Butamirate

Butamirate
Clinical data
Trade names Acodeen, Codesin, Pertix, Sinecod, Sinecoden, Sinecodix
AHFS/Drugs.com International Drug Names
ATC code
Pharmacokinetic data
Protein binding 98%
Elimination half-life 6 hours
Excretion 90% renal
Identifiers
  • 2-(2-diethylaminoethoxy)ethyl 2-phenylbutanoate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.038.172
Chemical and physical data
Formula C18H29NO3
Molar mass 307.434 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 check
  • Key:DDVUMDPCZWBYRA-UHFFFAOYSA-N check
  (verify)

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

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.

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.

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