3-[(1S)-1-[bis(2H3)methylamino]ethyl]phenol

• ChemBase ID: 174959
• Molecular Formular: C10H15NO
• Molecular Mass: 165.2322
• Monoisotopic Mass: 165.11536411
• SMILES: c1cc(cc(c1)[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-[bis(^2H₃)methylamino]ethyl]phenol
• IUPAC Traditional name: 3-[(1S)-1-[bis(^2H₃)methylamino]ethyl]phenol
• Synonyms: NAP 226-90-d6; (S)-3-[[1-(Dimethyl-d6)amino)]ethyl]phenol; 3-[[(1S)-1-(Dimethyl-d6)amino]ethyl]phenol

Database IDs

• PubChem SID: 164230869
• PubChem CID: 46782439

CALCULATED PROPERTIES

• 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: 19.838135 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - N325002

A labelled 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)