4-[(3R)-3-{[(2R)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino}butyl](2H4)phenol hydrochloride

• ChemBase ID: 163132
• Molecular Formular: C18H24ClNO3
• Molecular Mass: 337.84106
• Monoisotopic Mass: 337.14447131
• SMILES: c1(ccc(cc1)CC[C@H](NC[C@@H](c1ccc(cc1)O)O)C)O.Cl
• Canonical SMILES: C[C@@H](NC[C@@H](c1ccc(cc1)O)O)CCc1ccc(cc1)O.Cl
• InChI: InChI=1S/C18H23NO3.ClH/c1-13(2-3-14-4-8-16(20)9-5-14)19-12-18(22)15-6-10-17(21)11-7-15;/h4-11,13,18-22H,2-3,12H2,1H3;1H/t13-,18+;/m1./s1
• InChIKey: JHGSLSLUFMZUMK-WJKBNZMCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(3R)-3-{[(2R)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino}butyl](^2H₄)phenol hydrochloride
• IUPAC Traditional name: 4-[(3R)-3-{[(2R)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]amino}butyl](^2H₄)phenol hydrochloride
• Synonyms: (αR)-4-Hydroxy-α-[[[(1R)-3-(4-hydroxyphenyl-d4)-1-methylpropyl]amino]methyl]benzeneMethanol Hydrochloride; [R-(R*,R*)]-4-Ηydroxy-α-[[[3-(4-hydroxyphenyl-d4)-1-methylpropyl]amino]methyl]benzenemethanol Ηydrochloride; Butopamine-d4 Hydrochloride

Database IDs

• PubChem SID: 162257267
• PubChem CID: 71314323

CALCULATED PROPERTIES

• Acid pKa: 9.194441
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): -0.031192234
• LogD (pH = 7.4): 0.88175666
• Log P: 2.2040715
• Molar Refractivity: 87.6177 cm^3
• Polarizability: 34.266956 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B690067

The labelled R,R-stereoisomer of Ractopamine HCl (R071400) as a β-adrenergic receptor.

REFERENCES

• Yen, T., et al.: Life Sci., 32, 1515 (1983)
• Colbert, W., et al.: J. Pharm. Pharmacol., 43, 844 (1983)
• Tate, K., et al.: Eur. J. Biochem., 196, 357 (1983)