Azidomorphine

From Wikipedia, the free encyclopedia

Other namesAzidomorphine
ATC code
  • none
Azidomorphine
Skeletal formula of azidomorphine
Space-filling model of the azidomorphine molecule
Clinical data
Other namesAzidomorphine
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 InfoCard100.041.211 Edit this at Wikidata
Chemical and physical data
FormulaC17H20N4O2
Molar mass312.373 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[1] 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analogue that is a derivative of morphine, where the 7,8 double bond has been saturated and the 6-hydroxy group has been replaced by an azide group.[2]

Azidomorphine binds with high affinity to the mu opioid receptor,[3] and is around 40× 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.[4][5]

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