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| Product Name: | ODQ | | Synonyms: | ODQ;2-OXA-3,5,9B-TRIAZA-CYCLOPENTA[A]NAPHTHALENE-1-ONE;1H-[1,2,4]OXADIAZOLE[4,3-A]QUINOXALIN-1-ONE;1H-[1,2,4]OXADIAZOLO[4,3-A]QUINOXALIN-1-ONE;ODQ,98%;ODQ1H-[1,2,4]Oxadiazole[4,3-a]quinoxalin-1-one;1H-[1,2,4]Oxadiazolo[4,3-A]quinoxalin-1-one (9ci);1H-[1,2,4]OXADIAZOLO[4,3-A]QUINOXALIN-1-ONE[ODQ] | | CAS: | 41443-28-1 | | MF: | C9H5N3O2 | | MW: | 187.15 | | EINECS: | | | Product Categories: | Cyclic Nucleotide related;Amines;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Antineoplastic;Signalling | | Mol File: | 41443-28-1.mol |  |
| Melting point | 160-170 °C | | Boiling point | 321.89°C (rough estimate) | | density | 1.3753 (rough estimate) | | refractive index | 1.6500 (estimate) | | RTECS | RO0913150 | | storage temp. | 2-8°C | | solubility | ethanol: 1.2 mg/mL | | form | powder | | pka | 0.94±0.20(Predicted) | | color | pale yellow | | Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months. | | CAS DataBase Reference | 41443-28-1(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | HS Code | 29349990 |
| Description | ODQ (41443-28-1) is a potent and selective inhibitor of soluble guanylyl cyclase (sGC),?IC50?= 20 nM).1 ODQ acts via competition with NO for the heme site of sGC where it binds irreversibly.2?ODQ does not inhibit NO-mediated macrophage toxicity, an activity that is unrelated to cGMP nor does it inhibit particulate GC.1?ODQ is an extremely useful tool to explore the involvement of the NO-cGMP pathway in cellular signaling and physiologic processes.3-5 | | Chemical Properties | ODQ is off-white to yellow powder | | Uses | ODQ is a selective and potent sGC (soluble guanylyl cyclase) inhibitor. | | Uses | 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one inhibits neurite outgrowth and causes neurite retraction in PC12 cells independently of soluble guanylyl cyclase. | | Definition | ChEBI: 1H-[1,2,4]oxadiazolo[4,3-a]quinoxalin-1-one is a member of the class of oxadiazoloquinoxalines that is 1H-[1,2,4]oxadiazolo[4,3-a]quinoxaline substituted at position 1 by an oxo group. It has a role as an EC 4.6.1.2 (guanylate cyclase) inhibitor. | | Biological Activity | ODQ is a potent and selective inhibitor of NO-sensitive guanylyl cyclase. | | 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. | | storage | +4°C | | References | 1) 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
2) Schrammel?et al.?(1996),?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.?50?1
3) Estevez?et al.?(1998),?Nitric oxide-dependent production of cGMP supports the survival of rat embryonic motor neurons cultured with brain-derived neurotrophic factor; J. Neurosci.?18?3708
4) Vandecasteele?et al.?(1998),?Role of the NO-cGMP in the muscarinic regulation of the L-type Ca2+ current in human atrial myocytes; J. Physiol.?506?653
5) Martins-Pinge?et al.?(1999),?Nitric oxide-dependent guanylyl cyclase participates in the glutamatergic neurotransmission within the rostral ventrolateral medulla of awake rats;?Hypertension?34?748 |
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