(1S,2S)-2-[bis(2H5)ethylamino]-1-phenylpropan-1-ol

• ChemBase ID: 167277
• Molecular Formular: C13H21NO
• Molecular Mass: 207.31194
• Monoisotopic Mass: 207.1623143
• SMILES: c1([C@@H]([C@@H](N(CC)CC)C)O)ccccc1
• Canonical SMILES: CCN([C@H]([C@H](c1ccccc1)O)C)CC
• InChI: InChI=1S/C13H21NO/c1-4-14(5-2)11(3)13(15)12-9-7-6-8-10-12/h6-11,13,15H,4-5H2,1-3H3/t11-,13+/m0/s1
• InChIKey: JMFCQRKXGIHOAN-WCQYABFASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-2-[bis(^2H₅)ethylamino]-1-phenylpropan-1-ol
• IUPAC Traditional name: (1S,2S)-2-[bis(^2H₅)ethylamino]-1-phenylpropan-1-ol
• Synonyms: (R*,R*)-α-[1-(Diethyl-d10-amino)ethyl]benzenemethanol; threo-1-Phenyl-2-(diethylamino-d10)-1-propanol; rac-syn N,N-Diethyl-d10 Norephedrine

Database IDs

• PubChem SID: 162261410
• PubChem CID: 46781283

CALCULATED PROPERTIES

• Acid pKa: 13.8813095
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.9466643
• LogD (pH = 7.4): 0.40433174
• Log P: 2.4144986
• Molar Refractivity: 64.4792 cm^3
• Polarizability: 25.39163 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D444672

The main labelled basic metabolite of Diethylpropione.

REFERENCES

• Mikhailova, D., et al.: Eur. J. Med. Chem., 13, 49 (1971)
• Banci, F., et al.: Arzneim.-Forsch., 21, 1616 (1971)