CAS 71366-32-0

(R,S)-4-Bromohomoibotenic acid

Description:

(R,S)-4-Bromohomoibotenic acid is a chemical compound that belongs to the class of amino acids and is characterized by the presence of a bromine atom at the fourth position of its structure. It is a derivative of ibotenic acid, which is known for its neuroactive properties. This compound exhibits both agonistic and antagonistic effects on glutamate receptors, particularly the NMDA receptor, making it of interest in neuropharmacological research. Its stereochemistry, indicated by the (R,S) designation, suggests that it exists as a racemic mixture of two enantiomers, which can exhibit different biological activities. The presence of the bromine atom can influence its solubility, reactivity, and interaction with biological systems. As with many compounds that affect neurotransmitter systems, (R,S)-4-Bromohomoibotenic acid may have implications in the study of neurological disorders and could serve as a tool in understanding synaptic transmission and plasticity. Safety and handling precautions are essential due to its potential biological activity.

Formula: C₆H₇BrN₂O₄

InChI: InChI=1S/C6H7BrN2O4/c7-4-3(13-9-5(4)10)1-2(8)6(11)12/h2H,1,8H2,(H,9,10)(H,11,12)

InChI key: InChIKey=JRTOQOAGTSUNHA-UHFFFAOYSA-N

SMILES: C(C(C(O)=O)N)C1=C(Br)C(=O)NO1

Synonyms:

• (R,S)-4-Bromohomoibotenic acid
• (S)-2-Amino-3-(4-Bromo-3-Hydroxy-Isoxazol-5-Yl)Propionic Acid
• 2-Amino-3-(4-bromo-3-hydroxy-1,2-oxazol-5-yl)propanoic acid
• 2-Amino-3-(4-bromo-3-hydroxyisoxazol-5-yl)propanoic acid
• 2-Amino-3-(4-bromo-3-oxo-2,3-dihydro-1,2-oxazol-5-yl)propanoic acid
• 5-Isoxazolepropanoic acid, α-amino-4-bromo-2,3-dihydro-3-oxo-
• α-Amino-4-bromo-2,3-dihydro-3-oxo-5-isoxazolepropanoic acid