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25390-17-4,MFCD00063941
Catalog No.:AA00BG9K

25390-17-4 | S-(carboxymethyl)-DL-cysteine

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100mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00BG9K
Chemical Name:
S-(carboxymethyl)-DL-cysteine
CAS Number:
25390-17-4
Molecular Formula:
C5H9NO4S
Molecular Weight:
179.1943
MDL Number:
MFCD00063941
SMILES:
OC(=O)CSCC(C(=O)O)N
Properties
Computed Properties
 
Complexity:
161  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
5  
Undefined Atom Stereocenter Count:
1  
XLogP3:
-3.1  

Literature

Title: Synthesis, chemical identification, antioxidant capacities and immunological evaluation studies of a novel silver(I) carbocysteine complex.

Journal: Chemico-biological interactions 20140905

Title: Oxidative stress and innate immunity responses in cigarette smoke stimulated nasal epithelial cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20140301

Title: Carbocysteine regulates innate immune responses and senescence processes in cigarette smoke stimulated bronchial epithelial cells.

Journal: Toxicology letters 20131125

Title: S-Carboxyethylcysteine (a constituent of Acacia seed) negatively affects casein protein utilization by rats.

Journal: Nutrition (Burbank, Los Angeles County, Calif.) 20120701

Title: Drug fever due to S-carboxymethyl-L-cystein: demonstration of a causative agent with patch tests.

Journal: The Journal of dermatology 20120601

Title: Cigarette smoke enhances chemotaxis via acetylation of proline-glycine-proline.

Journal: Frontiers in bioscience (Elite edition) 20120601

Title: An investigation into possible xenobiotic-endobiotic inter-relationships involving the amino acid analogue drug, S-carboxymethyl-L-cysteine and plasma amino acids in humans.

Journal: Amino acids 20120501

Title: S-carboxymethyl-L-cysteine.

Journal: Drug metabolism reviews 20120501

Title: [Notes on syrups and dry syrups of ambroxol hydrochloride and L-carbocysteine].

Journal: Arerugi = [Allergy] 20120501

Title: Carbocisteine promotes phagocytosis of apoptotic cells by alveolar macrophages.

Journal: European journal of pharmacology 20120227

Title: Efficacy of combined treatment with S-carboxymethylcysteine (carbocisteine) and clarithromycin in chronic rhinosinusitis patients without nasal polyp or with small nasal polyp.

Journal: Auris, nasus, larynx 20120201

Title: Disulphide linkage in mouse ST6Gal-I: determination of linkage positions and mutant analysis.

Journal: Journal of biochemistry 20120201

Title: l-carbocisteine inhibits respiratory syncytial virus infection in human tracheal epithelial cells.

Journal: Respiratory physiology & neurobiology 20120115

Title: S-carboxymethylcysteine inhibits adherence of Streptococcus pneumoniae to human alveolar epithelial cells.

Journal: Journal of medical microbiology 20120101

Title: Effect of polyethylene glycol modification of TiO₂nanoparticles on cytotoxicity and gene expressions in human cell lines.

Journal: International journal of molecular sciences 20120101

Title: Carbocisteine reduces the cytotoxicity of oxaliplatin.

Journal: Zeitschrift fur Naturforschung. C, Journal of biosciences 20120101

Title: [Expression and role of sugar chains on airway mucus during the exacerbation of airway inflammation].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20120101

Title: [Evidence of pharmacotherapy in COPD--key findings from recently-conducted randomized clinical studies].

Journal: Nihon rinsho. Japanese journal of clinical medicine 20111001

Title: Carbocisteine protects against emphysema induced by cigarette smoke extract in rats.

Journal: Chest 20110501

Title: A comprehensive understanding of thioTEPA metabolism in the mouse using UPLC-ESI-QTOFMS-based metabolomics.

Journal: Biochemical pharmacology 20110415

Title: Recombinant heteromeric phenylalanine monooxygenase and the oxygenation of carbon and sulfur substrates.

Journal: The Journal of pharmacy and pharmacology 20110401

Title: Optimizing management of chronic obstructive pulmonary disease in the upcoming decade.

Journal: International journal of chronic obstructive pulmonary disease 20110101

Title: Health status in the TORCH study of COPD: treatment efficacy and other determinants of change.

Journal: Respiratory research 20110101

Title: Respiratory paradoxical adverse drug reactions associated with acetylcysteine and carbocysteine systemic use in paediatric patients: a national survey.

Journal: PloS one 20110101

Title: Characteristics of Chinese patients with cough in primary care centre.

Journal: Journal of translational medicine 20110101

Title: The efficacy of low-dose aripiprazole treatment for trichotillomania.

Journal: Clinical neuropharmacology 20110101

Title: Comparative metabolism of cyclophosphamide and ifosfamide in the mouse using UPLC-ESI-QTOFMS-based metabolomics.

Journal: Biochemical pharmacology 20101001

Title: The effect and mechanism of action of carbocysteine on airway bacterial load in rats chronically exposed to cigarette smoke.

Journal: Respirology (Carlton, Vic.) 20101001

Title: Carbocisteine normalizes the viscous property of mucus through regulation of fucosylated and sialylated sugar chain on airway mucins.

Journal: European journal of pharmacology 20100901

Title: Inhibitory effects of carbocisteine on type A seasonal influenza virus infection in human airway epithelial cells.

Journal: American journal of physiology. Lung cellular and molecular physiology 20100801

Title: Effects of combination therapy with montelukast and carbocysteine in allergen-induced airway hyperresponsiveness and airway inflammation.

Journal: British journal of pharmacology 20100701

Title: [Mucolytic drugs: towards a contraindication in infants].

Journal: Archives de pediatrie : organe officiel de la Societe francaise de pediatrie 20100601

Title: Post-translational activation of human phenylalanine 4-monooxygenase from an endobiotic to a xenobiotic enzyme by reactive oxygen and reactive nitrogen species.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20100501

Title: The pharmacokinetics of orally administered S-carboxymethyl-L-cysteine in the dog, calf and sheep.

Journal: European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20100219

Title: Influencing the decline of lung function in COPD: use of pharmacotherapy.

Journal: International journal of chronic obstructive pulmonary disease 20100101

Title: Effects of titanium dioxide nanoparticle aggregate size on gene expression.

Journal: International journal of molecular sciences 20100101

Title: Update on the management of chronic obstructive pulmonary disease.

Journal: F1000 medicine reports 20100101

Title: Phenylalanine 4-monooxygenase and the role of endobiotic metabolism enzymes in xenobiotic biotransformation.

Journal: Expert opinion on drug metabolism & toxicology 20091001

Title: Carbocisteine inhibits oxidant-induced apoptosis in cultured human airway epithelial cells.

Journal: Respirology (Carlton, Vic.) 20090901

Title: L-carbocisteine reduces neutrophil elastase-induced mucin production.

Journal: Respiratory physiology & neurobiology 20090630

Title: Carbocysteine: clinical experience and new perspectives in the treatment of chronic inflammatory diseases.

Journal: Expert opinion on pharmacotherapy 20090301

Title: Acetylcysteine and carbocysteine for acute upper and lower respiratory tract infections in paediatric patients without chronic broncho-pulmonary disease.

Journal: The Cochrane database of systematic reviews 20090121

Title: Nebulized and oral thiol derivatives for pulmonary disease in cystic fibrosis.

Journal: The Cochrane database of systematic reviews 20090121

Title: The activity of wild type and mutant phenylalanine hydroxylase with respect to the C-oxidation of phenylalanine and the S-oxidation of S-carboxymethyl-L-cysteine.

Journal: Molecular genetics and metabolism 20090101

Title: Human phenylalanine monooxygenase and thioether metabolism.

Journal: The Journal of pharmacy and pharmacology 20090101

Title: Carbocisteine can scavenge reactive oxygen species in vitro.

Journal: Respirology (Carlton, Vic.) 20090101

Title: Mouse recombinant phenylalanine monooxygenase and the S-oxygenation of thioether substrates.

Journal: Journal of biochemical and molecular toxicology 20090101

Title: Exacerbation rate, health status and mortality in COPD--a review of potential interventions.

Journal: International journal of chronic obstructive pulmonary disease 20090101

Title: Management and prevention of chronic obstructive pulmonary disease exacerbations: a state of the art review.

Journal: BMC medicine 20090101

Title: The role for S-carboxymethylcysteine (carbocisteine) in the management of chronic obstructive pulmonary disease.

Journal: International journal of chronic obstructive pulmonary disease 20081201

Title: Carbocisteine for acute exacerbations of COPD.

Journal: Lancet (London, England) 20081108

Title: Carbocisteine for acute exacerbations of COPD.

Journal: Lancet (London, England) 20081108

Title: Erdosteine for COPD exacerbations.

Journal: Drug and therapeutics bulletin 20081001

Title: Variation in the attachment of Streptococcus pneumoniae to human pharyngeal epithelial cells after treatment with S-carboxymethylcysteine.

Journal: Journal of infection and chemotherapy : official journal of the Japan Society of Chemotherapy 20080801

Title: A PEACE-ful solution to COPD exacerbations?

Journal: Lancet (London, England) 20080614

Title: Effect of carbocisteine on acute exacerbation of chronic obstructive pulmonary disease (PEACE Study): a randomised placebo-controlled study.

Journal: Lancet (London, England) 20080614

Title: s-Carboxymethylcysteine inhibits carbachol-induced constriction of epithelium-denuded rat and human airway preparations.

Journal: Clinical and experimental pharmacology & physiology 20080501

Title: [Bitterness of the mixture of clarithromycin dry syrup and carbocisteine preparation--difference between brand name and generic drugs].

Journal: Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20080301

Title: S-CMC-Lys protective effects on human respiratory cells during oxidative stress.

Journal: Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20080101

Title: Phenylalanine 4-monooxygenase and the S-oxidation of S-carboxymethyl-L-cysteine by human cytosolic fractions.

Journal: Drug metabolism and drug interactions 20080101

Title: Carbocisteine improves quality of life in patients with chronic obstructive pulmonary disease.

Journal: Journal of the American Geriatrics Society 20071101

Title: The suppression of enhanced bitterness intensity of macrolide dry syrup mixed with an acidic powder.

Journal: Chemical & pharmaceutical bulletin 20071001

Title: [Case of acute generalized exanthematous pustulosis caused by Kerorin].

Journal: Arerugi = [Allergy] 20071001

Title: Plasma protein advanced glycation end products, carboxymethyl cysteine, and carboxyethyl cysteine, are elevated and related to nephropathy in patients with diabetes.

Journal: Molecular and cellular biochemistry 20070801

Title: [A possible case of drug-induced pneumonia due to L-carbocisteine].

Journal: Nihon Kokyuki Gakkai zasshi = the journal of the Japanese Respiratory Society 20070801

Title: Fluorimetric determination of some sulfur containing compounds through complex formation with terbium (Tb+3) and uranium (U+3).

Journal: Journal of fluorescence 20070501

Title: Carbocisteine: frequent cutaneous adverse effects.

Journal: Prescrire international 20070201

Title: Carbocysteine therapy in older people with chronic obstructive pulmonary disease.

Journal: Journal of the American Geriatrics Society 20061101

Title: Evidence for inactivation of cysteine proteases by reactive carbonyls via glycation of active site thiols.

Journal: The Biochemical journal 20060901

Title: Enantioselective determination of dencichine in rabbit plasma by high-performance liquid chromatography-electrospray mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060818

Title: Carbocisteine inhibits rhinovirus infection in human tracheal epithelial cells.

Journal: The European respiratory journal 20060701

Title: Ambroxol for the prevention of acute upper respiratory disease.

Journal: Clinical and experimental medicine 20060601

Title: A phase II study with antioxidants, both in the diet and supplemented, pharmaconutritional support, progestagen, and anti-cyclooxygenase-2 showing efficacy and safety in patients with cancer-related anorexia/cachexia and oxidative stress.

Journal: Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20060501

Title: A comparative bioavailability study of a generic capsule formulation containing carbocysteine.

Journal: Die Pharmazie 20060501

Title: Efficacy of S-carboxymethyl-L-cysteine for otitis media with effusion.

Journal: Ear, nose, & throat journal 20060501

Title: The sulphoxidation of S-carboxymethyl-L-cysteine in COPD.

Journal: The European respiratory journal 20060401

Title: Cerebral formation in situ of S-carboxymethylcysteine after ifosfamide administration to mice: a further clue to the mechanism of ifosfamide encephalopathy.

Journal: Toxicology letters 20060301

Title: Thiodiglycolic acid and dermatological reactions following S-carboxymethyl-L-cysteine administration.

Journal: The British journal of dermatology 20060201

Title: Carbocisteine reduces frequency of common colds and exacerbations in patients with chronic obstructive pulmonary disease.

Journal: Journal of the American Geriatrics Society 20060201

Title: Effects of carbocisteine on sialyl-Lewis x expression in an airway carcinoma cell line stimulated with tumor necrosis factor-alpha.

Journal: European journal of pharmacology 20060120

Title: S-CMC-Lys-dependent stimulation of electrogenic glutathione secretion by human respiratory epithelium.

Journal: Journal of molecular medicine (Berlin, Germany) 20060101

Title: High-throughput determination of carbocysteine in human plasma by liquid chromatography/tandem mass spectrometry: application to a bioequivalence study of two formulations in healthy volunteers.

Journal: Rapid communications in mass spectrometry : RCM 20060101

Title: An occupational hygiene investigation of exposure to acrylamide and the role for urinary S-carboxyethyl-cysteine (CEC) as a biological marker.

Journal: The Annals of occupational hygiene 20051101

Title: S-carboxymethylcysteine normalises airway responsiveness in sensitised and challenged mice.

Journal: The European respiratory journal 20051001

Title: Evidence for the formation of adducts and S-(carboxymethyl)cysteine on reaction of alpha-dicarbonyl compounds with thiol groups on amino acids, peptides, and proteins.

Journal: Chemical research in toxicology 20050801

Title: Thiodiglycolic acid as a possible causative agent of fixed drug eruption provoked only after continuous administration of S-carboxymethyl-L-cysteine: case report and review of reported cases.

Journal: The British journal of dermatology 20050701

Title: [Fixed drug eruption and carbocysteine].

Journal: Annales de dermatologie et de venereologie 20050401

Title: Phenylalanine 4-monooxygenase and the S-oxidation of S-carboxymethyl-L-cysteine in HepG2 cells.

Journal: Drug metabolism and drug interactions 20050101

Title: Induction of cysteine dioxygenase activity by oral administration of cysteine analogues to the rat: implications for drug efficacy and safety.

Journal: Drug metabolism and drug interactions 20050101

Title: Phenylalanine hydroxylase: possible involvement in the S-oxidation of S-carboxymethyl-l-cysteine.

Journal: Analytical biochemistry 20041201

Title: Exhaled Interleukine-6 and 8-isoprostane in chronic obstructive pulmonary disease: effect of carbocysteine lysine salt monohydrate (SCMC-Lys).

Journal: European journal of pharmacology 20041128

Title: Reduced airway inflammation and remodeling in parallel with mucin 5AC protein expression decreased by s-carboxymethylcysteine, a mucoregulant, in the airways of rats exposed to sulfur dioxide.

Journal: International archives of allergy and immunology 20040801

Title: Lack of congruence between cysteine dioxygenase activity and S-carboxymethyl-L-cysteine S-oxidation activity in rat cytosol.

Journal: The Journal of pharmacy and pharmacology 20040801

Title: Spectrophotometric determination of penicillamine and carbocisteine based on formation of metal complexes.

Journal: Farmaco (Societa chimica italiana : 1989) 20040601

Title: A nomogram for prediction of absorption rate coefficient.

Journal: Chinese medical journal 20040501

Title: Effects of carbocisteine on altered activities of glycosidase and glycosyltransferase and expression of Muc5ac in SO2-exposed rats.

Journal: European journal of pharmacology 20040308

Title: Ion-chromatographic determination of carbocisteine in pharmaceuticals based on non-suppressed conductimetric detection.

Journal: Journal of chromatography. A 20040213

Title: The effect of cysteine analogues on the excretion of urinary sulphate in the rat following cysteine administration.

Journal: Drug metabolism and drug interactions 20040101

Title: Phenylalanine 4-monooxygenase and the S-oxidation of S-carboxymethyl-L-cysteine.

Journal: Drug metabolism and drug interactions 20040101

Title: Kinetic spectrophotometric determination of some sulfur containing compounds in pharmaceutical preparations and human serum.

Journal: Farmaco (Societa chimica italiana : 1989) 20031201

Title: S-carboxymethylcysteine inhibits the attachment of Streptococcus pneumoniae to human pharyngeal epithelial cells.

Journal: Microbial pathogenesis 20030601

Title: Effect of carbocysteine on cough reflex to capsaicin in asthmatic patients.

Journal: British journal of clinical pharmacology 20030601

Title: Thirty-five cases of S-carboxymethylcysteine use in paraquat poisoning.

Journal: Veterinary and human toxicology 20030201

Title: Determination of carbocysteine in human plasma by liquid chromatography/tandem mass spectrometry employing precolumn derivatization.

Journal: Rapid communications in mass spectrometry : RCM 20030101

Title: Carbocysteine lysine salt monohydrate (SCMC-LYS) is a selective scavenger of reactive oxygen intermediates (ROIs).

Journal: European cytokine network 20030101

Title: Neurological toxicity of ifosfamide.

Journal: Oncology 20030101

Title: An investigation into the inter-relationships of sulphur xeno-biotransformation pathways in Parkinson's and motor neurone diseases.

Journal: Drug metabolism and drug interactions 20030101

Title: Degradation to sulphate of S-methyl-L-cysteine sulphoxide and S-carboxymethyl-L-cysteine sulphoxide in man.

Journal: Drug metabolism and drug interactions 20030101

Title: [Mucolytic agents for acute respiratory tract infections in infants: a pharmacoepidemiologic problem?].

Journal: Archives de pediatrie : organe officiel de la Societe francaise de pediatrie 20021101

Title: S-carboxymethylcysteine inhibits neutrophil activation mediated by N-formyl-methionyl-leucyl-phenylalanine.

Journal: European journal of pharmacology 20020802

Title: Prolonged survival after experimental paraquat intoxication: role of alternative antioxidants.

Journal: Veterinary and human toxicology 20020201

Title: Insights into the mechanisms of ifosfamide encephalopathy: drug metabolites have agonistic effects on alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA)/kainate receptors and induce cellular acidification in mouse cortical neurons.

Journal: The Journal of pharmacology and experimental therapeutics 20011201

Title: Antioxidant activity of carbocysteine lysine salt monohydrate.

Journal: Panminerva medica 20010901

Title: Does early detection of otitis media with effusion prevent delayed language development?

Journal: Archives of disease in childhood 20010801

Title: Effects of carbocysteine on antigen-induced increases in cough sensitivity and bronchial responsiveness in guinea pigs.

Journal: The Journal of pharmacology and experimental therapeutics 20010601

Title: Direct determination of s-carboxymethyl-l-cysteine in syrups by reversed-phase high-performance liquid chromatography.

Journal: Journal of pharmaceutical and biomedical analysis 20010401

Title: Modulating effects of mucoregulating drugs on the attachment of Haemophilus influenzae.

Journal: Microbial pathogenesis 20010301

Title: [Comparative study of effects of anti-infective and respiratory system agents on endogeneous glucocorticoids with macrolides].

Journal: The Japanese journal of antibiotics 20010201

Title: [Effects of carbocisteine on airway inflammation and related events in SO2-exposed rats].

Journal: Nihon Kokyuki Gakkai zasshi = the journal of the Japanese Respiratory Society 20010101

Title: Chemical and biochemical issues related to X-ray crystallography of the ligand-binding domain of estrogen receptor alpha.

Journal: Bioconjugate chemistry 20010101

Title: A review of xenobiotic metabolism enzymes in Parkinson's disease and motor neuron disease.

Journal: Drug metabolism and drug interactions 20010101

Title: S-carboxymethylcysteine in the treatment of glue ear: quantitative systematic review.

Journal: BMC family practice 20010101

Title: Study about the inhibition of L-cysteine derivatives of nucleic acid bases in protein production.

Journal: Nucleic acids research. Supplement (2001) 20010101

Title: Transfection of fluorescent probed antisense compounds: L-cysteine derivatives of nucleic acid bases.

Journal: Nucleic acids research. Supplement (2001) 20010101

Title: A proposed mechanism for chlorpromazine jaundice--defective hepatic sulphoxidation combined with rapid hydroxylation.

Journal: Journal of hepatology 19880801

Title: Carbone V, et al. Structure-based discovery of human L-xylulose reductase inhibitors from database screening andmolecular docking. Bioorg Med Chem. 2005 Jan 17;13(2):301-12.

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Tags:25390-17-4 Molecular Formula|25390-17-4 MDL|25390-17-4 SMILES|25390-17-4 S-(carboxymethyl)-DL-cysteine