[2-hydroxy-5-(1-hydroxy-2-{[2-(2H3)methyl(2H6)propan-2-yl]amino}ethyl)phenyl]urea hydrochloride

• ChemBase ID: 163808
• Molecular Formular: C13H22ClN3O3
• Molecular Mass: 303.78508
• Monoisotopic Mass: 303.13496926
• SMILES: c1c(c(cc(c1)C(CNC(C)(C)C)O)NC(=O)N)O.Cl
• Canonical SMILES: NC(=O)Nc1cc(ccc1O)C(CNC(C)(C)C)O.Cl
• InChI: InChI=1S/C13H21N3O3.ClH/c1-13(2,3)15-7-11(18)8-4-5-10(17)9(6-8)16-12(14)19;/h4-6,11,15,17-18H,7H2,1-3H3,(H3,14,16,19);1H
• InChIKey: QHWYYBXPBFQGNI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-hydroxy-5-(1-hydroxy-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethyl)phenyl]urea hydrochloride
• IUPAC Traditional name: 2-hydroxy-5-(1-hydroxy-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethyl)phenylurea hydrochloride
• Synonyms: N-[5-[2-[(1,1-Dimethylethyl-9)amino]-1-hydroxyethyl]-2-hydroxyphenyl]urea Hydrochloride; Bronsecur-d9; Carbuterol-d9 Hydrochloride; Pirem-d9; SKF 40383-d9; SKF 40383A-d9; Carbuterol-d9 Hydrochloride

Database IDs

• PubChem SID: 162257943
• PubChem CID: 71314559

CALCULATED PROPERTIES

• Acid pKa: 8.528264
• H Acceptors: 4
• H Donor: 5
• LogD (pH = 5.5): -2.5934954
• LogD (pH = 7.4): -1.4165249
• Log P: -0.45225894
• Molar Refractivity: 74.5947 cm^3
• Polarizability: 28.311409 Å^3
• Polar Surface Area: 107.61 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C183352

Labelled Carbuterol (C183350). A β-adrenergic agonist related to isoproterenol with selectivity for airway smooth muscle receptors. Bronchodilator.

REFERENCES

• Wardell, J.R., et al.: J. Pharmacol. Exp. Ther., 189, 167 (1974)
• Ravin, L.J., et al.: J. Pharm. Sci., 67, 1523 (1974)