6-nitro-2,3-dioxo-1H,2H,3H,4H-benzo[f]quinoxaline-7-sulfonamide hydrate

• ChemBase ID: 155357
• Molecular Formular: C12H10N4O7S
• Molecular Mass: 354.2954
• Monoisotopic Mass: 354.02701968
• SMILES: c1cc2c(c(c1)S(=O)(=O)N)c(cc1c2[nH]c(=O)c(=O)[nH]1)[N+](=O)[O-].O
• Canonical SMILES: [O-][N+](=O)c1cc2[nH]c(=O)c(=O)[nH]c2c2c1c(ccc2)S(=O)(=O)N.O
• InChI: InChI=1S/C12H8N4O6S.H2O/c13-23(21,22)8-3-1-2-5-9(8)7(16(19)20)4-6-10(5)15-12(18)11(17)14-6;/h1-4H,(H,14,17)(H,15,18)(H2,13,21,22);1H2
• InChIKey: VOYWRRFTJLCIEL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-nitro-2,3-dioxo-1H,2H,3H,4H-benzo[f]quinoxaline-7-sulfonamide hydrate
• IUPAC Traditional name: NBQX hydrate
• Synonyms: 1,2,3,4-Tetrahydro-6-nitro-2,3-dioxo-benzo[f]quinoxaline-7-sulfonamide hydrate; FG 9202; NBQX hydrate

Database IDs

• CAS Number: 118876-58-7(anhydrous)
• MDL Number: MFCD11046016
• PubChem SID: 162249495
• PubChem CID: 71312122

CALCULATED PROPERTIES

• Acid pKa: 9.360603
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 0.16704363
• LogD (pH = 7.4): 0.16278279
• Log P: 0.16709812
• Molar Refractivity: 80.868 cm^3
• Polarizability: 30.513304 Å^3
• Polar Surface Area: 164.18 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble0.5 mg/mL; DMSO: soluble4 mg/mL; H2O: insoluble; methanol: soluble0.25 mg/mL
• Apperance: yellow powder

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C12H8N4O6S · xH2O

DETAILS

Sigma Aldrich - N171

Biochem/physiol Actions
Neuroprotective AMPA/kainate glutamate receptor antagonist.