C9012

Bis(cyclohexanone)oxaldihydrazone

≥95% purity (TLC), powder

• Synonym(s): Cuprizon, Cuprizone, Oxalic acid bis(cyclohexylidenehydrazide)
• 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: 12171500
• PubChem Substance ID: 24893128
• NACRES: NA.47

Properties

• product name: Bis(cyclohexanone)oxaldihydrazone, ≥95% (TLC)
• 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.

Safety Information

• 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