(1S,2S)-2-amino-1-phenylpropan-1-ol hydrochloride

• ChemBase ID: 132194
• Molecular Formular: C9H14ClNO
• Molecular Mass: 187.66656
• Monoisotopic Mass: 187.07639175
• SMILES: C[C@@H]([C@H](c1ccccc1)O)N.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-DKXTVVGFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-2-amino-1-phenylpropan-1-ol hydrochloride
• IUPAC Traditional name: cathine hydrochloride
• Synonyms: threo-2-Amino-1-hydroxy-1-phenyl propane hydrochloride; Pseudonorephedrine hydrochloride; S,S-Norpseudoephedrine hydrochloride; Cathine hydrochloride

Database IDs

• CAS Number: 2153-98-2
• EC Number: 218-446-1
• MDL Number: MFCD00070245
• PubChem SID: 162226471; 24892476
• PubChem CID: 92920

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: 0.1 M HCl: soluble; ethanol: soluble; H2O: ≥20 mg/mL
• Apperance: white solid
• Melting Point: 172-175 °C
• Optical Rotation: [α]20/D +37.9°, c = 3 in methanol(lit.)

Safety Information

• RTECS: RC9275000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Drug Control: USDEA Schedule IV; Home Office Schedule 3; psychotrope; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada

DETAILS

Sigma Aldrich - C222

Biochem/physiol Actions
Anorexic; with pharmacological effects similar to those of the amphetamines.
Caution
Photosensitive