1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one

• ChemBase ID: 105670
• Molecular Formular: C9H5N3O2
• Molecular Mass: 187.1549
• Monoisotopic Mass: 187.03817642
• SMILES: O=c1onc2cnc3c(cccc3)n12
• Canonical SMILES: O=c1onc2n1c1ccccc1nc2
• InChI: InChI=1S/C9H5N3O2/c13-9-12-7-4-2-1-3-6(7)10-5-8(12)11-14-9/h1-5H
• InChIKey: LZMHWZHOZLVYDL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one
• IUPAC Traditional name: [1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one
• Synonyms: 1H-[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one; 1H-[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one; ODQ; 1H-(1,2,4)OXADIAZOLO(4,3-a) QUINOXALIN-1-ONE

Database IDs

• CAS Number: 41443-28-1
• MDL Number: MFCD00792620
• PubChem SID: 24278054; 162092542
• PubChem CID: 1456

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 1.7396868
• LogD (pH = 7.4): 1.7396868
• Log P: 1.7396868
• Molar Refractivity: 49.434 cm^3
• Polarizability: 17.766357 Å^3
• Polar Surface Area: 54.26 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble5 mg/mL; ethanol: soluble1.2 mg/mL; H2O: insoluble
• Apperance: pale yellow powder

Safety Information

• Storage Condition: 2-8°C, Desiccate
• 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
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)

DETAILS

MP Biomedicals - 02193702

A potent, selective inhibitor of NO-sensitive guanylyl cyclase.

Sigma Aldrich - O3636

Biochem/physiol Actions
Selective inhibitor of nitric oxide-sensitive guanylyl cyclase.
Caution
Hygroscopic

Toronto Research Chemicals - O845025

1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one inhibits neurite outgrowth and causes neurite retraction in PC12 cells independently of soluble guanylyl cyclase.

REFERENCES

• Boulton, et al., Neuroscience , 69 : 699 (1995).
• Lee, H.G., et al.: J. Neurosci. Res., 87 269 (2009)