Design and Synthesis of N-Sulfonylamidines of Modafinic Acid
Vasiliy A Bakulev
2
,
Tetyana Beryozkina
1
,
Lidia Dianova
1
,
Pavel Slepukhin
1
,
Johann Leban
2
,
Predrag Kalaba
2
,
Milos Ilić
2
,
H. H. Sitte
2
,
Gert Lubec
3
Publication type: Journal Article
Publication date: 2016-02-03
scimago Q2
wos Q2
SJR: 0.559
CiteScore: 4.6
Impact factor: 2.3
ISSN: 00397881, 1437210X
Catalysis
Organic Chemistry
Abstract
A design and a convenient approach for the synthesis of novel N-sulfonyl-2-diphenylmethylsulfinylacetamidines have been demonstrated by starting from benzhydrylsulfanylacetic (BSA) acid. This approach involves a sequential amidation with amines, thionation with Lawesson’s reagent, iminosulfonylation with sulfonyl azides, and oxidation of sulfide fragment with hydrogen peroxide. The key step of this transformation (reaction of thioamides with sulfonyl azides) was carried out either in ethanol or in the absence of any solvent. The synthesized compounds were tested in cells for inhibition of dopamine transporter. Among the synthesized compounds, two products were found to be in a similar range of activity as the well-known dopamine transporter inhibitor, modafinil.
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17
Total citations:
17
Citations from 2024:
4
(23.53%)
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GOST
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Beryozkina T. V. et al. Design and Synthesis of N-Sulfonylamidines of Modafinic Acid // Synthesis. 2016. Vol. 48. No. 07. pp. 1046-1054.
GOST all authors (up to 50)
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Beryozkina T. V., Bakulev V. A., Beryozkina T., Dianova L., Slepukhin P. A., Slepukhin P., Leban J., Kalaba P., Ilić M., Sitte H. H., Lubec G. Design and Synthesis of N-Sulfonylamidines of Modafinic Acid // Synthesis. 2016. Vol. 48. No. 07. pp. 1046-1054.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1055/s-0035-1561350
UR - https://doi.org/10.1055/s-0035-1561350
TI - Design and Synthesis of N-Sulfonylamidines of Modafinic Acid
T2 - Synthesis
AU - Beryozkina, Tetyana V
AU - Bakulev, Vasiliy A
AU - Beryozkina, Tetyana
AU - Dianova, Lidia
AU - Slepukhin, Pavel A.
AU - Slepukhin, Pavel
AU - Leban, Johann
AU - Kalaba, Predrag
AU - Ilić, Milos
AU - Sitte, H. H.
AU - Lubec, Gert
PY - 2016
DA - 2016/02/03
PB - Georg Thieme Verlag KG
SP - 1046-1054
IS - 07
VL - 48
SN - 0039-7881
SN - 1437-210X
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2016_Beryozkina,
author = {Tetyana V Beryozkina and Vasiliy A Bakulev and Tetyana Beryozkina and Lidia Dianova and Pavel A. Slepukhin and Pavel Slepukhin and Johann Leban and Predrag Kalaba and Milos Ilić and H. H. Sitte and Gert Lubec},
title = {Design and Synthesis of N-Sulfonylamidines of Modafinic Acid},
journal = {Synthesis},
year = {2016},
volume = {48},
publisher = {Georg Thieme Verlag KG},
month = {feb},
url = {https://doi.org/10.1055/s-0035-1561350},
number = {07},
pages = {1046--1054},
doi = {10.1055/s-0035-1561350}
}
Cite this
MLA
Copy
Beryozkina, Tetyana V., et al. “Design and Synthesis of N-Sulfonylamidines of Modafinic Acid.” Synthesis, vol. 48, no. 07, Feb. 2016, pp. 1046-1054. https://doi.org/10.1055/s-0035-1561350.