2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzoic acid

• ChemBase ID: 172151
• Molecular Formular: C19H23NO4
• Molecular Mass: 329.39022
• Monoisotopic Mass: 329.16270822
• SMILES: c1(C(CNC(CCc2ccccc2)C)O)cc(c(cc1)O)C(=O)O
• Canonical SMILES: CC(CCc1ccccc1)NCC(c1ccc(c(c1)C(=O)O)O)O
• InChI: InChI=1S/C19H23NO4/c1-13(7-8-14-5-3-2-4-6-14)20-12-18(22)15-9-10-17(21)16(11-15)19(23)24/h2-6,9-11,13,18,20-22H,7-8,12H2,1H3,(H,23,24)
• InChIKey: DZBUYRWVQLOXQQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzoic acid
• IUPAC Traditional name: 2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzoic acid
• Synonyms: 2-Hydroxy-5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl]benzoic Acid; 5-[1-Hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl]salicylic Acid; Labetalol Impurity A (EP),; Labetalol-1-carboxylic Acid

Database IDs

• PubChem SID: 164228061
• PubChem CID: 71749709

CALCULATED PROPERTIES

• Acid pKa: 2.5807686
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): 1.3076241
• LogD (pH = 7.4): 1.3065007
• Log P: 1.3078779
• Molar Refractivity: 92.893 cm^3
• Polarizability: 35.96418 Å^3
• Polar Surface Area: 89.79 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - L096510

Labetalol-1-carboxylic Acid is an impurity of the α-and β-adrenergic, Labetalol (L096500).