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ODQ

Product Name
ODQ
CAS No.
41443-28-1
Chemical Name
ODQ
Synonyms
ODQ;ODQ,98%;ODQ inhibitor;ODQ - CAS 41443-28-1 - Calbiochem;[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one;1H-[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[ODQ]
CBNumber
CB2730905
Molecular Formula
C9H5N3O2
Formula Weight
187.15
MOL File
41443-28-1.mol
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ODQ Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
O3636
Product name
1H-[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one
Purity
powder
Packaging
5mg
Price
$118
Updated
2024/03/01
Sigma-Aldrich
Product number
495320
Product name
ODQ
Packaging
10mg
Price
$230
Updated
2024/03/01
TCI Chemical
Product number
O0400
Product name
1H-[1,2,4]Oxadiazolo[4,3-a]quinoxalin-1-one
Purity
>95.0%(GC)
Packaging
25mg
Price
$162
Updated
2024/03/01
Alfa Aesar
Product number
J62250
Product name
1H-[1,2,4]Oxadiazolo[4,3-a]-quinoxalin-1-one, 98+%
Packaging
10mg
Price
$96.65
Updated
2024/03/01
Alfa Aesar
Product number
J62250
Product name
1H-[1,2,4]Oxadiazolo[4,3-a]-quinoxalin-1-one, 98+%
Packaging
50mg
Price
$323.65
Updated
2024/03/01
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ODQ Chemical Properties,Usage,Production

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

ODQ Preparation Products And Raw materials

Raw materials

Preparation Products

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41443-28-1, ODQRelated Search:


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  • Cell Signaling and Neuroscience
  • Cell Biology
  • BioChemical
  • G Proteins and Cyclic Nucleotides
  • Guanylyl Cyclase Inhibitors
  • Cyclic Nucleotide Metabolism
  • Cyclic Nucleotide related
  • Amines
  • Heterocycles
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Antineoplastic
  • Signalling