Page last updated: 2024-12-05

thiazolidine-4-carboxylic acid

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

Description

Thiazolidine-4-carboxylic acid (T4CA) is a heterocyclic compound that has been studied for its potential medicinal properties. It is a synthetic compound that can be prepared by various methods, including the reaction of cysteine with formaldehyde. T4CA has been shown to exhibit a range of biological activities, including anti-inflammatory, antioxidant, and anti-diabetic effects. Its importance lies in its potential therapeutic applications. Researchers are studying T4CA for its ability to modulate inflammatory pathways, protect against oxidative stress, and regulate blood glucose levels. The compound has shown promise in preclinical studies for the treatment of diseases such as arthritis, diabetes, and cancer. Further research is needed to fully elucidate the mechanisms of action of T4CA and its potential therapeutic applications.'

thiazolidine-4-carboxylic acid: active against thimerosal intoxication; acts on cell membranes of tumor cells causing reverse transformation to normal cells; RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9934
CHEMBL ID358722
CHEBI ID64564
SCHEMBL ID8356
MeSH IDM0044490

Synonyms (100)

Synonym
BB 0254773
1,3-thiazolidine-4-carboxylic acid
timonacic
usaf a-3701
nsc25855
detoxepa
heparegene
nsc-25855
4-thiazolidinecarboxylic acid
tiazolidin
hepaldine
4-carboxythiazolidine
norgamem
hepalidine
usaf c-1
heptaladine
t-4ca
thiazolidine-4-carboxylic acid
wln: t5m cstj evq -l
444-27-9
wln: t5m cstj evq
dl-thiaproline
heparegen
thiazolidin
norgamen
AH-232/20359048
STK361805
timonacicum [inn-latin]
thiaproline
acide thiazolidine-4-carboxylique [french]
timonacico [inn-spanish]
einecs 242-945-3
einecs 207-146-6
timonacic [inn]
acide dl thiazolidine carboxylique-4 [french]
nsc 25855
thiazolidinecarboxylic acid (van)
dl-thiazolidinecarboxylic acid
CHEMBL358722
hepacom
chebi:64564 ,
timonacic (inn)
hepacom (tn)
D08601
FT-0653153
AKOS000119343
A18785
HMS3264C18
4-thiazolidinecarboxylicacid
nsc758453
pharmakon1600-01503320
nsc-758453
FT-0679172
FT-0675152
timonacicum
timonacico
acide thiazolidine-4-carboxylique
acide dl thiazolidine carboxylique-4
e5913t3ibl ,
unii-e5913t3ibl
ccris 8099
FT-0639201
AB03779
timonacic [who-dd]
timonacic [mart.]
timonacic [inci]
timonacic [mi]
S4993
CCG-213875
4-thiazolidincarboxylic acid
thiazolidine-4-caboxylic acid
racemic thiazolidine-4-carboxylic acid
AM81428
AKOS016040292
SCHEMBL8356
thiazolidine-4-carboxylicacid
CS-8024
HY-B1169
thiazolidin-4-carboxylic acid
dl-thiazolidine-4-carboxylic acid
4-thiazolidinecarboxylic acid, (.+/-.)-
1,3-thiazolidine-4-carboxylic acid #
AB01563202_01
DTXSID9023675
mfcd00128958
thiazolidine-4-carboxylic acid (h-dl-thz-oh)
sr-01000944258
SR-01000944258-1
SBI-0207087.P001
DB12856
AS-13539
l(-)-thiazolidine-4-carboxylic acid;l-thiaproline
BCP13616
Q23637400
(r)-thiazolidine-4-carboxylic acid;l-thioproline
h-d-thz-oh;d-thioproline
D97373
A876895
EN300-21404
Z104495996

Research Excerpts

Toxicity

ExcerptReferenceRelevance
"Amino acids (AA) which were proposed as an alternative osmotically active agents in dialysates are toxic to human peritoneal mesothelial cells (HPMC) due to disturbance of the antioxidant-oxidant balance in cells by reducing level of glutathione."( In vitro effect of glutathione precursors on cytotoxicity of amino acids to human mesothelial cells.
Grzybowski, AE, 1999
)
0.3
" It is of specific concern as a toxic intermediate in the design of engineered pathways involving methanol oxidation or formate reduction."( Thioproline formation as a driver of formaldehyde toxicity in Escherichia coli.
Bar-Even, A; Bruner, SD; Fiehn, O; Folz, JS; Hanson, AD; He, H; Li, Q; Patterson, JA; Wilson, MA, 2020
)
0.56

Dosage Studied

ExcerptRelevanceReference
" A similar dose-response relationship was found in young flies treated with TCA for 1 week and then deprived of food and water, a procedure found to induce accelerated physiological aging."( Accelerated aging of fasted Drosophila. Preservation of physiological function and cellular fine structure by thiazolidine carboxylic acid (TCA).
Ballard, RC; Binnard, R; Economos, AC; Miquel, J; Philpott, DE, 1982
)
0.26
" The concentrations of the different antioxidants were: 1 mM for thioproline and N-acetylcysteine and 5 microM for ascorbic acid and alpha-tocopherol, which induced a maximum effect in our previous dose-response experiments."( Effects in vitro of several antioxidants on the natural killer function of aging mice.
Correa, R; De la Fuente, M; Del Rio, M; Ferrández, MD, 1999
)
0.3
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
hepatoprotective agentAny compound that is able to prevent damage to the liver.
antioxidantA substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
antidoteAny protective agent counteracting or neutralizing the action of poisons.
antidoteAny protective agent counteracting or neutralizing the action of poisons.
antioxidantA substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
[role 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]

Drug Classes (4)

ClassDescription
sulfur-containing amino acid
thiazolidinemonocarboxylic acidA thiazolidine or thiazolidine derivative carrying a single carboxy substituent.
non-proteinogenic alpha-amino acidAny alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.
alpha-amino acid zwitterionAn amino acid zwitterion obtained by transfer of a proton from the carboxy to the amino group of any alpha-amino acid; major species at pH 7.3.
[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]

Bioassays (5)

Assay IDTitleYearJournalArticle
AID588220Literature-mined public compounds from Kruhlak et al phospholipidosis modelling dataset2008Toxicology mechanisms and methods, , Volume: 18, Issue:2-3
Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models.
AID111461Tested for 10 animals(mice) and the deaths were observed after the 48 hours due to liver necrosis1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Prodrugs of L-cysteine as liver-protective agents. 2(RS)-Methylthiazolidine-4(R)-carboxylic acid, a latent cysteine.
AID27364Lethal dose after intraperitoneal administration in mice was determined1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Prodrugs of L-cysteine as liver-protective agents. 2(RS)-Methylthiazolidine-4(R)-carboxylic acid, a latent cysteine.
AID118409Tested for Protection from Acetaminophen-Induced Liver Necrosis in Mice, Number of animals(mice) with liver necrosis was determined after 0 hour1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Prodrugs of L-cysteine as liver-protective agents. 2(RS)-Methylthiazolidine-4(R)-carboxylic acid, a latent cysteine.
AID118414Tested for Protection from Acetaminophen-Induced Liver Necrosis in Mice, necrosis was determined after 3 hour1982Journal of medicinal chemistry, May, Volume: 25, Issue:5
Prodrugs of L-cysteine as liver-protective agents. 2(RS)-Methylthiazolidine-4(R)-carboxylic acid, a latent cysteine.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (178)

TimeframeStudies, This Drug (%)All Drugs %
pre-199079 (44.38)18.7374
1990's31 (17.42)18.2507
2000's25 (14.04)29.6817
2010's26 (14.61)24.3611
2020's17 (9.55)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 28.24

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index28.24 (24.57)
Research Supply Index5.25 (2.92)
Research Growth Index4.55 (4.65)
Search Engine Demand Index34.32 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (28.24)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials5 (2.70%)5.53%
Reviews5 (2.70%)6.00%
Case Studies2 (1.08%)4.05%
Observational0 (0.00%)0.25%
Other173 (93.51%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]