1-[4-amino-3-chloro-5-(trifluoromethyl)phenyl]-2-{[2-(2H3)methyl(2H6)propan-2-yl]amino}ethan-1-ol

• ChemBase ID: 172465
• Molecular Formular: C13H18ClF3N2O
• Molecular Mass: 310.7430296
• Monoisotopic Mass: 310.10597555
• SMILES: c1(c(c(cc(c1)C(O)CNC(C)(C)C)C(F)(F)F)N)Cl
• 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-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethan-1-ol
• IUPAC Traditional name: 1-[4-amino-3-chloro-5-(trifluoromethyl)phenyl]-2-{[2-(^2H₃)methyl(^2H₆)propan-2-yl]amino}ethanol
• Synonyms: 4-Amino-3-chloro-α-[[(1,1-dimethylethyl)amino]methyl]-5-(trifluoromethyl)benzenemethanol-d9; 4-Amino-α-[(tert-butylamino)methyl]-5-(trifluoromethyl)benzene-methanol-d9; Ambuterol-d9; (+/-)-Mabuterol-d9; PB 868Cl-d9; Mabuterol-d9

Database IDs

• PubChem SID: 164228375
• PubChem CID: 71312572

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 to Pale Orange Solid

Safety Information

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

DETAILS

Toronto Research Chemicals - M104002

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)