Chemistry:Norfentanyl

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Short description: Synthetic opioid analgesic metabolite and precursor
Norfentanyl
Legal status
Legal status
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
ChEMBL
Chemical and physical data
FormulaC14H20N2O
Molar mass232.327 g·mol−1
3D model (JSmol)

Norfentanyl is an inactive synthetic opioid analgesic drug precursor.[1] It is an analog and metabolite of fentanyl with the removal of the phenethyl moiety (or functional group) from fentanyl chemical structure.[2][3][4][5][6][7][8][9]

Occurrence and Applications

Norfentanyl occurs primarily as a metabolite of its parent drug, fentanyl. However, it can also be used to synthesize fentanyl itself.

See also

References

  1. ↑ "Fentanyl". Elsevier. https://www.sciencedirect.com/topics/neuroscience/fentanyl. 
  2. ↑ Sofalvi, Szabolcs (2017). "An LC–MS-MS method for the analysis of carfentanil, 3-methylfentanyl, 2-furanyl fentanyl, acetyl fentanyl, fentanyl and norfentanyl in postmortem and impaired-driving cases". Journal of Analytical Toxicology 41 (6): 473–483. doi:10.1093/jat/bkx052. PMID 28830122. 
  3. ↑ Bista, Sudeep R. (2014). "Development, validation and application of an HPLC–MS/MS method for the determination of fentanyl and nor-fentanyl in human plasma and saliva.". Journal of Chromatography B (960): 27-33. 
  4. ↑ Huynh, N-H. (2005). "Determination of fentanyl in human plasma and fentanyl and norfentanyl in human urine using LC–MS/MS". Journal of Pharmaceutical and Biomedical Analysis 37 (5): 1095–1100. doi:10.1016/j.jpba.2004.09.024. PMID 15862690. 
  5. ↑ Poklis, Alphonse (2004). "Urine concentrations of fentanyl and norfentanyl during application of Duragesic® transdermal patches". Journal of Analytical Toxicology 28 (6): 422–425. doi:10.1093/jat/28.6.422. PMID 15516290. 
  6. ↑ Coopman, Vera (2007). "LC–MS/MS analysis of fentanyl and norfentanyl in a fatality due to application of multiple Durogesic® transdermal therapeutic systems". Forensic Science International 169 (2–3): 223–227. doi:10.1016/j.forsciint.2006.03.018. PMID 16650707. 
  7. ↑ Peer, Cody J. (2007). "Direct-injection mass spectrometric method for the rapid identification of fentanyl and norfentanyl in postmortem urine of six drug-overdose cases". Journal of Analytical Toxicology 31 (8): 515–521. doi:10.1093/jat/31.8.515. PMID 17988466. 
  8. ↑ Vandergrift, Gregory W. (2018). "Paper spray mass spectrometry for the direct, semi-quantitative measurement of fentanyl and norfentanyl in complex matrices". Clinical Biochemistry 54: 106–111. doi:10.1016/j.clinbiochem.2018.02.005. PMID 29432758. 
  9. ↑ Patton, Amy L. (2014). "Quantitative measurement of acetyl fentanyl and acetyl norfentanyl in human urine by LC-MS/MS". Analytical Chemistry 86 (3): 1760–1766. doi:10.1021/ac4036197. PMID 24354295. 

Further reading

  • "Studies on 1-(2-phenethyl)-4-(N-propionylanilino)piperidine (fentanyl) and its related compounds. VI. Structure-analgesic activity relationship for fentanyl, methyl-substituted fentanyls and other analogues". Forensic Toxicology 26 (1): 1–5. June 2008. doi:10.1007/s11419-007-0039-1. 
  • "Fentanyl receptor assay. II. Utilization of a radioreceptor assay for the analysis of fentanyl analogs in urine". J Anal Toxicol 16 (1): 36–41. 1992. doi:10.1093/jat/16.1.36. PMID 1322477. 
  • "Evaluation of new compounds for opioid activity: 1987 annual report". NIDA Res. Monogr. 81: 543–90. 1988. PMID 3136388. 
  • "Dependence studies of new compounds in the rhesus monkey, rat, and mouse, 1987". NIDA Res. Monogr. 81: 485–542. 1988. PMID 3136386. 
  • "Carbon-13 nuclear magnetic resonance spectra of fentanyl analogs". Journal of Heterocyclic Chemistry 26 (3): 677–686. 2009. doi:10.1002/jhet.5570260329. 



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