1-[4-amino-3-chloro-5-(trifluoromethyl)phenyl]-2-(tert-butylamino)ethan-1-ol

• ChemBase ID: 128162
• Molecular Formular: C13H18ClF3N2O
• Molecular Mass: 310.7430296
• Monoisotopic Mass: 310.10597555
• SMILES: Clc1cc(cc(c1N)C(F)(F)F)C(O)CNC(C)(C)C
• Canonical SMILES: OC(c1cc(Cl)c(c(c1)C(F)(F)F)N)CNC(C)(C)C
• InChI: InChI=1S/C13H18ClF3N2O/c1-12(2,3)19-6-10(20)7-4-8(13(15,16)17)11(18)9(14)5-7/h4-5,10,19-20H,6,18H2,1-3H3
• InChIKey: JSJCTEKTBOKRST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-amino-3-chloro-5-(trifluoromethyl)phenyl]-2-(tert-butylamino)ethan-1-ol
• IUPAC Traditional name: mabuterol
• Synonyms: 4-Amino-3-chloro-α-[[(1,1-dimethylethyl)amino]methyl]-5-(trifluoromethyl)benzenemethanol; 4-Amino-α-[(tert-butylamino)methyl]-5-(trifluoromethyl)benzene-methanol; Ambuterol; (+/-)-Mabuterol; PB 868Cl; Mabuterol

Database IDs

• CAS Number: 56341-08-3
• PubChem SID: 162222476
• PubChem CID: 3995
• CHEMBL: 86749
• Chemspider ID: 3857
• MeSH Name: mabuterol
• Wikipedia Title: Mabuterol

CALCULATED PROPERTIES

• Acid pKa: 14.064448
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.5809687
• LogD (pH = 7.4): 0.41635513
• Log P: 2.6081865
• Molar Refractivity: 74.553 cm^3
• Polarizability: 27.68206 Å^3
• Polar Surface Area: 58.28 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid
• Melting Point: 85-87°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M104000

A β2-adrenergic agonist, used as a bronchodilator/antiasthmatic

REFERENCES

• Murali, S., et al.; Eur. J. Med. Chem., 42, 966 (2007)
• Nielen, M., et al.: Anal. Bioanal. Chem. 391, 199 (2007)
• Shao, B., et al.: Food Chem., 114, 1115 (2007)