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Merck
CN

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:
370-81-0
Molecular Weight:
278.35
Beilstein:
2388004
EC Number:
206-729-2
MDL number:
MFCD00001659
UNSPSC Code:
41116105
PubChem Substance ID:
329750579
NACRES:
NA.21

Key Documents

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Quality Level

100

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

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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General description

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

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.

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN8269
BCCM8365
BCCL6012
BCCL0172
BCCK4085

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R.K. Rohde
Analytical Chemistry, 38, 911-911 (1966)
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)
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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