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CAS 82795-51-5

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(-)-2-Amino-4-phenylbutyric acid

Description:
(-)-2-Amino-4-phenylbutyric acid, commonly known as baclofen, is a chemical compound characterized by its structure as a derivative of gamma-aminobutyric acid (GABA). It features an amino group, a carboxylic acid group, and a phenyl group attached to a butyric acid backbone. This compound is a white to off-white crystalline powder that is soluble in water and exhibits a pH-dependent solubility profile. Baclofen acts primarily as a GABA_B receptor agonist, which contributes to its muscle relaxant properties and its use in treating spasticity associated with neurological conditions. It is also investigated for its potential in managing pain and addiction. The compound has a relatively low toxicity profile, but side effects can include drowsiness, dizziness, and gastrointestinal disturbances. Its pharmacological effects are attributed to its ability to inhibit excitatory neurotransmitter release, thereby modulating neuronal excitability. Overall, (-)-2-Amino-4-phenylbutyric acid is significant in both clinical and research settings due to its neuropharmacological properties.
Formula:C10H13NO2
InChI:InChI=1/C10H13NO2/c11-9(10(12)13)7-6-8-4-2-1-3-5-8/h1-5,9H,6-7,11H2,(H,12,13)/t9-/m1/s1
InChI key:JTTHKOPSMAVJFE-SECBINFHSA-N
SMILES:c1ccc(cc1)CC[C@H](C(=O)O)N
Synonyms:
  • (R)-alpha-Amino-benzenebutanoic acid
  • D-Homophenylalanine
  • (R)-2-Amino-4-phenylbutanoic acid
  • (2R)-2-ammonio-4-phenylbutanoate
  • (R)-2-Amino-4-phenylbutyric acid
  • H-D-HoPhe-OH
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