1-(4-amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethan-1-ol

• ChemBase ID: 1216
• Molecular Formular: C12H18Cl2N2O
• Molecular Mass: 277.19012
• Monoisotopic Mass: 276.07961857
• SMILES: Clc1cc(C(O)CNC(C)(C)C)cc(Cl)c1N
• Canonical SMILES: OC(c1cc(Cl)c(c(c1)Cl)N)CNC(C)(C)C
• InChI: InChI=1S/C12H18Cl2N2O/c1-12(2,3)16-6-10(17)7-4-8(13)11(15)9(14)5-7/h4-5,10,16-17H,6,15H2,1-3H3
• InChIKey: STJMRWALKKWQGH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethan-1-ol
• IUPAC Traditional name: clenbuterol (product); clenbuterol
• Brand Name: Planipart
• Synonyms: Clenbuterolum [inn-latin]; Clenbuterol; (αS)-4-Amino-3,5-dichloro-α-[[(1,1-dimethylethyl)amino]methyl]benzenemethanol; (+)-Clenbuterol; (S)-Clenbuterol; (S)-(+)-Clenbuterol

Database IDs

• CAS Number: 50499-60-0; 37148-27-9
• PubChem SID: 46508373; 160964676
• PubChem CID: 2783

CALCULATED PROPERTIES

JChem

• Acid pKa: 14.0623045
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.854669
• LogD (pH = 7.4): 0.1435546
• Log P: 2.3343828
• Molar Refractivity: 73.3841 cm^3
• Polarizability: 28.41921 Å^3
• Polar Surface Area: 58.28 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.94
• LOG S: -3.39
• Solubility (Water): 1.12e-01 g/l

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 125-128°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

DrugBank - DB01407

• Drug Groups: approved
• Description: A substituted phenylaminoethanol that has beta-2 adrenomimetic properties at very low doses. It is used as a bronchodilator in asthma. [PubChem]
• Indication: Used as a bronchodilator in the treatment of asthma patients.
• Pharmacology: Clenbuterol is a substituted phenylaminoethanol that has beta-2 adrenomimetic properties at very low doses. It is used as a bronchodilator in asthma. Although approved for use in some countries, as of fall, 2006, clenbuterol is not an ingredient of any therapeutic drug approved by the U.S. Food and Drug Administration.
• Affected Organisms: Humans and other mammals
• Absorption: 89-98% orally
• Half Life: 36-39 hours
• External Links: Wikipedia

Toronto Research Chemicals - C569995

(S)-Enantiomer of Clenbuterol. Substituted phenylethanolamine with β2 sympathomimetic activity. Bronchodilator.

REFERENCES

• Tschan, M., et al.: Eur. J. Clin. Pharmacol., 15, 159 (1979)
• Pasotti, C., et al.: Int. J. Clin. Pharmacol. Biopharm., 17, 176 (1979)