4-amino-3-[4-chloro(2H4)phenyl]butanoic acid

• ChemBase ID: 161101
• Molecular Formular: C10H12ClNO2
• Molecular Mass: 213.66078
• Monoisotopic Mass: 213.05565631
• SMILES: c1c(ccc(c1)C(CN)CC(=O)O)Cl
• Canonical SMILES: NCC(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)
• InChIKey: KPYSYYIEGFHWSV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-3-[4-chloro(^2H₄)phenyl]butanoic acid
• IUPAC Traditional name: 4-amino-3-[4-chloro(^2H₄)phenyl]butanoic acid
• Synonyms: Lioresal-d4; Baclofen-d4; Ba-34647-d4; Baclon-d4; Clofen-d4; β-(Aminomethyl)-4-chloro-benzenepropanoic Acid-d4; β-(Aminomethyl)-p-chlorohydrocinnamic Acid-d4; β-(4-Chlorophenyl)-GABA-d5

Database IDs

• PubChem SID: 162255236
• PubChem CID: 45038188

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: 21.62061 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Water
• Apperance: White to Off-White Solid
• Melting Point: 186-188°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B108002

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)