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

• ChemBase ID: 164825
• Molecular Formular: C12H18Cl2N2O
• Molecular Mass: 277.19012
• Monoisotopic Mass: 276.07961857
• SMILES: c1c(c(c(cc1[C@@H](CNC(C)(C)C)O)Cl)N)Cl
• Canonical SMILES: O[C@@H](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/t10-/m1/s1
• InChIKey: STJMRWALKKWQGH-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-1-(4-amino-3,5-dichlorophenyl)-2-(tert-butylamino)ethan-1-ol
• IUPAC Traditional name: (+)-clenbuterol
• Synonyms: (2R)-2-[2-[(1R)-1-(4-Chlorophenyl)-1-(phenyl-d5)ethoxy]ethyl]-1-methylpyrrolidine (2E)-2-Butenedioate; (+)-2-[2-[(p-Chloro-α-methyl-α-(phenyl-d5)benzyl)oxy]ethyl]-1-methylpyrrolidine Fumarate; Agasten-d5; Aloginan-d5; Alphamin-d5; Kinotomin-d5; Lacretin-d5; Mecloprodine-d5; Piloral-d5; Reconin-d5; Tavegil-d5; Xolamin-d5; Clemastine-d5 Fumarate

Database IDs

• PubChem SID: 162258959
• PubChem CID: 688428

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

DETAILS

Toronto Research Chemicals - C568502

Labelled H1 histamine receptor antagonist. Antihistaminic.

REFERENCES

• Weidmann, et al.: Boll. Chim. Farm., 106, 467 (1967)
• Gober, B., et al.: Pharmazie, 43, 539 (1967)
• Breccia, A., et al.: Curr. Ther. Res., 49, 622 (1967)
• Schran, H., et al.: J. Clin. Pharmacol., 36, 911 (1967)