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19750-45-9,MFCD00010636
Catalog No.:AA002ARD

19750-45-9 | 2-Oxo-1,3-thiazolidine-4-carboxylic acid

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1g
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5g
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA002ARD
Chemical Name:
2-Oxo-1,3-thiazolidine-4-carboxylic acid
CAS Number:
19750-45-9
Molecular Formula:
C4H5NO3S
Molecular Weight:
147.1524
MDL Number:
MFCD00010636
SMILES:
O=C1SCC(N1)C(=O)O
NSC Number:
342431
Properties
Computed Properties
 
Complexity:
158  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
9  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
1  
Undefined Atom Stereocenter Count:
1  
XLogP3:
-0.1  

Literature

Title: The dental monomer hydroxyethyl methacrylate (HEMA) counteracts lipopolysaccharide-induced IL-1β release-Possible role of glutathione.

Journal: Toxicology letters 20170315

Title: Activation of MAPK and FoxO by manganese (Mn) in rat neonatal primary astrocyte cultures.

Journal: PloS one 20140101

Title: Plant growth stimulation in Prunus species plantlets by BTH or OTC treatments under in vitro conditions.

Journal: Journal of plant physiology 20120715

Title: The influence of glutathione on redox regulation by antioxidant proteins and apoptosis in macrophages exposed to 2-hydroxyethyl methacrylate (HEMA).

Journal: Biomaterials 20120701

Title: Anti-fibrotic effects of L-2-oxothiazolidine-4-carboxylic acid via modulation of nuclear factor erythroid 2-related factor 2 in rats.

Journal: BMB reports 20120601

Title: The greening of pesticide-environment interactions: some personal observations.

Journal: Environmental health perspectives 20120401

Title: Protective effect of a cysteine prodrug and antioxidant, L-2-oxothiazolidine-4-carboxylate, against ethanol-induced gastric lesions in rats.

Journal: Experimental and toxicologic pathology : official journal of the Gesellschaft fur Toxikologische Pathologie 20120301

Title: L-2-Oxothiazolidine-4-carboxylic acid or α-lipoic acid attenuates airway remodeling: involvement of nuclear factor-κB (NF-κB), nuclear factor erythroid 2p45-related factor-2 (Nrf2), and hypoxia-inducible factor (HIF).

Journal: International journal of molecular sciences 20120101

Title: Chronic alcohol ingestion exacerbates lung epithelial barrier dysfunction in HIV-1 transgenic rats.

Journal: Alcoholism, clinical and experimental research 20111001

Title: L-2-oxothiazolidine-4-carboxylate influence on age- and heat exposure-dependent redox changes in rat's blood plasma.

Journal: The journal of physiological sciences : JPS 20110901

Title: Transport via SLC5A8 (SMCT1) is obligatory for 2-oxothiazolidine-4-carboxylate to enhance glutathione production in retinal pigment epithelial cells.

Journal: Investigative ophthalmology & visual science 20110701

Title: Cigarette smoke-induced changes to alveolar macrophage phenotype and function are improved by treatment with procysteine.

Journal: American journal of respiratory cell and molecular biology 20110501

Title: In vivo and in vitro assessment of the role of glutathione antioxidant system in anthracycline-induced cardiotoxicity.

Journal: Archives of toxicology 20110501

Title: Non-invasive monitoring of L-2-oxothiazolidine-4-carboxylate metabolism in the rat brain by in vivo 13C magnetic resonance spectroscopy.

Journal: Neurochemical research 20110301

Title: Role of glutathione in immunity and inflammation in the lung.

Journal: International journal of general medicine 20110101

Title: Cytotoxicity of dentine bonding agents on human pulp cells is related to intracellular glutathione levels.

Journal: International endodontic journal 20101201

Title: Cytotoxicity of chlorhexidine on human osteoblastic cells is related to intracellular glutathione levels.

Journal: International endodontic journal 20100501

Title: Glutathione modulators reverse the pro-tumour effect of growth factors enhancing WiDr cell response to chemotherapeutic agents.

Journal: Anticancer research 20100401

Title: Benzothiadiazole and l-2-oxothiazolidine-4-carboxylic acid reduce the severity of Sharka symptoms in pea leaves: effect on antioxidative metabolism at the subcellular level.

Journal: Plant biology (Stuttgart, Germany) 20100101

Title: Oral N-acetyl-cysteine attenuates loss of dopaminergic terminals in alpha-synuclein overexpressing mice.

Journal: PloS one 20100101

Title: Procysteine increases alcohol-depleted glutathione stores in rat plantaris following a period of abstinence.

Journal: Alcohol and alcoholism (Oxford, Oxfordshire) 20100101

Title: Glutathione modulation reverses the growth-promoting effect of growth factors, improving the 5-fluorouracil antitumour response in WiDr colon cancer cells.

Journal: Anticancer research 20091001

Title: The protective effects of N-Acetl-cysteine, oxo-thiazolidine-carboxylate, acetaminophen and their combinations against sulfur mustard cytotoxicity on human skin fibroblast cell line (HF2FF).

Journal: Iranian biomedical journal 20091001

Title: Pulmonary exposure to diesel exhaust particles promotes cerebral microvessel thrombosis: protective effect of a cysteine prodrug l-2-oxothiazolidine-4-carboxylic acid.

Journal: Toxicology 20090919

Title: Application of key events analysis to chemical carcinogens and noncarcinogens.

Journal: Critical reviews in food science and nutrition 20090901

Title: Procysteine stimulates expression of key anabolic factors and reduces plantaris atrophy in alcohol-fed rats.

Journal: Alcoholism, clinical and experimental research 20090801

Title: Pro-oxidant-mediated hepatic fibrosis and effects of antioxidant intervention in murine dietary steatohepatitis.

Journal: International journal of molecular medicine 20090801

Title: L-2-Oxothiazolidine-4-carboxylate reverses glutathione oxidation and delays fatigue of skeletal muscle in vitro.

Journal: Journal of applied physiology (Bethesda, Md. : 1985) 20090701

Title: Normal saline induces oxidative stress in peritoneal mesothelial cells.

Journal: Journal of pediatric surgery 20081001

Title: Increased metal tolerance in Salix by nicotinamide and nicotinic acid.

Journal: Plant physiology and biochemistry : PPB 20080701

Title: Vascular oxidative stress and nitric oxide depletion in HIV-1 transgenic rats are reversed by glutathione restoration.

Journal: American journal of physiology. Heart and circulatory physiology 20080601

Title: A double-blind placebo-controlled study to evaluate the safety and efficacy of L-2-oxothiazolidine-4-carboxylic acid in the treatment of patients with acute respiratory distress syndrome.

Journal: Critical care medicine 20080301

Title: Localization and thiol dependancy of endogenous nitro compounds-mediating urethral photo-relaxation.

Journal: Pflugers Archiv : European journal of physiology 20080101

Title: Differentiation of Sclerotinia minor depends on thiol redox state and oxidative stress.

Journal: Canadian journal of microbiology 20080101

Title: Oxidant-induced atrogin-1 and transforming growth factor-beta1 precede alcohol-related myopathy in rats.

Journal: Muscle & nerve 20071201

Title: Toxicological assessment of indium nitrate on aquatic organisms and investigation of the effects on the PLHC-1 fish cell line.

Journal: The Science of the total environment 20071115

Title: Cytotoxicity of formaldehyde on human osteoblastic cells is related to intracellular glutathione levels.

Journal: Journal of biomedical materials research. Part B, Applied biomaterials 20071101

Title: Mechanism of the cytotoxicity of the diazoparaquinone antitumor antibiotic kinamycin F.

Journal: Free radical biology & medicine 20071015

Title: The ameliorative effect of cysteine prodrug L-2-oxothiazolidine-4-carboxylic acid on cisplatin-induced nephrotoxicity in rats.

Journal: Fundamental & clinical pharmacology 20071001

Title: Alveolar type II cells from ethanol-fed rats produce a fibronectin-enriched extracellular matrix that promotes monocyte activation.

Journal: Alcohol (Fayetteville, N.Y.) 20070801

Title: Ecotoxicological effects of the antioxidant additive propyl gallate in five aquatic systems.

Journal: Water research 20070601

Title: Effects of a bacterial lipid byproduct on human pulp fibroblasts in vitro.

Journal: Journal of endodontics 20070401

Title: Synchrotron FTIR microspectroscopic analysis of the effects of anti-inflammatory therapeutics on wound healing in laminectomized rats.

Journal: Analytical and bioanalytical chemistry 20070301

Title: Oxidative stress contributes to accelerated development of the senescent phenotype in human peritoneal mesothelial cells exposed to high glucose.

Journal: Free radical biology & medicine 20070301

Title: Induction of heme oxygenase-1 expression by root canal sealers in human gingival fibroblasts is augmented by oxidative stress.

Journal: Journal of biomedical materials research. Part B, Applied biomaterials 20070201

Title: Artificial elevation of glutathione affects symptom development in ZYMV-infected Cucurbita pepo L. plants.

Journal: Archives of virology 20070101

Title: Cytomodulation of interleukin-2 effect by L-2-oxothiazolidine-4-carboxylate on human malignant melanoma.

Journal: Cancer immunology, immunotherapy : CII 20060801

Title: Protective role of L-2-oxothiazolidine-4-carboxylic acid in cisplatin-induced renal injury.

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20060801

Title: An antioxidant modulates expression of receptor activator of NF-kappaB in asthma.

Journal: Experimental & molecular medicine 20060630

Title: Regulation of nicotine-induced cyclooxygenase-2 protein expression in human gingival fibroblasts.

Journal: Acta pharmacologica Sinica 20060401

Title: Antioxidants as novel agents for asthma.

Journal: Mini reviews in medicinal chemistry 20060201

Title: A zebrafish assay for identifying neuroprotectants in vivo.

Journal: Neurotoxicology and teratology 20060101

Title: Redox-mediated bypass of restriction point via skipping of G1pm.

Journal: Theoretical biology & medical modelling 20060101

Title: Effects of glutathione supplementation during peritoneal dialysis.

Journal: Advances in peritoneal dialysis. Conference on Peritoneal Dialysis 20060101

Title: A prodrug of cysteine, L-2-oxothiazolidine-4-carboxylic acid, regulates vascular permeability by reducing vascular endothelial growth factor expression in asthma.

Journal: Molecular pharmacology 20051101

Title: The use of zebrafish for assessing ototoxic and otoprotective agents.

Journal: Hearing research 20051001

Title: Modulatory effect of glutathione status and antioxidants on methylmercury-induced free radical formation in primary cultures of cerebral astrocytes.

Journal: Brain research. Molecular brain research 20050613

Title: Correlation of in vitro chemopreventive efficacy data from the human epidermal cell assay with animal efficacy data and clinical trial plasma levels.

Journal: Journal of cellular biochemistry 20050601

Title: Regulation of extracellular signal-regulated protein kinase signaling in human osteosarcoma cells stimulated with nicotine.

Journal: Journal of periodontal research 20050401

Title: Blockade of airway hyperresponsiveness and inflammation in a murine model of asthma by a prodrug of cysteine, L-2-oxothiazolidine-4-carboxylic acid.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20041201

Title: L-2-oxothiazolidine-4-carboxylic acid reduces in vitro cytotoxicity of glucose degradation products.

Journal: Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association 20041201

Title: Regulation of interleukin-6 expression by arecoline in human buccal mucosal fibroblasts is related to intracellular glutathione levels.

Journal: Oral diseases 20041101

Title: Preventive effect of antioxidants in MPTP-induced mouse model of Parkinson's disease.

Journal: Neuroscience letters 20040617

Title: Bovine 5-oxo-L-prolinase: simple assay method, purification, cDNA cloning, and detection of mRNA in the coronary artery.

Journal: Biological & pharmaceutical bulletin 20040301

Title: Pyroglutamyl aminopeptidase I, as a drug metabolizing enzyme, recognizes xenobiotic substrates containing L-2-oxothiazolidine-4-carboxylic acid.

Journal: Biological & pharmaceutical bulletin 20040101

Title: [Antioxidants-induced rearrangements of actin cytoskeleton in 3T3 and 3T3-SV40 fibroblasts].

Journal: Tsitologiia 20040101

Title: Intracellular mediators of granulysin-induced cell death.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20030901

Title: L-2-oxothiazolidine-4-carboxylate supplementation in murine gamma-GT deficiency.

Journal: Free radical biology & medicine 20030601

Title: Relationship between gluconeogenesis and glutathione redox state in rabbit kidney-cortex tubules.

Journal: Metabolism: clinical and experimental 20030601

Title: Oxothiazolidine carboxylate provides protection against hepatocellular injury seen after porta hepatis occlusion (Pringle maneuver) under hypovolemic conditions.

Journal: World journal of surgery 20030401

Title: The up-regulation of cyclooxygenase-2 expression in human buccal mucosal fibroblasts by arecoline: a possible role in the pathogenesis of oral submucous fibrosis.

Journal: Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology 20030301

Title: Induction of c-fos expression by nicotine in human periodontal ligament fibroblasts is related to cellular thiol levels.

Journal: Journal of periodontal research 20030201

Title: Relationship between intracellular glutathione level and the mode of cell death induced by pingyangmycin.

Journal: Oral oncology 20030101

Title: [Effect of agents changing the intracellular level of reactive oxygen species on the cell cycle phase distribution in 3T3 and 3T3SV40 cell lines].

Journal: Tsitologiia 20030101

Title: Glucose-induced changes in the phenotype of human peritoneal mesothelial cells: effect of L-2-oxothiazolidine carboxylic acid.

Journal: American journal of nephrology 20030101

Title: [The correlation of tolerance to cerebral ischemia and body temperature with glutathione concentration].

Journal: Biomeditsinskaia khimiia 20030101

Title: In vivo monitoring of hepatic glutathione in anesthetized rats by 13C NMR.

Journal: Magnetic resonance in medicine 20020901

Title: Mechanisms of cytotoxicity of nicotine in human periodontal ligament fibroblast cultures in vitro.

Journal: Journal of periodontal research 20020801

Title: Antidiabetic effect of a prodrug of cysteine, L-2-oxothiazolidine-4-carboxylic acid, through CD38 dimerization and internalization.

Journal: The Journal of biological chemistry 20020215

Title: L-2-Oxothiazolidine-4-carboxylate reverses the tumour growth-promoting effect of interleukin-2 and improves the anti-tumour efficacy of biochemotherapy in mice bearing B16 melanoma liver metastases.

Journal: Melanoma research 20020201

Title: In vivo reversal of glutathione deficiency and susceptibility to in vivo dexamethasone-induced apoptosis by N-acetylcysteine and L-2-oxothiazolidine-4-carboxylic acid, but not ascorbic acid, in thymocytes from gamma-glutamyltranspeptidase-deficient knockout mice.

Journal: Archives of biochemistry and biophysics 20020115

Title: Cellular redox state and endothelial dysfunction in mildly hyperhomocysteinemic cystathionine beta-synthase-deficient mice.

Journal: Arteriosclerosis, thrombosis, and vascular biology 20020101

Title: L-2-oxothiazolidine-4-carboxylate: an agent that modulates lipopolysaccharide-induced peritonitis in rats.

Journal: Peritoneal dialysis international : journal of the International Society for Peritoneal Dialysis 20020101

Title: Lipoic acid and vitamin C potentiate nitric oxide synthesis in human aortic endothelial cells independently of cellular glutathione status.

Journal: Redox report : communications in free radical research 20020101

Title: [Glutathione in therapy].

Journal: Postepy higieny i medycyny doswiadczalnej 20020101

Title: Double-prodrugs of L-cysteine: differential protection against acetaminophen-induced hepatotoxicity in mice.

Journal: Journal of biochemical and molecular toxicology 20020101

Title: Oxygen-sensing mechanisms and the regulation of redox-responsive transcription factors in development and pathophysiology.

Journal: Respiratory research 20020101

Title: (L)-2-oxothiazolidine-4-carboxylate in the treatment of primary hyperoxaluria type 1.

Journal: BJU international 20011201

Title: Chronic ethanol ingestion potentiates TNF-alpha-mediated oxidative stress and apoptosis in rat type II cells.

Journal: American journal of physiology. Lung cellular and molecular physiology 20010801

Title: Promoting glutathione synthesis after spinal cord trauma decreases secondary damage and promotes retention of function.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20010101

Title: Effects of L-2-oxothiazolidine-4-carboxylate on the cytotoxic activity and toxicity of cyclophosphamide in mice bearing B16F10 melanoma liver metastases.

Journal: Melanoma research 20000401

Title: Synthesis and in vitro anti-HIV activity in human monocyte-derived macrophages of 2-oxothiazolidine-4(R)-carboxylic acid derivatives.

Journal: Journal of medicinal chemistry 19991118

Title: Tissue-specific regulation of glutathione homeostasis and the activator protein-1 (AP-1) response in the rat conceptus.

Journal: Biochemical pharmacology 19990515

Title: Protective effects of L-2-oxothiazolidine-4-carboxylate treatment on cyclophosphamide-induced cystitis in rats.

Journal: The Journal of urology 19970501

Title: L-2-oxothiazolidine-4-carboxylic acid inhibits human immunodeficiency virus type 1 replication in mononuclear phagocytes and lymphocytes.

Journal: Clinical and diagnostic laboratory immunology 19970501

Title: Supplementation with L-2-oxothiazolidine-4-carboxylic acid, a cysteine precursor, does not protect against lipid peroxidation in puromycin aminonucleoside-induced nephropathy.

Journal: Experimental nephrology 19960101

Title: L-2-oxothiazolidine-4-carboxylic acid (procysteine) inhibits expression of the human immunodeficiency virus and expression of the interleukin-2 receptor alpha chain.

Journal: Journal of acquired immune deficiency syndromes and human retrovirology : official publication of the International Retrovirology Association 19950201

Title: Glutathione precursor and antioxidant activities of N-acetylcysteine and oxothiazolidine carboxylate compared in in vitro studies of HIV replication.

Journal: AIDS research and human retroviruses 19940801

Title: Role of oxygen free radicals in cocaine-induced vascular disruption in mice.

Journal: Teratology 19940301

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Tags:19750-45-9 Molecular Formula|19750-45-9 MDL|19750-45-9 SMILES|19750-45-9 2-Oxo-1,3-thiazolidine-4-carboxylic acid