potassium 2-(4-carboxylatophenyl)-1-hydroxy-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazol-3-ium-3-olate

• ChemBase ID: 105334
• Molecular Formular: C14H17KN2O4
• Molecular Mass: 316.39408
• Monoisotopic Mass: 316.08253871
• SMILES: [K+].CC1(C)N(O)C(=[N+]([O-])C1(C)C)c1ccc(cc1)C(=O)[O-]
• Canonical SMILES: [O-]C(=O)c1ccc(cc1)C1=[N+]([O-])C(C(N1O)(C)C)(C)C.[K+]
• InChI: InChI=1S/C14H18N2O4.K/c1-13(2)14(3,4)16(20)11(15(13)19)9-5-7-10(8-6-9)12(17)18;/h5-8,19H,1-4H3,(H,17,18);/q;+1/p-1
• InChIKey: UUIUWWWXQKGGKY-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 2-(4-carboxylatophenyl)-1-hydroxy-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazol-3-ium-3-olate
• IUPAC Traditional name: potassium 2-(4-carboxylatophenyl)-3-hydroxy-4,4,5,5-tetramethylimidazol-1-ium-1-olate; potassium ion 2-(4-carboxylatophenyl)-3-hydroxy-4,4,5,5-tetramethylimidazol-1-ium-1-olate
• Synonyms: 2-(4-Carboxyphenyl)-4,5-dihydro-4,4,5,5-tetramethylimidazoline-3-oxide-1-oxyl, Potassium Salt; Carboxy-PTIO, Potassium Salt; 2-(4-Carboxyphenyl)-4,4,5,5-tetramethylimidazoline-1-oxyl-3-oxide; CARBOXY-PTIO POTASSIUM SALT

Database IDs

• CAS Number: 148819-94-7
• PubChem SID: 162092601
• PubChem CID: 54730022

CALCULATED PROPERTIES

• Acid pKa: 3.8396723
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.180359
• LogD (pH = 7.4): -1.3994288
• Log P: 1.8443198
• Molar Refractivity: 86.4469 cm^3
• Polarizability: 27.807285 Å^3
• Polar Surface Area: 92.35 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 141-143°C

Safety Information

• Storage Condition: -20°C Freezer; 2-8°C, Desiccate

DETAILS

MP Biomedicals - 02159815

Potassium Salt
Nitric Oxide radical scavenger with antagonistic action against the NO free radical.

Toronto Research Chemicals - C181250

A water soluble, stable organic free radical that reacts stoichiometrically with NO. Carboxy-PTIO converts NO to NO2 and does not dramatically affect other NO related metabolites. This scavenger allows for the specific investigation of the effect of NO.

REFERENCES

• Akaike, T., et al., Biochemistry , 32 : 827, (1993).
• Akaike, T., et al.: Biochem., 32, 827 (1993)
• Amano, F., et al.: FEBS Letters, 368, 425 (1993)
• Yoshida, M., et al.: Biochem. Biophys. Res. Commun., 202, 923 (1993)
• Huang, J., et al.: JACS, 124, 3473 (2002)