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SML1529

Sigma-Aldrich

Erdosteine

≥98% (HPLC), powder, mucolytic agent

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Synonym(s):
({2-Oxo-2-[(2-oxotetrahydro-3-thienyl)amino]ethyl}sulfanyl)acetic acid, 2-[[2-Oxo-2-[(tetrahydro-2-oxo-3-thienyl)amino]ethyl]thio]acetic acid
Empirical Formula (Hill Notation):
C8H11NO4S2
CAS Number:
Molecular Weight:
249.31
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

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)

InChI key

QGFORSXNKQLDNO-UHFFFAOYSA-N

General description

Erdosteine is a derivative of thiol, and is used in the treatment of chronic obstructive bronchitis, including acute infective exacerbation of chronic bronchitis.It consists of two blocked sulfhydryl groups, which are released following first-pass metabolism.

Application

Erdosteine has been used as a mucolytic to study its protective effects on interleukin-1β-stimulated inflammation in rat chondrocytes in osteoarthritis models.

Biochem/physiol Actions

Erdosteine is a mucolytic drug with expectorant and antitussive effects. Erdosteine is quickly metabolized in vivo to free thiols which act as free radical scavengers. Erdosteine has also been shown to have antioxidant activity through the activation of Nrf2-dependent antioxidant genes and inhibition of pro-inflammatory cytokines.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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K L Dechant et al.
Drugs, 52(6), 875-881 (1996-12-01)
Erdosteine is a thiol derivative developed for the treatment of chronic obstructive bronchitis, including acute infective exacerbation of chronic bronchitis. Erdosteine contains 2 blocked sulfhydryl groups which are released following first-pass metabolism. The 3 active metabolites exhibit mucolytic and free
Yang Xi et al.
European journal of pharmacology, 873, 172925-172925 (2020-01-21)
Osteoarthritis (OA), a degenerative arthropathy, is featured with progressive degradation of cartilage and a chondrocyte inflammatory response. Erdosteine (ER) showed the anti-oxidant properties and various anti-inflammatory effects in various diseases. However, whether it protects against OA remains unknown. In this

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