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

• ChemBase ID: 132329
• Molecular Formular: C12H19Cl3N2O
• Molecular Mass: 313.65106
• Monoisotopic Mass: 312.05629628
• SMILES: CC(C)(C)NCC(c1cc(c(c(c1)Cl)N)Cl)O.Cl
• Canonical SMILES: OC(c1cc(Cl)c(c(c1)Cl)N)CNC(C)(C)C.Cl
• InChI: InChI=1S/C12H18Cl2N2O.ClH/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;1H
• InChIKey: OPXKTCUYRHXSBK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(4-amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethan-1-ol hydrochloride
• IUPAC Traditional name: clenbuterol hydrochloride
• Synonyms: 4-Amino-α-(t-butylaminomethyl)-3,5-dichlorobenzyl alcohol hydrochloride; Clenbuterol hydrochloride; (αR)-4-Amino-3,5-dichloro-α-[[(1,1-dimethylethyl)amino]methyl]benzenemethanol; (-)-Clenbuterol; (R)-Clenbuterol; (R)-(-)-Clenbuterol

Database IDs

• CAS Number: 21898-19-1; 50306-03-1
• EC Number: 244-643-7
• MDL Number: MFCD00083280
• PubChem SID: 162226606; 24892782
• PubChem CID: 5702273

CALCULATED PROPERTIES

• 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

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: Refrigerator
• RTECS: DN3180000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 25
• Safety Statements: 22-36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301
• GHS Precautionary statements: P301 + P310
• RID/ADR: UN 2811 6.1/PG 3
• Drug Control: Home Office Schedule 4.2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95%

DETAILS

Sigma Aldrich - C5423

Biochem/physiol Actions
β2-adrenoceptor agonist, bronchodilator.

Toronto Research Chemicals - C569990

(R)-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)