(1S,2S)-2-[(2H3)methylamino]-1-phenylpropan-1-ol

• ChemBase ID: 177092
• Molecular Formular: C10H15NO
• Molecular Mass: 165.2322
• Monoisotopic Mass: 165.11536411
• SMILES: c1cccc(c1)[C@@H]([C@H](C)NC)O
• Canonical SMILES: CN[C@H]([C@H](c1ccccc1)O)C
• InChI: InChI=1S/C10H15NO/c1-8(11-2)10(12)9-6-4-3-5-7-9/h3-8,10-12H,1-2H3/t8-,10+/m0/s1
• InChIKey: KWGRBVOPPLSCSI-WCBMZHEXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-2-[(^2H₃)methylamino]-1-phenylpropan-1-ol
• IUPAC Traditional name: (1S,2S)-2-[(^2H₃)methylamino]-1-phenylpropan-1-ol
• Synonyms: (αS)-α-[(1S)-1-(Methylamino)ethyl]benzenemethanol-d3; (+)-Pseudoephedrine-d3; 1S,2S-(+)-Pseudoephedrine-d3; L-(+)-Pseudoephedrine-d3; d-Pseudoephedrine-d3; Pseudoephedrine-d3

Database IDs

• CAS Number: 754966-06-8
• PubChem SID: 164233002
• PubChem CID: 16213498

CALCULATED PROPERTIES

• Acid pKa: 13.889531
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.8580045
• LogD (pH = 7.4): -0.7786886
• Log P: 1.3178347
• Molar Refractivity: 49.6873 cm^3
• Polarizability: 19.85273 Å^3
• Polar Surface Area: 32.26 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Chloroform; Dichloromethane; Ethanol
• Apperance: Off-White Solid
• Melting Point: 112-114°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - P839353

Non-selective adrenergic agonist; decongestant (nasal). Controlled precursor.

REFERENCES

• Fairchild, M.D., et al.: J. Pharmacol. Exp. Ther., 158, 135 (1967)
• Hughes, D.T.D., et al.: J. Clin. Hosp. Pharm., 8, 315 (1967)
• Gurley, B.J., et al.: J. Pharm. Sci., 87, 1547 (1967)