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Details

Stereochemistry RACEMIC
Molecular Formula C8H11NO4S2
Molecular Weight 249.3097
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ERDOSTEINE

SMILES

C1CSC(=O)C1N=C(CSCC(=O)O)O

InChI

InChIKey=QGFORSXNKQLDNO-UHFFFAOYSA-N
InChI=1S/C8H11NO4S2/c10-6(3-14-4-7(11)12)9-5-1-2-15-8(5)13/h5H,1-4H2,(H,9,10)(H,11,12)

HIDE SMILES / InChI

Description
Curator's Comment:: description was created based on several sources, including, http://www.ncbi.nlm.nih.gov/pubmed/18046899, https://www.old.health.gov.il/units/pharmacy/trufot/alonim/ERDOTIN_dr_1322978767512.pdf

Erdosteine is an antioxidant compound developed by Edmond Pharma and approved in Europe for the treatment of chronic bronchitis and COPD. Erdosteine has two thiol groups and is believed to act as a free radicals scavenger (through the formation of the active metabolite I, N-thiodiglycolylhomocysteine). Also the drug effect may be due to the inhibition of the activity of elastase enzyme and its interaction with mucosa. The drug got Orphan Drug designation by FDA for the treatment of bronchiectasis.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
ERDOTIN

Approved Use

Mucolytic agent in acute and chronic respiratory diseases.
Primary
ERDOTIN

Approved Use

Mucolytic agent in acute and chronic respiratory diseases.
PubMed

PubMed

TitleDatePubMed
Protective effects of erdosteine on rotenone-induced oxidant injury in liver tissue.
2004 Sep
Attenuation of bleomycin-induced lung fibrosis by oral sulfhydryl containing antioxidants in rats: erdosteine and N-acetylcysteine.
2005
Inhibition or knock out of inducible nitric oxide synthase result in resistance to bleomycin-induced lung injury.
2005 Jun 14
In vivo evidences suggesting the role of oxidative stress in pathogenesis of vancomycin-induced nephrotoxicity: protection by erdosteine.
2005 Nov 15
Protective agent, erdosteine, against cisplatin-induced hepatic oxidant injury in rats.
2005 Oct
The effects of isoniazid on hippocampal NMDA receptors: protective role of erdosteine.
2005 Sep
Antioxidant therapies in COPD.
2006
Role of mucolytics in the management of COPD.
2006
Pharmacological treatment of chronic obstructive pulmonary disease.
2006
Effect of metabolite I of erdosteine on the release of human neutrophil elastase.
2006
Hypobaric-hypoxia-induced pulmonary damage in rats ameliorated by antioxidant erdosteine.
2006
Protein oxidation and lipid peroxidation after renal ischemia-reperfusion injury: protective effects of erdosteine and N-acetylcysteine.
2006 Feb
The effects of erdosteine, N-acetylcysteine, and vitamin E on nicotine-induced apoptosis of pulmonary cells.
2006 Feb 15
Effects of erdosteine on bleomycin-induced lung fibrosis in rats.
2006 Jan
Antioxidant therapeutic targets in COPD.
2006 Jun
An overview of erdosteine antioxidant activity in experimental research.
2007 Apr
Pharmacology and clinical efficacy of erdosteine in chronic obstructive pulmonary disease.
2007 Dec
Protective effects of erdosteine and vitamins C and E combination on ischemia-reperfusion-induced lung oxidative stress and plasma copper and zinc levels in a rat hind limb model.
2007 Jul
Erdosteine treatment attenuates oxidative stress and fibrosis in experimental biliary obstruction.
2007 Mar
Effectiveness of erdosteine in elderly patients with bronchiectasis and hypersecretion: a 15-day, prospective, parallel, open-label, pilot study.
2007 Sep
Mucoactive agents for airway mucus hypersecretory diseases.
2007 Sep
The role for S-carboxymethylcysteine (carbocisteine) in the management of chronic obstructive pulmonary disease.
2008
Erdosteine: antitussive and anti-inflammatory effects.
2008
Changes in blood ROS, e-NO, and some pro-inflammatory mediators in bronchial secretions following erdosteine or placebo: a controlled study in current smokers with mild COPD.
2008
Antioxidant effect of sulphurous thermal water on human neutrophil bursts: chemiluminescence evaluation.
2008
The effects of erdosteine on lung injury induced by the ischemia-reperfusion of the hind-limbs in rats.
2008 Apr
Antioxidant therapeutic advances in COPD.
2008 Dec
Antioxidant intervention of smoking-induced lung tumor in mice by vitamin E and quercetin.
2008 Dec 20
Renoprotective effect of erdosteine in rats against gentamicin nephrotoxicity: a comparison of 99mTc-DMSA uptake with biochemical studies.
2008 Jan
Effects of erdosteine on acetaminophen-induced hepatotoxicity in rats.
2008 Jul
Erdosteine enhances airway response to salbutamol in patients with mild-to-moderate COPD.
2008 Oct
Protective role of caffeic acid phenethyl ester and erdosteine on activities of purine-catabolizing enzymes and level of nitric oxide in red blood cells of isoniazid-administered rats.
2008 Sep
Erdosteine modulates radiocontrast-induced hepatotoxicity in rat.
2009 Apr
Protective effect of sulfhydryl-containing antioxidants against ischemia/reperfusion injury of prepubertal rat intestine.
2009 Apr
Environmental toxicity, redox signaling and lung inflammation: the role of glutathione.
2009 Feb-Apr
Erdosteine: its relevance in COPD treatment.
2009 Mar
The protective effect of erdosteine on vancomycin-induced pancreatic damage in rats.
2009 Nov
Raft of results energizes researchers.
2009 Sep-Oct
Free radical scavenging activity of erdosteine metabolite I investigated by electron paramagnetic resonance spectroscopy.
2010
Ambroxol - Resurgence of an old molecule as an anti-inflammatory agent in chronic obstructive airway diseases.
2010 Apr
Effectiveness of erdosteine, a second generation mucolytic agent, in children with acute rhinosinusitis: a randomized, placebo controlled, double-blinded clinical study.
2010 Apr
The therapeutic efficacy of erdosteine in the treatment of chronic obstructive bronchitis: a meta-analysis of individual patient data.
2010 Apr
Beneficial effect of erdosteine on methotrexate-induced testicular toxicity in mice.
2010 Aug
Effects of sulphurous water on human neutrophil elastase release.
2010 Dec
Association between lung function and exacerbation frequency in patients with COPD.
2010 Dec 9
Modulation of cytokine and nitric oxide by mesenchymal stem cell transfer in lung injury/fibrosis.
2010 Feb 8
Erdosteine in renal ischemia-reperfusion injury: an experimental study in pigs.
2010 Jan
Cardiotoxicity of anticancer drugs: the need for cardio-oncology and cardio-oncological prevention.
2010 Jan 6
Exaggerated liver injury induced by renal ischemia reperfusion in diabetes: effect of exenatide.
2010 Jul-Sep
Effect of the mucolytic erdosteine on the success rate of PPI-based first-line triple therapy for Helicobacter pylori eradication: a prospective, double-blind, randomized, placebo-controlled study.
2010 Jun
Patents

Sample Use Guides

1 capsule (300 mg) 2-3 times a day
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
ERDOSTEINE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
ERDOSTEINE [MART.]
Common Name English
ERDOSTEINE [INN]
Common Name English
ERDOSTEINE [MI]
Common Name English
(+/-)-((((TETRAHYDRO-2-OXO-3-THIENYL)CARBAMOYL)METHYL)THIO)ACETIC ACID
Systematic Name English
MUCOTEC
Brand Name English
ERDOSTEINE [WHO-DD]
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 417413
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
WHO-ATC R05CB15
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
WHO-VATC QR05CB15
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
NCI_THESAURUS C74536
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
EU-Orphan Drug EU/3/12/1084
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
Code System Code Type Description
NCI_THESAURUS
C61750
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY
MESH
C048498
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY
EVMPD
SUB06595MIG
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY
ChEMBL
CHEMBL1697744
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY
RXCUI
24305
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY RxNorm
DRUG CENTRAL
1041
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY
EPA CompTox
84611-23-4
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY
PUBCHEM
65632
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY
MERCK INDEX
M4974
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY Merck Index
CAS
84611-23-4
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY
WIKIPEDIA
ERDOSTEINE
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY
DRUG BANK
DB05057
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY
FDA UNII
76J0853EKA
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY
INN
6032
Created by admin on Sat Jun 26 05:04:42 UTC 2021 , Edited by admin on Sat Jun 26 05:04:42 UTC 2021
PRIMARY