3-((Hetera)cyclobutyl)azetidines, “Stretched” Analogues of Piperidine, Piperazine, and Morpholine: Advanced Building Blocks for Drug Discovery
Illia O Feskov
1, 2
,
Anton V. Chernykh
1
,
Yuliya O Kuchkovska
1, 3
,
Ivan S Kondratov
1, 2
,
Oleksandr O. Grygorenko
1, 3
1
Enamine Ltd., Chervonotkatska Street 78, Kyiv 02094, Ukraine
|
2
Institute of Bioorganic Chemistry & Petrochemistry, NAS of Ukraine, Murmanska Street 1, Kyiv 02660, Ukraine
|
3
Taras Shevchenko National University of Kyiv, Volodymyrska Street 60, Kyiv 01601, Ukraine
|
Publication type: Journal Article
Publication date: 2018-12-24
scimago Q2
wos Q1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
30583694
Organic Chemistry
Abstract
Four 3-((hetera)cyclobutyl)azetidine-based isosteres of piperidine, piperazine, and morpholine were designed and synthesized on up to gram scale. The key step of the synthetic sequence included cyclization of N-protected 2-(azetidin-3-yl)propane-1,3-diol or the corresponding 1,3-dibromide. X-ray diffraction studies of the products obtained, followed by exit vector plot analysis of their molecular geometry, demonstrated their larger size and increased conformational flexibility as compared to the parent heterocycles and confirmed their potential utility as building blocks for lead optimization programs.
Found
Nothing found, try to update filter.
Found
Nothing found, try to update filter.
Top-30
Journals
|
1
2
3
4
5
|
|
|
Journal of Organic Chemistry
5 publications, 20.83%
|
|
|
Angewandte Chemie
3 publications, 12.5%
|
|
|
Angewandte Chemie - International Edition
3 publications, 12.5%
|
|
|
Archiv der Pharmazie
1 publication, 4.17%
|
|
|
European Journal of Organic Chemistry
1 publication, 4.17%
|
|
|
Organic Letters
1 publication, 4.17%
|
|
|
ACS Omega
1 publication, 4.17%
|
|
|
Journal of Agricultural and Food Chemistry
1 publication, 4.17%
|
|
|
Organic and Biomolecular Chemistry
1 publication, 4.17%
|
|
|
New Journal of Chemistry
1 publication, 4.17%
|
|
|
Advances in Heterocyclic Chemistry
1 publication, 4.17%
|
|
|
Progress in Heterocyclic Chemistry
1 publication, 4.17%
|
|
|
Chemistry - A European Journal
1 publication, 4.17%
|
|
|
Nature Catalysis
1 publication, 4.17%
|
|
|
Journal of the American Chemical Society
1 publication, 4.17%
|
|
|
ACS Medicinal Chemistry Letters
1 publication, 4.17%
|
|
|
1
2
3
4
5
|
Publishers
|
2
4
6
8
10
|
|
|
American Chemical Society (ACS)
10 publications, 41.67%
|
|
|
Wiley
9 publications, 37.5%
|
|
|
Royal Society of Chemistry (RSC)
2 publications, 8.33%
|
|
|
Elsevier
2 publications, 8.33%
|
|
|
Springer Nature
1 publication, 4.17%
|
|
|
2
4
6
8
10
|
- We do not take into account publications without a DOI.
- Statistics recalculated weekly.
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
24
Total citations:
24
Citations from 2024:
7
(29.17%)
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Feskov I. O. et al. 3-((Hetera)cyclobutyl)azetidines, “Stretched” Analogues of Piperidine, Piperazine, and Morpholine: Advanced Building Blocks for Drug Discovery // Journal of Organic Chemistry. 2018. Vol. 84. No. 3. pp. 1363-1371.
GOST all authors (up to 50)
Copy
Feskov I. O., Chernykh A. V., Kuchkovska Y. O., Daniliuc C. G., Kondratov I. S., Grygorenko O. O. 3-((Hetera)cyclobutyl)azetidines, “Stretched” Analogues of Piperidine, Piperazine, and Morpholine: Advanced Building Blocks for Drug Discovery // Journal of Organic Chemistry. 2018. Vol. 84. No. 3. pp. 1363-1371.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.joc.8b02822
UR - https://doi.org/10.1021/acs.joc.8b02822
TI - 3-((Hetera)cyclobutyl)azetidines, “Stretched” Analogues of Piperidine, Piperazine, and Morpholine: Advanced Building Blocks for Drug Discovery
T2 - Journal of Organic Chemistry
AU - Feskov, Illia O
AU - Chernykh, Anton V.
AU - Kuchkovska, Yuliya O
AU - Daniliuc, Constantin G.
AU - Kondratov, Ivan S
AU - Grygorenko, Oleksandr O.
PY - 2018
DA - 2018/12/24
PB - American Chemical Society (ACS)
SP - 1363-1371
IS - 3
VL - 84
PMID - 30583694
SN - 0022-3263
SN - 1520-6904
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2018_Feskov,
author = {Illia O Feskov and Anton V. Chernykh and Yuliya O Kuchkovska and Constantin G. Daniliuc and Ivan S Kondratov and Oleksandr O. Grygorenko},
title = {3-((Hetera)cyclobutyl)azetidines, “Stretched” Analogues of Piperidine, Piperazine, and Morpholine: Advanced Building Blocks for Drug Discovery},
journal = {Journal of Organic Chemistry},
year = {2018},
volume = {84},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/acs.joc.8b02822},
number = {3},
pages = {1363--1371},
doi = {10.1021/acs.joc.8b02822}
}
Cite this
MLA
Copy
Feskov, Illia O., et al. “3-((Hetera)cyclobutyl)azetidines, “Stretched” Analogues of Piperidine, Piperazine, and Morpholine: Advanced Building Blocks for Drug Discovery.” Journal of Organic Chemistry, vol. 84, no. 3, Dec. 2018, pp. 1363-1371. https://doi.org/10.1021/acs.joc.8b02822.