6952-11-0

Usage

Uses

Used in Pharmaceutical Synthesis:
6,8-DICHLORO-3H-QUINAZOLIN-4-ONE is used as a key intermediate in the synthesis of pharmaceuticals for its potential biological activity. It serves as a building block in creating various heterocyclic compounds that have medicinal applications.
Used in Agrochemical Synthesis:
In the agrochemical industry, 6,8-DICHLORO-3H-QUINAZOLIN-4-ONE is used as a precursor in the development of compounds with pesticidal properties, contributing to the creation of effective solutions for agricultural challenges.
Used in Antitumor Research:
6,8-DICHLORO-3H-QUINAZOLIN-4-ONE is used as an antitumor agent in research settings, where it is studied for its potential to combat cancer. Its biological activity is of interest to scientists exploring new avenues for cancer treatment.
Used in Antimicrobial Applications:
6,8-DICHLORO-3H-QUINAZOLIN-4-ONE is utilized in antimicrobial research and development, given its potential to exhibit properties that can combat microbial infections, thus contributing to the field of infectious disease management.

InChI:InChI=1/C8H4Cl2N2O/c9-4-1-5-7(6(10)2-4)11-3-12-8(5)13/h1-3H,(H,11,12,13)

Upstream product

• 491-36-1 4-Hydroxyquinazoline 
• 77287-34-4 formamide 
• 2789-92-6 3,5-dichloroantranilic acid 
• 118-92-3 anthranilic acid 
• 463-52-5 formamidine 
• 3473-63-0 formamidine acetic acid 
• 7782-50-5 chlorine 
• 7705-08-0 iron(III) chloride 
• 64-19-7 acetic acid 

Downstream Products

• 19815-21-5 4,6,8‐trichloroquinazoline 
• 1421611-35-9 2-{2-[6-(6,8-dichloro-4-oxo-4H-quinazolin-3-yl)-pyrimidin-4-yloxy]phenyl}-3-methoxy-acrylic acid methyl ester 

Relevant academic research and scientific papers

Identification of Unique Quinazolone Thiazoles as Novel Structural Scaffolds for Potential Gram-Negative Bacterial Conquerors

A class of quinazolone thiazoles was identified as new structural scaffolds for potential antibacterial conquerors to tackle dreadful resistance. Some prepared compounds exhibited favorable bacteriostatic efficiencies on tested bacteria, and the most representative 5j featuring the 4-trifluoromethylphenyl group possessed superior performances against Escherichia coli and Pseudomonas aeruginosa to norfloxacin. Further studies revealed that 5j with inappreciable hemolysis could hinder the formation of bacterial biofilms and trigger reactive oxygen species generation, which could take responsibility for emerging low resistance. Subsequent paralleled exploration discovered that 5j not only disintegrated outer and inner membranes to induce leakage of cytoplasmic contents but also broke the metabolism by suppressing dehydrogenase. Meanwhile, derivative 5j could intercalate into DNA to exert powerful antibacterial properties. Moreover, compound 5j gave synergistic effects against some Gram-negative bacteria in combination with norfloxacin. These findings indicated that this novel structural type of quinazolone thiazoles showed therapeutic foreground in struggling with Gram-negative bacterial infections.

Synthesis and Biological Evaluation of Quinazolonethiazoles as New Potential Conquerors towards Pseudomonas Aeruginosa

Novel quinazolonthiazoles were designed and synthesized as new potential antimicrobial agents by facile multi-step procedure from o-aminobenzoic acids and 2-acetylthiazole. A series of biological evaluation showed that compound 7d was the most effective quinazolonethiazole with superior activity to reference drugs chloramphenicol and norfloxacin. This active molecule displayed unobvious bacterial resistance against P. aeruginosa, the low toxicity to normal hepatocytes, suitable pharmacokinetics and drug-likeness. The preliminary biological interaction suggested that quinazolonethiazole 7d might induce bacterial death by disturbing the membrane permeability, whilst preventing bacteria from growth by integrating into DNA and binding with topoisomerase IV. These findings provided significant background for the further development of quinazolonethiazoles as new potential drugs in combating drug-resistant pathogens.

Design, synthesis, and anticancer activities of sodium quinazolin-4-diselenide compounds

Substituted 4-chloroquinazoline reacted with sodium diselenide to give novel sodium quinazoline-4-diselenide compounds. The reaction provides an efficient and facile approach to the synthesis of sodium quinazoline-4-diselenide compounds. Structures of title compounds were confirmed by IR, 1H NMR, 13C NMR, and elemental analysis. MTT assay was adopted to show anticancer activities of the compounds. Compounds 5a and 5h showed good activities against cancer-cell lines MDA-MB-435, MDA-MB-231, A549, SiHa, and HeLa. In addition, 5a exhibited quite good anticancer effects on relative above cell lines with 10μM concentration compared with oxaliplatin and gefitinib of the commercial anticancer drugs.

Synthesis and insecticidal activity of 6,8-dichloro-quinazoline derivatives containing a sulfide substructure

A series of 6,8-dichloro-quinazoline derivatives bearing a sulfide group was synthesized and characterized via 1H NMR, 13C NMR, IR and elemental analyses. All the compounds were tested for their insecticidal activity against Plutella xylostella in vitro. The results indicate that the synthesized compounds possess good insecticidal activity. Among these compounds, Vc, Vi, Vj, Vk and Vm displayed 75 %, 85 %, 80 %, 70 % and 63 % activities, respectively. These may prove useful as insecticidal agents.

Microwave assisted synthesis of N-arylheterocyclic substituted-4- aminoquinazoline derivatives

A simple, efficient, and general method has been developed for the synthesis of various N-aryl heterocylic substituted-4-aminoquinazoline compounds from 4-chloro-quinazoline and aryl heterocyclic amines under microwave irradiation using 2-propanol as solvent. The advantages of the use of microwave irradiation in relation to the classical method were demonstrated.