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
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
41106305
MDL number:
InChI
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)
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
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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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)
The role of nitric oxide during embryonic epidermis development of Xenopus laevis
Tomankova S, et al.
Biology Open, 6(6), 862-871 (2017)
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)
Nitric oxide and cGMP induce COX-2 expression and PGE2 production in human granulosa cells through CREB signaling pathway
Fang L, et al.
The Journal of Clinical Endocrinology and Metabolism, 100(2), E262-E269 (2015)
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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