Butamirate

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Butamirate
Butamirate.png
Systematic (IUPAC) name
2-(2-diethylaminoethoxy)ethyl 2-phenylbutanoate
Clinical data
AHFS/Drugs.com International Drug Names
Legal status
?
Pharmacokinetic data
Protein binding 98%
Half-life 6 hours
Excretion 90% renal
Identifiers
CAS number 18109-80-3 YesY
ATC code R05DB13
PubChem CID 28892
ChemSpider 26873 YesY
UNII M75MZG2236 YesY
KEGG D07594 YesY
ChEMBL CHEMBL1332546
Chemical data
Formula C18H29NO3 
Mol. mass 307.428 g/mol
 YesY (what is this?)  (verify)

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[edit]

  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.  edit
  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.  edit