2-(tert-butylamino)-1-(2-chlorophenyl)ethan-1-ol

• ChemBase ID: 179284
• Molecular Formular: C12H18ClNO
• Molecular Mass: 227.73042
• Monoisotopic Mass: 227.10769188
• SMILES: c1cccc(c1Cl)C(CNC(C)(C)C)O
• Canonical SMILES: OC(c1ccccc1Cl)CNC(C)(C)C
• InChI: InChI=1S/C12H18ClNO/c1-12(2,3)14-8-11(15)9-6-4-5-7-10(9)13/h4-7,11,14-15H,8H2,1-3H3
• InChIKey: YREYLAVBNPACJM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(tert-butylamino)-1-(2-chlorophenyl)ethan-1-ol
• IUPAC Traditional name: tulobuterol
• Synonyms: 2-Chloro-α-[[(1,1-dimethylethyl)amino]methyl]benzenemethanol; (+/-)-Tulobuterol; HN 078; o-Chloro-α-[(tert-butylamino)methyl]benzyl Alcohol; Tulobuterol

Database IDs

• CAS Number: 41570-61-0
• PubChem SID: 164235194
• PubChem CID: 5606

CALCULATED PROPERTIES

• Acid pKa: 13.904787
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.6196931
• LogD (pH = 7.4): 0.44198674
• Log P: 2.559264
• Molar Refractivity: 63.8789 cm^3
• Polarizability: 25.383095 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 89-91°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T897250

A sympathomimetic drug used as a transdermal patch, increases normal diaphragm muscle strength. A β-adrenergic receptor agonist, related structurally to Terbutaline (T109750).

REFERENCES

• Kubo, S., et al.: Arzneim.-Forsch., 25, 1028 (1975)
• Uematsu, T., et al.: Eur. J. Clin. Pharmacol., 44, 361 (1975)
• Qureshi, S., et al.: J. Exp. Med., 189, 615 (1975)