6944-59-8

Basic information

• Product Name: 3-butylquinazoline-2,4(1H,3H)-dione
• Synonyms: 3-butyl-2-hydroxyquinazolin-4(3H)-one
• CAS NO: 6944-59-8
• Molecular Formula: C₁₂H₁₄N₂O₂
• Molecular Weight: 218.2518
• Mol File: 6944-59-8.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 390.2°C at 760 mmHg
• Flash Point: 189.8°C
• Density: 1.167g/cm³
• Vapor Pressure: 8.66E-07mmHg at 25°C
• Refractive Index: 1.55
• CAS DataBase Reference: 3-butylquinazoline-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-butylquinazoline-2,4(1H,3H)-dione(6944-59-8)
• EPA Substance Registry System: 3-butylquinazoline-2,4(1H,3H)-dione(6944-59-8)

Safety Data

• Hazardous Substances Data: 6944-59-8(Hazardous Substances Data)

Upstream product

• 82594-85-2 Methyl-(N'-butyl-uramido)-benzoat 
• 79860-10-9 N-Butyl-2-(3,3-dimethyl-ureido)-benzamide 
• 592-31-4 1-butyl-urea 
• 610-94-6 2-bromobenzoic acid methyl ester 
• 201230-82-2 carbon monoxide 
• 118-92-3 anthranilic acid 
• 109-73-9 N-butylamine 
• 1352434-81-1 2-ethoxycarbonylamino-N-butylbenzamide 
• 10494-82-3 2-amino-N-butylbenzamide 
• 118-48-9 isatoic anhydride 
• 1592-00-3 2-bromophenyl isocyanate 
• 128255-31-2 2-iodophenyl isocyanate 
• 893209-62-6 1-butyl-3-(2-iodophenyl)urea 
• 13939-06-5 molybdenum hexacarbonyl 

Downstream Products

• 1352434-96-8 3-butyl-1-(2-oxo-2-phenylethyl)quinazoline-2,4(1H,3H)-dione 
• 1352434-97-9 3-butyl-1-[2-(4-chlorophenyl)-2-oxoethyl]quinazoline-2,4(1H,3H)-dione 
• 1352434-98-0 1-[2-(4-bromophenyl)-2-oxoethyl]-3-butylquinazoline-2,4(1H,3H)-dione 
• 13906-07-5 3-butyl-2-thioxo-2,3-dihydroquinazolin-4(1H)-one 

Relevant articles and documents

Design, synthesis, biological evaluation, and molecular docking study of thioxo-2,3-dihydroquinazolinone derivative as tyrosinase inhibitors

Tyrosinase is known to be a key enzyme in melanogenesis and hyperpigmentation. In this study, a series of thioxo-dihydroquinazolinone compounds were designed and synthesized as tyrosinase inhibitors. Among the investigated compounds, 4m demonstrated the best inhibitory activity with an IC50 value of 15.48 μM compared to kojic acid as a positive control with IC50 value of 9.30 μM. In kinetic evaluation against tyrosinase, 4m depicted a mixed inhibition pattern. Additionally, antioxidant evaluations exhibited moderate to weak potency in 2,2-diphenyl-1-picrylhydrazyl (DPPH) assay. The detailed interactions and binding mode toward tyrosinase of the most potent derivative were explicated by molecular docking study. Moreover, the computer-aided drug-likeness and pharmacokinetic studies were also carried out.

Method for synthesizing quinazoline-2, 4 (1H, 3H)-diketone compound

The invention discloses a method for synthesizing a quinazoline-2, 4 (1H, 3H)-diketone compound, and belongs to the technical field of synthesis of nitrogen-containing heterocyclic compounds. According to the technical scheme, the method is characterized in that an anthranilic acid compound and an amine compound serve as reaction raw materials, CO serves as a carbonylation reagent, Pd (II) servesas a catalyst, KI or KI/AcOH serves as an additive, Cu (OAc) 2 or O2 or Cu (OAc) 2/O2 serves as an oxidizing agent, and the target product quinazoline-2, 4 (1H, 3H)-diketone compound is prepared through a one-pot multi-component reaction. The method has the advantages of simple and easily available raw material, short synthesis route, high atom economy and step economy, mild reaction conditions, diversified product structures, high yield of most target products and the like.

Facile one-pot synthesis of quinazoline-2,4-dione derivatives and application to naturally occurring alkaloids from Zanthoxylum arborescens

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