58472-36-9

Basic information

• Product Name: 7-fluoro-2-hydroxynaphthalene-1,4-dione
• Synonyms: 1,4-naphthalenedione, 7-fluoro-2-hydroxy-; 7-Fluoro-2-hydroxy-1,4-naphthoquinone
• CAS NO: 58472-36-9
• Molecular Formula: C₁₀H₅FO₃
• Molecular Weight: 192.1433
• Mol File: 58472-36-9.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 363.646°C at 760 mmHg
• Flash Point: 173.727°C
• Appearance: /
• Density: 1.578g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.651
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 7-fluoro-2-hydroxynaphthalene-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 7-fluoro-2-hydroxynaphthalene-1,4-dione(58472-36-9)
• EPA Substance Registry System: 7-fluoro-2-hydroxynaphthalene-1,4-dione(58472-36-9)

Safety Data

• Hazardous Substances Data: 58472-36-9(Hazardous Substances Data)

Usage

General Description

7-fluoro-2-hydroxynaphthalene-1,4-dione is a chemical compound with the molecular formula C10H5FO3. It is a derivative of naphthalene and is commonly used in the synthesis of pharmaceuticals and organic compounds. This chemical is known for its fluorescent properties and has been studied for its potential application in organic light-emitting diodes (OLEDs). Additionally, 7-fluoro-2-hydroxynaphthalene-1,4-dione has been investigated for its potential use as a fluorescent probe in biological and environmental monitoring applications. It is considered a valuable building block in organic chemistry and is commonly used as a precursor in the synthesis of various functional materials.

InChI:InChI=1/C10H5FO3/c11-5-1-2-6-7(3-5)10(14)9(13)4-8(6)12/h1-4,13H

Upstream product

• 703-67-3 6-fluoro-3,4-dihydronaphthalen-1(2H)-one 
• 589-06-0 4-(4-fluorophenyl)butanoic acid 
• 2840-44-0 7-fluoro-3,4-dihydronaphthalen-1(2H)-one 

Relevant articles and documents

Design, synthesis, and biological evaluation of 3-(1-benzotriazole)-nor-β-lapachones as NQO1-directed antitumor agents

A series of novel 3-(1-benzotriazole)-nor-β-lapachones 5a–5l were synthesized as the NQO1-targeted anticancer agents. Most of these compounds displayed good antiproliferative activity against the breast cancer MCF-7, lung cancer A549 and hepatocellular ca

Suppression of Drug-Resistant Non-Small-Cell Lung Cancer with Inhibitors Targeting Minichromosomal Maintenance Protein

Drug resistance has been a major threat in cancer therapies that necessitates the development of new strategies to overcome this problem. We report here a cell-based high-throughput screen of a library containing two-million molecules for the compounds that inhibit the proliferation of non-small-cell lung cancer (NSCLC). Through the process of phenotypic screening, target deconvolution, and structure-activity relationship (SAR) analysis, a compound of furanonaphthoquinone-based small molecule, AS4583, was identified that exhibited potent activity in tyrosine kinase inhibitor (TKI)-sensitive and TKI-resistant NSCLC cells (IC50 = 77 nM) and in xenograft mice. The mechanistic studies revealed that AS4583 inhibited cell-cycle progression and reduced DNA replication by disrupting the formation of the minichromosomal maintenance protein (MCM) complex. Subsequent SAR study of AS4583 gave compound RJ-LC-07-48 which exhibited greater potency in drug-resistant NSCLC cells (IC50 = 17 nM) and in mice with H1975 xenograft tumor.

AZIRIDINYL AND AMINO DIMERIC NAPHTHOQUINONE COMPOUNDS AND USE FOR ACUTE MYELOID LEUKEMIA

The invention relates to new amino dimeric naphthoquinone compounds with antileukemic activity. Compounds of the invention demonstrated increased aqueous solubility compared to previously available dimeric naphthoquinones and potent nanomolar inhibition of cell survival in AML cells. Preferred compounds contained an aziridine or a secondary amino alcohol pharmacophore.