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Merck

C9012

Sigma-Aldrich

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 de CAS:
Peso molecular:
278.35
Beilstein/REAXYS Number:
2388004
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

product name

Bis(cyclohexanone)oxaldihydrazone, ≥95% (TLC)

Quality Level

assay

≥95% (TLC)

form

powder

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.
  • 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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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)
Recovery from Toxic-Induced Demyelination Does Not Require the NG2 Proteoglycan.
Stefanie Albrecht et al.
PloS one, 11(10), e0163841-e0163841 (2016-10-19)
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

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