MilliporeSigma
All Photos(1)

Documents

C9012

Sigma-Aldrich

Bis(cyclohexanone)oxaldihydrazone

≥95% (TLC)

Sign Into View Organizational & Contract Pricing

Synonym(s):
Cuprizon, Cuprizone, Oxalic acid bis(cyclohexylidenehydrazide)
Empirical Formula (Hill Notation):
C14H22N4O2
CAS Number:
Molecular Weight:
278.35
Beilstein/REAXYS Number:
2388004
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

assay

≥95% (TLC)

form

powder

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

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
E3257H1252H4884
vibrant-m

C9012

Bis(cyclohexanone)oxaldihydrazone

vibrant-m

H1252

Homovanillic acid

vibrant-m

H4884

Hippuryl-His-Leu acetate salt

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

-

form

powder

form

powder

form

powder

form

powder

mp

210-214 °C (lit.)

mp

-

mp

142-145 °C (lit.)

mp

-

assay

≥95% (TLC)

assay

-

assay

>99% (TLC)

assay

≥98% (HPLC)

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)


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 7

1 of 7

Tamoxifen ≥99%

Sigma-Aldrich

T5648

Tamoxifen

Polyvinylpyrrolidone for molecular biology, nucleic acid hybridization tested, mol wt 360,000

Sigma-Aldrich

P5288

Polyvinylpyrrolidone

Neocuproine ≥98%

Sigma-Aldrich

N1501

Neocuproine

Paraformaldehyde powder, 95%

Sigma-Aldrich

158127

Paraformaldehyde

Glycerol ≥99.5%

Sigma-Aldrich

G9012

Glycerol

Timestrip Plus™ 8 °C

Supelco

08168

Timestrip Plus 8 °C

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)
Demyelination and remyelination in anatomically distinct regions of the corpus callosum following cuprizone intoxication.
Steelman AJ, et al.
Neuroscience Research, 72, 32-42 (2012)
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)
Recovery from Toxic-Induced Demyelination Does Not Require the NG2 Proteoglycan.
Stefanie Albrecht et al.
PloS one, 11(10), e0163841-e0163841 (2016-10-19)
Thomas Skripuletz et al.
Brain : a journal of neurology, 136(Pt 1), 147-167 (2012-12-26)
Recent evidence suggests that astrocytes play an important role in regulating de- and remyelination in multiple sclerosis. The role of astrocytes is controversial, and both beneficial as well as detrimental effects are being discussed. We performed loss-of-function studies based on

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service