Butamirate

Butamirate
Clinical data
AHFS/Drugs.com International Drug Names
ATC code R05DB13 (WHO)
Pharmacokinetic data
Protein binding 98%
Biological half-life 6 hours
Excretion 90% renal
Identifiers
CAS Number 18109-80-3 YesY
PubChem (CID) 28892
ChemSpider 26873 YesY
UNII M75MZG2236 YesY
KEGG D07594 YesY
ChEMBL CHEMBL1332546
ECHA InfoCard 100.038.172
Chemical and physical data
Formula C18H29NO3
Molar mass 307.428 g/mol
3D model (Jmol) Interactive image
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Butamirate (or brospamin) is a cough suppressant.[1]

A study found it to bind to the cough center in the medulla oblongata, more specifically the dextromethorphan-binding site in guinea pig brain with high affinity.[2]

As a 2-(2-diethylaminoethoxy)ethyl ester, it is chemically related to oxeladin and pentoxyverine, which are in the same class. (Oxeladin has an additional ethyl group in its carboxylic acid, pentoxyverine has both ethyl groups of oxeladin replaced by one cyclopentyl in the same place.)

References

  1. Germouty, J.; Weibel, M. A. (1990). "Clinical comparison of butamirate citrate with a codeine-based antitussive agent". Revue medicale de la Suisse romande. 110 (11): 983–986. PMID 1980027.
  2. Klein, M.; Musacchio, J. M. (1989). "High affinity dextromethorphan binding sites in guinea pig brain. Effect of sigma ligands and other agents". The Journal of Pharmacology and Experimental Therapeutics. 251 (1): 207–215. PMID 2477524.


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