Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
A new way of synthesizing heterocyclic primary sulfonamide probes for carbonic anhydrase. / Кривовичева, Василиса Сергеевна; Бубырев, Андрей Иванович; Калинин, Станислав Алексеевич; Дарьин, Дмитрий Викторович; Гуреев, Максим Александрович; Vullo, Daniela; Красавин, Михаил Юрьевич; Корсаков, Михаил Константинович; Supuran, Claudiu T.
в: Mendeleev Communications, Том 33, № 3, 01.05.2023, стр. 325-327.Результаты исследований: Научные публикации в периодических изданиях › статья › Рецензирование
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TY - JOUR
T1 - A new way of synthesizing heterocyclic primary sulfonamide probes for carbonic anhydrase
AU - Кривовичева, Василиса Сергеевна
AU - Бубырев, Андрей Иванович
AU - Калинин, Станислав Алексеевич
AU - Дарьин, Дмитрий Викторович
AU - Гуреев, Максим Александрович
AU - Vullo, Daniela
AU - Красавин, Михаил Юрьевич
AU - Корсаков, Михаил Константинович
AU - Supuran, Claudiu T.
PY - 2023/5/1
Y1 - 2023/5/1
N2 - An N,N-bis(p-methoxybenzyl)-protected a a a-acetyl-a a a-diazomethane sulfonamide proved to be a useful building block for accessing new 5-methyl-1,2,3-thiadiazole-4-sulfonamide as well as methyl 3-sulfamoyl-1H-pyrazole-5-carboxylate. The latter was further subjected to N-alkylation and N-arylation reactions. All resulting compounds showed potent inhibition of I, II and particularly of cancer-related IX and XII isoforms of human carbonic anhydrase.
AB - An N,N-bis(p-methoxybenzyl)-protected a a a-acetyl-a a a-diazomethane sulfonamide proved to be a useful building block for accessing new 5-methyl-1,2,3-thiadiazole-4-sulfonamide as well as methyl 3-sulfamoyl-1H-pyrazole-5-carboxylate. The latter was further subjected to N-alkylation and N-arylation reactions. All resulting compounds showed potent inhibition of I, II and particularly of cancer-related IX and XII isoforms of human carbonic anhydrase.
KW - 1,2,3-thiadiazoles
KW - Chan–Evans–Lam arylation
KW - Lawesson’ reagent
KW - [3 + 2] dipolar cycloaddition
KW - methyl propiolate
KW - pyrazoles
KW - α-acetyl-α-diazomethane sulfonamide
UR - https://www.mendeley.com/catalogue/378962c7-89d3-34e1-b57c-ef81c5890b12/
U2 - 10.1016/j.mencom.2023.04.009
DO - 10.1016/j.mencom.2023.04.009
M3 - Article
VL - 33
SP - 325
EP - 327
JO - Mendeleev Communications
JF - Mendeleev Communications
SN - 0959-9436
IS - 3
ER -
ID: 113686004