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Cuprizone (Standard)

CAT: 0804-HY-W115718R-02Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-W115718R-02Size:25 mg
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Description
Cuprizone is a copper chelating agent that forms a deep blue copper ketone complex with copper (II) . The copper ketone reaction can be used in colorimetric tests for the presence of trace copper. Cuprizone can be used to induce some schizophrenia-like behavior in mice. Cuprizone acts on copper enzymes, including SOD1, cytochrome oxidase, and DβH, thereby causing oxidative stress and increasing DA levels in certain brain regions such as the medial prefrontal cortex (PFC) [1].
CAS Number
370-81-0
UNSPSC
12352211
Target
Dopamine β-hydroxylase
Related Pathways
Metabolic Enzyme/Protease
Field of Research
Neurological Disease
Smiles
O=C(C(N/N=C1CCCCC\1)=O)N/N=C2CCCCC/2
Molecular Formula
C14H22N4O2
Molecular Weight
278.36
References & Citations
[1]Suzuki K, et al. Status spongiosus of CNS and hepatic changes induced by cuprizone (biscyclohexanone oxalyldihydrazone) . Am J Pathol. 1969 Feb;54 (2) :307-25. |[2]Sanadgol N, et al. Alpha-lipoic acid mitigates toxic-induced demyelination in the corpus callosum by lessening of oxidative stress and stimulation of polydendrocytes proliferation. Metab Brain Dis. 2018 Feb;33 (1) :27-37. |[3]M Jake Pushie, et al. Synthesis and structural characterization of copper-cuprizone complexes. Dalton Trans. 2022 Jun 29.|[4]Haiyun Xu, et al. Behavioral and neurobiological changes in C57BL/6 mouse exposed to cuprizone: effects of antipsychotics. Front Behav Neurosci. 2010 Mar 18;4:8.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Cuprizone

Cuprizon is an organonitrogen compound and an organooxygen compound. It is functionally related to an alpha-amino acid.

CAS Number370-81-0
PubChem CID9723
IUPAC NameN,N'-bis(cyclohexylideneamino)oxamide
Molecular FormulaC14H22N4O2
Molecular Weight278.35
XLogP1.6
Topological Polar Surface Area82.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Heavy Atom Count20
Formal Charge0
Complexity373
SMILES
C1CCC(=NNC(=O)C(=O)NN=C2CCCCC2)CC1
InChI
InChI=1S/C14H22N4O2/c19-13(17-15-11-7-3-1-4-8-11)14(20)18-16-12-9-5-2-6-10-12/h1-10H2,(H,17,19)(H,18,20)
InChIKey
DSRJIHMZAQEUJV-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Cuprizone
CAS: 370-81-0
CID: 9723
Formula: C14H22N4O2
MW: 278.35
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight278.35
XLogP31.6
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count2
Exact Mass278.17427596
Monoisotopic Mass278.17427596
Topological Polar Surface Area82.9 Ų
Heavy Atom Count20
Formal Charge0
Complexity373
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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