4-bromo-3-[1-hydroxy-2-(methylamino)ethyl]phenol hydrochloride

• ChemBase ID: 163054
• Molecular Formular: C9H13BrClNO2
• Molecular Mass: 282.56202
• Monoisotopic Mass: 280.98181834
• SMILES: c1(ccc(c(c1)C(CNC)O)Br)O.Cl
• Canonical SMILES: CNCC(c1cc(O)ccc1Br)O.Cl
• InChI: InChI=1S/C9H12BrNO2.ClH/c1-11-5-9(13)7-4-6(12)2-3-8(7)10;/h2-4,9,11-13H,5H2,1H3;1H
• InChIKey: VITXUJKAFSLXMY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-bromo-3-[1-hydroxy-2-(methylamino)ethyl]phenol hydrochloride
• IUPAC Traditional name: 4-bromo-3-[1-hydroxy-2-(methylamino)ethyl]phenol hydrochloride
• Synonyms: 6-Bromo-3-hydroxy-α-[(methylamino)methyl]benzenemethanol Hydrochloride; 6-Bromophenylephrine Hydrochloride; rac 6-Bromo Phenylephrine Hydrochloride

Database IDs

• PubChem SID: 162257189
• PubChem CID: 71314281

CALCULATED PROPERTIES

• Acid pKa: 8.747408
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.7490001
• LogD (pH = 7.4): -0.44858053
• Log P: 0.6226713
• Molar Refractivity: 54.8722 cm^3
• Polarizability: 21.428022 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B686825

6-Bromophenylephrine is the racemic 6-brominated analogue of the α-Adrenergic agonist, Phenylephrine (P320640).