91634-12-7

Basic information

• Product Name: 2-VINYL-4-QUINAZOLINOL
• Synonyms: 2-VINYL-3H-QUINAZOLIN-4-ONE;2-VINYL-4-QUINAZOLINOL;4(3H)-Quinazolinone, 2-ethenyl-;2-vinylquinazolin-4(1H)-one
• CAS NO: 91634-12-7
• Molecular Formula: C₁₀H₈N₂O
• Molecular Weight: 172.18
• Mol File: 91634-12-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 315.4 °C at 760 mmHg
• Flash Point: 144.5 °C
• Appearance: /
• Density: 1.2 g/cm³
• Vapor Pressure: 0.000439mmHg at 25°C
• Refractive Index: 1.624
• Storage Temp.: 2-8°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 1.91±0.20(Predicted)
• Stability: Light Sensitive
• CAS DataBase Reference: 2-VINYL-4-QUINAZOLINOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-VINYL-4-QUINAZOLINOL(91634-12-7)
• EPA Substance Registry System: 2-VINYL-4-QUINAZOLINOL(91634-12-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 91634-12-7(Hazardous Substances Data)

Usage

General Description

2-VINYL-4-QUINAZOLINOL is a chemical compound with the molecular formula C10H7NO. It is a heterocyclic organic compound that contains both a vinyl and a quinazolinol group. 2-VINYL-4-QUINAZOLINOL has been studied for its potential pharmaceutical and biological applications, including its anti-inflammatory and anti-cancer properties. Research has also shown that 2-VINYL-4-QUINAZOLINOL may have potential as a building block for the synthesis of various organic compounds. Its unique chemical structure and potential biological activities make it a subject of interest for further research and development in the fields of medicine and pharmaceuticals.

InChI:InChI=1/C10H8N2O/c1-2-9-11-8-6-4-3-5-7(8)10(13)12-9/h2-6H,1H2,(H,11,12,13)

Upstream product

• 872998-62-4 C₈H₅BrN₂O 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 306996-53-2 2-(3-chloropropionylamino)-benzamide 
• 28144-70-9 anthranilic acid amide 

Downstream Products

• 4765-57-5 2-phenethylquinazolin-4-ol 
• 1414871-33-2 3-benzyl-2-ethenylquinazolin-4(3H)-one 

Relevant articles and documents

New isoxazolidine-conjugates of quinazolinones-synthesis, antiviral and cytostatic activity

A novel series of (3-diethoxyphosphoryl)isoxazolidines substituted at C5 with various quinazolinones have been synthesized by the 1,3-dipolar cycloaddition of N-methyl-C- (diethoxyphosphoryl)nitrone with N3-substitued 2-vinyl-3H-quinazolin-4-ones. All isoxazolidines were assessed for antiviral activity against a broad range of DNA and RNA viruses. Isoxazolidines trans-11f/cis-11f (90:10), trans-11h and trans-11i/cis-11i (97:3) showed weak activity (EC50 = 6.84, 15.29 and 9.44 μM) toward VZV (TK+ strain) which was only one order of magnitude lower than that of acyclovir used as a reference drug. Phosphonates trans-11b/cis-11b (90:10), trans-11c, trans-11e/cis-11e (90:10) and trans-11g appeared slightly active toward cytomegalovirus (EC50 = 27-45 μM). Compounds containing benzyl substituents at N3 in the quinazolinone skeleton exhibited slight antiproliferative activity towards the tested immortalized cells with IC50 in the 21-102 M range.

Synthesis and reactions of some 2-Vinyl-3H-quinazolin-4-ones

A simple, high-yielding synthesis of 2-vinyl-3H-quinazolin-4-one, 2-(1-chlorovinyl)-3H-quinazolin-4-one and 2-(1-bromovinyl)-3H-quinazolin-4-one. The 2-vinylquinazolinones 11a and 14 participate readily in nucleophilic addition reactions. Treatment with both carbon and nitrogen nucleophiles results in a clean conversion into a variety of 2-substituted 3H-quinazolin-4-one derivatives. The 2-(1-halovinyl)-3H-quinazolin-4-ones 11b and 11c reacted with carbon nucleophiles to give several derivatives of 2-substituted 3H-quinazolin-4-one, such as dihydrofurancarboxylic ethyl ester 23. (C) 2000 Elsevier Science Ltd.