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

• ChemBase ID: 70555
• Molecular Formular: C9H14ClNO2
• Molecular Mass: 203.66596
• Monoisotopic Mass: 203.07130637
• SMILES: c1(ccc(cc1)C(CNC)O)O.Cl
• Canonical SMILES: CNCC(c1ccc(cc1)O)O.Cl
• InChI: InChI=1S/C9H13NO2.ClH/c1-10-6-9(12)7-2-4-8(11)5-3-7;/h2-5,9-12H,6H2,1H3;1H
• InChIKey: COTCEGYSNTWJQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[1-hydroxy-2-(methylamino)ethyl]phenol hydrochloride
• IUPAC Traditional name: synephrine hydrochloride
• Synonyms: 4-(1-Hydroxy-2-(methylamino)-ethyl)phenol hydrochloride; 4-(1-hydroxy-2-(methylamino)ethyl)phenol hydrochloride; Synephrine HCl; 4-Hydroxy-α-[(methylamino)methyl]benzenemethanol Hydrochloride; p-Hydroxy-α-[(methylamino)methyl]benzyl Alcohol Hydrochloride; Oxedrine Hydrochloride; Synephrine Hydrochloride; rac-Synephrine Hydrochloride

Database IDs

• CAS Number: 5985-28-4
• MDL Number: MFCD00050566
• PubChem SID: 162036270
• PubChem CID: 42609626

CALCULATED PROPERTIES

• Acid pKa: 9.755471
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -2.5592577
• LogD (pH = 7.4): -1.3917326
• Log P: -0.0709516
• Molar Refractivity: 47.2494 cm^3
• Polarizability: 18.594215 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Pale Beige Solid
• Melting Point: 147-150°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: IRRITANT
• TSCA Listed: false

Pharmacology Properties

• Target: Others

Product Information

• Purity: 95+%
• Salt Data: HCl; Hydrochloride

DETAILS

Toronto Research Chemicals - S920001

A α-adrenergic receptor agonist, vasoconstrictor.

REFERENCES

• Louw, A., et al.: Biochem. Pharmacol., 53, 189 (1997)