126088-20-8

Basic information

• Product Name: 6-CHLORO-2-(4-CHLOROPHENYL)-4-QUINOLINE CARBOXYLIC ACID
• Synonyms: 6-CHLORO-2-(4-CHLOROPHENYL)-4-QUINOLINE CARBOXYLIC ACID;4',6-Dichlorocinchophen;6-chloro-2-(4-chlorophenyl)cinchoninic acid;Oprea1_452634;ST5410791
• CAS NO: 126088-20-8
• Molecular Formula: C₁₆H₉Cl₂NO₂
• Molecular Weight: 318.15
• Mol File: 126088-20-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 288
• Boiling Point: 506.9 °C at 760 mmHg
• Flash Point: 260.4 °C
• Appearance: /
• Density: 1.456 g/cm³
• Vapor Pressure: 4.25E-11mmHg at 25°C
• PKA: 0.66±0.30(Predicted)
• CAS DataBase Reference: 6-CHLORO-2-(4-CHLOROPHENYL)-4-QUINOLINE CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-2-(4-CHLOROPHENYL)-4-QUINOLINE CARBOXYLIC ACID(126088-20-8)
• EPA Substance Registry System: 6-CHLORO-2-(4-CHLOROPHENYL)-4-QUINOLINE CARBOXYLIC ACID(126088-20-8)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 126088-20-8(Hazardous Substances Data)

Usage

General Description

6-CHLORO-2-(4-CHLOROPHENYL)-4-QUINOLINE CARBOXYLIC ACID is a chemical compound that belongs to the quinoline carboxylic acid group. It consists of a quinoline ring with a carboxylic acid group and two chlorine atoms attached to the 2nd and 4th positions of the quinoline ring. 6-CHLORO-2-(4-CHLOROPHENYL)-4-QUINOLINE CARBOXYLIC ACID has potential applications in the pharmaceutical industry as it exhibits antibacterial and antifungal properties. Additionally, it can be used as an intermediate in the synthesis of various pharmaceutical products. Due to its structure and properties, it is important to handle and store this chemical properly to prevent any potential hazards.

InChI:InChI=1/C16H9Cl2NO2/c17-10-3-1-9(2-4-10)15-8-13(16(20)21)12-7-11(18)5-6-14(12)19-15/h1-8H,(H,20,21)/p-1

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 106-47-8 4-chloro-aniline 
• 127-17-3 2-oxo-propionic acid 
• 17630-76-1 5-chloroindole 2,3-dione 
• 99-91-2 para-chloroacetophenone 

Downstream Products

• 40846-33-1 C₁₆H₈NOCl₂Cl 
• 590360-17-1 6-chloro-2-(4-chlorophenyl)quinoline-4-carboxylic acid hydrazide 

Relevant articles and documents

Discovery of novel tubulin inhibitors targeting the colchicine binding site via virtual screening, structural optimization and antitumor evaluation

The colchicine binding site of tubulin is a promising target for discovering novel antitumor agents which exert the antiangiogenic effect and are not susceptible to multidrug resistance. For identifying novel tubulin inhibitors, structure-based virtual screening was applied to identify hit 9 which displayed moderate tubulin polymerization inhibition and broad-spectrum in vitro antitumor activity. Structural optimization was performed, and biological assay revealed analog E27 displayed the best antitumor activity with IC50 values ranging from 7.81 μM to 10.36 μM, and improved tubulin polymerization inhibitory activity (IC50 = 16.1 μM). It significantly inhibited cancer cell migration and invasion, induced cell apoptosis and arrested the cell cycle at G2/M phase. Moreover, the apoptotic effect of E27 is related to the increased ROS level, the decrease of MMP, and the abnormal expression of apoptosis-related proteins. Taken together, these results suggested E27 was a promising lead compound for discovering novel tubulin-targeted antitumor agents.

COMPOSITIONS AND METHODS FOR MODULATING GATED ION CHANNELS

Disclosed are quinoline and quinazoline compounds which modulate the activity of the gated ion channels. Compounds that modulate these gated ion channels are useful in the treatment of diseases and disorders related to pain, inflammation, the neurological system, the gastrointestinal system and genitourinary system. Preferred compounds include quinoline or quinazoline derivatives substituted at the 4- position via N(H), C(O) or O moieties.