Dibenzorhodamine dyes

Details Dibenzorhodamine dyes Dibenzorhodamine dyes

1998-11-17

2000-04-18

Davis, Zinna Northington

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549382, 546 33, C07D31178, C07D22118

Patent

active

060517190

ABSTRACT:
Dibenzorhodamine compounds having the structure ##STR1## are disclosed, including nitogen- and aryl-substituted forms thereof. In addition, intermediates useful for synthesizing such compounds are disclosed, such intermediates having the structure ##STR2## In Formula I, R.sub.1 is H or ##STR3## wherein Y is H, lower alkyl, lower alkene, lower alkyne, aromatic, phenyl, polycyclic aromatic, heterocycle, water-solubilizing group, or linking group, including substituted forms thereof. When R.sub.1 is H, the C-12-bonded nitrogen and the C-12 and C-13 carbons form a first ring structure having from 4 to 7 members, and/or the C-12-bonded nitrogen and the C-11 and C-12 carbons form a second ring structure having from 5 to 7 members. The compounds of Formula I further include aryl- and nitrogen-substituted forms thereof. The invention further includes energy transfer dyes comprising the dibenzorhodamine compounds, nucleosides labeled with the dibenzorhodamine compounds, and nucleic acid analysis methods employing the dibenzorhodamine compounds.

REFERENCES:
Tsunoda et al., "Naphthazolylphenyl azides," Chemical Abstracts 83(14):75 (Oct. 6, 1975).
Onda et al., "Heterocycles. IV. Photolyses of the 4-Arylacetylated 1,2-Dihydroisoquinoline, Isocarbostyril and Its Enol Acetates," Chemical and Pharmaceutical Bulletin 25(11):2935-2941 (Mar. 12, 1977).
Takai, Hideyuki, "Electrophotographic photoconductors," Chemical Abstracts 114(22):743 (Jun. 3, 1991).
Sotomayer et al., "Bischler-Napieralski Cyclization-N/C-Alkylation Sequences for the Construction of Isoquinoline Alkaloids. Synthesis of Protoberberines and Benzo[c]phenanthridines via C-2'-Functionalized 3-Arylisoquinolines.sup.1 " Journal of Organic Chemistry 61(12):4062-4072 (1996).

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