Page last updated: 2024-11-07

n-acetyl-s-(n-methylcarbamoyl)cysteine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

N-acetyl-S-(N-methylcarbamoyl)cysteine (NAC) is a derivative of the amino acid L-cysteine. It is a potent mucolytic agent that is used to break down mucus in the respiratory tract. NAC is also used to protect the liver from damage caused by acetaminophen overdose. NAC is a precursor to glutathione, a key antioxidant that protects cells from damage. In research, NAC has been studied for its potential therapeutic effects in a variety of conditions, including chronic obstructive pulmonary disease (COPD), cystic fibrosis, cancer, and HIV infection.'

N-acetyl-S-(N-methylcarbamoyl)cysteine: human metabolite of N,N-dimethylformamide & N-methylformamide; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID108218
CHEBI ID2355
SCHEMBL ID82150
MeSH IDM0148960

Synonyms (23)

Synonym
amcc
n-acetyl-s-(n-methylcarbamoyl)cysteine
103974-29-4
(2r)-2-acetamido-3-(methylcarbamoylsulfanyl)propanoic acid
unii-8ps5n5un47
8ps5n5un47 ,
n-acetyl-l-cysteine methylcarbamate (ester)
snmcn-acetylcysteine
l-cysteine, n-acetyl-, methylcarbamate (ester)
n-amcc
s-(n-methylcarbamoyl)-n-acetylcysteine
n-acetyl-s-(n-methylcarbamoyl)-l-cysteine
SCHEMBL82150
CHEBI:2355
DTXSID00146174
(2r)-2-[(1-hydroxyethylidene)amino]-3-[(methyl-c-hydroxycarbonimidoyl)sulfanyl]propanoic acid
J-001079
(r)-2-acetamido-3-((methylcarbamoyl)thio)propanoic acid
n-acetyl-s-(n-methyl-carbamoyl-)-l-cysteine
Q27105639
AMY42422
(r)-2-acetamido-3-((methylcarbamoyl)thio)propanoicacid
(2r)-2-acetamido-3-[(methylcarbamoyl)sulfanyl]propanoic acid

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" To study the mechanism of this toxicity, suspensions of mouse hepatocytes were tested as an in vitro model system suitable for the study of the relationship between (i) the toxic potential of formamides, (ii) their metabolism to N-alkylcarbamoylating species, and (iii) their ability to deplete hepatic glutathione pools."( Cytotoxicity and metabolism of the hepatotoxin N-methylformamide and related formamides in mouse hepatocytes.
Gescher, A; Mráz, J; Shaw, AJ, 1988
)
0.27

Dosage Studied

ExcerptRelevanceReference
"S-(N-Methylcarbamoyl)-N-acetylcysteine (AMCC), a chemically labile mercapturic acid conjugate, was identified by liquid chromatography-mass spectrometry (LC-MS) in the urine of rats dosed intraperitoneally with methyl isocyanate (MIC; 45."( Biotransformation of methyl isocyanate in the rat. Evidence for glutathione conjugation as a major pathway of metabolism and implications for isocyanate-mediated toxicities.
Baillie, TA; Han, DH; Pearson, PG; Rashed, MS; Slatter, JG,
)
0.13
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
N-acyl-amino acidA carboxamide resulting from the formal condensation of a carboxylic acid with the amino group of an amino acid.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Research

Studies (28)

TimeframeStudies, This Drug (%)All Drugs %
pre-19905 (17.86)18.7374
1990's7 (25.00)18.2507
2000's11 (39.29)29.6817
2010's5 (17.86)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.05

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.05 (24.57)
Research Supply Index3.47 (2.92)
Research Growth Index4.51 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.05)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other31 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]