3-[(1S)-1-(dimethylamino)ethyl]phenol

• ChemBase ID: 4124
• Molecular Formular: C10H15NO
• Molecular Mass: 165.2322
• Monoisotopic Mass: 165.11536411
• SMILES: c1ccc(cc1[C@@H](N(C)C)C)O
• Canonical SMILES: CN([C@H](c1cccc(c1)O)C)C
• InChI: InChI=1S/C10H15NO/c1-8(11(2)3)9-5-4-6-10(12)7-9/h4-8,12H,1-3H3/t8-/m0/s1
• InChIKey: GQZXRLWUYONVCP-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(1S)-1-(dimethylamino)ethyl]phenol
• IUPAC Traditional name: 3-[(1S)-1-(dimethylamino)ethyl]phenol
• Synonyms: (S)-3-(1-(Dimethylamino)ethyl)phenol; (S)-3-[1-(Dimethylamino)ethyl]phenol; 3-[(1S)-1-(Dimethylamino)ethyl]phenol; NAP 226-90; 3-[(1s)-1-(Dimethylamino)Ethyl]Phenol

Database IDs

• CAS Number: 139306-10-8
• PubChem SID: 46508821; 160967556
• PubChem CID: 445892

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.517927
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.0048144
• LogD (pH = 7.4): 0.6918067
• Log P: 1.6894848
• Molar Refractivity: 51.0004 cm^3
• Polarizability: 19.83812 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.77
• LOG S: -0.64
• Solubility (Water): 3.79e+01 g/l

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethyl Sulfoxide; Methanol
• Apperance: Off-White Solid
• Melting Point: 111-114°C

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95+%

DETAILS

DrugBank - DB04556

Drug information: experimental

Toronto Research Chemicals - N325000

S-Enantiomer metabolite of Rivastigmine, a brain selective acetylcholinesterase inhibitor.

REFERENCES

• Rosler, M., et al.: Br. Med. J., 318, 633 (1999)
• Jann, M., et al.: Clin. Pharmacokinet., 41, 719 (1999)
• Frankfort, S., et al.: Int. J. Clin. Pract., 60, 646 (1999)