57369-92-3

Basic information

• Product Name: 4-HYDRAZINO 8-TRIFLUOROMETHYL-QUINOLINE
• Synonyms: 4-HYDRAZINO 8-TRIFLUOROMETHYL-QUINOLINE;(8-Trifluoromethyl-quinolin-4-yl)-hydrazine
• CAS NO: 57369-92-3
• Molecular Formula: C₁₀H₈F₃N₃
• Molecular Weight: 227.19
• Mol File: 57369-92-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 202.5°Cat760mmHg
• Flash Point: 76.3°C
• Appearance: /
• Density: 1.33g/cm³
• Vapor Pressure: 8.21E-06mmHg at 25°C
• Refractive Index: 1.627
• CAS DataBase Reference: 4-HYDRAZINO 8-TRIFLUOROMETHYL-QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDRAZINO 8-TRIFLUOROMETHYL-QUINOLINE(57369-92-3)
• EPA Substance Registry System: 4-HYDRAZINO 8-TRIFLUOROMETHYL-QUINOLINE(57369-92-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 57369-92-3(Hazardous Substances Data)

Usage

General Description

4-Hydrazino 8-trifluoromethyl quinoline is a chemical compound with the molecular formula C13H9F3N4. It is a quinoline derivative that contains a hydrazino group and a trifluoromethyl group, which give it potential applications in pharmaceutical and agricultural chemical synthesis. The compound has been studied for its potential as an anti-tumor and anti-inflammatory agent. Its structure and properties make it a valuable building block for the synthesis of various heterocyclic compounds, and it has shown promising biological activities in preliminary studies. Further research is needed to fully understand and utilize its potential in different fields.

InChI:InChI=1/C10H8F3N3/c11-10(12,13)7-3-1-2-6-8(16-14)4-5-15-9(6)7/h1-5H,14H2,(H,15,16)

Upstream product

• 23779-96-6 4-hydroxy-8-trifluoromethylquinoline 
• 23779-97-7 4-chloro-8-(trifluoromethyl)quinoline 

Downstream Products

• 1251938-89-2 4-[(2E)-2-(1-phenylethylidene)hydrazinyl]-8-(trifluoromethyl)-quinoline 
• 1251938-90-5 4-[(2E)-2-[1-(3-bromophenyl)ethylidene]hydrazinyl]-8-(trifluoromethyl)-quinoline 

Relevant articles and documents

Synthesis of some novel pyrazolo[3,4-d]pyrimidine derivatives as potential antimicrobial agents

The reaction of 4-hydrazino-8-(trifluoromethyl)quinoline (2) with ethoxymethylenecyanoacetate afforded ethyl 5-amino-1-[8-(trifluoromethyl) quinolin-4-yl]-1H-pyrazole-4-carboxylate (3) and that with ethoxymethylenemalononitrile afforded 5-amino-1-[8-(trifluoromethyl)quinolin-4- yl]-1H-pyrazole-4-carbonitrile (5). Compounds 3 and 5 were hydrolyzed to get 5-amino-1-[8-(trifluoromethyl)quinolin-4-yl]-1H-pyrazole-4-carboxylic acid and then reacted with acetic anhydride to afford 6-methyl-1-[8-(trifluoromethyl) quinolin-4-yl]pyrazolo[3,4-d]oxazin-4-one (6), which was condensed with different aromatic amines to give a series of 5-substituted 6-methyl-1-[8- (trifluoromethyl)quinolin-4-yl]-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-ones (7). Compounds 3 and 5 also reacted with formamide, urea, and thiourea affording the corresponding pyrazolo[3,4-d]pyrimidines (8-13), respectively. Structures of the products have been determined by chemical reactions and spectral studies. All compounds of the series have been screened for their antibacterial and antifungal activity studies. The results are summarized in Tables 1 and 2.

Design, synthesis and characterization of new 1,2,3-triazolyl pyrazole derivatives as potential antimicrobial agents: Via a Vilsmeier-Haack reaction approach

The synthesis of a new series of 3-{5-methyl-1-[2-methyl-3-(trifluoromethyl) phenyl/substituted phenyl]-1H-1,2,3-triazol-4-yl}-1-(aryl)-1H-pyrazole-4-carbaldehyde compounds (5a-n) was carried out via a Vilsmeier-Haack formylation of 4-{(1E)-1-[2-(aryl) hydrazinylidene]ethyl}-5-methyl-1-[2-methyl-3-(trifluoromethyl)phenyl/substituted phenyl]-1H-1,2,3-triazole (4a-n) with a phosphorous oxychloride and DMF mixture. The newly synthesized compounds were characterized using IR, 1H NMR, 13C NMR, mass spectral data and elemental analysis. The newly synthesized compounds were screened for their in vitro anti-bacterial, anti-fungal and anti-oxidant activities. Some of the synthesized compounds displayed a broad spectrum of antimicrobial activities and moderate to good anti-oxidant activities. The anti-bacterial results were further supported by in silico molecular docking studies of these compounds for the inhibition of E. coli MurB enzyme (PDB code: 2MBR) and showed a minimum binding energy and good affinity towards the active pocket comparable with the standard drug Ciproflaxin. Thus, they may be considered as good inhibitors of the E. coli MurB enzyme (PDB code: 2MBR).