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8 Carboxamidocyclazocine

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CAS Number
  
911207-68-6

ChemSpider
  
30845204

3D model (Jmol)
  
Interactive image

PubChem CID
  
10086063

Formula
  
C19H26N2O

Molar mass
  
298.205 g/mol

8-Carboxamidocyclazocine httpsuploadwikimediaorgwikipediacommonsthu

8-Carboxamidocyclazocine (8-CAC) is an opioid analgesic drug related to cyclazocine, invented by medicinal chemist Mark P. Wentland and co-workers in Cogswell Laboratory at Rensselaer Polytechnic Institute. Similarly to cyclazocine, 8-CAC acts as an agonist at both the μ and κ opioid receptors, but has a much longer duration of action than cyclazocine, and does not have μ antagonist activity. Unexpectedly it was discovered that the phenolic hydroxyl group of cyclazocine could be replaced by a carboxamido group with only slight loss of potency at opioid receptors, and this discovery has subsequently been used to develop a large number of novel opioid derivatives where the phenolic hydroxy group has been replaced by either carboxamide or a variety of larger groups. Due to their strong κ-opioid agonist activity, these drugs are not suited for use as analgesics in humans, but have instead been researched as potential drugs for the treatment of cocaine addiction.

References

8-Carboxamidocyclazocine Wikipedia