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erdosteine

Structure via PubChem · Public domain (PubChem)

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erdosteine

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Erdosteine is a molecule with mucolytic activity. Structurally it is a thioether derivative with two thioether groups. These two functional organosulfur groups contained in the molecule are released following first-pass metabolism with the conversion of erdosteine into its pharmacologically active metabolite Met-I (N-thiodiglycolyl-homocysteine).

Chemical data

Formula
C8H11NO4S2
Molecular weight
249.3 g/mol
IUPAC name
2-[2-oxo-2-[(2-oxothiolan-3-yl)amino]ethyl]sulfanylacetic acid
SMILES
C1CSC(=O)C1NC(=O)CSCC(=O)O
InChIKey
QGFORSXNKQLDNO-UHFFFAOYSA-N
XLogP
-0.1
Polar surface area
134 Ų
H-bond donors
2
H-bond acceptors
6
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
Indications
chronic obstructive pulmonary disease, chronic bronchitis

via ChEMBL · EBI

Wikidata facts

Subclass of
carboxylic acid
Mass
249.013
Has use
medication
Show 5 more facts
chemical formula
C₈H₁₁NO₄S₂
canonical SMILES
C1CSC(=O)C1NC(=O)CSCC(=O)O
subject has role
mucokinetic
medical condition treated
chronic obstructive pulmonary disease
Commons category
Erdosteine
Sources (4)

via Wikidata · CC0

~10 min read

Encyclopedic overview

14 sections
Contents
  • Pharmacodynamics
  • [[Antioxidant|Anti-oxidant]] and [[anti-inflammatory]] activity
  • Antiadhesive activity
  • [[Mucoactive agent|Mucolytic]] activity
  • [[Chronic obstructive pulmonary disease|Chronic Obstructive Pulmonary Disease]]
  • Other activities
  • Pediatric population
  • Pharmacokinetics
  • Toxicity
  • Clinical uses
  • Safety profile
  • Contraindications
  • Interaction with other medicinal products
  • References

Erdosteine is a molecule with mucolytic activity. Structurally it is a thioether derivative with two thioether groups. These two functional organosulfur groups contained in the molecule are released following first-pass metabolism with the conversion of erdosteine into its pharmacologically active metabolite Met-I (N-thiodiglycolyl-homocysteine).

The molecule has been discovered and developed in Italy by Edmond Pharma, today it is prescribed for chronic and acute respiratory disorders in more than 40 countries worldwide. The drug is sold under several commercial names (Esteclin, Erdomed, Erdos, Erdotin etc.), as hard capsules 300 mg, dispersible tablets 300 mg, granulates for oral suspension 225 mg and powder for oral suspension 175 mg/5ml.

Excerpted from Wikipedia’s “erdosteine” article, available under the CC BY-SA 4.0 licence.