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

• ChemBase ID: 155329
• Molecular Formular: C19H25ClN2O3
• Molecular Mass: 364.8664
• Monoisotopic Mass: 364.15537035
• SMILES: CC(CCc1ccccc1)NCC(c1ccc(c(c1)C(=O)N)O)O.Cl
• Canonical SMILES: CC(CCc1ccccc1)NCC(c1ccc(c(c1)C(=O)N)O)O.Cl
• InChI: InChI=1S/C19H24N2O3.ClH/c1-13(7-8-14-5-3-2-4-6-14)21-12-18(23)15-9-10-17(22)16(11-15)19(20)24;/h2-6,9-11,13,18,21-23H,7-8,12H2,1H3,(H2,20,24);1H
• InChIKey: WQVZLXWQESQGIF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-hydroxy-5-{1-hydroxy-2-[(4-phenylbutan-2-yl)amino]ethyl}benzamide hydrochloride
• IUPAC Traditional name: labetalol hydrochloride
• Synonyms: 2-Hydroxy-5-(1-hydroxy-2-((4-phenylbutan-2-yl)amino)ethyl)benzamide hydrochloride; 2-Hydroxy-5-[1-hydroxy-2-[(1-methyl-3-phenylpropyl)amino]ethyl]benzamide hydrochloride; Labetalol hydrochloride

Database IDs

• CAS Number: 32780-64-6
• EC Number: 251-211-1
• MDL Number: MFCD00057663
• PubChem SID: 162249467; 24278510
• PubChem CID: 71412

CALCULATED PROPERTIES

• Acid pKa: 8.049597
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -0.09246258
• LogD (pH = 7.4): 1.2584062
• Log P: 1.8865051
• Molar Refractivity: 94.7152 cm^3
• Polarizability: 36.471325 Å^3
• Polar Surface Area: 95.58 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: ethanol: soluble; H2O: soluble
• Apperance: white powder

Safety Information

• RTECS: CV5376000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... ADRB1(153), ADRB2(154), ADRB3(155)

Product Information

• Purity: >98% (TLC); 95+%
• Empirical Formula (Hill Notation): C19H24N2O3 · HCl

DETAILS

Sigma Aldrich - L1011

Biochem/physiol Actions
Competitive β-adrenoceptor antagonist.