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

• ChemBase ID: 174458
• Molecular Formular: C9H14ClNO
• Molecular Mass: 187.66656
• Monoisotopic Mass: 187.07639175
• SMILES: c1c(ccc(c1)CCNC)O.Cl
• Canonical SMILES: CNCCc1ccc(cc1)O.Cl
• InChI: InChI=1S/C9H13NO.ClH/c1-10-7-6-8-2-4-9(11)5-3-8;/h2-5,10-11H,6-7H2,1H3;1H
• InChIKey: JNZSSRZVHCKFLK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(methylamino)ethyl]phenol hydrochloride
• IUPAC Traditional name: N-methyltyramine hydrochloride
• Synonyms: 4-[2-(Methylamino)ethyl]phenol Hydrochloride; 4-Hydroxy-N-methylphenethylamine Hydrochloride; N-Methyltyramine Hydrochloride; N-Methyl-p-tyramine Hydrochloride

Database IDs

• CAS Number: 13062-76-5
• PubChem SID: 164230368
• PubChem CID: 202623

CALCULATED PROPERTIES

• Acid pKa: 10.544686
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.7063428
• LogD (pH = 7.4): -1.068576
• Log P: 0.9605109
• Molar Refractivity: 46.0419 cm^3
• Polarizability: 17.915617 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 134-136°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - M332350

A component of beer which stimulates pancreatic exocrine secretion via cholinergic gastropancreatic reflex.

REFERENCES

• Milusheva, E., et al.: J. Neurochem., 105, 360 (2008)
• Tejwani, R., et al.: J. Pharm. Sci., 98, 4534 (2008)