2-bromo-5-[1-hydroxy-2-(methylamino)ethyl]phenol hydrochloride

• ChemBase ID: 163053
• Molecular Formular: C9H13BrClNO2
• Molecular Mass: 282.56202
• Monoisotopic Mass: 280.98181834
• SMILES: c1(c(ccc(c1)C(CNC)O)Br)O.Cl
• Canonical SMILES: CNCC(c1ccc(c(c1)O)Br)O.Cl
• InChI: InChI=1S/C9H12BrNO2.ClH/c1-11-5-9(13)6-2-3-7(10)8(12)4-6;/h2-4,9,11-13H,5H2,1H3;1H
• InChIKey: GOSYYRQYGQXWJT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-5-[1-hydroxy-2-(methylamino)ethyl]phenol hydrochloride
• IUPAC Traditional name: 2-bromo-5-[1-hydroxy-2-(methylamino)ethyl]phenol hydrochloride
• Synonyms: 4-Bromo-3-hydroxy-α-[(methylamino)methyl]benzenemethanol Hydrochloride; 4-Bromophenylephrine Hydrochloride; rac 4-Bromo Phenylephrine Hydrochloride

Database IDs

• PubChem SID: 162257188
• PubChem CID: 71314280

CALCULATED PROPERTIES

• Acid pKa: 7.8206744
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -1.6056284
• LogD (pH = 7.4): -0.16988234
• Log P: 0.25891697
• Molar Refractivity: 54.8722 cm^3
• Polarizability: 21.434277 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B686820

4-Bromophenylephrine is the racemic 4-brominated analogue of the α-Adrenergic agonist, Phenylephrine (P320640).