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CAS 15962-47-7

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(2S)-2-(Acetylamino)propanamide

Description:
(2S)-2-(Acetylamino)propanamide, also known as N-acetyl-L-alanine, is an amino acid derivative characterized by the presence of an acetylamino group attached to the second carbon of a propanamide backbone. This compound features a chiral center, which contributes to its specific stereochemistry, denoted by the (2S) configuration. It is a white to off-white solid that is soluble in water and polar organic solvents, making it suitable for various biochemical applications. The acetylamino group enhances its reactivity and can participate in various chemical reactions, including acylation and amidation. This compound is often used in peptide synthesis and as a building block in the development of pharmaceuticals. Its biological significance is underscored by its role in metabolic pathways and potential applications in drug design. As with many amides, it exhibits moderate stability under physiological conditions, but can be hydrolyzed under acidic or basic conditions. Proper handling and storage are essential to maintain its integrity and prevent degradation.
Formula:C5H10N2O2
InChI:InChI=1S/C5H10N2O2/c1-3(5(6)9)7-4(2)8/h3H,1-2H3,(H2,6,9)(H,7,8)/t3-/m0/s1
InChI key:InChIKey=DVOVBGJJSFSOPZ-VKHMYHEASA-N
SMILES:[C@@H](NC(C)=O)(C(N)=O)C
Synonyms:
  • (2S)-2-(Acetylamino)propanamide
  • (2S)-2-Acetamidopropanamide
  • 2-(Acetylamino)propanamide
  • Acetylalaninamide
  • N-(Acetyl)alaninamide
  • N-Acetyl-<span class="text-smallcaps">L</span>-alaninamide
  • N-Acetyl-<span class="text-smallcaps">L</span>-alanine amide
  • N-Acetylalaninamide
  • N-acetyl-L-alaninamide
  • NSC 186893
  • See more synonyms
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