76088-98-7

Basic information

• Product Name: 7-FLUOROQUINAZOLINE-2,4(1H,3H)-DIONE
• Synonyms: 7-FLUOROQUINAZOLINE-2,4(1H,3H)-DIONE;7-Fluoro-quinazoline;2,4(1H,3H)-Quinazolinedione, 7-fluoro-;7-Fluoroquinazoline-2,4-dione;7-fluoroquinazoline-2,4-diol;7-Fluoroquinazoline-2,4(1H,3H);7-fluoro-1H-quinazoline-2,4-dione
• CAS NO: 76088-98-7
• Molecular Formula: C₈H₅FN₂O₂
• Molecular Weight: 180.14
• Mol File: 76088-98-7.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 246.1°C at 760 mmHg
• Flash Point: 102.6°C
• Appearance: /
• Density: 1.434 g/cm³
• Vapor Pressure: 0.0434mmHg at 25°C
• Refractive Index: 1.622
• Storage Temp.: 2-8°C
• PKA: 10.38±0.20(Predicted)
• CAS DataBase Reference: 7-FLUOROQUINAZOLINE-2,4(1H,3H)-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-FLUOROQUINAZOLINE-2,4(1H,3H)-DIONE(76088-98-7)
• EPA Substance Registry System: 7-FLUOROQUINAZOLINE-2,4(1H,3H)-DIONE(76088-98-7)

Safety Data

• Hazardous Substances Data: 76088-98-7(Hazardous Substances Data)

Usage

General Description

7-Fluoroquinazoline-2,4(1H,3H)-dione is a chemical compound with the molecular formula C8H5FN2O2. It is a quinazoline derivative that contains a fluorine atom. 7-FLUOROQUINAZOLINE-2,4(1H,3H)-DIONE is used in organic synthesis and medicinal chemistry as a building block for the preparation of various pharmaceuticals and bioactive compounds. It possesses potential biological activities and has been studied for its anti-inflammatory, anti-cancer, and anti-microbial properties. Additionally, 7-fluoroquinazoline-2,4(1H,3H)-dione has shown potential as a starting material for the development of new drugs and therapeutic agents.

InChI:InChI=1/C8H5FN2/c9-7-2-1-6-4-10-5-11-8(6)3-7/h1-5H

Upstream product

• 446-32-2 4-fluoroanthranilic acid 
• 57-13-6 urea 
• 124-38-9 carbon dioxide 
• 80517-22-2 2-amino-4-fluorobenzonitrile 
• 590-28-3 potassium cyanate 

Downstream Products

• 956101-10-3 2-chloro-7-fluoro-quinazoline 
• 1007308-75-9 C₈H₂Cl₂FN₃O₂ 
• 1007308-74-8 C₈H₄FN₃O₄ 
• 174566-15-5 2,4,-dichloro-7-fluoroquinazoline 

Relevant articles and documents

Design, synthesis and evaluation of anti-proliferative activity of 2-aryl-4-aminoquinazoline derivatives as EGFR inhibitors

A class of 2-aryl-4-aminoquinazoline derivatives (7a-7j, 8a-8h, 9a-9h and 10a-10k) were designed, synthesized and evaluated as EGFR inhibitors. The anti-proliferative activity of compounds in vitro showed that compound 9e was considered to be a promising derivative. Compared with the lead compound Angew2017-7634-1, 9e exhibited excellent inhibitory activity against A549, NCI-H460 and H1975 cell lines, with IC50 values of 14.33 ± 1.16 μM, 17.81 ± 1.25 μM and 13.41 ± 1.14 μM, respectively. Moreover, 9e could effectively inhibit against Ba/F3-EGFRDel19/T790M/C797S cell lines. In the kinase experiment, the most promising compound 9e exhibited excellent enzymatic inhibitory activity and selectivity for EGFRL858R/T790M, with an IC50 value of 0.74 μM. Further activity studies showed that 9e could not only induce remarkable cell-apoptosis of A549, but also block A549 cell lines in S-phase in a concentration-dependent manner. Furthermore, molecular docking study revealed the binding mode of 9e. All in all, we analyzed the structure–activity relationship of the target compounds, and explored their mechanism of action.

Facile and efficient synthesis of quinazoline-2,4(1H,3H)-diones through sequential hydrogenation condensation

The heterocyclizations from various methyl (2-nitrobenzoyl)carbamates to substituted quinazoline-2,4(1H,3H)-diones under hydrogenation conditions were investigated in this study. In the presence of p-toluenesulfonic acid monohydrate in methanol, various q

Preparation method of quinazoline diketone derivative

The invention belongs to the technical field of medicine, and especially relates to a preparation method of a quinazoline diketone derivative. The preparation method is friendly to the environment; synthesis requirements are low; and operation method is simple. The preparation method comprises following steps: (1) acetonitrile with excellent dissolvability is taken as a solvent, isocyanic acid is prepared via acidification of potassium isocyanate with 2.0 times equivalent weight, and reaction is carried out for 2h at 50 DEG C; (2) 1.88g PPh3 is dissolved in 15ml of methylbenzene, 0.8ml of ethyl bromoacetate is added, reaction is carried out at room temperature for one night; (3) NaOH is added into an obtained reaction liquid, when alkali adding amount is 4 times equivalent weight, it is shown by LC-MS that cyclization reaction is completed, hydrochloric acid is added so as to adjust pH value to 1, the solvent is recovered via decompression, and the quinazoline diketone derivative is obtained via silica-gel column chromatography separation.