3-[(dimethylcarbamoyl)oxy]-5-(1-hydroxy-2-{[2-(2H3)methyl(2H6)propan-2-yl]amino}ethyl)phenyl N,N-dimethylcarbamate hydrochloride

• ChemBase ID: 161109
• Molecular Formular: C18H30ClN3O5
• Molecular Mass: 403.9009
• Monoisotopic Mass: 403.18739876
• SMILES: c1c(cc(cc1OC(=O)N(C)C)C(CNC(C)(C)C)O)OC(=O)N(C)C.Cl
• Canonical SMILES: O=C(N(C)C)Oc1cc(cc(c1)OC(=O)N(C)C)C(CNC(C)(C)C)O.Cl
• InChI: InChI=1S/C18H29N3O5.ClH/c1-18(2,3)19-11-15(22)12-8-13(25-16(23)20(4)5)10-14(9-12)26-17(24)21(6)7;/h8-10,15,19,22H,11H2,1-7H3;1H
• InChIKey: LBARATORRVNNQM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(dimethylcarbamoyl)oxy]-5-(1-hydroxy-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethyl)phenyl N,N-dimethylcarbamate hydrochloride
• IUPAC Traditional name: 3-[(dimethylcarbamoyl)oxy]-5-(1-hydroxy-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethyl)phenyl N,N-dimethylcarbamate hydrochloride
• Synonyms: N,N-Dimethylcarbamic Acid 3-[[(Dimethylamino)carbonyl]oxy]-5-[2-[(1,1-dimethylethyl-d9)amino]-1-hydroxyethyl]phenyl Ester Hydrochloride; Dimethylcarbamic Acid 5-[2-[(1,1-Dimethylethyl-d9)amino]-1-hydroxyethyl]-1,3-phenylene Ester Monohydrochloride; Bambec-d9; KWD 2183-d9; Bambuterol-d9 Hydrochloride

Database IDs

• PubChem SID: 162255244
• PubChem CID: 71313617

CALCULATED PROPERTIES

• Acid pKa: 13.909502
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.7781748
• LogD (pH = 7.4): -0.69715315
• Log P: 1.3973545
• Molar Refractivity: 98.2791 cm^3
• Polarizability: 38.362434 Å^3
• Polar Surface Area: 91.34 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B117502

Labelled Bambuterol (B117500). Ester prodrug of the β2-adrenergic agonist Terbutaline (T109750). Bronchodilator.

REFERENCES

• Ollsson, O.A.T., et al.: Pharm. Res., 19, (1984)
• Persson, G., et al.: Eur. Respir. J., 1, 223 (1984)