(1R,2S)-2-amino-1-(2H5)phenylpropan-1-ol

• ChemBase ID: 176634
• Molecular Formular: C9H13NO
• Molecular Mass: 151.20562
• Monoisotopic Mass: 151.09971404
• SMILES: c1cccc(c1)[C@H]([C@@H](N)C)O
• Canonical SMILES: O[C@H](c1ccccc1)[C@@H](N)C
• InChI: InChI=1S/C9H13NO/c1-7(10)9(11)8-5-3-2-4-6-8/h2-7,9,11H,10H2,1H3/t7-,9-/m0/s1
• InChIKey: DLNKOYKMWOXYQA-CBAPKCEASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-2-amino-1-(^2H₅)phenylpropan-1-ol
• IUPAC Traditional name: (1R,2S)-2-amino-1-(^2H₅)phenylpropan-1-ol
• Synonyms: (αS)-rel-α-[(1R)-1-Aminoethyl]benzene-d5-methanol; erythro-2-Amino-1-(phenyl-d5)-1-propanol; (+/-)-Norephedrine-d5; (+/-)-Phenylpropanolamine-d5; Propadrine-d5; dl-Phenylpropanolamine-d5; PPA-d5; Phenylpropanolamine-d5

Database IDs

• CAS Number: 1217613-87-0
• PubChem SID: 164232544
• PubChem CID: 45040239

CALCULATED PROPERTIES

• Acid pKa: 13.896164
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -2.0889428
• LogD (pH = 7.4): -1.0537072
• Log P: 0.8852543
• Molar Refractivity: 44.9127 cm^3
• Polarizability: 18.030031 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P336102

Labelled Phenylpropanolamine (P336100). Norephedrine, also called Phenylpropanolamine (PPA), is a synthetic form of the ephedrine alkaloid. Used in treatment of urinary incontinence in dogs and cats; decongestant nasal. After reports of the occurrence of

REFERENCES

• Bowyer, J., et al.: Toxicol. Sci., 2000, 55, 133 (2000)
• Baker, S., et al.: Can. J. Neurol. Sci., 32, 248 (2000)
• Suwalsky, M., et al.: Biophys. Chem., 141, 34 (2000)