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

• ChemBase ID: 154891
• Molecular Formular: C17H24N4O8S
• Molecular Mass: 444.45946
• Monoisotopic Mass: 444.13148475
• SMILES: Cc1c(cc2c(c1CN1CCCCC1)[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)CN1CCCCC1.OCCS(=O)(=O)O
• InChI: InChI=1S/C15H18N4O4.C2H6O4S/c1-9-10(8-18-5-3-2-4-6-18)13-11(7-12(9)19(22)23)16-14(20)15(21)17-13;3-1-2-7(4,5)6/h7H,2-6,8H2,1H3,(H,16,20)(H,17,21);3H,1-2H2,(H,4,5,6)
• InChIKey: PCVFALGXHRFVHN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxyethane-1-sulfonic acid; 6-methyl-7-nitro-5-(piperidin-1-ylmethyl)-1,2,3,4-tetrahydroquinoxaline-2,3-dione
• IUPAC Traditional name: 6-methyl-7-nitro-5-(piperidin-1-ylmethyl)-1,4-dihydroquinoxaline-2,3-dione sodium isethionate
• Synonyms: PD-160725 2-hydroxyethanesulfonic acid salt; PD-160725 isethionate salt; PD-160725 2-hydroxyethanesulfonate; 2-Hydroxyethanesulfonic Acid 1,4-Dihydro-6-methyl-7-nitro-5-(1-piperidinylmethyl)-2,3-quinoxalinedione; PD-160725 2-Hydroxyethanesulfonate

Database IDs

• CAS Number: 186268-11-1(freebase); 1262769-92-5
• MDL Number: MFCD18452849
• PubChem SID: 162249029
• PubChem CID: 71312022

CALCULATED PROPERTIES

• Acid pKa: 9.899308
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.11236356
• LogD (pH = 7.4): 1.5225149
• Log P: 1.8767749
• Molar Refractivity: 87.9858 cm^3
• Polarizability: 31.229656 Å^3
• Polar Surface Area: 107.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: ≥20 mg/mL, clear, yellow
• Apperance: powder, yellow

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C15H18N4O4 · C2H6O4S

DETAILS

Sigma Aldrich - PZ0145

Biochem/physiol Actions
PD-160725 2-hydroxyethanesulfonate is an AMPA receptor antagonist.
Legal Information
Sold for research purposes under agreement from Pfizer Inc.

Toronto Research Chemicals - P217650

PD-160725 2-hydroxyethanesulfonate 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)