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Bis(cyclohexanone)oxaldihydrazone

SIGMA/C9012 - ≥95% (TLC)

Synonym: Cuprizon; Cuprizone; Oxalic acid bis(cyclohexylidenehydrazide)

CAS Number: 370-81-0
Empirical Formula (Hill Notation): C14H22N4O2
Molecular Weight: 278.35
EC Number: 206-729-2
MDL Number: MFCD00001659
Linear Formula: C14H22N4O2
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-C9012-25G 25 g
 $102.00
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application(s) diagnostic assay manufacturing
hematology
histology
assay ≥95% (TLC)
color white/clear to off-white
form powder
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
mp 210-214 °C (lit.)
Quality Level 100 
SMILES string O=C(NN=C1CCCCC1)C(=O)NN=C2/CCCCC2
solubility acetic acid: 50 mg/mL, colorless to very faintly brown
storage temp. 2-8°C
technique(s) titration: suitable
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.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95% (TLC)
mp 210-214 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 12171500

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