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oxothiazolidinecarboxylic acid
4-thiazolidinecarboxylic acid, 2-oxo-, (4R)-

Supplier Sponsors

Name:(4R)-2-oxo-1,3-thiazolidine-4-carboxylic acid
CAS Number: 19771-63-2Picture of molecule3D/inchi
Other(deleted CASRN):163675-62-5
FDA UNII: X7063P804E
Nikkaji Web:J47.648J
Beilstein Number:4179169
MDL:MFCD00066092
XlogP3-AA:-0.10 (est)
Molecular Weight:147.15345000
Formula:C4 H5 N O3 S
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic ingredient for skin conditioning
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Soluble in:
 water, 6.067e+005 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
BOC Sciences
For experimental / research use only.
L-Thiazolidin-2-one-4-carboxylic acid ≥95%
Santa Cruz Biotechnology
For experimental / research use only.
Procysteine ≥98%
Sigma-Aldrich: Sigma
For experimental / research use only.
(R)-(-)-2-Oxothiazolidine-4-carboxylic acid ≥97% (TLC), =98% (titration)
sds
TCI AMERICA
For experimental / research use only.
L-2-Thiazolidinone-4-carboxylic Acid >97.0%(HPLC)(T)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-dog LD > 450 mg/kg
Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 164, 1992.

intravenous-mouse LD > 2400 mg/kg
Acute Toxicity Data. Journal of the American College of Toxicology, Part B. Vol. 1, Pg. 164, 1992.

intravenous-rat LDLo 1800 mg/kg
Journal of the American College of Toxicology. Vol. 12, Pg. 109, 1993.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
cosmetic ingredient for skin conditioning
Recommendation for oxothiazolidinecarboxylic acid usage levels up to:
 not for fragrance use.
 
Recommendation for oxothiazolidinecarboxylic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :72390
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(4R)-2-oxo-1,3-thiazolidine-4-carboxylic acid
Chemidplus:0019771632
RTECS:XJ5426650 for cas# 19771-63-2
 
References:
 (4R)-2-oxo-1,3-thiazolidine-4-carboxylic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):72390
Pubchem (sid):135030261
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2934.20.8000
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 koprosteine
 procysteine
oxothiazolidine carboxylate, L-
(-)-2-oxo-4-thiazolidine carboxylic acid
L-2-oxothiazolidine-4-carboxylate
laevo-2-oxothiazolidine-4-carboxylate
2-oxothiazolidine-4-carboxylate, L-
(4R)-2-oxo-1,3-thiazolidine-4-carboxylic acid
2-oxothiazolidine-4-carboxylic acid
(-)-2-oxo-4-thiazolidinecarboxylic acid
(R)-2-oxo-4-thiazolidinecarboxylic acid
L-2-oxo-4-thiazolidinecarboxylic acid
4-thiazolidinecarboxylic acid, 2-oxo-, (4R)-
4-thiazolidinecarboxylic acid, 2-oxo-, (R)-
4-thiazolidinecarboxylic acid, 2-oxo-, L-
 

Articles:

PubMed:Effect of procysteine on aging-associated changes in hepatic GSH and SMase: evidence for transcriptional regulation of smpd3.
PubMed:Dietary antioxidants prevent alcohol-induced ciliary dysfunction.
PubMed:Protective effect of procysteine on Acinetobacter pneumonia in hyperoxic conditions.
PubMed:The role of mitochondrial oxidation in endotoxin-induced liver-dependent swine pulmonary edema.
PubMed:Chronic alcohol ingestion exacerbates lung epithelial barrier dysfunction in HIV-1 transgenic rats.
PubMed:Thiols stabilize cobblestone morphology of cultured mesothelial cells.
PubMed:Non-invasive monitoring of L-2-oxothiazolidine-4-carboxylate metabolism in the rat brain by in vivo 13C magnetic resonance spectroscopy.
PubMed:Procysteine increases alcohol-depleted glutathione stores in rat plantaris following a period of abstinence.
PubMed:Cigarette smoke-induced changes to alveolar macrophage phenotype and function are improved by treatment with procysteine.
PubMed:Procysteine stimulates expression of key anabolic factors and reduces plantaris atrophy in alcohol-fed rats.
PubMed:Vascular oxidative stress and nitric oxide depletion in HIV-1 transgenic rats are reversed by glutathione restoration.
PubMed:Alveolar type II cells from ethanol-fed rats produce a fibronectin-enriched extracellular matrix that promotes monocyte activation.
PubMed:Oxidant-induced atrogin-1 and transforming growth factor-beta1 precede alcohol-related myopathy in rats.
PubMed:Glutathione availability modulates alveolar macrophage function in the chronic ethanol-fed rat.
PubMed:Angiotensin II mediates glutathione depletion, transforming growth factor-beta1 expression, and epithelial barrier dysfunction in the alcoholic rat lung.
PubMed:Glutathione replacement preserves the functional surfactant phospholipid pool size and decreases sepsis-mediated lung dysfunction in ethanol-fed rats.
PubMed:Chronic ethanol ingestion potentiates TNF-alpha-mediated oxidative stress and apoptosis in rat type II cells.
PubMed:Promoting glutathione synthesis after spinal cord trauma decreases secondary damage and promotes retention of function.
PubMed:Novel drug development for amyotrophic lateral sclerosis.
PubMed:Mitochondrial glutathione replacement restores surfactant synthesis and secretion in alveolar epithelial cells of ethanol-fed rats.
PubMed:Ethanol ingestion via glutathione depletion impairs alveolar epithelial barrier function in rats.
PubMed:The pharmacokinetics and pharmaco-dynamics of Procysteine in amyotrophic lateral sclerosis.
PubMed:Protection by L-2-oxothiazolidine-4-carboxylic acid of hydrogen peroxide-induced CD3zeta and CD16zeta chain down-regulation in human peripheral blood lymphocytes and lymphokine-activated killer cells.
PubMed:Elevation of whole-blood glutathione in peritoneal dialysis patients by L-2-oxothiazolidine-4-carboxylate, a cysteine prodrug (Procysteine).
PubMed:A phase I/II evaluation of oral L-2-oxothiazolidine-4-carboxylic acid in asymptomatic patients infected with human immunodeficiency virus.
PubMed:A trial of antioxidants N-acetylcysteine and procysteine in ARDS. The Antioxidant in ARDS Study Group.
PubMed:L-2-oxothiazolidine-4-carboxylic acid inhibits human immunodeficiency virus type 1 replication in mononuclear phagocytes and lymphocytes.
PubMed:Protective effects of L-2-oxothiazolidine-4-carboxylate treatment on cyclophosphamide-induced cystitis in rats.
PubMed:Supplementation with L-2-oxothiazolidine-4-carboxylic acid, a cysteine precursor, does not protect against lipid peroxidation in puromycin aminonucleoside-induced nephropathy.
PubMed:Increased gamma-glutamylcysteine synthetase and gamma-glutamyl transpeptidase activities enhance resistance of rat lung epithelial L2 cells to quinone toxicity.
PubMed:L-2-oxothiazolidine-4-carboxylic acid (procysteine) inhibits expression of the human immunodeficiency virus and expression of the interleukin-2 receptor alpha chain.
PubMed:Determination of L-2-oxothiazolidine-4-carboxylic acid (Procysteine) in human plasma by high-performance liquid chromatography.
PubMed:A phase I/II trial of intravenous L-2-oxothiazolidine-4-carboxylic acid (procysteine) in asymptomatic HIV-infected subjects.
PubMed:Toxicity evaluations of L-cysteine and Procysteine, a cysteine prodrug, given once intravenously to neonatal rats.
PubMed:Enhancement of viability of human peritoneal mesothelial cells with glutathione precursor: L-2-oxothiazolidine-4-carboxylate.
 
Notes:
None found
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