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C9012

Bis(cyclohexanone)oxaldihydrazone

Name: Bis(cyclohexanone)oxaldihydrazone
Brand: SIGMA

≥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:

370-81-0

Molecular Weight:

278.35

NACRES:

NA.47

PubChem Substance ID:

24893128

UNSPSC Code:

12171500

EC Number:

206-729-2

MDL number:

MFCD00001659

Beilstein/REAXYS Number:

2388004

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Properties

Product Name

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

Quality Level

100

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

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

Description

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.

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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)

Recovery from Toxic-Induced Demyelination Does Not Require the NG2 Proteoglycan.

Stefanie Albrecht et al.

PloS one, 11(10), e0163841-e0163841 (2016-10-19)

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Global Trade Item Number

SKU	GTIN
C9012-25G	04061835347339