6,7-dinitro-1,2,3,4-tetrahydroquinoxaline-2,3-dione

• ChemBase ID: 105100
• Molecular Formular: C8H4N4O6
• Molecular Mass: 252.14056
• Monoisotopic Mass: 252.01308387
• SMILES: [O-][N+](=O)c1cc2c([nH]c(=O)c(=O)[nH]2)cc1[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1cc2[nH]c(=O)c(=O)[nH]c2cc1[N+](=O)[O-]
• InChI: InChI=1S/C8H4N4O6/c13-7-8(14)10-4-2-6(12(17)18)5(11(15)16)1-3(4)9-7/h1-2H,(H,9,13)(H,10,14)
• InChIKey: RWVIMCIPOAXUDG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6,7-dinitro-1,2,3,4-tetrahydroquinoxaline-2,3-dione
• IUPAC Traditional name: 6,7-dinitro-1,4-dihydroquinoxaline-2,3-dione; DNQX
• Synonyms: DNQX; 6,7-DINITROQUINOXALINE-2,3-DIONE; 6,7-Dinitroquinoxaline-2,3(1H,4H)-dione; DNQX

Database IDs

• CAS Number: 2379-57-9
• MDL Number: MFCD00069257
• PubChem SID: 24277973; 162091998
• PubChem CID: 3899541

CALCULATED PROPERTIES

• Acid pKa: 9.7551155
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.51155186
• LogD (pH = 7.4): 0.5097573
• Log P: 0.5115748
• Molar Refractivity: 59.5846 cm^3
• Polarizability: 19.860077 Å^3
• Polar Surface Area: 149.84 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: > 300°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... GRIA1(2890), GRIA2(2891), GRIK1(2897), GRIK2(2898), GRIK3(2899), GRIK4(2900), GRIK5(2901)mouse ... Gria1(14799)rat ... Gria1(50592), Grik1(29559), Grik4(24406), Grin2a(24409)

Product Information

• Purity: >98%; ≥98% (TLC)

DETAILS

MP Biomedicals - 02158807

Purity: >98%
Selective non-NMDA receptor antagonist.

Sigma Aldrich - D0540

Biochem/physiol Actions
A competitive kainate, quisqualate (non-NMDA) glutamate receptor antagonist.

REFERENCES

• Honore, T., et al., Science , 241 : 701 (1988).