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

• ChemBase ID: 161100
• Molecular Formular: C10H12ClNO2
• Molecular Mass: 213.66078
• Monoisotopic Mass: 213.05565631
• SMILES: c1c(ccc(c1)[C@@H](CN)CC(=O)O)Cl
• Canonical SMILES: NC[C@H](c1ccc(cc1)Cl)CC(=O)O
• InChI: InChI=1S/C10H12ClNO2/c11-9-3-1-7(2-4-9)8(6-12)5-10(13)14/h1-4,8H,5-6,12H2,(H,13,14)/t8-/m1/s1
• InChIKey: KPYSYYIEGFHWSV-MRVPVSSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S)-4-amino-3-(4-chlorophenyl)butanoic acid
• IUPAC Traditional name: apo-baclofen
• Synonyms: (βS)-β-(Aminomethyl)-4-chlorobenzenepropanoic Acid; (+)-Baclofen; (S)-4-Amino-3-(4-chlorophenyl)butanoic Acid; (S)-4-Amino-3-(4-chlorophenyl)butyric Acid; (S)-Baclofen; L-(+)-Baclofen; L-Baclofen; S(+)-Baclofen; d-Baclofen; (S)-Baclofen

Database IDs

• CAS Number: 66514-99-6
• PubChem SID: 162255235
• PubChem CID: 44600

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: Water
• Apperance: White Solid
• Melting Point: 184-186°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - B107995

S-Enantiomer of Baclofen. Specific GABA-B receptor agonist. Muscle relaxant (skeletal).

REFERENCES

• Ahuja, S., et al.: Anal. Profiles Drug Subs., 14, 527 (1985)
• Brogden, R.N., et al.: Drugs, 8,1 (1974)