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O3636

Sigma-Aldrich

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

powder

Sinonimo/i:

ODQ

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About This Item

Formula empirica (notazione di Hill):
C9H5N3O2
Numero CAS:
41443-28-1
Peso molecolare:
187.15
Numero MDL:
MFCD00792620
Codice UNSPSC:
41106305
ID PubChem:
24278054
NACRES:
NA.32

Saggio

≥98% (TLC)

Livello qualitativo

200

Forma fisica

powder

Colore

pale yellow

Solubilità

ethanol: 1.2 mg/mL
DMSO: 5 mg/mL
H2O: insoluble

Temperatura di conservazione

2-8°C

Stringa SMILE

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
LZMHWZHOZLVYDL-UHFFFAOYSA-N

Informazioni sul gene

human ... NOS1(4842) , NOS2(4843) , NOS2B(201288) , NOS2C(645740) , NOS3(4846)

Applicazioni

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.

Azioni biochim/fisiol

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.

Avvertenza

Hygroscopic

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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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
Yayoi Shiokawa et al.
Planta medica, 85(13), 1080-1087 (2019-07-26)
Although Acanthopanax senticosus root extract (ASRE), a functional food used in Japan, improves peripheral blood circulation and exerts vasorelaxant effects in rats under healthy conditions, the underlying mechanisms currently remain unclear. Therefore, we investigated the mechanisms responsible for ASRE-induced relaxation
Potent and selective inhibition of nitric oxide-sensitive guanylyl cyclase by 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one.
Garthwaite J
Molecular Pharmacology, 48(2), 184-188 (1995)
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