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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)

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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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