3-(hydroxymethyl)-2,2,5,5-tetramethylpyrrolidin-1-ol

• ChemBase ID: 170891
• Molecular Formular: C9H19NO2
• Molecular Mass: 173.25266
• Monoisotopic Mass: 173.14157885
• SMILES: C1C(C(N(C1(C)C)O)(C)C)CO
• Canonical SMILES: OCC1CC(N(C1(C)C)O)(C)C
• InChI: InChI=1S/C9H19NO2/c1-8(2)5-7(6-11)9(3,4)10(8)12/h7,11-12H,5-6H2,1-4H3
• InChIKey: NVSLLEANKLJTSO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(hydroxymethyl)-2,2,5,5-tetramethylpyrrolidin-1-ol
• IUPAC Traditional name: 3-(hydroxymethyl)-2,2,5,5-tetramethylpyrrolidin-1-ol
• Synonyms: 3-(Hydroxymethyl)-2,2,5,5-tetramethyl-1-pyrrolidinyloxy; HM-PROXYL; Hydroxymethyl-proxyl; Proxmethol; 3-(Hydroxymethyl)-1-oxy-2,2,5,5-tetramethylpyrrolidine

Database IDs

• CAS Number: 27298-75-5
• PubChem SID: 164226801
• PubChem CID: 12996784

CALCULATED PROPERTIES

• Acid pKa: 14.655596
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.19374868
• LogD (pH = 7.4): 0.19520691
• Log P: 0.19522557
• Molar Refractivity: 48.4145 cm^3
• Polarizability: 19.344717 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Ethyl Acetate
• Apperance: Yellow Solid
• Melting Point: 112-113°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Store Under Argon

DETAILS

Toronto Research Chemicals - H948255

A reactive spin label. Hydroxytetramethylpiperidine derivatives and analogs for use in drug resistance reversal in neoplastic diseases.

REFERENCES

• Yokoyama, H., et al.: Free Radic. Biol. Med., 27, 442 (1999)
• Qin, P.Z., et al.: Biochemistry, 40, 6929 (1999)
• Yokoyama, H., et al.: Neurochem. Res., 27, 243 (1999)