4-[(1S)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol hydrochloride

• ChemBase ID: 159544
• Molecular Formular: C13H22ClNO3
• Molecular Mass: 275.77168
• Monoisotopic Mass: 275.12882125
• SMILES: c1(c(ccc(c1)[C@@H](CNC(C)(C)C)O)O)CO.Cl
• Canonical SMILES: OCc1cc(ccc1O)[C@@H](CNC(C)(C)C)O.Cl
• InChI: InChI=1S/C13H21NO3.ClH/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15;/h4-6,12,14-17H,7-8H2,1-3H3;1H/t12-;/m1./s1
• InChIKey: OWNWYCOLFIFTLK-UTONKHPSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol hydrochloride
• IUPAC Traditional name: 4-[(1S)-2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol hydrochloride
• Synonyms: (α1S)-α1-[[(1,1-Dimethylethyl)amino]methyl]-4-hydroxy-1,3-benzenedimethanol Hydrochloride; (+)-Salbutamol Hydrochloride; (S)-Salbutamol Hydrochloride; (S)-Albuterol Hydrochloride

Database IDs

• CAS Number: 50293-91-9
• PubChem SID: 162253679
• PubChem CID: 71313025

CALCULATED PROPERTIES

• Acid pKa: 10.121162
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -2.306487
• LogD (pH = 7.4): -1.3223417
• Log P: 0.34441614
• Molar Refractivity: 67.8709 cm^3
• Polarizability: 26.575071 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A514490

The S-enantiomer of Albuterol (A514500). A β2-adrenoceptor agonist. Bronchodilator; tocolytic.

REFERENCES

• Han, et al.: Bioorg. Med. Chem., 14, 6043 (2006)
• Liyou, H., et al.: Biochem., 46, 1432 (2006)
• Agrawal, D., et al.: J. Allergy Clin. Immunol., 113, 503 (2006)