5466-33-1

Basic information

• Product Name: 2-(2,4-dimethylphenyl)quinoline-4-carboxylic acid
• Synonyms: Nsc25678;2-(2,4-dimethylphenyl)cinchoninic acid
• CAS NO: 5466-33-1
• Molecular Formula: C₁₈H₁₅NO₂
• Molecular Weight: 277.33
• Mol File: 5466-33-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 454.8°Cat760mmHg
• Flash Point: 228.9°C
• Appearance: /
• Density: 1.22g/cm³
• Vapor Pressure: 4.6E-09mmHg at 25°C
• Refractive Index: 1.655
• CAS DataBase Reference: 2-(2,4-dimethylphenyl)quinoline-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2,4-dimethylphenyl)quinoline-4-carboxylic acid(5466-33-1)
• EPA Substance Registry System: 2-(2,4-dimethylphenyl)quinoline-4-carboxylic acid(5466-33-1)

Safety Data

• Hazardous Substances Data: 5466-33-1(Hazardous Substances Data)

Usage

General Description

2-(2,4-dimethylphenyl)quinoline-4-carboxylic acid is a chemical compound with the molecular formula C22H17NO2. It is a quinoline carboxylic acid derivative that contains a quinoline ring and a carboxylic acid group. 2-(2,4-dimethylphenyl)quinoline-4-carboxylic acid is commonly used in the field of medicinal chemistry as a building block for the synthesis of various pharmaceuticals and bioactive compounds. Its structure and properties make it a versatile intermediate in the synthesis of diverse molecules with potential biological activity. The presence of the quinoline core in its structure also suggests potential anti-malarial and anti-cancer activity.

InChI:InChI=1/C18H15NO2/c1-11-7-8-13(12(2)9-11)17-10-15(18(20)21)14-5-3-4-6-16(14)19-17/h3-10H,1-2H3,(H,20,21)

Upstream product

• 91-56-5 indole-2,3-dione 
• 89-74-7 2,4-dimethylacetophenone. 

Downstream Products

• 76890-08-9 2-(2,4-dimethyl-phenyl)-quinoline 
• 883526-18-9 2-(2,4-dimethyl-phenyl)-quinoline-4-carbonyl chloride 

Relevant articles and documents

Discovering novel chemical inhibitors of human cyclophilin A: Virtual screening, synthesis, and bioassay

Cyclophilin A (CypA) is a member of cyclophilins, a family of the highly homologous peptidyl prolyl cis-trans isomerases (PPIases), which can bind to cyclosporin A (CsA). CypA plays critical roles in various biological processes, including protein folding, assembly, transportation, regulation of neuron growth, and HIV replication. The discovery of CypA inhibitor is now of a great special interest in the treatment of immunological disorders. In this study, a series of novel small molecular CypA inhibitors have been discovered by using structure-based virtual screening in conjunction with chemical synthesis and bioassay. The SPECS_1 database containing 85,000 small molecular compounds was searched by virtual screening against the crystal structure of human CypA. After SPR-based binding affinity assay, 15 compounds were found to show binding affinities to CypA at submicro-molar or micro-molar level (compounds 1-15). Seven compounds were selected as the starting point for the further structure modification in considering binding activity, synthesis difficulty, and structure similarity. We thus synthesized 40 new small molecular compounds (1-6, 15, 16a-q, 17a-d, and 18a-l), and four of which (compounds 16b, 16h, 16k, and 18g) showed high CypA PPIase inhibition activities with IC50s of 2.5-6.2 μM. Pharmacological assay indicated that these four compounds demonstrated somewhat inhibition activities against the proliferation of spleen cells.