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Erdosteine

Basic information Safety Supplier Related

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
InChIKey
QGFORSXNKQLDNO-UHFFFAOYSA-N
CAS DataBase Reference
84611-23-4(CAS DataBase Reference)
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Safety Information

RTECS 
AJ1476200
HS Code 
2934.99.9001
Toxicity
LD50 in mice and rats (g/kg): >10 orally; >3.5 i.v. (Gonella)
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Erdosteine Usage And Synthesis

Description

Erdosteine is a new expectorant introduced in France for the treatment of chronic bronchitis. Erdosteine possesses mucomodulator, mucolytic, mucokinetic and free radical scavenging properties. Its therapeutic efficacy has been demonstrated in patients affected by congestion and viscous mucus in higher and lower respiratory tracts as in acute and chronic bronchitis, sinusitis, otitis, tracheopharyngitis and coryza. Erdosteine acts through its active metabolites containing free sulfhydryl groups which are able to depolymerize the mucopolysaccharides of the excreatum by breaking the disulfide linkages (thereby lowing its viscosity). The prodrug approach provides unique characteristics to erdosteine by offering stable therapeutic efficacy and prevention of the gastric mucus from lythic phenomena. The agent was also reported to have local antiinflammatory and antielastase 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

ErdosteineSupplier

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