2-{[2-(4-amino-3,5-dichlorophenyl)-2-hydroxyethyl]amino}-2-(2H3)methyl(3,3,3-2H3)propan-1-ol

• ChemBase ID: 170875
• Molecular Formular: C12H18Cl2N2O2
• Molecular Mass: 293.18952
• Monoisotopic Mass: 292.07453319
• SMILES: c1(c(c(cc(c1)C(CNC(CO)(C)C)O)Cl)N)Cl
• Canonical SMILES: OCC(NCC(c1cc(Cl)c(c(c1)Cl)N)O)(C)C
• InChI: InChI=1S/C12H18Cl2N2O2/c1-12(2,6-17)16-5-10(18)7-3-8(13)11(15)9(14)4-7/h3-4,10,16-18H,5-6,15H2,1-2H3
• InChIKey: BWURCANZQUYPLR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2-(4-amino-3,5-dichlorophenyl)-2-hydroxyethyl]amino}-2-(^2H₃)methyl(3,3,3-^2H₃)propan-1-ol
• IUPAC Traditional name: 2-{[2-(4-amino-3,5-dichlorophenyl)-2-hydroxyethyl]amino}-2-(^2H₃)methyl(3,3,3-^2H₃)propan-1-ol
• Synonyms: 4-Amino-3,5-dichloro-α-[[(2-hydroxy-1,1-(dimethyl-d6)ethyl)amino]methyl]benzenemethanol; NA 1141-d6; HMCBT-d6; Hydroxymethyl Clenbuterol-d6

Database IDs

• PubChem SID: 164226785
• PubChem CID: 71749177

CALCULATED PROPERTIES

• Acid pKa: 13.987854
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -1.7836424
• LogD (pH = 7.4): -0.36911243
• Log P: 1.2874727
• Molar Refractivity: 74.9278 cm^3
• Polarizability: 29.074846 Å^3
• Polar Surface Area: 78.51 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H948062

Labelled Hydroxymethylclenbuterol (H948060). A β-agonist which can be used as a growth promoter in farm animals. Other β2-Agonists with effects on animal growth are: Mabuterol (M104000), Mapenterol (M187000), Clenproperol (C573000), Terbutaline (T109750),

REFERENCES

• Horiba, M., et al.: Arzneim.-Forsch., 34, 1668 (1984)
• Martinez-Navarro, J., et al.: Lancet, 336, 1311 (1984)
• Morgan, D., et al.: Clin. Pharmacokinet., 18, 270 (1984)