Synthesis and pharmacological properties of 3-(2-methyl-furan-3-yl)-4-substituted-Δ2-1,2,4-triazoline-5-thiones

被引：18

作者：

Siwek, Agata ^{[1
]}

Wujec, Monika ^{[1
]}

Dobosz, Maria ^{[1
]}

Jagiello-Wojtowicz, Ewa ^{[2
]}

Chodkowska, Anna ^{[2
]}

Kleinrok, Agnieszka ^{[2
]}

Paneth, Piotr ^{[3
]}

机构：

[1] Med Univ, Fac Pharm, Dept Organ Chem, PL-20081 Lublin, Poland

[2] Med Univ, Dept Toxicol, PL-20093 Lublin, Poland

[3] Acad Humanities & Econ Lodz, Dept Comp Sci, PL-90222 Lodz, Poland

来源：

CENTRAL EUROPEAN JOURNAL OF CHEMISTRY | 2008年 / 6卷 / 01期

关键词：

Delta(2)-1,2,4-triazoline-5-thione; CNS activity; DFT;

D O I：

10.2478/s11532-007-0058-0

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

By the reaction of 2-methyl-furan-3-carboxylic acid hydrazide with isothiocyanates, 1-[(2-methyl-furan-3-yl)carbonyl]-4-substituted thiosemicarbazides 1 were obtained. Further cyclization with 2% NaOH led to the formation of 3-(2-methyl-furan-3-yl)-4-substituted-Delta(2)-1,2,4-triazoline-5-thiones 2. The pharmacological effects of 2 on the central nervous system in mice were investigated. Strong antinociceptive properties of the investigated derivatives were observed in a wide range of doses.

引用

页码：47 / 53

页数：7

共 50 条

[31] 5-(3,4-dichlorophenyl)-3-{[4-(2-pyridyl)piperazine-1-yl]methyl}-1,3,4-oxadiazole-2(3H)-one: Synthesis, characterization, X-ray and DFT structures
Z. S. Şahin
İ. Özkan
M. Köksal
Ş. Işık
Journal of Structural Chemistry, 2012, 53 : 938 - 942
[32] Experimental and theoretical studies of the molecular structure of 4-(3-(1H-imidazol-1-yl)propyl)-5-p-tolyl-2H-1,2,4-triazol-3(4H)-one
Ustabas, Resat
Suleymanoglu, Nevin
Tanak, Hasan
Alpaslan, Yelda Bingol
Unver, Yasemin
Sancak, Kemal
JOURNAL OF MOLECULAR STRUCTURE, 2010, 984 (1-3) : 137 - 145
[33] 5-(3,4-dichlorophenyl)-3-{[4-(2-pyridyl)piperazine-1-yl]methyl}-1,3,4-oxadiazole-2(3H)-one: Synthesis, characterization, X-ray and DFT structures
Sahin, Z. S.
Ozkan, I.
Koksal, M.
Isik, S.
JOURNAL OF STRUCTURAL CHEMISTRY, 2012, 53 (05) : 938 - 942
[34] Synthesis and bio-assay of some 3-(2H-1,4-benzothiazin-3-yl)-2-methylchromones
Sharma, VP
ASIAN JOURNAL OF CHEMISTRY, 2004, 16 (3-4) : 1966 - 1968
[35] On the spectroscopic analyses of (E)-3-(dicyclopropyl methylene)-dihydro-4-[1-(2,5 dimethylfuran-3-yl) ethylidene]furan-2,5-dione
Ibrahim, M.
El-Barbary, A. A.
El-Nahass, M. M.
Kamel, M. A.
El-Mansy, M. A. M.
Asiri, A. M.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2012, 87 : 202 - 208
[36] Experimental and theoretical investigations, enzyme inhibition activity and docking study of 5-methyl-4-(2-(piperazin-1-yl)ethyl)-2,4-dihydro-3H-1,2,4-triazol-3-one
Evecen, Meryem
Celik, Fatih
Bektas, Ersan
Guler, Halil Ibrahim
Unver, Yasemin
JOURNAL OF MOLECULAR STRUCTURE, 2023, 1275
[37] Design and synthesis of methyl 2-{[4-phenyl-5-(pyridin-2-yl)-4H-1,2,4-triazol-3-yl]sulfanyl}acetate (phpy2NS) as a ligand for complexes of Group 12 elements: structural assessment and hydrogen-bonded supramolecular assembly analysis
Castineiras, Alfonso
Garcia-Santos, Isabel
Saa, Manuel
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2019, 75 (07): : 891 - +
[38] SYNTHESIS, CRYSTAL STRUCTURE, AND DFT STUDY OF N-(2-FLUORO-4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXIN-2-YL)PHENYL)-3-METHYL-BUTANAMIDE
Guo, Q.
Liao, T-H
Ye, W-J
Liao, W-K
Zhou, Z-X
Ji, C.
JOURNAL OF STRUCTURAL CHEMISTRY, 2022, 63 (01) : 100 - 113
[39] SYNTHESIS, CRYSTAL STRUCTURE, AND DFT STUDY OF 1-(PYRROLIDIN-1-YL-METHYL)-4-(THIOPHEN-2-YL-METHYL)- [1,2,4]TRIAZOLO[4,3-a]QUINAZOLIN-5(4H)-ONE
Tang, B-D
Zhang, J-Y
Ma, H-X
Wang, N.
An, X.
Li, G-M
Zhou, Z.
JOURNAL OF STRUCTURAL CHEMISTRY, 2022, 63 (01) : 19 - 25
[40] Synthesis of (E)-3-{[2-Oxo-5-arylfuran-3(2H)-ylidene]methyl}-4H-1-benzopyran-4-ones, Crystal Structure, Quantum Chemical Substantiation
Arzyamova, Ekaterina M.
Mazhukina, Olga A.
Yegorova, Alevtina Yu.
ACTA CHIMICA SLOVENICA, 2024, 71 (03) : 528 - 539

← 1 2 3 4 5 →