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

• ChemBase ID: 136912
• Molecular Formular: C10H16ClNO
• Molecular Mass: 201.69314
• Monoisotopic Mass: 201.09204182
• SMILES: CN[C@@H](C)[C@H](c1ccccc1)O.Cl
• Canonical SMILES: CN[C@H]([C@H](c1ccccc1)O)C.Cl
• InChI: InChI=1S/C10H15NO.ClH/c1-8(11-2)10(12)9-6-4-3-5-7-9;/h3-8,10-12H,1-2H3;1H/t8-,10+;/m0./s1
• InChIKey: BALXUFOVQVENIU-KXNXZCPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-2-[(^2H₃)methylamino]-1-phenylpropan-1-ol hydrochloride
• IUPAC Traditional name: (1S,2S)-2-[(^2H₃)methylamino]-1-phenylpropan-1-ol hydrochloride
• Synonyms: d-Ephedrine-d3 Hydrochloride; (1S,2R)-(+)-2-(Methylamino)-1-phenylpropan-1-ol-d3 Hydrochloride; α-[1-(Methylamino)ethyl]benzenemethanol-d3 Hydrochloride; (1S,2R)-(+)-Ephedrine-d3 Hydrochloride; (1S,2S)-(+)-Pseudoephedrine-N-methyl-d3 hydrochloride; (1S,2S)-(+)-伪麻黄碱-N-甲基-d3 盐酸盐

Database IDs

• CAS Number: 285979-73-9
• MDL Number: MFCD01075443
• PubChem SID: 162231179; 24872628
• PubChem CID: 16213497

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; Water
• Apperance: White to Off-White Solid
• Melting Point: 185-188 °C(lit.); 205-206°C
• Optical Rotation: [α]25/D +61°, c = 1 in H2O
• Mass Shift: M+3

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39

Product Information

• Isotopic Purity: 98 atom % D
• Linear Formula: C6H5CH[CH(NHCD3)CH3]OH·HCl

DETAILS

Sigma Aldrich - 491039

Packaging
100 mg in glass bottle

Toronto Research Chemicals - E575007

α- and β-Adrenergic agonist. Bronchodilator.

REFERENCES

• Wiegand, R., et al.: J. Anal. Toxicol., 26, 519 (2002)
• Rytting, E., et al.: J. Pharmacol. Exper. Thera., 312, 192 (2002)