Synthesis, X-ray and spectroscopic analysis of some pyridine derivatives

被引：9

作者：

Cetina, Mario ^{[1
]}

Tranfic, Marina ^{[2
]}

Sviben, Igor ^{[2
]}

Jukic, Marijana ^{[2
]}

机构：

[1] Univ Zagreb, Fac Text Technol, Dept Appl Chem, HR-10000 Zagreb, Croatia

[2] Univ Zagreb, Fac Food Technol & Biotechnol, Dept Chem & Biochem, HR-10000 Zagreb, Croatia

来源：

JOURNAL OF MOLECULAR STRUCTURE | 2010年 / 969卷 / 1-3期

关键词：

Substituted; 2-pyridones; X-Ray structure analysis; IR; NMR and UV-vis spectroscopy; STRUCTURE-BASED DESIGN; BIOLOGICAL EVALUATION; CRYSTAL-STRUCTURE; O INTERACTION; INHIBITORS; COMPLEXES; AGENTS;

D O I：

10.1016/j.molstruc.2010.01.038

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Three pyridine derivatives, 4-(methoxymethyl)-6-methy1-2-oxo-1,2-dihydropyridine-3-carbonitrile (1), 4-(methoxymethyl)-6-methyl-5-nitro-2-oxo-1,2-dihydropyridine-3-carbonitrile (2) and 4-(methoxymethyl)-1,6-dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (3) have been synthesized, and their structural features have been studied by IR and electronic spectroscopy. The optical properties were investigated by UV-vis absorption and fluorescence spectroscopy. Fluorescence spectra of compounds have been recorded in two protic and two aprotic solvents in the range of 200-600 nm. The effects of substituents on the emission spectra of these compounds are interpreted. The structures of compounds 2 and 3 were also confirmed by single crystal X-ray diffraction method. (C) 2010 Elsevier B.V. All rights reserved.

引用

页码：25 / 32

页数：8

共 47 条

[1] Synthesis, FT-Raman, FT-IR, NMR spectroscopic characterization and antimicrobial activity of new mixed aza-oxo-thia macrocyclic compounds [J].

Aghatabay, Naz Mohammed ;

Mahmiani, Yaghub ;

Cevik, Hueseyin ;

Gucin, Fahrettin ;

Dulger, Basaran .

STRUCTURAL CHEMISTRY, 2008, 19 (05) :833-842

[2] N-(4-bromophenacyl)-4,6-dimethyl-2-oxo-1,2-dihydropyridine-2-carbonitrile [J].

Albov, DV ;

Turubanova, EI ;

Rybakov, VB ;

Babaev, EV ;

Aslanov, LA .

ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2004, 60 :O1222-O1223

[3] The Cambridge Structural Database: a quarter of a million crystal structures and rising [J].

Allen, FH .

ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE, 2002, 58 (3 PART 1) :380-388

[4] Ionization behaviour and tautomerism-dependent lipophilicity of pyridine-2(1H)-one cardiotonic agents [J].

Altomare, C ;

Cellamare, S ;

Summo, L ;

Fossa, P ;

Mosti, L ;

Carotti, A .

BIOORGANIC & MEDICINAL CHEMISTRY, 2000, 8 (05) :909-916

[5] VINYLOGOUS CARBINOLAMINE TUMOR INHIBITORS .24. SYNTHESIS, CHEMISTRY, AND ANTINEOPLASTIC ACTIVITY OF ALPHA-HALOPYRIDINIUM SALTS - POTENTIAL PYRIDONE PRODRUGS OF ACYLATED VINYLOGOUS CARBINOLAMINE TUMOR INHIBITORS [J].

ANDERSON, WK ;

DEAN, DC ;

ENDO, T .

JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (06) :1667-1675

[6] A rich array of reactions of cyanomonothiocarbonylmalonamides RNHCSCH(CN)CONHR′ and their thioenols RNHC(SH)=C(CN)CONHR′ [J].

Basheer, Ahmad ;

Rappoport, Zvi .

JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (04) :1386-1396

[7]

BEAMISH GG, 1990, PRACTICAL FLUORESCEN

[8] PATTERNS IN HYDROGEN BONDING - FUNCTIONALITY AND GRAPH SET ANALYSIS IN CRYSTALS [J].

BERNSTEIN, J ;

DAVIS, RE ;

SHIMONI, L ;

CHANG, NL .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (15) :1555-1573

[9] SYNTHETIC STUDIES DIRECTED TOWARD NATURALLY-OCCURRING TETRAMIC ACIDS .3. SYNTHESIS OF (-)-METHYL YDIGINATE AND THE TETRAMIC ACID SUBUNIT FOR STREPTOLYDIGIN [J].

BOECKMAN, RK ;

POTENZA, JC ;

ENHOLM, EJ .

JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (03) :469-472

[10] Pyridine derivatives I 3-Cyano-4-ethoxymethyl-6-methyl-2-pyridone and some related transformation products [J].

Bruce, WF ;

Coover, HW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1944, 66 :2092-2094

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