Home / Publications / Synthesis of 2-sulfamoylquinoxaline 1,4-dioxide derivatives

Synthesis of 2-sulfamoylquinoxaline 1,4-dioxide derivatives

0
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Buravchenko G. I., Shchekotikhin A. E. Synthesis of 2-sulfamoylquinoxaline 1,4-dioxide derivatives // Mendeleev Communications. 2025. Vol. 36. No. 1. pp. 63-65.
GOST all authors (up to 50) Copy
Buravchenko G. I., Shchekotikhin A. E. Synthesis of 2-sulfamoylquinoxaline 1,4-dioxide derivatives // Mendeleev Communications. 2025. Vol. 36. No. 1. pp. 63-65.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.71267/mencom.7868
UR - https://mendcomm.colab.ws/publications/10.71267/mencom.7868
TI - Synthesis of 2-sulfamoylquinoxaline 1,4-dioxide derivatives
T2 - Mendeleev Communications
AU - Buravchenko, Galina I
AU - Shchekotikhin, Andrey Egorovich
PY - 2025
DA - 2025/11/29
PB - Mendeleev Communications
SP - 63-65
IS - 1
VL - 36
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2025_Buravchenko,
author = {Galina I Buravchenko and Andrey Egorovich Shchekotikhin},
title = {Synthesis of 2-sulfamoylquinoxaline 1,4-dioxide derivatives},
journal = {Mendeleev Communications},
year = {2025},
volume = {36},
publisher = {Mendeleev Communications},
month = {Nov},
url = {https://mendcomm.colab.ws/publications/10.71267/mencom.7868},
number = {1},
pages = {63--65},
doi = {10.71267/mencom.7868}
}
MLA
Cite this
MLA Copy
Buravchenko, Galina I., and Andrey Egorovich Shchekotikhin. “Synthesis of 2-sulfamoylquinoxaline 1,4-dioxide derivatives.” Mendeleev Communications, vol. 36, no. 1, Nov. 2025, pp. 63-65. https://mendcomm.colab.ws/publications/10.71267/mencom.7868.

Keywords

2-oxo-2-phenylethane-1-sulfonamide
4-dioxides
Beirut reaction
nucleophilic substitution.
quinoxaline 1
sulfonamides

Abstract

An access to new sulfonamide-containing 3-phenylquinoxaline 1,4-dioxides has been accomplished via the Beirut reaction of benzofuroxans with N-(tert-butyl)-2-oxo-2-phenylethane-1-sulfonamide. The reaction of 5-aminobenzofuroxan derivatives afforded 7-amino-2-sulfamoylquinoxaline 1,4-dioxides, whereas nucleophilic substitution of the chlorine atom in 6,7-dichloro-2-sulfamoylquinoxaline 1,4-dioxide gave the corresponding 6-amino-substituted analogs.

References

3.
Quinoxaline 1,4-di-N-Oxides: Biological Activities and Mechanisms of Actions
Cheng G., Sa W., Cao C., Guo L., Hao H., Liu Z., Wang X., Yuan Z.
Frontiers in Pharmacology, 2016
4.
Antibiotic use and childhood body mass index trajectory
Schwartz B.S., Pollak J., Bailey-Davis L., Hirsch A.G., Cosgrove S.E., Nau C., Kress A.M., Glass T.A., Bandeen-Roche K.
International Journal of Obesity, 2015
5.
Voltammetric Study of Some 3-Aryl-quinoxaline-2-carbonitrile 1,4-di-N-oxide Derivatives with Anti-Tumor Activities
Miller E., Xia Q., Cella M., Nenninger A., Mruzik M., Brillos-Monia K., Hu Y., Sheng R., Ragain C., Crawford P.
Molecules, 2017
6.
Synthesis and structure–activity relationship of 3-phenylquinoxaline 1,4-di-N-oxide derivatives as antimalarial agents
Vicente E., Lima L.M., Bongard E., Charnaud S., Villar R., Solano B., Burguete A., Perez-Silanes S., Aldana I., Vivas L.
European Journal of Medicinal Chemistry, 2008
8.
Quinoxaline Moiety: A Potential Scaffold against Mycobacterium tuberculosis
Montana M., Montero V., Khoumeri O., Vanelle P.
Molecules, 2021
9.
Dual Antitubercular and Antileishmanial Profiles of Quinoxaline Di-N-Oxides Containing an Amino Acidic Side Chain
González J.F., Dea-Ayuela M., Huck L., Orduña J.M., Bolás-Fernández F., de la Cuesta E., Haseen N., Mohammed A.A., Menéndez J.C.
Pharmaceuticals, 2024
10.
Discovery of derivatives of 6(7)-amino-3-phenylquinoxaline-2-carbonitrile 1,4-dioxides: novel, hypoxia-selective HIF-1α inhibitors with strong antiestrogenic potency
Buravchenko G.I., Scherbakov A.M., Dezhenkova L.G., Bykov E.E., Solovieva S.E., Korlukov A.A., Sorokin D.V., Monzote Fidalgo L., Shchekotikhin A.E.
Bioorganic Chemistry, 2020
12.
New quinoxaline 1, 4-di-N-oxides: Anticancer and hypoxia-selective therapeutic agents
Ismail M.M., Amin K.M., Noaman E., Soliman D.H., Ammar Y.A.
European Journal of Medicinal Chemistry, 2010
13.
Quinoxaline 1,4-dioxides as anticancer and hypoxia-selective drugs
Gali-Muhtasib H., Haddadin M., Rahhal D., Younes I.
Oncology Reports, 2001
14.
Design and synthesis of novel quinoxaline derivatives as potential candidates for treatment of multidrug-resistant and latent tuberculosis
Santivañez-Veliz M., Pérez-Silanes S., Torres E., Moreno-Viguri E.
Bioorganic and Medicinal Chemistry Letters, 2016
15.
Synthesis and biological evaluation of quinoxaline di- N -oxide derivatives with in vitro trypanocidal activity
Pérez-Silanes S., Torres E., Arbillaga L., Varela J., Cerecetto H., González M., Azqueta A., Moreno-Viguri E.
Bioorganic and Medicinal Chemistry Letters, 2016
16.
THE MODE OF ACTION OF SULFONAMIDES
Henry R.J.
Bacteriological Reviews, 1943
17.
Tumor associated carbonic anhydrase inhibitors: Rational approaches, design strategies, structure activity relationship and mechanistic insights
18.
Highlights on the chemistry of 2-amino-3-cyano-quinoxaline 1, 4-dioxides and their derivatives
19.
Synthesis and evaluation of sulfonamide derivatives of quinoxaline 1,4-dioxides as carbonic anhydrase inhibitors
Buravchenko G.I., Scherbakov A.M., Krymov S.K., Salnikova D.I., Zatonsky G.V., Schols D., Vullo D., Supuran C.T., Shchekotikhin A.E.
RSC Advances, 2024
21.
Synthesis and Characterization of Novel 2-Acyl-3-trifluoromethylquinoxaline 1,4-Dioxides as Potential Antimicrobial Agents
Buravchenko G.I., Maslov D.A., Alam M.S., Grammatikova N.E., Frolova S.G., Vatlin A.A., Tian X., Ivanov I.V., Bekker O.B., Kryakvin M.A., Dontsova O.A., Danilenko V.N., Zhang T., Shchekotikhin A.E.
Pharmaceuticals, 2022
23.
Synthesis of (Indol-3-yl)methanesulfonamide and its 5-Methoxy Derivative
Preobrazhenskaya M.N., Korolev A.M., Shchekotikhin A.E., Lysenkova L.N.
Synthesis, 2003
24.
Synthesis and Biological Evaluation of Chalconesulfonamides: En Route to Proapoptotic Agents with Antiestrogenic Potency
Krymov S.K., Salnikova D.I., Dezhenkova L.G., Bogdanov F.B., Korlyukov A.A., Scherbakov A.M., Shchekotikhin A.E.
Pharmaceuticals, 2023