This product does not require handling under a fume hood.
C9012
Bis(cyclohexanone)oxaldihydrazone
≥95% purity (TLC), powder
Synonym(s):
Cuprizon, Cuprizone, Oxalic acid bis(cyclohexylidenehydrazide)
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About This Item
Empirical Formula (Hill Notation):
C14H22N4O2
CAS Number:
Molecular Weight:
278.35
Beilstein:
2388004
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47
Pricing and availability is not currently available.
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Product Name
Bis(cyclohexanone)oxaldihydrazone, ≥95% (TLC)
Quality Level
Assay
≥95% (TLC)
form
powder
technique(s)
titration: suitable
color
white/clear to off-white
mp
210-214 °C (lit.)
solubility
acetic acid: 50 mg/mL, colorless to very faintly brown
application(s)
diagnostic assay manufacturing
hematology
histology
storage temp.
2-8°C
SMILES string
O=C(N\N=C1\CCCCC1)C(=O)N\N=C2/CCCCC2
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)
InChI key
DSRJIHMZAQEUJV-UHFFFAOYSA-N
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Application
- Bis(cyclohexanone)oxaldihydrazone (Cuprizone) has been used in mice to study the effect of NG2 (neural/glial antigen 2) proteoglycan on toxic-induced demyelination.[1]
- It has been used to induce demyelination in mice.[2]
- It has been used to study cuprizone-induced demyelination and remyelination in the corpus callosum of mice.[3]
Biochem/physiol Actions
Bis(cyclohexanone)oxaldihydrazone (Cuprizone) is a copper chelator. It results in oligodendroglial cell death, thereby leading to demyelination, astrogliosis and microglia activation.[1] Cuprizone is widely used to study mitochondrial dysfunction-associated primary demyelination and remyelination in the corpus callosum.[3][4]
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Cortical demyelination is prominent in the murine cuprizone model and is strain-dependent.
Skripuletz T, et al.
The American Journal of Pathology, 172, 1053-1061 (2008)
Demyelination and remyelination in anatomically distinct regions of the corpus callosum following cuprizone intoxication.
Steelman AJ, et al.
Neuroscience Research, 72, 32-42 (2012)
Galanin transgenic mice with elevated circulating galanin levels alleviate demyelination in a cuprizone-induced MS mouse model.
Zhang L, et al.
PLoS ONE, 7, e33901-e33901 (2012)
Recovery from Toxic-Induced Demyelination Does Not Require the NG2 Proteoglycan.
Stefanie Albrecht et al.
PloS one, 11(10), e0163841-e0163841 (2016-10-19)
Katharina Schregel et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(17), 6650-6655 (2012-04-12)
The detection of pathological tissue alterations by manual palpation is a simple but essential diagnostic tool, which has been applied by physicians since the beginnings of medicine. Recently, the virtual "palpation" of the brain has become feasible using magnetic resonance
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