Chemistry:Pentamorphone

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Short description: Chemical compound
Pentamorphone
Pentamorphone2DCSD.svg
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
Chemical and physical data
FormulaC22H28N2O3
Molar mass368.477 g·mol−1
3D model (JSmol)
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Pentamorphone (14β-pentylaminomorphinone, RX-77989) is a semi-synthetic opiate derivative related to compounds such as Morphinone and oxymorphone. Developed in 1984, it is a potent opioid analgesic several times stronger than fentanyl, and with a similarly fast onset of effects and short duration of action.[1][2] It was found to produce relatively little respiratory depression compared to other potent opioid agonists,[3] but its analgesic effects were somewhat disappointing in human trials,[4] and while pentamorphone had some slight advantages over fentanyl[5] these were not sufficient to warrant its introduction into clinical use.

References

  1. "Evaluation of pentamorphone in humans: a new potent opiate". Anesthesia and Analgesia 68 (3): 302–7. March 1989. doi:10.1213/00000539-198903000-00021. PMID 2465708. 
  2. "Antinociceptive activity of pentamorphone, a 14-beta-aminomorphinone derivative, compared to fentanyl and morphine". Anesthesia and Analgesia 69 (4): 450–6. October 1989. doi:10.1213/00000539-198910000-00005. PMID 2476953. 
  3. "Depression of ventilatory responses to hypoxia and hypercapnia after pentamorphone". Anesthesia and Analgesia 71 (4): 377–83. October 1990. doi:10.1213/00000539-199010000-00010. PMID 1698039. 
  4. "Pentamorphone for management of postoperative pain". Anesthesia and Analgesia 72 (5): 656–60. May 1991. doi:10.1213/00000539-199105000-00015. PMID 1708214. 
  5. "A comparison of pentamorphone and fentanyl in balanced anaesthesia during general surgery". Canadian Journal of Anaesthesia 41 (8): 703–9. August 1994. doi:10.1007/BF03015625. PMID 7522977.