171259-81-7

Basic information

• Product Name: (R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid Hydrobromide See: A611500
• Synonyms: (R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid Hydrobromide See: A611500;D,L-α-AMino-3-hydroxy-5-Methylisoxazole-4-propionic Acid HydrobroMide;γ-AMino-3-hydroxy-5-Methylisoxazole-4-propionic Αcid HydrobroMide;(R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid Hydrobromide See;A611500
• CAS NO: 171259-81-7
• Molecular Formula: C7H11BrN2O4
• Molecular Weight: 267.07724
• Product Categories: Heterocycles;Neurochemicals
• Mol File: 171259-81-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 205-208°C
• Appearance: off-white to light tan/
• Storage Temp.: -20°C Freezer
• Solubility: H2O: ≥10mg/L
• Stability: Store in freezer at -20°C
• CAS DataBase Reference: (R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid Hydrobromide See: A611500(CAS DataBase Reference)
• NIST Chemistry Reference: (R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid Hydrobromide See: A611500(171259-81-7)
• EPA Substance Registry System: (R,S)-α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic Acid Hydrobromide See: A611500(171259-81-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 171259-81-7(Hazardous Substances Data)

Usage

Chemical Properties

White to Off-White Solid

Uses

A potent and selective agonist of the excitatory neurotransmitter L-glutamic Acid. AMPA does not interfere with binding sites for kainic acid in vitro, and AMPA- induced neuronal excitation is not significantly affected by NMDA antagonists.

Biochem/physiol Actions

(±)-AMPA is a potent excitatory amino acid that interacts selectively with central AMPA/kainate receptors.

Upstream product

• 75989-20-7 ethyl 3-methoxy-5-methylisoxazole-4-carboxylate 
• 16877-56-8 3-Methoxy-5-methyl-isoxazol-4-carbonsaeure 
• 75989-23-0 diethyl acetamido<(3-methoxy-5-methylisoxazol-4-yl)methyl>malonate 
• 188686-98-8 3-Bromo-5-methyl-isoxazole-4-carboxylic acid methyl ester 
• 130742-22-2 3-bromo-5-methylisoxazole-4-carboxylic acid 
• 75989-21-8 4-hydroxymethyl-3-methoxy-5-methylisoxazole 
• 75989-22-9 4-(chloromethyl)-3-methoxy-5-methylisoxazole 

Relevant articles and documents

An expedient synthesis of (±)-2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid hydrobromide via a 3-bromoisoxazole intermediate

The excitatory, amino acid ± 2-amino-3-(3-hydroxy-5-methylisoxazol-4-yl)propionic acid hydrobromide was prepared in gram quantities in a 3.3% overall yield from methylbut 2-ynoate. The key step was the facile preparation of methyl 3-bromo-5-methylisoxazole-4-carboxylate.