| Identification | More | [Name]
ODQ | [CAS]
41443-28-1 | [Synonyms]
ODQ
ODQ,98%
ODQ - CAS 41443-28-1 - Calbiochem
[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one
1H-[1,2,4]OXADIAZOLE[4,3-A]QUINOXALIN-1-ONE
1H-[1,2,4]OXADIAZOLO[4,3-A]QUINOXALIN-1-ONE
ODQ1H-[1,2,4]Oxadiazole[4,3-a]quinoxalin-1-one
1H-[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one>
1H-[1,2,4]OXADIAZOLO[4,3-A]QUINOXALIN-1-ONE[ODQ]
1H-[1,2,4]Oxadiazolo[4,3-A]quinoxalin-1-one (9ci)
2-OXA-3,5,9B-TRIAZA-CYCLOPENTA[A]NAPHTHALENE-1-ONE | [Molecular Formula]
C9H5N3O2 | [MDL Number]
MFCD00792620 | [Molecular Weight]
187.15 | [MOL File]
41443-28-1.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white to yellow powder | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
29349990 |
| Hazard Information | Back Directory | [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]
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. | [Uses]
ODQ is a selective and potent sGC (soluble guanylyl cyclase) inhibitor.
| [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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