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About This Item
Empirical Formula (Hill Notation):
C14H22N4O2
CAS Number:
Molecular Weight:
278.35
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
EC Number:
206-729-2
MDL number:
Beilstein/REAXYS Number:
2388004
Product Name
Bis(cyclohexanone)oxaldihydrazone, ≥95% (TLC)
Quality Segment
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
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.
- It has been used to induce demyelination in mice.
- It has been used to study cuprizone-induced demyelination and remyelination in the corpus callosum of mice.
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. Cuprizone is widely used to study mitochondrial dysfunction-associated primary demyelination and remyelination in the corpus callosum.
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Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Related Content
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)
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)
Demyelination and remyelination in anatomically distinct regions of the corpus callosum following cuprizone intoxication.
Steelman AJ, et al.
Neuroscience Research, 72, 32-42 (2012)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| C9012-25G | 04061835347339 |