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Merck

14690

Bis(cyclohexanone)oxaldihydrazone

for spectrophotometric det. of Cu, ≥99.0%

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
UNSPSC Code:
41116105
NACRES:
NA.21
PubChem Substance ID:
EC Number:
206-729-2
Beilstein/REAXYS Number:
2388004
MDL number:

Product Name

Bis(cyclohexanone)oxaldihydrazone, for spectrophotometric det. of Cu, ≥99.0%

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

≥99.0% (N)
≥99.0%

form

powder

quality

for spectrophotometric det. of Cu

technique(s)

UV/Vis spectroscopy: suitable

mp

210-214 °C (lit.)
210-214 °C

Quality Level

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Application

Cuprizone (Bis(cyclohexanone)oxaldihydrazone) was used for toxic demyelination in the central nervous system in order to investigate the pathobiology of remyelination in the corpus callosum, so as to study the human demyelinating diseases such as multiple sclerosis. It was also used a model to study components of neuroinflammation.

General description

Cuprizone (Bis(cyclohexanone)oxaldihydrazone) is a physically unstable compound and is a well-known neurotoxic agent.

Other Notes

For the spectrophotometric determination of Cu(II)
In the presence of a copper salt, this ligand catalyzes Ullmann-type C-N bond forming reactions under mild, aqueous conditions.

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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Zhu, X., et al.
Synthesis, 23, 3955-3962 (2006)
Cuprizone treatment induces distinct demyelination, astrocytosis, and microglia cell invasion or proliferation in the mouse cerebellum.
Groebe A
Cerebellum, 8 (3), 163-174 (2009)
Cortical demyelination is prominent in the murine cuprizone model and is strain-dependent.
Thomas S
The American Journal of Pathology, 174 (4), 1053-1061 (2008)
R.K. Rohde
Analytical Chemistry, 38, 911-911 (1966)
The protective role of nitric oxide in a neurotoxicant-induced demyelinating model.
Arnett H
Journal of Immunology, 168 (1), 427-433 (2002)

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