Introduction：Basic information about Erdosteine CAS 84611-23-4, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Erdosteine Basic information
| Product Name: | Erdosteine |
| Synonyms: | 2-[[2-Oxo-2-[(tetrahydro-2-oxo-3-thienyl)aMino]ethyl]thio]acetic Acid;Dithiosteine;Aceticacid, 2-[[2-oxo-2-[(tetrahydro-2-oxo-3-thienyl)aMino]ethyl]thio]-;Erdostiene;2-[[2-oxo-2-[(2-oxo-3-thiolanyl)amino]ethyl]thio]acetic acid;2-[2-OXO-2-(2-OXO-TETRAHYDROTHIOPHEN-3-YLAMINO)ETHYLTHIO]ACETIC ACID;[[2-oxo-2-[(tetrahydro-2-oxo-3-thienyl)amino]ethyl]thio]acetic acid;ERDOSTEINE BP98 |
| CAS: | 84611-23-4 |
| MF: | C8H11NO4S2 |
| MW: | 249.31 |
| EINECS: | 642-172-5 |
| Product Categories: | Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;SECRESOLV;API |
| Mol File: | 84611-23-4.mol |
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Erdosteine Chemical Properties
| Melting point | 156-160°C |
| Boiling point | 590.4±50.0 °C(Predicted) |
| density | 1.48±0.1 g/cm3(Predicted) |
| storage temp. | Sealed in dry,2-8°C |
| solubility | Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly) |
| pka | 3.71(at 25℃) |
| form | Solid |
| color | White to Off-White |
| λmax | 236nm(H2O)(lit.) |
| Merck | 14,3647 |
| 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) |
| InChIKey | QGFORSXNKQLDNO-UHFFFAOYSA-N |
| SMILES | S1CCC(C1=O)NC(=O)CSCC(=O)O |
| CAS DataBase Reference | 84611-23-4(CAS DataBase Reference) |
Safety Information
| WGK Germany | WGK 3 |
| RTECS | AJ1476200 |
| HS Code | 2934.99.9001 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
| Toxicity | LD50 in mice and rats (g/kg): >10 orally; >3.5 i.v. (Gonella) |
Erdosteine Usage And Synthesis
| Description | Erdosteine is a new expectorant introduced in France for the treatmentof chronic bronchitis. Erdosteine possesses mucomodulator, mucolytic, mucokineticand free radical scavenging properties. Its therapeutic efficacy has beendemonstrated in patients affected by congestion and viscous mucus in higher and lowerrespiratory tracts as in acute and chronic bronchitis, sinusitis, otitis,tracheopharyngitis and coryza. Erdosteine acts through its active metabolitescontaining free sulfhydryl groups which are able to depolymerize themucopolysaccharides of the excreatum by breaking the disulfide linkages (therebylowing its viscosity). The prodrug approach provides unique characteristics toerdosteine by offering stable therapeutic efficacy and prevention of the gastric mucusfrom lythic phenomena. The agent was also reported to have local antiinflammatory andantielastase properties and enhances penetration of antibiotics into bronchial mucus. |
| Description | Erdosteine is a mucolytic agent and an antioxidant. It inhibits LPS-induced IκB kinase (IKK) activity, NF-κB-mediated transcription, and production of IL-6 and IL-1β in RAW 264.7 cells. Erdosteine (7.5 mg/kg) prevents depletion of renal catalase and glutathione peroxidase (GPX) and increases in renal malondialdehyde (MDA) and nitric oxide (NO) levels in a rat model of nephrotoxicity induced by cisplatin . It reduces spinal cord lipid peroxidation and destruction of spinal motor neurons in a rabbit model of spinal cord ischemia and reperfusion injury induced by thoracoabdominal aortic clamping. Erdosteine (150 mg/kg) reduces lung weight, MDA and protein carbonyl levels, and macrophage and neutrophil accumulation in a mouse model of acute lung injury induced by oleic acid (Item Nos. 90260 | 24659). Formulations containing erdosteine have been used in the treatment of chronic obstructive pulmonary disease (COPD). |
| Chemical Properties | Off-White Solid |
| Originator | Refarmed (Switzerland) |
| Uses | A mucolytic, developed for the treatment of chronic obstructive bronchitis. |
| Uses | Erdosteine is a mucolytic. Erdosteine was developed for the treatment of chronic obstructive bronchitis. |
| Definition | ChEBI: Erdosteine is a N-acyl-amino acid. |
| Brand name | Edirel; Vectrine |
| References | [1] JONG SUN PARK. Anti-inflammatory Effect of Erdosteine in Lipopolysaccharide-Stimulated RAW 264.7 Cells.[J]. Inflammation, 2016, 39 4: 1573-1581. DOI: 10.1007/s10753-016-0393-4
[2] MAURIZIO MORETTI Carlo F M. An overview of erdosteine antioxidant activity in experimental research[J]. Pharmacological research, 2007, 55 4: Pages 249-254. DOI: 10.1016/j.phrs.2006.12.006
[3] AY?EN ERDEM MD , PHD Meltem T M Ersin Fadillioglu MD. Protective role of erdosteine pretreatment on oleic acid–induced acute lung injury[J]. Journal of Surgical Research, 2017, 213: Pages 234-242. DOI: 10.1016/j.jss.2017.02.061 |
Erdosteine Preparation Products And Raw materials
| Raw materials | N-CHLOROACETYL-DL-HOMOCYSTEINE THIOLACTONE-->Thiodiglycolic Anhydride-->HOMOCYSTEINE THIOLACTONE-->Thioglycolic acid |
