3-Metilfentanil

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3-Metilfentanil
(IUPAC) ime
(RS)-N-(3-metil-1-fenetil-4-piperidil)-N-fenil-propanamid
Klinički podaci
Identifikatori
CAS broj 42045-86-3
ATC kod nije dodeljen
PubChem[1][2] 61996
DrugBank DB01571
ChemSpider[3] 55844
ChEBI CHEBI:61092 YesY
Hemijski podaci
Formula C23H30N2O 
Mol. masa 350,497 g/mol
SMILES eMolekuli & PubHem
Sinonimi 3-methylfentanyl, Mefentanyl
Farmakoinformacioni podaci
Trudnoća ?
Pravni status ? (CA) ? (UK) ? (SAD)

3-Metilfentanil (3-MF, mefentanil) je opioidni analgetik koji je analog fentanila. 3-Metilfentanil jedan od najpotentnijih lekova koji je široko korišten na crno. Procenjuje se da je 400-6000 puta jači od morfina[4] u zavisnosti od toga koji izomer se koristi (pri čemu je cis izomer potentiniji).[5][6]

3-Metilfentanil je otkriven 1974[7] i naknadno se pojavio na ulicama kao alternativa za tajno proizvedeni fentanilni analog α-metilfentanil. Međutim, brzo je postalo jasno da je 3-metilfentanil znatno potentniji od α-metilfentanila, i da stoga predstavlja znatno veću opasnost.[8]

Reference[uredi - уреди | uredi izvor]

  1. Li Q, Cheng T, Wang Y, Bryant SH (2010). "PubChem as a public resource for drug discovery.". Drug Discov Today 15 (23-24): 1052–7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003.  edit
  2. Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). "Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities". Annual Reports in Computational Chemistry 4: 217–241. doi:10.1016/S1574-1400(08)00012-1. 
  3. Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). "Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining". J Cheminform 2 (1): 3. PMID 20331846. doi:10.1186/1758-2946-2-3.  edit
  4. Henderson GL. Designer Drugs: Past History and Future Prospects Journal of Forensic Science. 33(2): 569-575 (1988)
  5. Jin, W. Q.; Xu, H.; Zhu, Y. C.; Fang, S. N.; Xia, X. L.; Huang, Z. M.; Ge, B. L.; Chi, Z. Q. (1981). "Studies on synthesis and relationship between analgesic activity and receptor affinity for 3-methyl fentanyl derivatives". Scientia Sinica 24 (5): 710–720. PMID 6264594. 
  6. Wang, Z. X.; Zhu, Y. C.; Chen, X. J.; Ji, R. Y. (1993). "Stereoisomers of 3-methylfentanyl: synthesis, absolute configuration and analgesic activity". Yao xue xue bao = Acta pharmaceutica Sinica 28 (12): 905–910. PMID 8030414. 
  7. Van Bever, W. F. M.; Niemegeers, C. J. E.; Janssen, P. A. J. (1974). "Synthetic analgesics. Synthesis and pharmacology of the diastereoisomers of N-[3-methyl-1-(2-phenylethyl)-4-piperidyl]-N-phenylpropanamide and N-[3-methyl-1-(1-methyl-2-phenylethyl)-4-piperidyl]-N-phenylpropanamide". Journal of Medicinal Chemistry 17 (10): 1047–1051. PMID 4420811. doi:10.1021/jm00256a003. 
  8. Ayres, W. A.; Starsiak, M. J.; Sokolay, P. (1981). "The bogus drug: Three methyl & alpha methyl fentanyl sold as "China White"". Journal of Psychoactive Drugs 13 (1): 91–93. PMID 7277090. doi:10.1080/02791072.1981.10471455.