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Mu-opioid receptor agonists
Azaprocin
Другие языки:

Azaprocin

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Azaprocin
Azaprocin 1.svg
Clinical data
ATC code
  • none
Identifiers
  • 1-(3-((E)-3-Phenylprop-2-enyl)-3,8-diazabicyclo[3.2.1]octan-8-yl)propan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
Formula C18H24N2O
Molar mass 284.403 g·mol−1
3D model (JSmol)
Melting point 170 to 175 °C (338 to 347 °F)
  • CCC(N1[C@@H]2CC[C@H]1CN(C2)C/C=C/C3=CC=CC=C3)=O
  • InChI=1S/C18H24N2O/c1-2-18(21)20-16-10-11-17(20)14-19(13-16)12-6-9-15-7-4-3-5-8-15/h3-9,16-17H,2,10-14H2,1H3/b9-6+/t16-,17+ checkY
  • Key:RKNSPEOBXHFNTD-DQCUJPBYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Azaprocin is a drug which is an opioid analgesic with approximately ten times the potency of morphine, and a fast onset and short duration of action. It was discovered in 1963, but has never been marketed.

The derivative substituted on the phenyl ring with a p-nitro group is more potent than the parent compound, around 25x the potency of morphine. The ring-opened 2,6-dimethylpiperazine analogues are also active, and a large family of opioid analgesic compounds derived from this parent structure have been developed over the last 40 years. One analogue, AP-237, has been used in China to treat the pain caused by cancer.


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