CAS 1190-32-5

N-(2-Chloroacetyl)alanine

Description:

N-(2-Chloroacetyl)alanine is an organic compound characterized by the presence of both an amino acid structure and a chloroacetyl group. It features an alanine backbone, which is an α-amino acid with a side chain that is a methyl group. The chloroacetyl moiety introduces a chlorine atom and a carbonyl group, enhancing its reactivity and potential applications in organic synthesis. This compound is typically a white to off-white solid and is soluble in polar solvents due to the presence of the amino group. Its reactivity is influenced by the electrophilic nature of the chloroacetyl group, making it useful in various chemical reactions, including acylation and peptide synthesis. N-(2-Chloroacetyl)alanine can be utilized in the development of pharmaceuticals and agrochemicals, as well as in biochemical research. Safety precautions should be observed when handling this compound, as it may pose health risks due to its reactive chlorine atom.

Formula: C₅H₈ClNO₃

InChI: InChI=1S/C5H8ClNO3/c1-3(5(9)10)7-4(8)2-6/h3H,2H2,1H3,(H,7,8)(H,9,10)

InChI key: InChIKey=HTAQFYLADZNZHZ-UHFFFAOYSA-N

SMILES: N(C(C(O)=O)C)C(CCl)=O

Synonyms:

• 2-(2-Chloroacetamido)propanoic acid
• 2-[(2-Chloroacetyl)amino]propanoic acid
• Alanine, N-(2-chloroacetyl)-
• Alanine, N-(chloroacetyl)-
• Alanine, N-(chloroacetyl)-, <span class="text-smallcaps">DL</span>-
• Chloroacetyl-DL-alanine
• N-(2-Chloroacetyl)alanine
• N-(chloroacetyl)-L-alanine
• N-(chloroacetyl)alanine
• N-Chloroacetyl-<span class="text-smallcaps">DL</span>-alanine
• N-Chloroacetyl-DL-alanine

N-Chloroacetyl-DL-alanine

CAS: 1190-32-5

Formula: C₅H₈ClNO₃

Purity: >98.0%(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 165.57

Ref: 3B-C0097

Chloroacetyl-dl-alanine

CAS: 1190-32-5

Formula: C₅H₈ClNO₃

Purity: 98%

Color and Shape: Solid

Molecular weight: 165.5749

Ref: IN-DA000P0H

N-Chloroacetyl-DL-alanine

CAS: 1190-32-5

N-Chloroacetyl-DL-alanine

Purity: >98.0%

Ref: 54-OR1077556

2-[(chloroacetyl)amino]propanoic acid

CAS: 1190-32-5

Formula: C₅H₈ClNO₃

Purity: 98.0%

Molecular weight: 165.57

Ref: 10-F350930

N-(2-Chloroacetyl)alanine

CAS: 1190-32-5

N-(2-Chloroacetyl)alanine is a chloroacetic acid derivative that inhibits the enzyme activity of acetylcholinesterase. It has been shown to be more potent than other reversible inhibitors of this enzyme, such as clorgyline and pyridostigmine. N-(2-Chloroacetyl)alanine binds to the active site of acetylcholinesterase, causing denaturation and inactivation of the enzyme by irreversible inhibition. The binding constant for N-(2-chloroacetyl)alanine is 2.5 x 10 M. This irreversible inhibitor also causes a conformational change in the active site of acetylcholinesterase that increases the affinity for chloride ions. The optimum temperature for this reaction is between 25 and 30 degrees Celsius. Zinc ions may also increase the potency of N-(2-chloroacetyl)alanine by increasing its binding affinity to chloride ions at low concentrations

Formula: C₅H₈ClNO₃

Purity: Min. 95%

Molecular weight: 165.57 g/mol

Ref: 3D-BAA19032