Pyrrolopyrimidine

Table 4. Pyrrolopyrimidine, Diazepin, and Other A Nucleoside Antibiotics, Sugar-I -X...

Two other pyrrolopyrimidine nucleoside antibiotics, mycalisines A and B (56,57), have been isolated from the sponge Mycale sp. (173). These bioactive marine metaboHtes inhibit cell division of starfish eggs. 

Pyrrolo[2,3-d]pyrimidine, 5-cyano-bromination, 4, 506 Pyrrolo[2,3-d]pyrimidine, 5-nitroso-nucleophilic reactions, 4, 507 Pyrrolo[l, 2- c]pyrimidine-3-carboxylic acids methyl ester synthesis, 4, 293 Pyrrolopyrimidine-2,4-diones Mannich reaction, 4, 504 Vilsmeier reaction, 4, 505 Pyrrolopyrimidines synthesis, 4, 514, 517, 524, 527 Pyrrolopyrimidines, chloro-nucleophilic attack, S, 312 Pyrrolo[2,3-d]pyrimidines NMR, 4, 500... 

Cyclocondensation of 3-trifluoroacetyl substituted lactams with cyclic 1,3-bisnucleophiles gives pyrimido[l,2-a]benzimidazoles 21 and l,2,4-triazoloI4,3-a]pyridines 22. The use of amidines yields pyrrolopyrimidines <95JCS(P1)2907 94H(37)915>. 

The pyrrolopyrimidines 100 react with chloroamines to yield cyclic products 101 which are being investigated for antitumour activity <95MI08 96CA(124)117234>. 

In addition, oxa-bridged pyrrolopyrimidines can be prepared by employing electron-poor allyl amines, with aldehydes and isocyanoacetamides [57]. The products can be transformed into the pyrrolopyridines by adding TFA at -78 °C to the reaction mixture. 

Pyrrolopyridazines, Pyrrolopyrimidines, and Pyrrolopyrazines Fused through the Pyrrole to a Five-Membered Heterocycle... 

Alternatively, pyrrolo[3,4-d]pyrimidine-2,5-diones were synthesized using the same pyrimidine resin precursor, which was first treated with a representative set of primary amines to substitute the chlorine. Subsequent cyclative cleavage was carried out as described previously, leading to the corresponding pyrrolopyrimidine-2,5-dione products in high purity but moderate yield. 

Similar to some other antioxidants, pyrrolopyrimidines do not contain active free radical scavenging groups such as phenolic or thiolic substituents. At present, at least two different mechanisms of their antioxidant activity have been proposed [307], It was suggested that pyrrolopyrimidines, which are electron donating compounds, can be oxidized by hydroxyl or peroxyl radicals or hydroxylated by cytochrome P-450 forming phenolic metabolite... 

Pyrrolopyrimidin-7-ylamino)methylenemalonate (198) was prepared in 29% yield in the reaction of the 7-amino derivative (197) and EMME in a... 

AEE788 is the second pyrrolopyrimidine inhibitor of the ErbB family that Novartis has progressed into the clinic. The first one was PKI166, which was discontinued due to elevated, but reversible, liver enzyme levels (17% of patients experienced grade 3 levels of elevated transaminases) [96]. In AEE788, the phenol of PKI166 is replaced with a methylene-linked N-ethylpiperazine moiety that may have been designed in an effort to increase solubility and de-... 

In similar fashion, the chloropyrimidine 138 is first aminated with 2,4-dichloroaniline and cyclized upon oxidation of the allyl group to give the pyrrolopyrimidine 139 (Equation 50) <2004H(62)191>. 

Again there is an equal effort given to synthesizing pyrrolopyrimidines commencing with either pyrimidine or pyrrole precursors. 

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