32618-85-2

Basic information

• Product Name: 2,4-DIHYDROXY-6-NITROQUINAZOLINE
• Synonyms: 6-NITROQUINAZOLINE-2,4(1H,3H)-DIONE;6-NITROBENZOYLENEUREA;6-NITRO-2,4-QUINAZOLINEDIOL;6-NITRO-2,4-QUINAZOLINEDIONE;6-NITRO-1H-QUINAZOLINE-2,4-DIONE;2,4-DIHYDROXY-6-NITROQUINAZOLINE;2,4(1H,3H)-Quinazolinedione, 6-nitro-;6-Nitro-2,4-quinazolinediol 6-Nitro-2,4-quinazolinedione 6-Nitrobenzoyleneurea
• CAS NO: 32618-85-2
• Molecular Formula: C₈H₅N₃O₄
• Molecular Weight: 207.14
• Mol File: 32618-85-2.mol
• Article Data: 42

Chemical Properties

• Melting Point: 330-331 °C (decomp)(Solv: acetic acid, 50% (64-19-7))
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.555g/cm³
• Refractive Index: 1.628
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 9.28±0.20(Predicted)
• CAS DataBase Reference: 2,4-DIHYDROXY-6-NITROQUINAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIHYDROXY-6-NITROQUINAZOLINE(32618-85-2)
• EPA Substance Registry System: 2,4-DIHYDROXY-6-NITROQUINAZOLINE(32618-85-2)

Safety Data

• Hazardous Substances Data: 32618-85-2(Hazardous Substances Data)

Usage

General Description

2,4-DIHYDROXY-6-NITROQUINAZOLINE belongs to the group of organic compounds known as quinazolines which are typically used in various medical and industrial applications. It is a polynitro compound with three hydroxyl groups and a nitro group attached to different positions on a quinazoline ring system. The chemical exhibits a yellow crystalline solid appearance and remains stable under normal temperatures and pressures, although it is sensitive to prolonged exposure to light. As a potential precursor to many organic substances, its synthetic and manipulative procedures necessitate appropriate safety precautions. However, information regarding its specific applications and toxicological implications remains limited.

InChI:InChI=1/C8H5N3O4/c12-7-5-3-4(11(14)15)1-2-6(5)9-8(13)10-7/h1-3H,(H2,9,10,12,13)

Upstream product

• 86-96-4 1,2,3,4-tetrahydro-quinazoline-2,4-dione 
• 17420-30-3 5-nitroanthranilonitrile 
• 124-38-9 carbon dioxide 
• 174313-63-4 6-nitro-2-thioxo-2,3-dihydroquinazolin-4(1H)-one 
• 80195-33-1 2-chloro-6-nitro-4-quinazolone 
• 74173-77-6 2,4-dichloro-6-nitro-quinazoline 
• 617-84-5 N-formyldiethylamine 
• 68-12-2 N,N-dimethyl-formamide 
• 57-13-6 urea 
• 616-79-5 2-amino-5-nitro-benzoic acid 
• 1417801-28-5 C₁₁H₈N₂O₆ 
• 134-20-3 2-carbomethoxyaniline 
• 2242-77-5 N-carbamoylanthranilic acid methyl ester 

Relevant articles and documents

Synthesis, spectroscopic characterization and x-ray analysis of 6-nitroquinazoline-2,4(1H,3H)-dione

In this work, 6-nitroquinazoline-2,4(1H,3H)-dione was obtained in two step with good yields using a facile synthetic method. Its structure was characterized by X-ray single crystal diffraction technique (XRD), IR, 1D-NMR (1H-NMR and 13C-NMR) and 2D-NMR (H-H COSY and H-C HMBC) spectroscopy. All N and O carbonyl atoms are involved in hydrogen bonding, with an average HO distance of 1.89(2) A and N-HO angles in the range 169.5(2)-177.2(2). In the crystal packing the molecules are associated by two strong intermolecular N-HO hydrogen bonds forming centrosymmetric ring with graph-set motif R22(8), which are linked by N-HO hydrogen bonds.

Synthesis and Anti-Proliferation Activity Evaluation of Novel 2-Chloroquinazoline as Potential EGFR-TK Inhibitors

A novel series of 2-chloroquinazoline derivatives had been synthesized and their anti-proliferation activities against the four EGFR high-expressing cells A549, NCI-H1975, AGS and HepG2 cell lines were evaluated. The preliminary SAR study of the scaffold of new compounds showed that the compounds with a chlorine substituent on R3 had a better anti-proliferation activity than those substituted by hydrogen atom or vinyl group. Among them, 2-chloro-N-[2-chloro-4-(3-chloro-4-fluoroanilino)quinazolin-6-yl]acetamide (10b) had the best activity, and the corresponding IC50 were 3.68, 10.06, 1.73 and 2.04 μM, respectively. And compound 10b had better or equivalent activity against four cell lines than Gefitinib. The activity of the compound 10b on the EGFR enzyme was subsequently tested. The Wound Healing of A549, AGS and HepG2 cells by this compound showed that the compound can inhibit the migration of cancer cells. Finally, the action channel of the compound 10b was supported by western blotting experiments. It provides useful information for the design of EGFR-TK inhibitors.

3-benzyl-6-amido-2, 4-(1H, 3H)-quinazolinedione derivatives and synthesis method and application thereof

The present invention relates to 3-Benzyl-6-Amido-2, 4-(1H,3H)-quinazolinedione derivatives and synthesis methods and application thereof, belongs to the technical field of medicine, and relates to ageneral formula (I), wherein R1, R2 and R3 are different

Identification of novel quinazolinedione derivatives as RORγt inverse agonist

Novel small molecules were synthesized and evaluated as retinoic acid receptor-related orphan receptor-gamma t (RORγt) inverse agonists for the treatment of inflammatory and autoimmune diseases. A hit compound, 1, was discovered by high-throughput screeni