U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry MIXED
Molecular Formula C10H17NO4S2
Molecular Weight 279.376
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LETOSTEINE

SMILES

CCOC(=O)CSCCC1NC(CS1)C(O)=O

InChI

InChIKey=IKOCLISPVJZJEA-UHFFFAOYSA-N
InChI=1S/C10H17NO4S2/c1-2-15-9(12)6-16-4-3-8-11-7(5-17-8)10(13)14/h7-8,11H,2-6H2,1H3,(H,13,14)

HIDE SMILES / InChI

Molecular Formula C10H17NO4S2
Molecular Weight 279.376
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Letosteine is an expectorant. It dissolves bronchial mucus and reduces respiratory inflammation symptoms. Letosteine and ambroxol hydrochloride provided equivalent efficacy and safety in the treatment of sputum thickening and expectoration difficulty due to either acute or chronic respiratory diseases. Treatment with letosteine leads to a significant increase in the rate of regression of thoracic symptomatology and a faster, more substantial reduction in fever in children suffering from acute bronchitis. Letosteine had antioxidant activity. It may have a therapeutic application in preventing oxidative tissue injury damage induced by the respiratory burst. In a series of 37 patients, two experienced gastralgia and vomiting, severe enough to stop therapy. In another series of 40 patients, five had gastralgia and nausea, requiring withdrawal of therapy in three.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
Should we advise parents to administer over the counter cough medicines for acute cough? Systematic review of randomised controlled trials.
2002 Mar
Interaction of viscotoxins A3 and B with membrane model systems: implications to their mechanism of action.
2003 Aug
Sensitive determination of erdosteine in human plasma by use of automated 96-well solid-phase extraction and LC-MS/MS.
2004 Feb 18
Non-antibiotic treatments for upper-respiratory tract infections (common cold).
2005 Dec
Role of mucolytics in the management of COPD.
2006
Development of a novel LC-MS/MS method for the determination of letosteine in human plasma and its application on pharmacokinetic studies.
2011 Sep 1
Substance Class Chemical
Created
by admin
on Sat Dec 16 15:48:29 GMT 2023
Edited
by admin
on Sat Dec 16 15:48:29 GMT 2023
Record UNII
6MVF9U95DW
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LETOSTEINE
INN   MART.   MI   WHO-DD  
INN  
Official Name English
VISCOTIOL
Brand Name English
2-(2-((CARBOXYMETHYL)THIO)ETHYL)-4-THIAZOLIDINECARBOXYLIC ACID 2-ETHYL ESTER
Systematic Name English
letosteine [INN]
Common Name English
LETOSTEINE [MART.]
Common Name English
Letosteine [WHO-DD]
Common Name English
LETOSTEINE [MI]
Common Name English
Classification Tree Code System Code
WHO-ATC R05CB09
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
NCI_THESAURUS C74536
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
WHO-VATC QR05CB09
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
Code System Code Type Description
EVMPD
SUB08442MIG
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
WIKIPEDIA
LETOSTEINE
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
MERCK INDEX
m1204
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY Merck Index
NCI_THESAURUS
C80974
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
CAS
53943-88-7
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
INN
4307
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
PUBCHEM
68707
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
DRUG CENTRAL
1555
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
DRUG BANK
DB08939
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
ECHA (EC/EINECS)
258-879-3
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
RXCUI
28554
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY RxNorm
EPA CompTox
DTXSID70866372
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
SMS_ID
100000082613
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
CHEBI
88271
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
FDA UNII
6MVF9U95DW
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105044
Created by admin on Sat Dec 16 15:48:29 GMT 2023 , Edited by admin on Sat Dec 16 15:48:29 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY