O3636
1H-[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one
powder
Sinónimos:
ODQ
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Fórmula empírica (notación de Hill):
C9H5N3O2
Número CAS:
Peso molecular:
187.15
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
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Permítanos ayudarleInChI
1S/C9H5N3O2/c13-9-12-7-4-2-1-3-6(7)10-5-8(12)11-14-9/h1-5H
SMILES string
O=C1ON=C2C=Nc3ccccc3N12
InChI key
LZMHWZHOZLVYDL-UHFFFAOYSA-N
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
Quality Level
Gene Information
human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)
Categorías relacionadas
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
Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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)
J Garthwaite et al.
Molecular pharmacology, 48(2), 184-188 (1995-08-01)
In brain and other tissues, nitric oxide (NO) operates as a diffusible second messenger that stimulates the soluble form of the guanylyl cylase enzyme and so elicits an accumulation of cGMP in target cells. Inhibitors of NO synthesis have been
Serena Materazzi et al.
Microvascular research, 109, 38-44 (2016-11-08)
The role of endogenous H2S has been highlighted as a gaseous transmitter. The vascular smooth muscle inhibitory effects of H2S have been characterized in isolated aorta and mesenteric arteries in rats and mice. Our study was aimed at investigating the
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