1701-22-0

Basic information

• Product Name: 6-BROMO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE
• Synonyms: BUTTPARK 48\04-95;6-BROMO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE;6-Bromo-4-hydroxy-2-(trifluoromethyl)quinoline95+%;6-Bromo-2-(trifluoromethyl)quinolin-4-ol;6-BroMo-2(trifluorMethyl) quinoline-4-ol
• CAS NO: 1701-22-0
• Molecular Formula: C10H5BrF3NO
• Molecular Weight: 292.05
• Mol File: 1701-22-0.mol
• Article Data: 2

Chemical Properties

• Melting Point: >290°C
• Boiling Point: 277.879 °C at 760 mmHg
• Flash Point: 121.857 °C
• Appearance: /
• Density: 1.725 g/cm³
• Vapor Pressure: 0.0728mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 6.16±0.40(Predicted)
• CAS DataBase Reference: 6-BROMO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE(1701-22-0)
• EPA Substance Registry System: 6-BROMO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE(1701-22-0)

Safety Data

• Hazard Codes: Xi,T
• Statements: 36/37/38-25
• Safety Statements: 26-36-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 1701-22-0(Hazardous Substances Data)

Usage

General Description

6-Bromo-4-hydroxy-2-(trifluoromethyl)quinoline is a synthetic chemical compound with a quinoline backbone and a trifluoromethyl group attached to the 2-position and a hydroxy group at the 4-position. 6-BROMO-4-HYDROXY-2-(TRIFLUOROMETHYL)QUINOLINE is a potential pharmacophore with diverse biological activities, including as an inhibitor of the enzyme acetylcholinesterase and as an antimalarial agent. It is also used as an intermediate in the synthesis of other pharmaceutical compounds and organic molecules. The trifluoromethyl group increases the compound's lipophilicity and can enhance its bioavailability and metabolic stability, making it a valuable tool in drug discovery and development. However, due to its potential toxicity and environmental impact, proper handling and disposal of this compound is necessary in laboratory and industrial settings.

InChI:InChI=1/C10H5ClF3N/c11-7-5-9(10(12,13)14)15-8-4-2-1-3-6(7)8/h1-5H

Upstream product

• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 106-40-1 4-bromo-aniline 

Downstream Products

• 1431544-29-4 C₁₇H₁₀Br₂F₃NO 

Relevant articles and documents

Antibacterial activity of new substituted 4-N-alkylated-2-trifluoromethyl-quinoline analogues against sensitive and resistant Mycobacterium tuberculosis strains

Objectives: The emergence of resistant strain has aggravated the tuberculosis situation in the world, running out of control and hard to fight. We evaluate forty new quinoline analogues against sensitive and resistant Mycobacterium tuberculosis (Mtb). Methods: The compounds were obtained via synthesis and evaluated against sensitive strain ATCC 27294. Selected compounds were evaluated against resistant strains SR 2571/0215 and T113/09, using the MABA method. The more active compounds were selected for their potential cytotoxic activity against human macrophage cells. Results: Twenty-nine compounds displayed activity against sensitive strain, and thirteen were active against resistant strains. Against sensitive strain, the most promising compounds were 4c and 4d (MIC = 9 and 12 μM, respectively). Against resistant strains, the compounds 4a, 4d displayed the best results (MIC = 4 and 5 μM, respectively). The active compounds 4a, 4d, 6d, 7c, 8d, and 10d were non-cytotoxic to the host cells at concentrations near to the MIC. The non-cytotoxic compound 4d was the most potent against resistant and sensitive Mtb. Conclusion: These findings contribute to relevant information and perspectives in search of new bioactive compounds against sensitive and resistant TB. Resistant strains have turned tuberculosis a severe disease in the world.