ODQ inhibitor
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MedKoo CAT#: 561513

CAS#: 41443-28-1

Description: ODQ potent and selective inhibitor of soluble guanylyl cyclase (sGC). The binding of ODQ is competitive with NO.


Chemical Structure

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ODQ inhibitor
CAS# 41443-28-1

Theoretical Analysis

MedKoo Cat#: 561513
Name: ODQ inhibitor
CAS#: 41443-28-1
Chemical Formula: C9H5N3O2
Exact Mass: 187.04
Molecular Weight: 187.158
Elemental Analysis: C, 57.76; H, 2.69; N, 22.45; O, 17.10

Price and Availability

Size Price Availability Quantity
100mg USD 850 2 Weeks
200mg USD 1350 2 Weeks
500mg USD 2650 2 Weeks
1g USD 3250 2 Weeks
2g USD 5650 2 Weeks
Bulk inquiry

Synonym: ODQ;

IUPAC/Chemical Name: 1H-[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one

InChi Key: LZMHWZHOZLVYDL-UHFFFAOYSA-N

InChi Code: InChI=1S/C9H5N3O2/c13-9-12-7-4-2-1-3-6(7)10-5-8(12)11-14-9/h1-5H

SMILES Code: O=C1ON=C2N1C3=C(C=CC=C3)N=C2

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Biological target: ODQ is a potent and selective soluble guanylyl cyclase (sGC, nitric oxide-activated enzyme) inhibitor.
In vitro activity: This study identified a compound, 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one (ODQ), that potently and selectively inhibits NO-stimulated guanylyl cyclase activity. In incubated slices of cerebellum, ODQ reversibly inhibited the NO-dependent cGMP response to glutamate receptor agonists (IC50 approximately nM) but did not affect NO synthase activity. Reference: Mol Pharmacol. 1995 Aug;48(2):184-8. https://pubmed.ncbi.nlm.nih.gov/7544433/
In vivo activity: In vivo, administration of lipoteichoic acid/peptidoglycan or lipopolysaccharide resulted within 6 hrs in hypotension, acute renal dysfunction, hepatocellular injury, and lung injury. Pretreatment of rats with ODQ attenuated the renal dysfunction, lung injury, and hepatocellular injury caused by lipoteichoic acid/peptidoglycan or lipopolysaccharide. Reference: Crit Care Med. 2001 Aug;29(8):1599-608. https://pubmed.ncbi.nlm.nih.gov/11505136/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 30.0 160.29
DMF:PBS (pH 7.2) (1:1) 0.1 0.53
DMSO 42.7 228.04
Ethanol 0.5 2.67

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.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Haramis G, Zhou Z, Pyriochou A, Koutsilieris M, Roussos C, Papapetropoulos A. cGMP-independent anti-tumour actions of the inhibitor of soluble guanylyl cyclase, ODQ, in prostate cancer cell lines. Br J Pharmacol. 2008 Nov;155(6):804-13. doi: 10.1038/bjp.2008.312. Epub 2008 Aug 11. PMID: 18695639; PMCID: PMC2597233. 2. Garthwaite J, Southam E, Boulton CL, Nielsen EB, Schmidt K, Mayer B. Potent and selective inhibition of nitric oxide-sensitive guanylyl cyclase by 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one. Mol Pharmacol. 1995 Aug;48(2):184-8. PMID: 7544433. 3. Zacharowski K, Berkels R, Olbrich A, Chatterjee PK, Cuzzocrea S, Foster SJ, Thiemermann C. The selective guanylate cyclase inhibitor ODQ reduces multiple organ injury in rodent models of Gram-positive and Gram-negative shock. Crit Care Med. 2001 Aug;29(8):1599-608. doi: 10.1097/00003246-200108000-00017. PMID: 11505136. 4. Fedele E, Jin Y, Varnier G, Raiteri M. In vivo microdialysis study of a specific inhibitor of soluble guanylyl cyclase on the glutamate receptor/nitric oxide/cyclic GMP pathway. Br J Pharmacol. 1996 Oct;119(3):590-4. doi: 10.1111/j.1476-5381.1996.tb15713.x. PMID: 8894183; PMCID: PMC1915716.
In vitro protocol: 1. Haramis G, Zhou Z, Pyriochou A, Koutsilieris M, Roussos C, Papapetropoulos A. cGMP-independent anti-tumour actions of the inhibitor of soluble guanylyl cyclase, ODQ, in prostate cancer cell lines. Br J Pharmacol. 2008 Nov;155(6):804-13. doi: 10.1038/bjp.2008.312. Epub 2008 Aug 11. PMID: 18695639; PMCID: PMC2597233. 2. Garthwaite J, Southam E, Boulton CL, Nielsen EB, Schmidt K, Mayer B. Potent and selective inhibition of nitric oxide-sensitive guanylyl cyclase by 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one. Mol Pharmacol. 1995 Aug;48(2):184-8. PMID: 7544433.
In vivo protocol: 1. Zacharowski K, Berkels R, Olbrich A, Chatterjee PK, Cuzzocrea S, Foster SJ, Thiemermann C. The selective guanylate cyclase inhibitor ODQ reduces multiple organ injury in rodent models of Gram-positive and Gram-negative shock. Crit Care Med. 2001 Aug;29(8):1599-608. doi: 10.1097/00003246-200108000-00017. PMID: 11505136. 2. Fedele E, Jin Y, Varnier G, Raiteri M. In vivo microdialysis study of a specific inhibitor of soluble guanylyl cyclase on the glutamate receptor/nitric oxide/cyclic GMP pathway. Br J Pharmacol. 1996 Oct;119(3):590-4. doi: 10.1111/j.1476-5381.1996.tb15713.x. PMID: 8894183; PMCID: PMC1915716.

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1: Garthwaite J, Southam E, Boulton CL, Nielsen EB, Schmidt K, Mayer B. Potent and selective inhibition of nitric oxide-sensitive guanylyl cyclase by 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one. Mol Pharmacol. 1995 Aug;48(2):184-8. PubMed PMID: 7544433.

2: Schrammel A, Behrends S, Schmidt K, Koesling D, Mayer B. Characterization of 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one as a heme-site inhibitor of nitric oxide-sensitive guanylyl cyclase. Mol Pharmacol. 1996 Jul;50(1):1-5. PubMed PMID: 8700100.