4-[(tert-butyl-oxo-$l^{5}-azanylidene)methyl]pyridin-1-ium-1-olate

• ChemBase ID: 105204
• Molecular Formular: C10H14N2O2
• Molecular Mass: 194.23036
• Monoisotopic Mass: 194.1055277
• SMILES: CC(C)(C)/[N+](=C/c1cc[n+]([O-])cc1)/[O-]
• Canonical SMILES: CC(/[N+](=C/c1cc[n+](cc1)[O-])/[O-])(C)C
• InChI: InChI=1S/C10H14N2O2/c1-10(2,3)12(14)8-9-4-6-11(13)7-5-9/h4-8H,1-3H3
• InChIKey: RNRMWTCECDHNQU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(tert-butyl-oxo-$l^{5}-azanylidene)methyl]pyridin-1-ium-1-olate
• IUPAC Traditional name: 4-[(tert-butyl-oxo-$l^{5}-azanylidene)methyl]pyridin-1-ium-1-olate
• Synonyms: POBN; N-tert-Butyl-α-(4-pyridyl)nitrone N′-oxide; N-(4-Pyridylmethylene)-tert-butylamine N,N′-dioxide; α-(4-Pyridyl N-oxide)-N-tert-butylnitrone; α-(4-PYRIDYL-1-OXIDE)-N-t-BUTYLNITRONE; N-(4-吡啶基亚甲基)-叔丁胺-N,N′-二氧化物; N-叔丁基-α-(4-吡啶基-1-氧)硝酮; α-(4-吡啶基-1-氧)-N-叔丁基硝基酮

Database IDs

• CAS Number: 66893-81-0
• EC Number: 266-512-3
• MDL Number: MFCD00041022
• Beilstein Number: 1453764
• PubChem SID: 24852894; 24852352; 162092020
• PubChem CID: 92375

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.18145095
• LogD (pH = 7.4): 0.18145634
• Log P: 0.18145642
• Molar Refractivity: 58.3911 cm^3
• Polarizability: 20.382019 Å^3
• Polar Surface Area: 54.21 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 183-185 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC); 99%
• Grade: purum
• Empirical Formula (Hill Notation): C10H14N2O2

DETAILS

Sigma Aldrich - 215430

Application
Spin trap reagent used to measure ethanol oxidation to 1-hydroxyethyl radical (HER) which can bind to protein. Has also been used in studies of DNA methylation, iron-mediated polyunsaturated fatty acid peroxidation, and free-radical formation by Alzheimer β-amyloid peptide. The formation of hydroxyl radical in chondrocytes and cartilage has been detected using POBN.
Spin-trap suitable for detecting hydroxyl radicals1 and selenide radical anions.2
Packaging
1 g in glass bottle

Sigma Aldrich - 20583

Application
Spin trap reagent used to measure ethanol oxidation to 1-hydroxyethyl radical (HER) which can bind to protein. Has also been used in studies of DNA methylation, iron-mediated polyunsaturated fatty acid peroxidation, and free-radical formation by Alzheimer β-amyloid peptide. The formation of hydroxyl radical in chondrocytes and cartilage has been detected using POBN.
Other Notes
Spin trap for radicals useful for the detection and identification of short-lived radicals; it is more water-soluble than PBN1,2