Butamirate

Cough suppressant From Wikipedia, the free encyclopedia

Butamirate (or brospamin, trade names Acodeen, Codesin, Pertix, Sinecod, Sinecoden, Sinecodix) is a cough suppressant.[1] It has been marketed in Europe and Mexico, but not in the United States.[2]

Trade namesAcodeen, Codesin, Pertix, Sinecod, Sinecoden, Sinecodix
AHFS/Drugs.comInternational Drug Names
ATC code
Protein binding98%
Quick facts Clinical data, Trade names ...
Butamirate
Clinical data
Trade namesAcodeen, Codesin, Pertix, Sinecod, Sinecoden, Sinecodix
AHFS/Drugs.comInternational Drug Names
ATC code
Pharmacokinetic data
Protein binding98%
Elimination half-life6 hours
Excretion90% renal
Identifiers
  • 2-(2-diethylaminoethoxy)ethyl 2-phenylbutanoate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.038.172 Edit this at Wikidata
Chemical and physical data
FormulaC18H29NO3
Molar mass307.434 g·mol−1
3D model (JSmol)
  • O=C(OCCOCCN(CC)CC)C(c1ccccc1)CC
  • InChI=1S/C18H29NO3/c1-4-17(16-10-8-7-9-11-16)18(20)22-15-14-21-13-12-19(5-2)6-3/h7-11,17H,4-6,12-15H2,1-3H3 checkY
  • Key:DDVUMDPCZWBYRA-UHFFFAOYSA-N checkY
  (verify)
Close

It is sold in the form of lozenges, syrup, tablets, dragées, or pastilles as the citrate salt. Adverse effects can include nausea, diarrhea, vertigo, and exanthema.[2]

Pharmacology

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.[3]

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.)

See also

References

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