2,2,6,6-tetramethylpiperidine-1,4-diol

• ChemBase ID: 103728
• Molecular Formular: C9H19NO2
• Molecular Mass: 173.25266
• Monoisotopic Mass: 173.14157885
• SMILES: CC1(C)CC(O)CC(C)(C)N1O
• Canonical SMILES: OC1CC(C)(C)N(C(C1)(C)C)O
• InChI: InChI=1S/C9H19NO2/c1-8(2)5-7(11)6-9(3,4)10(8)12/h7,11-12H,5-6H2,1-4H3
• InChIKey: CSGAUKGQUCHWDP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,6,6-tetramethylpiperidine-1,4-diol
• IUPAC Traditional name: tempol
• Synonyms: 2,2,6,6-Tetramethyl-4-hydroxy-1-piperidinyloxy Radical; Tanol; Tempo OH; Tempole; 4-Hydroxy-2,2,6,6-tetramethyl-1-piperidinyloxy; 4-Hydroxy-2,2,6,6-tetramethylpiperidine 1-oxyl; TEMPOL; 4-HYDROXY-TEMPO

Database IDs

• CAS Number: 2226-96-2
• EC Number: 218-760-9
• PubChem SID: 162091395
• PubChem CID: 5395

CALCULATED PROPERTIES

• Acid pKa: 14.594281
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.13577239
• LogD (pH = 7.4): 0.1376132
• Log P: 0.13763675
• Molar Refractivity: 48.2963 cm^3
• Polarizability: 19.344717 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Orange Solid
• Melting Point: 67-69°C; 69-71°C

Safety Information

• Storage Condition: 0°C; Refrigerator, Under Inert Atmosphere
• RTECS: TN8991000
• European Hazard Symbols: Harmful (Xn)
• Risk Statements: R:22
• Safety Statements: S:36/37/39

DETAILS

Toronto Research Chemicals - H956500

A free radical scavenger; may be used for prophylaxis and treatment of IRI.

REFERENCES

• Flather, M., et al.: Lancet, 355, 1575 (2000)
• Sasso, F., et al.: Metabolism, 52, 675 (2000)
• Kass, D., et al.: Circ. Res., 94, 1533 (2000)
• Murdoch, C., et al.: Cardiovasc Res., 71, 208 (2000)