O3636
1H-[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one
powder
Synonym(s):
ODQ
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About This Item
Empirical Formula (Hill Notation):
C9H5N3O2
CAS Number:
Molecular Weight:
187.15
MDL number:
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.32
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
Gene Information
human ... NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)
Related Categories
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 Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
A Novel Selective Soluble Guanylate Cyclase Activator, MGV354, Lowers Intraocular Pressure in Preclinical Models, Following Topical Ocular Dosing
Prasanna G, et al.
Investigative Ophthalmology & Visual Science, 59(5), 1704-1716 (2018)
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)
The role of nitric oxide during embryonic epidermis development of Xenopus laevis
Tomankova S, et al.
Biology Open, 6(6), 862-871 (2017)
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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