Description

2-Amino-2-(4-fluorophenyl)acetic acid (CAS No. 7292-73-1) is a fluorinated phenylglycine derivative with the molecular formula C₈H₈FNO₂. This high-purity compound is a valuable chiral building block in pharmaceutical synthesis and biochemical research. The presence of both amino and carboxylic acid functional groups makes it a versatile intermediate for peptide coupling and derivatization reactions. The fluorine substitution at the para position enhances its utility in structure-activity relationship (SAR) studies and medicinal chemistry applications. Offered as a white to off-white crystalline powder, this compound is rigorously tested for identity, purity, and stability to ensure consistent performance in your experiments. Store in a cool, dry place protected from light to maintain optimal stability.

Properties

• CAS Number: 7292-73-1
• Complexity: 166
• IUPAC Name: 2-amino-2-(4-fluorophenyl)acetic acid
• InChI: InChI=1S/C8H8FNO2/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7H,10H2,(H,11,12)
• InChI Key: JKFYKCYQEWQPTM-UHFFFAOYSA-N
• Exact Mass: 169.05390666
• Molecular Formula: C8H8FNO2
• Molecular Weight: 169.15
• SMILES: C1=CC(=CC=C1C(C(=O)O)N)F
• Topological: 63.3
• Monoisotopic Mass: 169.05390666
• Synonyms: 7292-73-1, 2-amino-2-(4-fluorophenyl)acetic acid, 4-fluorophenylglycine, 4-Fluoro-DL-phenylglycine, 4-Fluoro-DL-alpha-phenylglycine, dl-4-fluorophenylglycine, amino(4-fluorophenyl)acetic acid, MFCD00066444, (1)-4-Fluorophenylglycine, MFCD00042727, EINECS 230-724-4, amino-(4-fluoro-phenyl)-acetic acid, (4-fluorophenyl)glycine, SCHEMBL162203, 4-Fluoro-DL-|A-phenylglycine, 4-Fluoro-DL- alpha -phenylglycine, ALBB-026583, BCP28041, MFCD07780080, NSC101466, SBB028364, STL426800, AKOS000192684, AKOS016045333, AB01939, AB02694, AB04848, AC-7181, NSC 101466, NSC-101466, 2-amino-2-(4fluorophenyl) acetic acid, PD196404, SY004676, SY004699, SY004700, DB-055699, 4-Fluoro-DL-alpha-phenylglycine, >=98.0%, CS-0128891, NS00043494, EN300-137205, BENZENEACETIC ACID, ALPHA-AMINO-4-FLUORO-, 10R-0039, F2147-0644, Z317024670, L-(4-Fluorophenyl) glycine; 4-Fluoro-L-alpha-phenylglycine

Application

2-Amino-2-(4-fluorophenyl)acetic acid serves as a key intermediate in the synthesis of fluorinated pharmaceuticals and bioactive compounds. Researchers utilize this building block in the development of enzyme inhibitors and receptor modulators where fluorine substitution is critical for metabolic stability. The compound finds particular use in peptidomimetic design and as a precursor for chiral auxiliaries in asymmetric synthesis. Its structural features make it valuable for studying fluorine’s effects on molecular recognition and binding affinity.

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