(1R,2S)-2-amino-1-phenyl(3,3,3-2H3)propan-1-ol hydrochloride

• ChemBase ID: 175605
• Molecular Formular: C9H14ClNO
• Molecular Mass: 187.66656
• Monoisotopic Mass: 187.07639175
• SMILES: c1cccc(c1)[C@H]([C@@H](N)C)O.Cl
• Canonical SMILES: O[C@H](c1ccccc1)[C@@H](N)C.Cl
• InChI: InChI=1S/C9H13NO.ClH/c1-7(10)9(11)8-5-3-2-4-6-8;/h2-7,9,11H,10H2,1H3;1H/t7-,9-;/m0./s1
• InChIKey: DYWNLSQWJMTVGJ-KUSKTZOESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S)-2-amino-1-phenyl(3,3,3-^2H₃)propan-1-ol hydrochloride
• IUPAC Traditional name: (1R,2S)-2-amino-1-phenyl(3,3,3-^2H₃)propan-1-ol hydrochloride
• Synonyms: (αR)-α-[(1S)-1-Aminoethyl]benzenemethanol-d3 Hydrochloride; (-)-Norephedrin-d3 Hydrochloride; (-)-Norephedrine-d3 Hydrochloride; (-)-Phenylpropanolamine-d3 Hydrochloride; (R,S)-(-)-Norephedrine-d3 Hydrochloride; L-Norephedrine-d3 Hydrochloride; Erythro-(1R,2S)-norephedrine-d3 Hydrochloride; (1R,2S)-Norephedrine-d3 Hydrochloride

Database IDs

• CAS Number: 352438-64-3
• PubChem SID: 164231515
• PubChem CID: 46782581

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: 18.006727 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: 165-167°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - N674402

A labelled metabolite of Phenmetrazine. An ephedrine alkaloid, a nervous system stimulant.

REFERENCES

• Jian, Z., et al.: Planta Med., 54, 69 (1988)
• Tanaka, T., et al.: Nat. Med., 49, 418 (1988)
• Marchei, E., et al.: J. Pharm. Biomed. Anal., 41, 1633 (1988)