Advanced search
1 file | 248.40 KB Add to list

Synthesis and early ADME evaluation of a novel scaffold, tetrahydro-6H-pyrido[3,2-b]azepin-6-one

(2014) SYNLETT. 25(10). p.1443-1447
Author
Organization
Abstract
The synthesis and preliminary ADME evaluation of novel 4-(trifluoromethyl)-5,7,8,9-tetrahydro-6H-pyrido[3,2-b]azepin-6-ones is presented. The key step is a ring expansion of 4-(trifluoromethyl)-7,8-dihydroquinolin-5(6H)-ones via a Beckmann rearrangement. The rearrangement opens up possibilities to access novel unexplored scaffolds for medicinal chemistry. The biopharmaceutical profiling revealed a strong structural dependency of the druglike properties.
Keywords
fluorine, bioorganic chemistry, fused-ring systems, pyridines, ring expansion, HUMAN INTESTINAL FLUIDS, HIV PROTEASE INHIBITORS, PRIVILEGED STRUCTURES, COMBINATORIAL LIBRARIES, MEDICINAL CHEMISTRY, DRUG SOLUBILITY, ANALOGS, 2, 4-METHANOPROLINE, SUBSTRUCTURES, PREDICTION

Downloads

  • (...).pdf
    • full text
    • |
    • UGent only
    • |
    • PDF
    • |
    • 248.40 KB

Citation

Please use this url to cite or link to this publication:

MLA
Muylaert, Koen, Martyna Jatczak, Benjamin Wuyts, et al. “Synthesis and Early ADME Evaluation of a Novel Scaffold, tetrahydro-6H-pyrido[3,2-b]azepin-6-one.” SYNLETT 25.10 (2014): 1443–1447. Print.
APA
Muylaert, Koen, Jatczak, M., Wuyts, B., De Coen, L., Van Hecke, K., Loones, H., Keemink, J., et al. (2014). Synthesis and early ADME evaluation of a novel scaffold, tetrahydro-6H-pyrido[3,2-b]azepin-6-one. SYNLETT, 25(10), 1443–1447.
Chicago author-date
Muylaert, Koen, Martyna Jatczak, Benjamin Wuyts, Laurens De Coen, Kristof Van Hecke, Hans Loones, Janneke Keemink, et al. 2014. “Synthesis and Early ADME Evaluation of a Novel Scaffold, tetrahydro-6H-pyrido[3,2-b]azepin-6-one.” Synlett 25 (10): 1443–1447.
Chicago author-date (all authors)
Muylaert, Koen, Martyna Jatczak, Benjamin Wuyts, Laurens De Coen, Kristof Van Hecke, Hans Loones, Janneke Keemink, Daniel Garcia Jimenez, Sven Mangelinckx, Pieter Annaert, and Christian Stevens. 2014. “Synthesis and Early ADME Evaluation of a Novel Scaffold, tetrahydro-6H-pyrido[3,2-b]azepin-6-one.” Synlett 25 (10): 1443–1447.
Vancouver
1.
Muylaert K, Jatczak M, Wuyts B, De Coen L, Van Hecke K, Loones H, et al. Synthesis and early ADME evaluation of a novel scaffold, tetrahydro-6H-pyrido[3,2-b]azepin-6-one. SYNLETT. 2014;25(10):1443–7.
IEEE
[1]
K. Muylaert et al., “Synthesis and early ADME evaluation of a novel scaffold, tetrahydro-6H-pyrido[3,2-b]azepin-6-one,” SYNLETT, vol. 25, no. 10, pp. 1443–1447, 2014.
@article{4443134,
  abstract     = {The synthesis and preliminary ADME evaluation of novel 4-(trifluoromethyl)-5,7,8,9-tetrahydro-6H-pyrido[3,2-b]azepin-6-ones is presented. The key step is a ring expansion of 4-(trifluoromethyl)-7,8-dihydroquinolin-5(6H)-ones via a Beckmann rearrangement. The rearrangement opens up possibilities to access novel unexplored scaffolds for medicinal chemistry. The biopharmaceutical profiling revealed a strong structural dependency of the druglike properties.},
  author       = {Muylaert, Koen and Jatczak, Martyna and Wuyts, Benjamin and De Coen, Laurens and Van Hecke, Kristof and Loones, Hans and Keemink, Janneke and Garcia Jimenez, Daniel and Mangelinckx, Sven and Annaert, Pieter and Stevens, Christian},
  issn         = {0936-5214},
  journal      = {SYNLETT},
  keywords     = {fluorine,bioorganic chemistry,fused-ring systems,pyridines,ring expansion,HUMAN INTESTINAL FLUIDS,HIV PROTEASE INHIBITORS,PRIVILEGED STRUCTURES,COMBINATORIAL LIBRARIES,MEDICINAL CHEMISTRY,DRUG SOLUBILITY,ANALOGS,2,4-METHANOPROLINE,SUBSTRUCTURES,PREDICTION},
  language     = {eng},
  number       = {10},
  pages        = {1443--1447},
  title        = {Synthesis and early ADME evaluation of a novel scaffold, tetrahydro-6H-pyrido[3,2-b]azepin-6-one},
  url          = {http://dx.doi.org/10.1055/s-0033-1341258},
  volume       = {25},
  year         = {2014},
}

Altmetric
View in Altmetric
Web of Science
Times cited: