1701-21-9

Basic information

• Product Name: 4-Hydroxy-6-methoxy-2-(trifluoromethyl)quinoline
• Synonyms: 4-Hydroxy-6-methoxy-2-(trifluoromethyl)quinoline;6-methoxy-2-(trifluoromethyl)quinolin-4-ol;2-trifluoromethyl-4-hydroxy-6-methoxyquinoline
• CAS NO: 1701-21-9
• Molecular Formula: C11H8F3NO2
• Molecular Weight: 243.1819296
• Mol File: 1701-21-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 275-277 °C
• Boiling Point: 339.9±37.0 °C(Predicted)
• Appearance: /
• Density: 1.407±0.06 g/cm3(Predicted)
• PKA: 6.72±0.40(Predicted)
• CAS DataBase Reference: 4-Hydroxy-6-methoxy-2-(trifluoromethyl)quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hydroxy-6-methoxy-2-(trifluoromethyl)quinoline(1701-21-9)
• EPA Substance Registry System: 4-Hydroxy-6-methoxy-2-(trifluoromethyl)quinoline(1701-21-9)

Safety Data

• Hazardous Substances Data: 1701-21-9(Hazardous Substances Data)

Usage

General Description

The chemical 4-Hydroxy-6-methoxy-2-(trifluoromethyl)quinoline, also known as HMQ, is a quinoline derivative with a hydroxy group at the 4-position and a methoxy group at the 6-position, as well as a trifluoromethyl group attached to the 2-position. It is a yellow crystalline compound that is used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. HMQ has shown antitumor and antiviral activities in some studies, and it is also used as a fluorescent probe for the detection of metal ions in biological and environmental samples. Its chemical structure makes it a versatile molecule with potential applications in various fields.

Upstream product

• 104-94-9 4-methoxy-aniline 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 

Downstream Products

• 1701-27-5 4-chloro-6-methoxy-2-trifluoromethyl-quinoline 

Relevant articles and documents

New trifluoromethyl quinolone derivatives: Synthesis and investigation of antimicrobial properties

A series of quinolone derivatives, containing different heterocyclic amines were prepared. Synthesized compounds were evaluated for their in vitro antimicrobial activities against two Gram-positive bacteria, three Gram-negative bacteria as well as four fungi. All the derivatives showed good activity towards Gram-positive bacteria and less activity towards Gram-negative bacteria. They also showed moderate to comparable activity against Aspergillus niger and Candida albicans and low to moderate antifungal activity against Aspergillus fumigatus and Aspergillus flavus.

2 -trifluoromethyl -4 - amino - quinoline derivative and application thereof

The invention discloses 2 -trifluoromethyl -4 - amino - quinoline derivatives and application thereof, and comprises a compound represented by the following general formula I. The prepared compound is used for preparing an anti-tumor active drug, has a go

Searching for New Leads for Tuberculosis: Design, Synthesis, and Biological Evaluation of Novel 2-Quinolin-4-yloxyacetamides

In this study, a new series of more than 60 quinoline derivatives has been synthesized and evaluated against Mycobacterium tuberculosis (H37Rv). Apart from the SAR exploration around the initial hits, the optimization process focused on the improvement of the physicochemical properties, cytotoxicity, and metabolic stability of the series. The best compounds obtained exhibited MIC values in the low micromolar range, excellent intracellular antimycobacterial activity, and an improved physicochemical profile without cytotoxic effects. Further investigation revealed that the amide bond was the source for the poor blood stability observed, while some of the compounds exhibited hERG affinity. Compound 83 which contains a benzoxazole ring instead of the amide group was found to be a good alternative, with good blood stability and no hERG affinity, providing new opportunities for the series. Overall, the obtained results suggest that further optimization of solubility and microsomal stability of the series could provide a strong lead for a new anti-TB drug development program.