(S)-2-Amino-3-(3-cyanophenyl)propanoic acid, CAS No. 57213-48-6

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57213-48-6

Catalog No. EBD49632

CAS 57213-48-6

Name (S)-2-Amino-3-(3-cyanophenyl)propanoic acid

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Basic Information

Synonyms: (S)-3-Cyanophenylalanine (S)-2-AMINO-3-(3-Cyanophenyl)PROPANOICACID 3-CYANO-L-phenylalanine M-CYANO-L-phenylalanine (M-CN)PHE-OH H-M-CYANO-L-PHE-OH H-PHE(3-CN)-OH (S)-N-3-Cyanophenylalanine L-3-Cyanophe L-3-Cyanophenylalanine RARECHEMBKPT0151

Molecular Formula: C10H10N2O2

Molecular Weight: 190.2

MDL Number: MFCD01860885

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

Product Description:

(S)-2-Amino-3-(3-cyanophenyl)propanoic acid is a non-natural amino acid derivative featuring a 3-cyanophenyl side chain attached to the L-phenylalanine backbone. The presence of the cyano group provides a versatile handle for further chemical modifications, such as hydrolysis to carboxylic acids, reduction to amines, or participation in click chemistry reactions. This compound is primarily utilized as a building block in medicinal chemistry and peptide synthesis. It serves as a key intermediate for the development of pharmaceutical candidates, particularly in the design of enzyme inhibitors and receptor modulators where the cyano group can engage in specific hydrogen bonding or electrostatic interactions within biological targets. Its structural similarity to natural phenylalanine allows it to be incorporated into peptides to study structure-activity relationships or to enhance metabolic stability. As a protected or derivatized amino acid, it is also employed in the synthesis of small molecule drug fragments and specialty chemical probes. The compound is typically stored under inert atmosphere and protected from light to maintain stability.

Physical Properties

Boiling Point: 382.496 °C at 760 mmHg

Flash Point: 185.127 °C

Density: 1.282 g/cm3

Storage: Store at 0°C

Analytical Data

Appearance: white to slightly yellow powder