ODQ

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Cat.No. 0880 - ODQ | C9H5N3O2 | CAS No. 41443-28-1
Description: Selective inhibitor of NO-sensitive guanylyl cyclase
Chemical Name: 1H-[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one
Purity: ≥99% (HPLC)
Datasheet
Citations (48)
Reviews
Literature

Biological Activity

A potent and selective inhibitor of NO-sensitive guanylyl cyclase.

Compound Libraries

ODQ is also offered as part of the Tocriscreen Plus. Find out more about compound libraries available from Tocris.

Technical Data

M. Wt 187.16
Formula C9H5N3O2
Storage Desiccate at +4°C
Purity ≥99% (HPLC)
CAS Number 41443-28-1
PubChem ID 1456
InChI Key LZMHWZHOZLVYDL-UHFFFAOYSA-N
Smiles O=C1ON=C2C=NC3=C(C=CC=C3)N12

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
ethanol 3.74 20 with gentle warming
DMSO 18.72 100

Preparing Stock Solutions

The following data is based on the product molecular weight 187.16. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 5.34 mL 26.72 mL 53.43 mL
5 mM 1.07 mL 5.34 mL 10.69 mL
10 mM 0.53 mL 2.67 mL 5.34 mL
50 mM 0.11 mL 0.53 mL 1.07 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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References

References are publications that support the biological activity of the product.

Boulton et al (1995) Nitric oxide-dependent long-term potentiation is blocked by a specific inhibitor of soluble guanylyl cyclase. Neuroscience 69 699 PMID: 8596640

Fedele et al (1996) In vivo microdialysis study of a specific inhibitor of soluble guanylyl cyclase on the glutamate receptor/nitric oxide/cyclic GMP pathway. Br.J.Pharmacol. 119 590 PMID: 8894183

Garthwaite et al (1995) Potent and selective inhibition of nitric oxide-sensitive guanylyl cyclase by 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one. Mol.Pharmacol. 48 184 PMID: 7544433

Hwang et al (1998) Comparison of two soluble guanylyl cyclase inhibitors, methylene blue and ODQ, on sodium nitroprusside-induced relaxation in guinea-pig trachea. Br.J.Pharmacol. 125 1158 PMID: 9863642


If you know of a relevant reference for ODQ, please let us know.

View Related Products by Product Action

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Keywords: ODQ, ODQ supplier, Selective, inhibitors, inhibits, NO-sensitive, guanylyl, cyclases, sGC, Nitric, Oxide, Signaling, Signalling, Other, Guanylyl, Cyclase, 0880, Tocris Bioscience

48 Citations for ODQ

Citations are publications that use Tocris products. Selected citations for ODQ include:

Yuan et al (2015) Protein kinase G-regulated production of H2S governs oxygen sensing. Sci Signal 8 ra37 PMID: 25900831

Tseng et al (2011) Inhibition of striatal soluble guanylyl cyclase-cGMP signaling reverses basal ganglia dysfunction and akinesia in experimental parkinsonism. PLoS One 6 e27187 PMID: 22073284

Fakira et al (2012) Purkinje cell dysfunction and delayed death in plasma membrane calcium ATPase 2-heterozygous mice. Glia 51 22 PMID: 22789621

Chester et al (2011) Cinaciguat, a soluble guanylate cyclase activator, augments cGMP after oxidative stress and causes pulmonary vasodilation in neonatal pulmonary hypertension. J Neurosci 301 L755 PMID: 21856817

Harnek et al (2011) Intimal hyperplasia in balloon dilated coronary arteries is reduced by local delivery of the NO donor, SIN-1 via a cGMP-dependent pathway. Exp Mol Med 11 30 PMID: 21663688

Yang (2007) Modulation of inhibitory activity by nitric oxide in the thalamus. J Neurophysiol 97 3386 PMID: 17376843

Ågren et al (2007) Ontogeny of chicken ductus arteriosus response to oxygen and vasoconstrictors. Am J Physiol Regul Integr Comp Physiol 292 R485 PMID: 16917023

Makara et al (2007) Involvement of nitric oxide in depolarization-induced suppression of inhibition in hippocampal pyramidal cells during activation of cholinergic receptors. J Neurosci 27 10211 PMID: 17881527

Anselm et al (2007) Grape juice causes endothelium-dependent relaxation via a redox-sensitive Src- and Akt-dependent activation of eNOS. Cardiovasc Res 73 404 PMID: 16962569

Newman et al (2007) Endocannabinoids mediate muscarine-induced synaptic depression at the vertebrate neuromuscular junction. Eur J Neurosci 25 1619 PMID: 17408433

Dalsgaard et al (2007) Nitrite-dependent vasodilation is facilitated by hypoxia and is independent of known NO-generating nitrite reductase activities. Am J Physiol Heart Circ Physiol 292 H3072 PMID: 17307993

Yoo et al (2010) Inhibition of hypoxic pulmonary vasoconstriction of rats by carbon monoxide. J Korean Med Sci 25 1411 PMID: 20890419

McNeish et al (2006) Evidence for involvement of both IKCa and SKCa channels in hyperpolarizing responses of the rat middle cerebral artery. BMC Cardiovasc Disord 37 1277 PMID: 16556879

Cauwels et al (2006) Anaphylactic shock depends on PI3K and eNOS-derived NO. J Clin Invest 116 2244 PMID: 16886062

Manchope et al (2016) Naringenin Inhibits Superoxide Anion-Induced Inflammatory Pain: Role of Oxidative Stress, Cytokines, Nrf-2 and the NO-cGMP-PKG-KATP Channel Signaling Pathway. PLoS One 11 e0153015 PMID: 27045367

Padovan-Neto et al (2015) Facilitation of corticostriatal transmission following pharmacological inhibition of striatal phosphodiesterase 10A: role of nitric oxide-soluble guanylyl cyclase-cGMP signaling pathways. Mol Cell Neurosci 35 5781 PMID: 25855188

Garthwaite et al (2015) Nitric oxide targets oligodendrocytes and promotes their morphological differentiation. Braz J Med Biol Res 63 383 PMID: 25327839

Galdino et al (2015) Central release of nitric oxide mediates antinociception induced by aerobic exercise. Proc Natl Acad Sci U S A 48 790 PMID: 25517916

Wallace et al (2015) Regulation of nerve-evoked contractions of rabbit vas deferens by acetylcholine. Proc Natl Acad Sci U S A 3 PMID: 26359240

Suri et al (2010) Quercetin and its major metabolites selectively modulate cyclic GMP-dependent relaxations and associated tolerance in pig isolated coronary artery. Br J Pharmacol 159 566 PMID: 20050852

Huang and Hsu (2010) Activation of muscarinic acetylcholine receptors induces a nitric oxide-dependent long-term depression in rat medial prefrontal cortex. Cereb Cortex 20 982 PMID: 19666830

Namkoong et al (2005) Prostaglandin E2 stimulates angiogenesis by activating the nitric oxide/cGMP pathway in human umbilical vein endothelial cells. J Pharmacol Exp Ther 37 588 PMID: 16391520

Sachs et al (2004) Peripheral analgesic blockade of hypernociception: activation of arginine/NO/cGMP/protein kinase G/ATP-sensitive K+ channel pathway. Proc Natl Acad Sci U S A 101 3680 PMID: 14990791

Tsang et al (2003) Contribution of Na+ -Ca2+ exchanger to pinacidil-induced relaxation in the rat mesenteric artery. Br J Pharmacol 138 453 PMID: 12569070

Cirino et al (2003) Involvement of β 3-adrenergic receptor activation via cyclic GMP- but not NO-dependent mechanisms in human corpus cavernosum function. Am J Physiol Lung Cell Mol Physiol 100 5531 PMID: 12707413

Bellamy and Garthwaite (2002) Pharmacology of the nitric oxide receptor, soluble guanylyl cyclase, in cerebellar cells. Br J Pharmacol 136 95 PMID: 11976273

Villamor et al (2002) Vascular reactivity in intrapulmonary arteries of chicken embryos during transition to ex ovo life. Am J Physiol Regul Integr Comp Physiol 282 R917 PMID: 11832415

Stanford et al (2001) Identification of two distinct vasodilator pathways activated by ATP in the mesenteric bed of the rat. Br J Pharmacol 133 825 PMID: 11454655

Hedlund et al (2000) Erectile dysfunction in cyclic GMP-dependent kinase I-deficient mice. Physiol Rep 97 2349 PMID: 10688876

Casado et al (2000) Presynaptic N-MthD.-aspartate receptors at the parallel fiber-Purkinje cell synapse. Stroke 97 11593 PMID: 11016958

Cameron (2017) Structural and pharmacological basis for the induction of mitochondrial biogenesis by formo. but not clenbu. Sci Rep 7 10578 PMID: 28874749

Moonen and Villamor (2011) Developmental changes in mesenteric artery reactivity in embryonic and newly hatched chicks. J Comp Physiol B 181 1063 PMID: 21626136

Chester et al (2009) Cinaciguat, a soluble guanylate cyclase activator, causes potent and sustained pulmonary vasodilation in the ovine fetus. Am J Physiol Lung Cell Mol Physiol 297 L318 PMID: 19465519

Hoffmann et al (2009) Distinct molecular requirements for activation or stabilization of soluble guanylyl cyclase upon haem oxidation-induced degradation. Br J Pharmacol 157 781 PMID: 19466990

Dick et al (2000) Investigation of the interaction between nitric oxide and vasoactive intestinal polypeptide in the guinea-pig gastric fundus. Br J Pharmacol 129 751 PMID: 10683200

Mundey et al (2000) Pharmacological characterization of neurogenic responses of the sheep isolated internal anal sphincter. Br J Pharmacol 130 489 PMID: 10821775

Haynes (2000) A(2A) adenosine receptor mediated potassium channel activation in rat epididymal smooth muscle. Br J Pharmacol 130 685 PMID: 10821799

Rach et al (1999) Deficiency in myocardial NO biosignalling after cardiop. arrest: mechanisms and contribution to post-storage mechanical dysfunction. Br J Pharmacol 128 891 PMID: 10556923

Pérez-Vizcaíno et al (1999) Vasodilator effects of sodium nitroprusside, levcromakalim and their combination in isolated rat aorta. Br J Pharmacol 128 1419 PMID: 10602320

Cogolludo et al (1999) Effects of nicorandil as compared to mixtures of sodium nitroprusside and levcromakalim in isolated rat aorta. Br J Pharmacol 126 1025 PMID: 10193784

Aszódi et al (1999) The vasodilator-stimulated phosphoprotein (VASP) is involved in cGMP- and cAMP-mediated inhibition of agonist-induced platelet aggregation, but is dispensable for smooth muscle function. EMBO J 18 37 PMID: 9878048

Villarroya et al (1999) PF9404C, a new slow NO donor with beta receptor blocking properties. Br J Pharmacol 128 1713 PMID: 10588927

Prieto et al (1998) Contribution of K+ channels and ouabain-sensitive mechanisms to the endothelium-dependent relaxations of horse penile small arteries. Br J Pharmacol 123 1609 PMID: 9605568

Ruiz and Tejerina (1998) Relaxant effects of L-citrulline in rabbit vascular smooth muscle. Br J Pharmacol 125 186 PMID: 9776359

Fonseca et al (1998) No evidence for a significant non-nitrergic, hyperpolarising factor contribution to field stimulation-induced relaxation of the mouse anococcygeus. Br J Pharmacol 124 524 PMID: 9647477

Fedele et al (1996) In vivo microdialysis study of a specific inhibitor of soluble guanylyl cyclase on the glutamate receptor/nitric oxide/cyclic GMP pathway. Br J Pharmacol 119 590 PMID: 8894183

Bice et al (2014) NO-independent stimulation or activation of soluble guanylyl cyclase during early reperfusion limits infarct size. Cardiovasc Res 101 220 PMID: 24259501

Ho et al (2013) Caffeic acid phenethyl amide improves glucose homeostasis and attenuates the progression of vascular dysfunction in Streptozotocin-induced diabetic rats. Cardiovasc Diabetol 12 99 PMID: 23829275


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