37509-21-0

Basic information

• Product Name: 6-bromo-2-methyl-quinoline-4-carboxylic acid
• Synonyms: 4-Quinolinecarboxylic acid, 6-bromo-2-methyl-; 6-Bromo-2-methylquinoline-4-carboxylic acid
• CAS NO: 37509-21-0
• Molecular Formula: C₁₁H₈BrNO₂
• Molecular Weight: 266.0907
• Mol File: 37509-21-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 397.3°Cat760mmHg
• Flash Point: 194.1°C
• Appearance: /
• Density: 1.644g/cm³
• Vapor Pressure: 5.02E-07mmHg at 25°C
• Refractive Index: 1.687
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 6-bromo-2-methyl-quinoline-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-bromo-2-methyl-quinoline-4-carboxylic acid(37509-21-0)
• EPA Substance Registry System: 6-bromo-2-methyl-quinoline-4-carboxylic acid(37509-21-0)

Safety Data

• Hazardous Substances Data: 37509-21-0(Hazardous Substances Data)

Usage

General Description

6-bromo-2-methyl-quinoline-4-carboxylic acid is a chemical compound with the molecular formula C11H8BrNO2. It belongs to the class of quinoline compounds and is specifically a derivative of 2-methylquinoline. 6-bromo-2-methyl-quinoline-4-carboxylic acid has a bromine atom attached to the 6th position of the quinoline ring and a carboxylic acid group at the 4th position. It is commonly used in the field of medicinal chemistry for the development of pharmaceutical drugs due to its potential biological activities. Additionally, it also has applications in organic synthesis as a building block for the construction of more complex chemical structures. Overall, 6-bromo-2-methyl-quinoline-4-carboxylic acid is a versatile compound with significant potential for various research and industrial applications.

InChI:InChI=1/C11H8BrNO2/c1-6-4-9(11(14)15)8-5-7(12)2-3-10(8)13-6/h2-5H,1H3,(H,14,15)

Upstream product

• 87-48-9 5-Bromo-1H-indole-2,3-dione 
• 67-64-1 acetone 

Downstream Products

• 62482-30-8 ethyl 6-bromo-2-methylquinoline-4-carboxylate 
• 877-42-9 6-Bromo-2-methyl-quinoline 
• 103030-28-0 6-bromo-4-hydroxy-2-methylquinoline 
• 215778-63-5 6-bromo-2-methylquinoline-4-carbohydrazide 

Relevant articles and documents

Synthesis, antibacterial evaluation, and DNA gyrase inhibition profile of some new quinoline hybrids

Antibiotic-resistant bacteria continue to play an important role in human health and disease. Inventive strategies are necessary to develop new therapeutic leads to challenge drug-resistance problems. From this perception, new quinoline hybrids bearing bioactive pharmacophores were synthesized. The newly synthesized compounds were evaluated for their in vitro antibacterial activity against nine bacterial pathogenic strains. The results revealed that most compounds exhibited good antibacterial activities. Seven compounds (2b, 3b, 4, 6, 8b, and 9c,d) displayed enhanced activity against methicillin-resistant Staphylococcus aureus compared to ampicillin. These compounds were subjected to an in vitro S. aureus DNA gyrase ATPase inhibition study, which revealed that compounds 8b, 9c, and 9d showed the highest inhibitory activity with IC50 values of 1.89, 2.73, and 2.14 μM, respectively, comparable to novobiocin (IC50, 1.636 μM). Compounds 2a–c, 3a, 7c, 9c,d, and 10a,b revealed half the potency of levofloxacin in inhibiting the growth of Pseudomonas aeruginosa. As an attempt to rationalize the observed antibacterial activity for the most active compounds 8b, 9c, and 9d, molecular docking in the ATP binding site of S. aureus gyrase B was performed using Glide. Such compounds could be considered as promising scaffolds for the development of new potent antibacterial agents.

A procedure for preparation of 2-methylquinoline-4-carboxylic acids

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