Erdosteine

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Erdosteine

Systematic (IUPAC) name
2-[(2-oxothiolan-3-yl)carbamoylmethylsulfanyl]acetic acid
Clinical data
AHFS/Drugs.com	International Drug Names
Legal status	?
Routes	oral, inhalation
Pharmacokinetic data
Protein binding	65%
Metabolism	hepatic
Half-life	1-3 hours
Identifiers
CAS number	84611-23-4^Y
ATC code	R05CB15
PubChem	CID 65632
ChemSpider	59073^Y
UNII	76J0853EKA^Y
KEGG	D07383^Y
Chemical data
Formula	C₈H₁₁N O₄S₂
Mol. mass	249.309 g/mol
SMILES O=C1SCCC1NC(=O)CSCC(=O)O
InChI 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)^Y Key:QGFORSXNKQLDNO-UHFFFAOYSA-N^Y
Y (what is this?) (verify)

Erdosteine is a mucolytic. Specifically it is a thiol derivative developed for the treatment of chronic obstructive bronchitis, including acute infective exacerbation of chronic bronchitis. Erdosteine contains two blocked sulfhydryl groups which are released following first-pass metabolism. The three active metabolites exhibit mucolytic and free radical scavenging activity. Erdosteine modulates mucus production and viscosity and increases mucociliary transport, thereby improving expectoration. It also exhibits inhibitory activity against the effects of free radicals produced by cigarette smoke.

Clinical studies in patients with chronic obstructive lung disease have demonstrated the efficacy and tolerability of erdosteine.Template:Drugs Exp Clin Res. 2004;30(4):143-52.The effect of long-term treatment with erdosteine on chronic obstructive pulmonary disease: the EQUALIFE Study. Erdosteine 300 mg twice daily reduced cough (both frequency and severity) and sputum viscosity more quickly and more effectively than placebo and reduced the adhesivity of sputum more effectively than bromhexine 30 mg twice daily.^{[citation needed]}

Co-administration of erdosteine and amoxicillin in patients with acute infective exacerbation of chronic bronchitis resulted in higher concentrations of the antibiotic in the sputum, leading to earlier and more pronounced amelioration of clinical symptoms compared with placebo.^{[citation needed]}

Erdosteine is associated with a low incidence of adverse events, most of which are gastrointestinal and generally mild. The LD50 is very high, 3,500-5,000 mg/kg.

Tradenames used in Europe: Erdomed Erdopect Erdostin Erdotin Evosten Mucodox Mucofor Theovix Tusselin Vectrine

Apart from the Tradenames listed above, in other regions of the world the product is also marketed under: Asdigan Biopulmin Dostein Dostin Dostol Ectrin Edotin Erdos Esteclin Fluidasa Mucoflux Mucotec Mukial Zertin

Cough and cold preparations (R05)

Expectorants

Mucolytics

Cough suppressants

Opium alkaloids, opioids, and derivatives	Acetyldihydrocodeine Benzylmorphine Butorphanol Codeine Dextromethorphan Diacetylmorphine Dihydrocodeine Dimemorfan Droxypropine Ethylmorphine Hydrocodone Hydromorphone Isoaminile Laudanum Levomethadone Levopropoxyphene Methadone Nicocodeine Nicodicodeine Normethadone Noscapine Pholcodine Thebacon Tipepidine

Other	Benzonatate Benproperine Bibenzonium bromide Butamirate Clobutinol Clofedanol Cloperastine Diphenhydramine Dibunate Dimethoxanate Dropropizine Fedrilate Glaucine Levodropropizine Meprotixol Morclofone Nepinalone Oxolamine Oxeladin Pentoxyverine Pipazetate Prenoxdiazine Piperidione Zipeprol

M: RES

anat (n, x, l, c)/phys/devp

noco (c, p)/cong/tumr, sysi/epon, injr

proc, drug (R1/2/3/5/6/7)

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