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

• ChemBase ID: 127999
• Molecular Formular: C9H13NO
• Molecular Mass: 151.20562
• Monoisotopic Mass: 151.09971404
• SMILES: O[C@H](c1ccccc1)[C@H](N)C
• 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+/m1/s1
• InChIKey: DLNKOYKMWOXYQA-APPZFPTMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R)-2-amino-1-phenylpropan-1-ol
• IUPAC Traditional name: (1R,2R)-2-amino-1-phenylpropan-1-ol
• Synonyms: (R,R)-(-)-Norpseudoephedrine; (-)-Norpseudoephedrine; L-Norpseudoephedrine; l-Pseudonorephedrine; (-)-Pseudo Norephedrine; [R-(R*,R*)]-α-(1-aminoethyl)benzenemethanol; (1R,2R)-Norpseudoephedrine; (-)-threo-2-Amino-2-methyl-1-phenylethanol; (αS)-α-[(1S)-1-Aminoethyl]benzenemethanol; (1S,2S)-(+)-Norpseudoephedrine; (1S,2S)-Pseudonorephedrine; (1S,2S)-threo-Norephedrine; Cathine; D-(+)-Norpseudoephedrine; Fugoa-Depot; Katine; (+)-Pseudo Norephedrine; L-Norpseudoephedrine; (-)-Pseudonorephedrine; (1R,2R)-2-Amino-1-phenyl-1-propanol; (R,R)-α-(1-Aminoethyl)benzenemethanol; L-(-)-Norpseudoephedrine; (1R,2R)-(-)-Norpseudoephedrine; (-)-去甲伪麻黄碱; (1R,2R)-2-氨基-1-苯基-1-丙醇; (R,R)-α-(1-氨乙基)苯甲醇; L-(-)-去甲伪麻黄碱; (1R,2R)-(-)-去甲伪麻黄碱; More...

Database IDs

• CAS Number: 53643-20-2; 492-39-7; 37577-07-4
• MDL Number: MFCD01711267
• PubChem SID: 162222315
• PubChem CID: 162265
• Chemspider ID: 142493
• Wikipedia Title: L-Norpseudoephedrine

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: 18.00672 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 69-72°C
• Optical Rotation: [α]/D -34.0±2.0°, c = 3.5 in ethanol

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-36
• Safety Statements: 26
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H318
• GHS Precautionary statements: P280-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (NT)
• Empirical Formula (Hill Notation): C9H13NO

DETAILS

Sigma Aldrich - 670561

Packaging
500 mg in glass bottle

Toronto Research Chemicals - P839580

An epimer of phenylpropanolamine and a metabolite of cathinone.

Toronto Research Chemicals - P839585

An enatiomer of (+)-Pseudonorephedrine (P839585). (-)-Pseudonorephedrine is metabolite of Cathinone (C225700) and possesses amphetamine-like stimulus properties. Studies show that (-)-Pseudonorephedrine enhances the analgesic and rate decreasing effects o

REFERENCES

• Marrero-Ponce, Y., et al.: Bioorg. Med. Chem., 13, 2881 (2005)
• Rytting, E., et al.: J. Pharmacol. Exp. Ther., 312, 192 (2005)
• Krizevski, R., et al.: J. Ethnopharmacol., 114, 432 (2005)
• Nencini, P. et al.: Behav. Brain Res., 92, 11 (1998)
• Nencini, P. et al.: Pharmacol. Res., 24, 83 (1998)
• Mathys, K. et al.: J. Chrom., 593, 79 (1998)