CAS 2148-31-4

N-Acetyl S-(1,2-dichlorovinyl)-L-cysteine

Description:

N-Acetyl S-(1,2-dichlorovinyl)-L-cysteine, with the CAS number 2148-31-4, is a synthetic compound that belongs to the class of organosulfur compounds. It features a cysteine backbone, which is an amino acid containing a thiol group, and is modified with an N-acetyl group and a dichlorovinyl moiety. This compound is notable for its potential biological activity, particularly in the context of its role as a metabolite of certain organochlorine pesticides. Its structure allows for interactions with biological systems, which may lead to various biochemical effects. The presence of the dichlorovinyl group suggests potential reactivity, particularly in nucleophilic substitution reactions, due to the electron-withdrawing nature of the chlorine atoms. Additionally, the N-acetyl modification can influence solubility and stability in biological environments. Overall, N-Acetyl S-(1,2-dichlorovinyl)-L-cysteine is of interest in toxicology and environmental chemistry, particularly regarding its implications in human health and ecological systems.

Formula: C₇H₉Cl₂NO₃S

InChI: InChI=1S/C7H9Cl2NO3S/c1-4(11)10-5(7(12)13)3-14-6(9)2-8/h2,5H,3H2,1H3,(H,10,11)(H,12,13)/t5-/m0/s1

InChI key: InChIKey=LPPJGTSPIBSYQO-YFKPBYRVSA-N

SMILES: [C@@H](CSC(=CCl)Cl)(NC(C)=O)C(O)=O

Synonyms:

• (R)-2-Acetamido-3-((1,2-dichlorovinyl)thio)propanoic acid
• <span class="text-smallcaps">L</span>-Cysteine, N-acetyl-S-(1,2-dichloroethenyl)-
• Alanine, N-acetyl-3-[(1,2-dichlorovinyl)thio]-
• Alanine, N-acetyl-3-[(1,2-dichlorovinyl)thio]-, <span class="text-smallcaps">L</span>-
• N-Acetyl S-(1,2-dichlorovinyl)-<span class="text-smallcaps">L</span>-cysteine
• N-Acetyl-S-(1,2-dichloroethenyl)-<span class="text-smallcaps">L</span>-cysteine
• N-Acetyl-S-(1,2-dichlorovinyl)-L-cysteine
• L-Cysteine, N-acetyl-S-(1,2-dichloroethenyl)-
• Alanine, N-acetyl-3-[(1,2-dichlorovinyl)thio]-, L-
• N-Acetyl-S-(1,2-dichloroethenyl)-L-cysteine

N-Acetyl-S-(1,2-dichloroethenyl)-L-cysteine

CAS: 2148-31-4

Molecular weight: 258.12

Ref: 7W-GM0226

N-Acetyl-S-(1,2-dichloroethenyl)-L-cysteine

Controlled Product

CAS: 2148-31-4

Applications Trichloroethylene metabolite
References Werner, M., et al.: Chem. Res. Toxicol., 9, 41 (1996), Bruning, T., et al.: Toxicol. Sci., 41, 157 (1998), Newman, D., et al.: Drug Metab. Disposition, 35, 43 (2007),

Formula: C₇H₉Cl₂NO₃S

Color and Shape: Neat

Molecular weight: 258.12

Ref: TR-A173585

N-Acetyl-S-(1,2-dichloroethenyl)-L-cysteine-13C,d3

Controlled Product

CAS: 2148-31-4

Applications Labelled trichloroethylene metabolite
References Werner, M., et al.: Chem. Res. Toxicol., 9, 41 (1996), Bruning, T., et al.: Toxicol. Sci., 41, 157 (1998), Newman, D., et al.: Drug Metab. Disposition, 35, 43 (2007),

Formula: C₆₁₃CH₆D₃Cl₂NO₃S

Color and Shape: Neat

Molecular weight: 262.13

Ref: TR-A173587

N-Acetyl-S-(1,2-dichloroethenyl)-L-cysteine

CAS: 2148-31-4

N-Acetyl-S-(1,2-dichloroethenyl)-L-cysteine is a reactive compound that is formed from the metabolism of acetaminophen. It has been shown to cause oxidative injury in the mitochondria of proximal tubule cells. N-Acetyl-S-(1,2-dichloroethenyl)-L-cysteine disrupts mitochondrial membrane potential and causes ATP depletion. It also causes mitochondrial dysfunction by inhibiting respiratory chain activity and lowering cytosolic calcium levels. N-Acetyl-S-(1,2-dichloroethenyl)-L-cysteine has been shown to be toxic in animals and humans. The main analytical method used to detect this compound is the tetrazolium dye assay.

Formula: C₇H₉Cl₂NO₃S

Purity: Min. 95%

Molecular weight: 258.12 g/mol

Ref: 3D-FA17164