(1S,2R)-2-(methylamino)-1-phenylpropan-1-ol hydrochloride

• ChemBase ID: 145958
• Molecular Formular: C10H16ClNO
• Molecular Mass: 201.69314
• Monoisotopic Mass: 201.09204182
• SMILES: C[C@H]([C@H](c1ccccc1)O)NC.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-;/m1./s1
• InChIKey: BALXUFOVQVENIU-GHXDPTCOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R)-2-(methylamino)-1-phenylpropan-1-ol hydrochloride
• IUPAC Traditional name: (1S,2R)-2-(methylamino)-1-phenylpropan-1-ol hydrochloride
• Synonyms: (1S,2R)-(+)-α-(1-Methylaminoethyl)benzyl alcohol hydrochloride; (1S,2R)-(+)-2-Methylamino-1-phenyl-1-propanol hydrochloride; D-α-(1-Methylaminoethyl)benzyl alcohol hydrochloride; (1S,2R)-(+)-Ephedrine hydrochloride; (1S,2R)-2-Methylamino-1-phenyl-1-propanol hydrochloride; (+)-Ephedrine hydrochloride; (αS)-rel-α-[(1R)-1-(Methylamino)ethyl]benzenemethanol Hydrochloride; dl-α-[1-(Methylamino)ethyl]benzyl Alcohol Hydrochloride; (+/-)-2-Ephedrinium Hydrochloride; (+/-)-Ephedrine Hydrochloride; rac-Ephedrine Hydrochloride; Ephedrini hydrochloridum; Ephedrine hydrochloride; (1R,2S)-α-[1-(Methylamino)ethyl]benzyl alcohol hydrochloride; (1R,2S)-(-)-2-Methylamino-1-phenyl-1-propanol hydrochloride; (1R,2S)-(-)-Ephedrine hydrochloride; (1R,2S)-(-)-Ephedrine hydrochloride; (1S,2R)-(+)-α-(1-甲基氨基乙基)苄醇 盐酸盐; (1S,2R)-(+)-2-甲氨基-1-苯丙醇 盐酸盐; 盐酸右旋麻黄素 盐酸盐; (1S,2R)-(+)-麻黄碱 盐酸盐; (1S,2R)-2-甲氨基-1-苯丙醇 盐酸盐; (+)-麻黄碱 盐酸盐; 盐酸麻黄碱; (1R,2S)-()-麻黄碱 盐酸盐; 麻黄碱 盐酸盐; (1R,2S)-α-[1-(甲氨基)乙基]苄醇 盐酸盐; (1R,2S)-(-)-2-甲氨基-1-苯丙醇 盐酸盐; (1R,2S)-(?)-麻黄碱 盐酸盐; 左旋盐酸麻黄碱

Database IDs

• CAS Number: 24221-86-1; 50-98-6; 134-71-4
• EC Number: 200-074-6; 205-153-9; 246-090-7
• MDL Number: MFCD00012626; MFCD00064551
• Beilstein Number: 3630391; 6118541
• PubChem SID: 24889458; 24868730; 24857224; 24888574; 162240158; 24888441
• PubChem CID: 71290

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: Chloroform; Methanol; Water
• Apperance: White Solid
• Melting Point: 188-190 °C; 189-191°C; 216-219 °C; 216-220 °C(lit.); 217-221 °C; 218-220 °C(lit.)
• Optical Rotation: [α]20/D +34±1°, c = 11.5% in H2O; [α]20/D -34±1°, c = 11.5% in H2O; [α]20/D -34°, c = 4 in H2O; [α]23/D +34.3°, c = 5 in H2O

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: KB1750000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 1; 3
• Risk Statements: 22
• Safety Statements: 22-25
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥99.0% (AT); 99%
• Grade: Ph Eur; purum
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Linear Formula: C6H5CH(OH)CH(CH3)NHCH3 · HCl; C6H5CH[CH(NHCH3)CH3]OH · HCl
• Empirical Formula (Hill Notation): C10H15NO · HCl

DETAILS

Sigma Aldrich - 862231

Packaging
5, 25, 100 g in glass bottle

Sigma Aldrich - 857335

Packaging
1, 25 g in glass bottle

Sigma Aldrich - 285749

Packaging
5, 25 g in glass bottle

Sigma Aldrich - 45285

Other Notes
Sales restrictions may apply

Sigma Aldrich - 45280

Other Notes
Sales restrictions may apply

Toronto Research Chemicals - E575000

α- and β-Adrenergic agonist. Bronchodilator.

REFERENCES

• Duddu, S., et al.: Pharm. Res., 11, 1549 (1994)
• Li, Z., et al.: J. Pharm. Sci., 88, 337 (1994)