicrobial activity. All the quinolyl hydrazones displayed good to excellent antimicrobial activity with MIC values ranging from 6.25 to 100 μg/mL against the tested pathogenic strains. Molecular docking of the synthesized compounds into the active binding site of human DNA topoisomerase I (htopoI) was carried out to predict the binding mode to the DNA topoisomerase I inhibitors. Hopefully in future, compounds based on quinoline core could be used as a lead compounds for designing new anticancer agents.

N1-{4-[(10S)-Dihydroartemisinin-10-oxyl]}phenylmethylene-N 2-(2-methylquinoline-4-yl)hydrazine derivatives as antiplasmodial falcipain-2 inhibitors

A series of N1-{4-[(10S)-dihydroartemisinin- 10-oxyl]}phenylmethylene-N2-(2-methylquinoline-4-yl) hydrazine derivatives 9a-9n possessing 4-quinolylhydrazone and artemisinin cores were herein synthesized and evaluated for their activities against cysteine protease falcipain- 2 of Plasmodium falciparum. The structures were clearly confirmed by elemental analysis, 1H NMR, and mass spectra. The pharmacological results indicated that all compounds showed excellent activity against recombinant falcipain-2 (IC50 = 0.15-2.28 μM). The best one of this series was compound 9d (IC50 = 0.15 μM). The molecular docking results showed that the compound 9d made close contact with the key active site of cysteine protease falcipain-2.