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Merck

495320

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
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (TLC and HPLC)
Form:
powder
Storage condition:
OK to freeze, protect from light
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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 Segment

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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

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