Delocalized cationic azo dyes containing a thiazole moiety

被引：17

作者：

Salvador, Maria A. ^{[1
]}

Reis, Lucinda V. ^{[1
]}

Almeida, Paulo ^{[2
,3
]}

Santos, Paulo F. ^{[1
]}

机构：

[1] Univ Tras Os Montes & Alto Douro, Ctr Quim Vila Real, Dept Quim, P-5001801 Vila Real, Portugal

[2] Univ Beira Int, Dept Quim, P-6201001 Covilha, Portugal

[3] Univ Beira Int, Unidade I&D Mat Texteis & Papeleiros, P-6201001 Covilha, Portugal

来源：

TETRAHEDRON | 2008年 / 64卷 / 02期

关键词：

cationic azo dyes; thiazole; PDT; solvatochromism;

D O I：

10.1016/j.tet.2007.11.004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several new delocalized cationic azo dyes incorporating a bathochromic thiazole moiety have been prepared in moderate to good yields. The synthesis involved the Knoevenagel condensation of an intermediate azo Compound, hearing a terminal formyl group, with methylenic bases generated in situ from benzoazolium and quinolinium salts. All dyes display strong absorption around 700 nut and have shown negative solvatochromic behaviour. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：299 / 303

页数：5

共 30 条

[1] Solvatochromic and halochromic properties of some phosphonioarylimino- and phosphonioarylazo-phenolate betaine dyes [J].

Allen, DW ;

Li, X .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1997, (06) :1099-1103

[2]

Annen O., 1987, Review of Progress in Coloration and Related Topics, V17, P72

[3] AZO DYES WITH ABSORPTION-BANDS IN THE NEAR-INFRARED [J].

BELLO, KA ;

GRIFFITHS, J .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (22) :1639-1640

[4] Current clinical and preclinical photosensitizers for use in photodynamic therapy [J].

Detty, MR ;

Gibson, SL ;

Wagner, SJ .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (16) :3897-3915

[5] AZO DYES FROM SUBSTITUTED 2-AMINOTHIAZOLES [J].

DICKEY, JB ;

TOWNE, EB ;

BLOOM, MS ;

MOORE, WH ;

HILL, HM ;

HEYNEMANN, H ;

HEDBERG, DG ;

SIEVERS, DC ;

OTIS, MV .

JOURNAL OF ORGANIC CHEMISTRY, 1959, 24 (02) :187-196

[6] PHOTOTHERAPEUTIC POTENTIAL OF ALTERNATIVE PHOTOSENSITIZERS TO PORPHYRINS [J].

DIWU, ZJ ;

LOWN, JW .

PHARMACOLOGY & THERAPEUTICS, 1994, 63 (01) :1-35

[7] Photodynamic therapy [J].

Dougherty, TJ ;

Gomer, CJ ;

Henderson, BW ;

Jori, G ;

Kessel, D ;

Korbelik, M ;

Moan, J ;

Peng, Q .

JNCI-JOURNAL OF THE NATIONAL CANCER INSTITUTE, 1998, 90 (12) :889-905

[8]

FRISHBERG MD, 1980, Patent No. 4225719

[9]

GAVRYUSHIN A, 2006, THESIS LUDWIG MAXIMI

[10]

GREGORY P, 1988, Patent No. 280434

← 1 2 3 →