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Merck
CN

495320

Sigma-Aldrich

ODQ

≥98% (TLC and HPLC), nitric oxide (NO)-sensitive guanylyl cyclase inhibitor, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H5N3O2
CAS Number:
Molecular Weight:
187.15
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
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Product Name

ODQ, A cell-permeable, potent and selective inhibitor of nitric oxide (NO)-sensitive guanylyl cyclase (IC50 = 20 nM).

Quality Level

Assay

≥98% (TLC and HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

light yellow

solubility

DMSO: 25 mg/mL

shipped in

ambient

storage temp.

−20°C

SMILES string

[n]21c(n[o][c]2=O)cnc3c1cccc3

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

General description

A cell-permeable, potent and selective inhibitor of nitric oxide (NO)-sensitive guanylyl cyclase (IC50 = 20 nM). In incubated cerebellum slices, ODQ reversibly inhibits the NO-dependent cGMP response to glutamate receptor agonists without affecting NOS activity. It does not chemically inactivate NO; however, it does inhibit cGMP generation in response to NO donors. ODQ does not inhibit NO-mediated macrophage toxicity, a phenomenon unrelated to cGMP, nor does it affect the activity of particulate guanylyl cyclase or adenylyl cyclase.
A potent and selective inhibitor of nitric oxide (NO)-sensitive guanylyl cyclase (IC50 = 20 nM). In incubated cerebellum slices, ODQ reversibly inhibits the NO-dependent cGMP response to glutamate receptor agonists without affecting NOS activity. It does not chemically inactivate NO; however, it does inhibit cGMP generation in response to NO donors. ODQ fails to inhibit NO-mediated macrophage toxicity, a phenomenon unrelated to cGMP, nor does it affect the activity of particulate guanylyl cyclase or adenylyl cyclase.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
(NO)-sensitive guanylyl cyclase
Product does not compete with ATP.
Reversible: yes
Target IC50: 20 nM against nitric oxide (NO)-sensitive guanylyl cyclase

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Other Notes

Wang, D., et al. 1998. J. Biol. Chem. 273, 33027.
Southam, E., et al. 1996. Br. J. Pharmacol. 119, 527.
Brunner, F., et al. 1995. FEBS Lett.376, 262.
Garthwaite, J., et al. 1995. Mol. Pharmacol.48, 184.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Maria Peleli et al.
Acta physiologica (Oxford, England), 239(1), e14021-e14021 (2023-08-09)
In extracerebral vascular beds cystathionine-gamma lyase (CSE) activity plays a vasodilatory role but the role of this hydrogen sulfide (H2 S) producing enzyme in the intracerebral arterioles remain poorly understood. We hypothesized a similar function in the intracerebral arterioles. Intracerebral

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