N-[1-(2,6-dimethylphenoxy)propan-2-yl]hydroxylamine; oxalic acid

• ChemBase ID: 170872
• Molecular Formular: C13H19NO6
• Molecular Mass: 285.29306
• Monoisotopic Mass: 285.12123733
• SMILES: c1(cccc(c1OCC(NO)C)C)C.C(=O)(O)C(=O)O
• Canonical SMILES: OC(=O)C(=O)O.ONC(COc1c(C)cccc1C)C
• InChI: InChI=1S/C11H17NO2.C2H2O4/c1-8-5-4-6-9(2)11(8)14-7-10(3)12-13;3-1(4)2(5)6/h4-6,10,12-13H,7H2,1-3H3;(H,3,4)(H,5,6)
• InChIKey: PNGGHGAOQPZGES-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[1-(2,6-dimethylphenoxy)propan-2-yl]hydroxylamine; oxalic acid
• IUPAC Traditional name: N-[1-(2,6-dimethylphenoxy)propan-2-yl]hydroxylamine; oxalic acid
• Synonyms: (+/-)-1-(2,6-Dimethylphenoxy)-N-hydroxy-2-propanamine Ethanedioate; N-Hydroxy Mexiletine Oxalate

Database IDs

• CAS Number: 57204-78-1
• PubChem SID: 164226782
• PubChem CID: 71749173

CALCULATED PROPERTIES

• Acid pKa: 15.630592
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.548378
• LogD (pH = 7.4): 2.5703595
• Log P: 2.570647
• Molar Refractivity: 67.2296 cm^3
• Polarizability: 22.204773 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948025

A Mexiletine (M340800) metabolite.

REFERENCES

• Vandamme, N., et al.: J. Cardiovasc. Pharmacol., 21, 77 (1993)
• Senda, C., et al.: Xenobiotica, 33, 871 (1993)
• Yarov-Yarovoy, V., et al.: J. Biol. Chem., 277, 35393 (1993)