2-hydroxyethane-1-sulfonic acid; 6-methyl-7-nitro-5-(pyrrolidin-1-ylmethyl)-1,2,3,4-tetrahydroquinoxaline-2,3-dione

• ChemBase ID: 154742
• Molecular Formular: C16H22N4O8S
• Molecular Mass: 430.43288
• Monoisotopic Mass: 430.11583468
• SMILES: Cc1c(cc2c(c1CN1CCCC1)[nH]c(=O)c(=O)[nH]2)[N+](=O)[O-].C(CS(=O)(=O)O)O
• Canonical SMILES: [O-][N+](=O)c1cc2[nH]c(=O)c(=O)[nH]c2c(c1C)CN1CCCC1.OCCS(=O)(=O)O
• InChI: InChI=1S/C14H16N4O4.C2H6O4S/c1-8-9(7-17-4-2-3-5-17)12-10(6-11(8)18(21)22)15-13(19)14(20)16-12;3-1-2-7(4,5)6/h6H,2-5,7H2,1H3,(H,15,19)(H,16,20);3H,1-2H2,(H,4,5,6)
• InChIKey: KFHUCRVOUVNJSQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxyethane-1-sulfonic acid; 6-methyl-7-nitro-5-(pyrrolidin-1-ylmethyl)-1,2,3,4-tetrahydroquinoxaline-2,3-dione
• IUPAC Traditional name: 6-methyl-7-nitro-5-(pyrrolidin-1-ylmethyl)-1,4-dihydroquinoxaline-2,3-dione sodium isethionate
• Synonyms: 1,4-Dihydro-6-methyl-7-nitro-5-(1-pyrrolodinemethyl)-2,3-quinoxaline 2-hydroxyethanesulfonic acid salt; PD-161989 2-hydroxyethanesulfonic acid salt; PD-161989 isethionate salt; PD-161989 2-Hydroxyethanesulfonate; 2-Hydroxyethanesulfonic Acid 1,4-Dihydro-6-methyl-7-nitro-5-(1-pyrrolidinylmethyl)-2,3-quinoxalinedione; PD-161989 2-Hydroxyethanesulfonate

Database IDs

• CAS Number: 186268-07-5(freebase); 1262770-05-7
• MDL Number: MFCD18452848
• PubChem SID: 162248880
• PubChem CID: 71311958

CALCULATED PROPERTIES

• Acid pKa: 9.900122
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.6846892
• LogD (pH = 7.4): 0.99863905
• Log P: 1.4322063
• Molar Refractivity: 83.3848 cm^3
• Polarizability: 29.403072 Å^3
• Polar Surface Area: 107.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥10 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C14H16N4O4 · C2H6O4S

DETAILS

Sigma Aldrich - PZ0144

Biochem/physiol Actions
PD-161989 is an AMPA receptor antagonist.
Legal Information
Sold for research purposes under agreement from Pfizer Inc.

Toronto Research Chemicals - P217660

PD-161989 is an AMPA receptor antagonist.

REFERENCES

• Smith, S., et al.: Eur. J. Pharmacol., 201, 179 (1991)
• Namba, T., et al.: Brain Res., 638, 36 (1991)