【药物名称】NSC-669967, BP-1
化学结构式(Chemical Structure):
参考文献No.36953
标题:New derivs. of 6-[(aminoalkyl)amino]-7H-benzo[e]-perimidin-7-one, method of their preparation, and their use as a medicament
作者:Borowski, E. (Politechnika Gdanska)
来源:WO 9825910
合成路线图解说明:

The cyclization of anthracenedione derivative (I) with formamide in refluxing dimethylacetamide (DMA) in the presence of NH4VO3 affords benzo[e]perimidinone derivative (II), whose benzyl groups are removed with TFA to yield (III). Intermediate (III) is finally heated with 2-(dimethylamino)ethylamine (IV) in N,N,N',N'-tetramethylethylenediamine and a small amount of water. Alternatively, the target product can be obtained as follows: Reduction of the nitro group of anthracenedione derivative (V) by means of hydrazine and Pd/C provides amine (VI), which is then cyclized with formamide in phenol to give (VII). The removal of the benzyl groups of (VII) by treatment with TFA yields intermediate (VIII), which is finally condensed with 2-(dimethylamino)ethylamine (IV) under similar conditions as described for (III).

参考文献No.548626
标题:8,11-Dihydroxy-6-[8aminoalkyl)amino]-7H-benzo[e]perimidin-7-ones with activity in multidrug-resistant cell lines: Synthesis and antitumor evaluation
作者:Stefanska, B.; Dzieduszycka, M.; Bontemps-Gracz, M.M.; Borowski, E.; Martelli, S.; Supino, R.; Pratesi, G.; De Cesare, M.; Zunino, F.; Kusnierczyk, H.; Radzikowski, C.
来源:J Med Chem 1999,42(18),3494
合成路线图解说明:

The cyclization of anthracenedione derivative (I) with formamide in refluxing dimethylacetamide (DMA) in the presence of NH4VO3 affords benzo[e]perimidinone derivative (II), whose benzyl groups are removed with TFA to yield (III). Intermediate (III) is finally heated with 2-(dimethylamino)ethylamine (IV) in N,N,N',N'-tetramethylethylenediamine and a small amount of water. Alternatively, the target product can be obtained as follows: Reduction of the nitro group of anthracenedione derivative (V) by means of hydrazine and Pd/C provides amine (VI), which is then cyclized with formamide in phenol to give (VII). The removal of the benzyl groups of (VII) by treatment with TFA yields intermediate (VIII), which is finally condensed with 2-(dimethylamino)ethylamine (IV) under similar conditions as described for (III).

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