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
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
EC Number:
206-729-2
MDL number:
Beilstein/REAXYS Number:
2388004
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Product Name
Bis(cyclohexanone)oxaldihydrazone, ≥95% (TLC)
InChI key
DSRJIHMZAQEUJV-UHFFFAOYSA-N
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)
SMILES string
O=C(N\N=C1\CCCCC1)C(=O)N\N=C2/CCCCC2
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
Quality Level
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This Item | 14690 | E3257 | D5143 |
|---|---|---|---|
| technique(s) titration: suitable | technique(s) UV/Vis spectroscopy: suitable | technique(s) - | technique(s) - |
| color white/clear to off-white | color - | color white to off-white | color white to yellow |
| application(s) diagnostic assay manufacturing | application(s) - | application(s) diagnostic assay manufacturing | application(s) diagnostic assay manufacturing |
| form powder | form powder | form powder | form powder or crystals |
| solubility acetic acid: 50 mg/mL, colorless to very faintly brown | solubility - | solubility acetic acid: water (1:1): ≤50 mg/mL, DMF: soluble | solubility 1 M HCl: 50 mg/mL, clear to very slightly hazy |
| storage temp. 2-8°C | storage temp. - | storage temp. 2-8°C | storage temp. 2-8°C |
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
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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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)
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
Tim Clarner et al.
Glia, 60(10), 1468-1480 (2012-06-13)
In multiple sclerosis (MS), gray matter pathology is characterized by less pronounced inflammation when compared with white matter lesions. Although regional differences in the cytoarchitecture may account for these differences, the amount of myelin debris in the cortex during a
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