3-Metilfentanil

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	61996
DrugBank	DB01571
ChemSpider	55844
ChEBI	CHEBI:61092
Hemijski podaci
Formula	C23H30N2O
Mol. masa	350,497 g/mol
SMILES	eMolekuli & PubHem
InChI
	InChI=1S/C23H30N2O/c1-3-23(26)25(21-12-8-5-9-13-21)22-15-17-24(18-19(22)2)16-14-20-10-6-4-7-11-20/h4-13,19,22H,3,14-18H2,1-2H3 ; Key: MLQRZXNZHAOCHQ-UHFFFAOYSA-N
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

↑ 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. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. edit
↑ 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.
↑ 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. DOI:10.1186/1758-2946-2-3. PMID 20331846. edit
↑ Henderson GL. Designer Drugs: Past History and Future Prospects Journal of Forensic Science. 33(2): 569-575 (1988)
↑ 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 6264863.
↑ 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.
↑ 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. DOI:10.1021/jm00256a003. PMID 4420811.
↑ 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. DOI:10.1080/02791072.1981.10471455. PMID 7277090.

[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. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519. 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. DOI:10.1186/1758-2946-2-3. PMID 20331846. 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 6264863.

[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. DOI:10.1021/jm00256a003. PMID 4420811.

[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. DOI:10.1080/02791072.1981.10471455. PMID 7277090.

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