Isoaminile
Systematic (IUPAC) name
4-(dimethylamino)-2-isopropyl-2-phenylpentanenitrile
Clinical data
AHFS/Drugs.com
Legal status
?
Identifiers
CAS number  YesY
ATC code R05
PubChem
ChemSpider  YesY
UNII  YesY
KEGG  YesY
Chemical data
Formula C16H24N2 
Mol. mass 244.375 g/mol
 YesY   

Isoaminile is an antitussive (cough suppressant) used under the trade-name Peracon.[1] It is structurally related to methadone, a synthetic opioid, and can produce hallucinogenic effects at 300 mg doses. The normal therapeutic dose is 40–80 mg of the cyclamate salt, with a maximum of five doses in a 24-hour period. In addition to its central antitussive effects, it is also an anticholinergic, exhibiting both antimuscarinic and antinicotinic actions.

Synthesis

Isoaminile synthesis: W. Stuhmer and S. Funke, Kali Chemie AG U.S. Patent 2,934,557 (1960).

References

  1. ^ Chappel, C. I.; von Seeman, C. (1963). "Antitussive Drugs". In Ellis, G. P.; West, G. B. Progress in Medicinal Chemistry 3. Butterworth. pp. 114–115.