669065-22-9Relevant academic research and scientific papers
5-nitrofuran-2-yl thiohydrazones as double antibacterial agents synthesis and in vitro evaluation
Chudinov, Mikhail V.,Lukin, Alexey Yu,Vedekhina, Tatiana S.
, p. 356 - 361 (2020/04/17)
Background: Applying of "double-drug" strategy to 5-nitrofuran derivatives has been proposed. Methods: A small library of 5-Nitrofuran-2-yl Thiohydrazones was developed, and initial screening demonstrated good activity against bacteria and fungi of ESKAPE panel. Conclusion: The synthesis of the desired thiohydrazones was carried out via condensation of 5-nitrofuran-2-carbaldehyde with thiohydrazides of substituted oxamic acids.
Novel steroidal 1,3,4-thiadiazines: Synthesis and biological evaluation in androgen receptor-positive prostate cancer 22Rv1 cells
Komendantova, Anna S.,Scherbakov, Alexander M.,Komkov, Alexander V.,Chertkova, Viktoriya V.,Gudovanniy, Alexey O.,Chernoburova, Elena I.,Sorokin, Danila V.,Dzichenka, Yaraslau U.,Shirinian, Valerii Z.,Volkova, Yulia A.,Zavarzin, Igor V.
, (2019/08/12)
A flexible approach to previously unknown spirofused and linked 1,3,4-thiadiazine derivatives of steroids with selective control of heterocyclization patterns is disclosed. (N-Arylcarbamoyl)spiroandrostene-17,6′ [1,3,4]thiadiazines and (N-arylcarbamoyl)17-[1′,3′,4′]thiadiazine-substituted androstenes, novel types of heterosteroids, were prepared from 16β,17β-epoxypregnenolone and 21-bromopregna-5,16-dien-20-one in good to high yields by the treatment with oxamic acid thiohydrazides. The synthesized compounds were screened for antiproliferative activity against the human androgen receptor-positive prostate cancer cell line 22Rv1. Most of (N-arylcarbamoyl)17-[1′,3′,4′]thiadiazine-substituted androstenes exhibit better antiproliferative potency (IC50 = 2.1–6.6 μM) than the antiandrogen bicalutamide. Compounds 7d with IC50 = 3.0 μM and 7j with IC50 = 2.1 μM proved to be the most active in the series under study. Lead synthesized compound 7j downregulates AR expression and activity in 22Rv1 cells. NF-κB activity is also blocked in 7j-treated 22Rv1 cells. Apoptosis is considered as a possible mechanism of 7j-induced cell death.
Synthesis of oxamic acids thiohydrazides and carbamoyl-1,3,4-thiadiazoles
Yarovenko,Shirokov,Krupinova,Zavarzin,Krayushkin
, p. 1133 - 1139 (2007/10/03)
A convenient preparation method was developed for oxamic acids thiohydrazides by reaction of α-chloroacetamides with a preliminary prepared solution of elemental sulfur and hydrazines. A series of carbamoyl-1,3,4-thiadiazole derivatives was obtained.
