28448-11-5Relevant articles and documents
Synthesis, characterization and reactions of 2-deoxo-5-deazaalloxazines
Sarhan, Abd El-Wareth A.O.,Hozien, Zeinab A.,El-Sherief, Hosney A.H.
, p. 2993 - 2998 (2007/10/03)
5-Deazaflavins and their homologues have been known as potential riboflavin antagonists, bioreductives, and compounds with potent antitumor activity 2-Amino-4-methylquinoline-3-carbonitrile (2) was prepared as unreported starting material for several interesting 2-deoxo-5-deazalloxazine derivatives. Cyclization of 2 using formamide afforded the 2,4-deoxo-5-dea-zaalloxazine derivative 7, which was subjected to deamination with nitrous acid to give the 2-deoxo-5-deazaalloxazine (8). The compound 8 was also obtained via 13 by treating the latter with refluxing formic acid or formamide and used as a recursor for synthesis of several 2-deoxo-5-deazaalloxazines 18, 19 , 20, 21 and 22. The pharmacological and biological properties of these compounds are still under investigation. Copyright
Methylheteroaromatic Carbonitriles as Building Blocks for the Synthesis of Condensed Heteroaromatics: A Novel Syntheses of Benzopyranopyridines, Naphthopyranopyridines, Pyridoquinolines and Other New Condensed Pyridines
Al-Omran, Fatima,Abdel-Khalik, Mervat Mohammed,Abou-Elkhair, Adel,Elnagdi, Mohammed Hilmy
, p. 1201 - 1214 (2007/10/03)
The alkylheteroatomic carbonitriles 1a-b and 2 are condensed with dimethylformamide dimethylacetal to yield the (E)-dimethylaminoethylene derivatives 4a-b and 5.The reaction of 3 with the same reagent afforded the amidine derivative 7 in addition to the (E)-dimethylaminoethylene 6.Compounds 4a-b and 5-6 were converted into condensed pyridone derivatives on reflux in acetic acid/hydrochloric acid mixture.The reaction of 6 with acetic anhydride afforded the tetracyclo derivative 14.Compounds 4a,b were converted into the (E)-anilinoethylene derivatives 4c,d bytreatment with aniline.These compounds (4e,d) cyclised readily to the condensed N-phenylpyridones 8c,d on reflux in DMF, while compound 5 afforded 9b directly under the same conditions.Compound 7 reacted with sulfur to give the polycyclic 16.