17518-85-3

Basic information

• Product Name: 6,8-DIBROMO-4-QUINAZOLONE
• Synonyms: 6,8-DIBROMO-4-QUINAZOLONE;6,8-DIBROMOQUINAZOLIN-4(3H)-ONE;6,8-DibroMoquinazolin-4(1H)-one
• CAS NO: 17518-85-3
• Molecular Formula: C₈H₄Br₂N₂O
• Molecular Weight: 303.94
• Mol File: 17518-85-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 408.6 °C at 760 mmHg
• Flash Point: 200.9 °C
• Appearance: /
• Density: 2.23 g/cm³
• Vapor Pressure: 6.93E-07mmHg at 25°C
• Refractive Index: 1.766
• CAS DataBase Reference: 6,8-DIBROMO-4-QUINAZOLONE(CAS DataBase Reference)
• NIST Chemistry Reference: 6,8-DIBROMO-4-QUINAZOLONE(17518-85-3)
• EPA Substance Registry System: 6,8-DIBROMO-4-QUINAZOLONE(17518-85-3)

Safety Data

• Hazardous Substances Data: 17518-85-3(Hazardous Substances Data)

Usage

General Description

6,8-DIBROMO-4-QUINAZOLONE is a chemical compound that belongs to the quinazolone class. It is synthesized by the bromination of 4-quinazolone and is used in various pharmaceutical and industrial applications. 6,8-DIBROMO-4-QUINAZOLONE exhibits antifungal and antibacterial properties and is commonly used as a building block in the synthesis of other organic compounds. It is also used in the production of dyes, pigments, and as an intermediate in the synthesis of various pharmaceuticals. However, it is important to note that 6,8-DIBROMO-4-QUINAZOLONE can be hazardous if not handled properly, and safety precautions should be taken when working with this chemical.

InChI:InChI=1/C8H4Br2N2O/c9-4-1-5-7(6(10)2-4)11-3-12-8(5)13/h1-3H,(H,11,12,13)

Upstream product

• 77287-34-4 formamide 
• 609-85-8 2-amino-3,5-dibromobenzoic acid 
• 1885-29-6 anthranilic acid nitrile 
• 122-51-0 orthoformic acid triethyl ester 
• 118-92-3 anthranilic acid 
• 68385-95-5 3,5-dibromoanthranilonitrile 

Downstream Products

• 108181-91-5 6,8-Dibromo-3-[3-[4-(4-chloro-phenyl)-piperazin-1-ylmethyl]-4-oxo-2-thioxo-thiazolidin-(5E)-ylideneamino]-3H-quinazolin-4-one 
• 108181-85-7 6,8-Dibromo-3-[3-[(dibenzylamino)-methyl]-4-oxo-2-thioxo-thiazolidin-(5E)-ylideneamino]-3H-quinazolin-4-one 
• 108181-90-4 6,8-Dibromo-3-[4-oxo-3-(4-phenyl-piperazin-1-ylmethyl)-2-thioxo-thiazolidin-(5E)-ylideneamino]-3H-quinazolin-4-one 
• 108181-93-7 6,8-Dibromo-3-[3-[(ethyl-phenyl-amino)-methyl]-4-oxo-2-thioxo-thiazolidin-(5E)-ylideneamino]-3H-quinazolin-4-one 
• 108181-92-6 6,8-Dibromo-3-[3-[(methyl-phenyl-amino)-methyl]-4-oxo-2-thioxo-thiazolidin-(5E)-ylideneamino]-3H-quinazolin-4-one 
• 108181-87-9 6,8-Dibromo-3-[4-oxo-3-piperidin-1-ylmethyl-2-thioxo-thiazolidin-(5E)-ylideneamino]-3H-quinazolin-4-one 
• 77150-22-2 2-[4-(6,8-Dibromo-4-oxo-4H-quinazolin-3-yl)-3-nitro-benzylidene]-malonic acid diethyl ester 
• 77150-26-6 2-[2-(6,8-Dibromo-4-oxo-4H-quinazolin-3-yl)-3-nitro-benzylidene]-malonic acid diethyl ester 
• 98436-45-4 6,8‐dibromo‐4‐chloroquinazoline 
• 1421611-38-2 2-{2-[6-(6,8-dibromo-4-oxo-4H-quinazolin-3-yl)-pyrimidin-4-yloxy]phenyl}-3-methoxy-acrylic acid methyl ester 

Relevant articles and documents

Design, synthesis, antimicrobial activity and anti-HIV activity evaluation of novel hybrid quinazoline-triazine derivatives

A series of novel hybrid quinazoline-triazine derivatives was designed and synthesized from cyanuric chloride and anthranilic acid through sequential reactions, which contain different pharmacophores like quinazoline and substituted diaryl triazine (DATA)

Microwave enhanced synthesis of quinazolines in solvent-free condition

Reaction of anthrarnilic acid derivatives with formamide in solvent-free condition on silica gel, acidic alumina, and montmorillonite K-10 under microwave irradiation gave quinazolines in good yields.

6-Nitro-Quinazolin?4(3H)?one Exhibits Photodynamic Effects and Photodegrades Human Melanoma Cell Lines. A Study on the Photoreactivity of Simple Quinazolin?4(3H)?ones

Photochemo and photodynamic therapies are minimally invasive approaches for the treatment of cancers and powerful weapons for competing bacterial resistance to antibiotics. Synthetic and naturally occurring quinazolinones are considered privileged anticancer and antibacterial agents, with several of them to have emerged as commercially available drugs. In the present study, applying a single-step green microwave irradiation mediated protocol we have synthesized eleven quinazolinon?4(3H)?ones, from cheap readily available anthranilic acids, in very good yields and purity. These products were irradiated in the presence of pBR322 plasmid DNA under UVB, UVA and visible light. Four of the compounds proved to be very effective DNA photocleavers, at low concentrations, being time and concentration dependent as well as pH independent. Participation of reactive oxygen species was related to the substitution of quinazolinone derivatives. 6-Nitro-quinazolinone in combination with UVA irradiation was found to be in vitro photodestructive for three cell lines; glioblastoma (U87MG and T98G) and mainly melanoma (A?375). Thus, certain appropriately substituted quinazolinones may serve as new lead photosensitizers for the development of promising biotechnological applications and as novel photochemo and photodynamic therapeutics.

Microwave-assisted Niementowski reaction. Back to the roots

In a search to speed up an aspect of the drug discovery processes, the Niementowski synthesis of the 3H-quinazolin-4-one core was reinvestigated using microwave irradiation. The experimental methodology and microwave conditions described here are well established, allowing significant rate enhancements and good yields compared to conventional reaction conditions.