(3S)-4-amino-3-(4-chlorophenyl)butanoic acid hydrochloride

• ChemBase ID: 134354
• Molecular Formular: C10H13Cl2NO2
• Molecular Mass: 250.12172
• Monoisotopic Mass: 249.03233402
• SMILES: c1cc(ccc1[C@H](CC(=O)O)CN)Cl.Cl
• Canonical SMILES: NC[C@H](c1ccc(cc1)Cl)CC(=O)O.Cl
• InChI: InChI=1S/C10H12ClNO2.ClH/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14;/h1-4,8H,5-6,12H2,(H,13,14);1H/t8-;/m1./s1
• InChIKey: WMNUVYYLMCMHLU-DDWIOCJRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-4-amino-3-(4-chlorophenyl)butanoic acid hydrochloride
• IUPAC Traditional name: apo-baclofen hydrochloride
• Synonyms: S(–)-β-(Aminomethyl)-4-chlorobenzenepropanoic acid hydrochloride; S(-)-Baclofen hydrochloride

Database IDs

• CAS Number: 63701-56-4
• MDL Number: MFCD00078580
• PubChem SID: 24895007; 162228630
• PubChem CID: 44599

CALCULATED PROPERTIES

• Acid pKa: 3.8868947
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.79014736
• LogD (pH = 7.4): -0.7832327
• Log P: -0.78240025
• Molar Refractivity: 54.8292 cm^3
• Polarizability: 21.613943 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL
• Apperance: white solid
• Optical Rotation: [α]28/D -2.2°, c = 0.9 in methanol(lit.)

Safety Information

• RTECS: MW5084400
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• RID/ADR: UN 2811 6.1/PG 3

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - G014

Biochem/physiol Actions
S(-)-Baclofen hydrochloride is a less active enantiomer of baclofen.
Other Notes
Same enantiomer as S(+)-baclofen free base.