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O3636 Sigma-Aldrich

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

powder

Synonym: ODQ

  • CAS Number 41443-28-1

  • Empirical Formula (Hill Notation) C9H5N3O2

  • Molecular Weight 187.15

  •  MDL number MFCD00792620

  •  PubChem Substance ID 24278054

  •  NACRES NA.32

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Properties

Related Categories Biochemicals and Reagents, Cell Biology, Cell Signaling and Neuroscience, Cyclic Nucleotide Metabolism, D to K,
Quality Level   200
assay   ≥98% (TLC)
form   powder
color   pale yellow
solubility   ethanol: 1.2 mg/mL
  DMSO: 5 mg/mL
  H2O: insoluble
storage temp.   2-8°C
SMILES string   O=C1ON=C2C=Nc3ccccc3N12
InChI   1S/C9H5N3O2/c13-9-12-7-4-2-1-3-6(7)10-5-8(12)11-14-9/h1-5H
InChI key   LZMHWZHOZLVYDL-UHFFFAOYSA-N
Gene Information   human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)

Description

Application

1H-[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one has been used as a oxidising agent for  affinity selection-mass spectrometry (AS-MS) compound binding assay, as a soluble guanylate cyclase (sGC) inhibitor to inhibit S-nitroso-N-acetyl-DL-penicillamine (SNAP)-induced cGMP production.

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

H-[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one (ODQ) non competitively inhibits the action of nitric oxide-sensitive guanylyl cyclase and results in a supposedly irreversible oxidation of the prosthetic heme group. ODQ has been used to study the role of cyclic guanosine monophosphate (cGMP) pathway in nitric oxide (NO) signal transduction.

Selective inhibitor of nitric oxide-sensitive guanylyl cyclase.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Caution

Hygroscopic

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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