4-(1-hydroxy-2-{[2-(2H3)methyl(2H6)propan-2-yl]amino}ethyl)-2-{[2-hydroxy-5-(1-hydroxy-2-{[2-(2H3)methyl(2H6)propan-2-yl]amino}ethyl)phenyl]methyl}-6-(hydroxymethyl)phenol

• ChemBase ID: 159549
• Molecular Formular: C26H40N2O5
• Molecular Mass: 460.6062
• Monoisotopic Mass: 460.29372239
• SMILES: c1cc(cc(c1O)Cc1cc(cc(c1O)CO)C(CNC(C)(C)C)O)C(CNC(C)(C)C)O
• Canonical SMILES: OCc1cc(cc(c1O)Cc1cc(ccc1O)C(CNC(C)(C)C)O)C(CNC(C)(C)C)O
• InChI: InChI=1S/C26H40N2O5/c1-25(2,3)27-13-22(31)16-7-8-21(30)17(9-16)10-19-11-18(12-20(15-29)24(19)33)23(32)14-28-26(4,5)6/h7-9,11-12,22-23,27-33H,10,13-15H2,1-6H3
• InChIKey: YGTPUUFMIIQKAR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(1-hydroxy-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethyl)-2-{[2-hydroxy-5-(1-hydroxy-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethyl)phenyl]methyl}-6-(hydroxymethyl)phenol
• IUPAC Traditional name: 4-(1-hydroxy-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethyl)-2-{[2-hydroxy-5-(1-hydroxy-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethyl)phenyl]methyl}-6-(hydroxymethyl)phenol
• Synonyms: 5-[[5-[2-[(1,1-Dimethylethyl-d9)amino]-1-hydroxyethyl]-2-hydroxyphenyl]methyl]-α1-[[(1,1-dimethylethyl-d9)amino]methyl]-4-hydroxy-1,3-benzenedimethanol; Salbutamol Dimer-d18; Albuterol Dimer-d18

Database IDs

• PubChem SID: 162253684
• PubChem CID: 71313026

CALCULATED PROPERTIES

• Acid pKa: 7.9680295
• H Acceptors: 7
• H Donor: 7
• LogD (pH = 5.5): -3.5936859
• LogD (pH = 7.4): -1.1071293
• Log P: 0.85339105
• Molar Refractivity: 132.6051 cm^3
• Polarizability: 51.726673 Å^3
• Polar Surface Area: 125.21 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A514517

Albuterol Dimer-d18 is a labelled impurity of Albuterol (Salbutamol) (A514500).

REFERENCES

• Stephen, A., et al.: Drugs, 38, 77 (1989)
• Altria, K., et al.: J. Pharm. Biomed. Anal., 11, 415 (1989)
• Yee, N., et al.: Bioorg. Med. Chem. Lett., 6, 2279 (1989)