The synthesis and preliminary pharmacological evaluation of 4-methyl fentanyl
Samo za registrovane korisnike
2000
Autori
Mićović, Ivan V.Ivanović, Milovan
Vuckovic, SM
Prostran, MS
Došen-Mićović, Ljiljana
Kiricojevic, VD
Članak u časopisu (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
The synthesis of 4-methyl fentanyl, a prototype of a novel class of fentanyl analogues has been effected in 5 steps, starting from N-ethoxycarbonyl-4-piperidone (similar to 20% overall yield). In the key step, N-phenylation of secondary aliphatic amide intermediate was achieved by a novel reaction, using diphenyliodonium chloride for the phenyl group transfer. Preliminary pharmacological results indicate that 4-methyl fentanyl is a super potent narcotic analgesic, about four times more potent than fentanyl. (C) 2000 Elsevier Science Ltd. All rights reserved.
Izvor:
Bioorganic and Medicinal Chemistry Letters, 2000, 10, 17, 2011-2014Izdavač:
- Pergamon-Elsevier Science Ltd, Oxford
DOI: 10.1016/S0960-894X(00)00394-2
ISSN: 0960-894X
PubMed: 10987438
WoS: 000089037000027
Scopus: 2-s2.0-0034605216
Kolekcije
Institucija/grupa
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Mićović, Ivan V. AU - Ivanović, Milovan AU - Vuckovic, SM AU - Prostran, MS AU - Došen-Mićović, Ljiljana AU - Kiricojevic, VD PY - 2000 UR - https://cherry.chem.bg.ac.rs/handle/123456789/442 AB - The synthesis of 4-methyl fentanyl, a prototype of a novel class of fentanyl analogues has been effected in 5 steps, starting from N-ethoxycarbonyl-4-piperidone (similar to 20% overall yield). In the key step, N-phenylation of secondary aliphatic amide intermediate was achieved by a novel reaction, using diphenyliodonium chloride for the phenyl group transfer. Preliminary pharmacological results indicate that 4-methyl fentanyl is a super potent narcotic analgesic, about four times more potent than fentanyl. (C) 2000 Elsevier Science Ltd. All rights reserved. PB - Pergamon-Elsevier Science Ltd, Oxford T2 - Bioorganic and Medicinal Chemistry Letters T1 - The synthesis and preliminary pharmacological evaluation of 4-methyl fentanyl VL - 10 IS - 17 SP - 2011 EP - 2014 DO - 10.1016/S0960-894X(00)00394-2 ER -
@article{ author = "Mićović, Ivan V. and Ivanović, Milovan and Vuckovic, SM and Prostran, MS and Došen-Mićović, Ljiljana and Kiricojevic, VD", year = "2000", abstract = "The synthesis of 4-methyl fentanyl, a prototype of a novel class of fentanyl analogues has been effected in 5 steps, starting from N-ethoxycarbonyl-4-piperidone (similar to 20% overall yield). In the key step, N-phenylation of secondary aliphatic amide intermediate was achieved by a novel reaction, using diphenyliodonium chloride for the phenyl group transfer. Preliminary pharmacological results indicate that 4-methyl fentanyl is a super potent narcotic analgesic, about four times more potent than fentanyl. (C) 2000 Elsevier Science Ltd. All rights reserved.", publisher = "Pergamon-Elsevier Science Ltd, Oxford", journal = "Bioorganic and Medicinal Chemistry Letters", title = "The synthesis and preliminary pharmacological evaluation of 4-methyl fentanyl", volume = "10", number = "17", pages = "2011-2014", doi = "10.1016/S0960-894X(00)00394-2" }
Mićović, I. V., Ivanović, M., Vuckovic, S., Prostran, M., Došen-Mićović, L.,& Kiricojevic, V.. (2000). The synthesis and preliminary pharmacological evaluation of 4-methyl fentanyl. in Bioorganic and Medicinal Chemistry Letters Pergamon-Elsevier Science Ltd, Oxford., 10(17), 2011-2014. https://doi.org/10.1016/S0960-894X(00)00394-2
Mićović IV, Ivanović M, Vuckovic S, Prostran M, Došen-Mićović L, Kiricojevic V. The synthesis and preliminary pharmacological evaluation of 4-methyl fentanyl. in Bioorganic and Medicinal Chemistry Letters. 2000;10(17):2011-2014. doi:10.1016/S0960-894X(00)00394-2 .
Mićović, Ivan V., Ivanović, Milovan, Vuckovic, SM, Prostran, MS, Došen-Mićović, Ljiljana, Kiricojevic, VD, "The synthesis and preliminary pharmacological evaluation of 4-methyl fentanyl" in Bioorganic and Medicinal Chemistry Letters, 10, no. 17 (2000):2011-2014, https://doi.org/10.1016/S0960-894X(00)00394-2 . .