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Merck

C9012

Bis(cyclohexanone)oxaldihydrazone

≥95% purity (TLC), powder

Sinónimos:

Cuprizon, Cuprizone, Oxalic acid bis(cyclohexylidenehydrazide)

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About This Item

Fórmula empírica (notación de Hill):
C14H22N4O2
Número CAS:
370-81-0
Peso molecular:
278.35
NACRES:
NA.47
PubChem Substance ID:
24893128
UNSPSC Code:
12171500
EC Number:
206-729-2
MDL number:
MFCD00001659
Beilstein/REAXYS Number:
2388004

Nombre del producto

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

100

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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.
  • 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.

Clase de almacenamiento

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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Certificados de análisis (COA)

Lot/Batch Number
BCCN8269
BCCM8365
BCCL6012
BCCK4085
BCCL0172

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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)
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)
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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