174636-86-3

Basic information

• Product Name: 2-(1,3-BENZODIOXOL-5-YL)QUINOLINE-4-CARBOXYLICACID
• Synonyms: 2-(1,3-BENZODIOXOL-5-YL)QUINOLINE-4-CARBOXYLICACID;2-(1,3-benzodioxol-5-yl)cinchoninic acid;CBDivE_001259;MLS000053012;Oprea1_045126;SBB001198;SMR000068976
• CAS NO: 174636-86-3
• Molecular Formula: C17H11NO4
• Molecular Weight: 293.27354
• Mol File: 174636-86-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 515.2±50.0 °C(Predicted)
• Appearance: /
• Density: 1.425±0.06 g/cm3(Predicted)
• PKA: 0.96±0.10(Predicted)
• CAS DataBase Reference: 2-(1,3-BENZODIOXOL-5-YL)QUINOLINE-4-CARBOXYLICACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1,3-BENZODIOXOL-5-YL)QUINOLINE-4-CARBOXYLICACID(174636-86-3)
• EPA Substance Registry System: 2-(1,3-BENZODIOXOL-5-YL)QUINOLINE-4-CARBOXYLICACID(174636-86-3)

Safety Data

• Hazardous Substances Data: 174636-86-3(Hazardous Substances Data)

Usage

Molecular structure

2-(1,3-benzodioxol-5-yl)quinoline-4-carboxylic acid has a complex molecular structure, featuring a quinoline ring and a 1,3-benzodioxol-5-yl group.

Compound type

It is a carboxylic acid derivative, specifically a substituted quinoline carboxylic acid due to the presence of the 1,3-benzodioxol-5-yl group.

Medicinal chemistry interest

The compound is of interest in medicinal chemistry and drug discovery because quinoline derivatives exhibit a wide range of biological activities.

Biological activities

These activities include antimalarial, antiviral, antibacterial, and anticancer properties.

Prodrug potential

The presence of a carboxylic acid group in the molecule makes it a potential candidate for the development of prodrugs, which can be metabolically activated in the body.

Therapeutic applications

2-(1,3-benzodioxol-5-yl)quinoline-4-carboxylic acid has the potential to be further researched and developed for its pharmacological and therapeutic applications.

Upstream product

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Downstream Products

• 1160264-91-4 2-benzo[1,3]dioxol-5-yl-quinoline-4-carbonyl chloride 

Relevant articles and documents

Quinoline-4-carboxamide skeleton derivative and application thereof

The invention discloses a quinoline-4-formamide skeleton derivative and application thereof, belonging to the field of chemical medicines. The invention provides a compound as shown in a formula I or pharmaceutically acceptable salt thereof. The invention

Design, synthesis and biological evaluation of 2-phenylquinoline-4-carboxamide derivatives as a new class of tubulin polymerization inhibitors

A novel series of 2-phenylquinoline-4-carboxamide derivatives was synthesized, characterized and evaluated for its antiproliferative activity against five cancer cell lines, Hela, SK-OV-3, HCT116, A549 and MDA-MB-468, and a normal human fetal lung fibroblastic cell line, MRC-5. Among them, compound 7b displayed potent cytotoxic activity in vitro against SK-OV-3 and HCT116 cell lines with IC50 values of 0.5 and 0.2 μM, respectively. In general, the antiproliferative activity was correlated with the binding property of the colchicine binding site and inhibitory effect on tubulin polymerization. In addition, immunofluorescence and flow cytometry analysis revealed that selected compounds caused disruption of the mitotic spindle assembly and G2/M phase arrest of the cell cycle, which correlated with proliferation inhibitory activity. Molecular docking analysis demonstrated the interaction of 7b at the colchicine binding site of tubulin. These results indicate these compounds are promising inhibitors of tubulin polymerization for the potent treatment of cancer.