Journal
HETEROCYCLES
Volume 54, Issue 1, Pages 329-339Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.3987/COM-00-S(I)45
Keywords
fused 1-azaazulene; mesomeric betaine; X-ray structure analysis; MO calculation; binding constant
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Reaction of ethyl 2-dimethylamino-8-(2-nitrophenyl)-1-azaazulene-3-carboxylate with hexamethylphosphorous triamide gave ethyl 6-dimethylamino-6a, 7-diazanaphth[3,2,1-cd]azulene-5-carboxylate (7b) and ethyl 2-dimethylamino-7H-1,7-diazaindeno[1,2-e]azulene-3-carboxylate (8b). The structures of 7b and 8b were determined by X-Ray structure analyses. Compound (8b) was intercalated to Calf-Thymus DNA and a 12-mer DNA with binding constants K-D = 1.55 x 10(6) and 1.75 x 10(6) M-1, respectively.
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