Skip to Content
Merck

O3636

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

powder

Synonym(s):

ODQ

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C9H5N3O2
CAS Number:
Molecular Weight:
187.15
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


assay

≥98% (TLC)

Quality Level

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

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.

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.

Disclaimer

Hygroscopic


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library



Lineu Baldissera et al.
Pulmonary pharmacology & therapeutics, 41, 86-95 (2016-11-07)
Activators of soluble guanylyl cyclase (sGC) act preferentially in conditions of enzyme oxidation or haem group removal. This study was designed to investigate the effects of the sGC activator BAY 60-2770 in murine airways inflammation and human eosinophil chemotaxis. C57Bl/6
Diana Braun et al.
Frontiers in physiology, 9, 480-480 (2018-05-19)
Ischemia/reperfusion injury holds a key position in many pathological conditions such as acute kidney injury and in the transition to chronic stages of renal damage. We hypothesized that besides a reported disproportional activation of vasoconstrictor response, hypoxia/reoxygenation (H/R) adversely affects
Characterization of 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one as a heme-site inhibitor of nitric oxide-sensitive guanylyl cyclase.
Schrammel A
Molecular Pharmacology, 50(1), 1-5 (1996)



Global Trade Item Number

SKUGTIN
O3636-25MG04061835558216
O3636-5MG04061835512867