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 39 条

[1] Design and synthesis of 4H-3-(2-phenoxy)phenyl-1,2,4-triazole derivatives as benzodiazepine receptor agonists [J].

Akbarzadeh, T ;

Tabatabai, SA ;

Khoshnoud, MJ ;

Shafaghi, B ;

Shafiee, A .

BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (05) :769-773

[2] NITROFURYLTRIAZOLE DERIVATIVES AS POTENTIAL URINARY-TRACT ANTIBACTERIAL AGENTS [J].

AKERBLOM, EB ;

CAMPBELL, DE .

JOURNAL OF MEDICINAL CHEMISTRY, 1973, 16 (04) :312-319

[3]

Al-Deeb OA, 2006, ARZNEIMITTELFORSCH, V56, P40

[4]

[Anonymous], 2007, HYPERCHEM 8 0 3

[5] EVALUATION OF RAPID TECHNIQUE FOR DETECTING MINOR TRANQUILIZERS [J].

ARON, C ;

SIMON, P ;

LAROUSSE, C ;

BOISSIER, JR .

NEUROPHARMACOLOGY, 1971, 10 (04) :459-&

[6] DENSITY-FUNCTIONAL THERMOCHEMISTRY .3. THE ROLE OF EXACT EXCHANGE [J].

BECKE, AD .

JOURNAL OF CHEMICAL PHYSICS, 1993, 98 (07) :5648-5652

[7] DENSITY-FUNCTIONAL EXCHANGE-ENERGY APPROXIMATION WITH CORRECT ASYMPTOTIC-BEHAVIOR [J].

BECKE, AD .

PHYSICAL REVIEW A, 1988, 38 (06) :3098-3100

[8]

BOISSIER J.-R, 1960, MED EXPTL, V3, P81

[9] DETERMINING ATOM-CENTERED MONOPOLES FROM MOLECULAR ELECTROSTATIC POTENTIALS - THE NEED FOR HIGH SAMPLING DENSITY IN FORMAMIDE CONFORMATIONAL-ANALYSIS [J].

BRENEMAN, CM ;

WIBERG, KB .

JOURNAL OF COMPUTATIONAL CHEMISTRY, 1990, 11 (03) :361-373

[10] Novel and potent 3-(2,3-dichlorophenyl)-4-(benzyl)-4H-1,2,4-triazole P2X7 antagonists [J].

Carroll, William A. ;

Kalvin, Douglas M. ;

Medranoa, Arturo Perez ;

Florjancic, Alan S. ;

Wang, Ying ;

Donnelly-Roberts, Diana L. ;

Namovic, Marian T. ;

Grayson, George ;

Honore, Prisca ;

Jarvis, Michael F. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (14) :4044-4048

← 1 2 3 4 →