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Azidomorphine
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Azidomorphine

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Azidomorphine
Skeletal formula of azidomorphine
Space-filling model of the azidomorphine molecule
Clinical data
Other names Azidomorphine
ATC code
  • none
Identifiers
  • (6β)-Azido-4,5-α-epoxy-17-methyl morphinan-3-ol
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard 100.041.211
Chemical and physical data
Formula C17H20N4O2
Molar mass 312.373 g·mol−1
3D model (JSmol)
  • [N-]=[N+]=N\[C@H]4[C@@H]5Oc1c2c(ccc1O)C[C@H]3N(CC[C@]25[C@H]3CC4)C
  • InChI=1S/C17H20N4O2/c1-21-7-6-17-10-3-4-11(19-20-18)16(17)23-15-13(22)5-2-9(14(15)17)8-12(10)21/h2,5,10-12,16,22H,3-4,6-8H2,1H3/t10-,11+,12+,16-,17-/m0/s1 checkY
  • Key:KZOKOEQTKWBKOK-XHQKLZHNSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Azidomorphine is an opiate analogue that is a derivative of morphine, where the 7,8 double bond has been saturated and the 6-hydroxy group has been replaced by an azide group.

Azidomorphine binds with high affinity to the mu opioid receptor, and is around 40x more potent than morphine in vivo. It has similar effects to morphine, including analgesia, sedation, and respiratory depression. However, its addiction liability has been found to be slightly lower than that of morphine in animal studies.


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