Synthesis, characterization and reactions of 2-deoxo-5-deazaalloxazines

Sarhan, Abd El‐Wareth A. O.; Hozien, Zeinab A.; Elsherief, Hosney A.

doi:10.1016/s0968-0896(01)00194-8

Cited by 9 publications

(2 citation statements)

References 29 publications

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“…The substituted 4‐aminopyrrolo[2,3‐d]pyrimidines were obtained by condensation reaction of pyrroles with formamide under reflux for 9 h (60–73 % yield). Other examples of pyrimidin‐4 amines from cianydes can be found in the literature [18j–q] …”

Section: Condensation Reactionsmentioning

confidence: 99%

Molecular Construction Using Formamide as a C1 Feedstock

Sacchelli,

Rocha,

Fantinel

et al. 2024

Eur J Org Chem

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Formamide (HCONH2), a well‐known organic compound in chemistry and biology, can be employed for molecular construction. The chemistry of formamide, which involves condensation reactions, transamidation reactions, cross‐coupling reactions, and radical reactions, can be explored to synthesize more complex organic compounds. The focus of this review is to discuss the widespread use of formamide as a relevant C‐1 building block in organic synthesis.

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Section: Condensation Reactionsmentioning

confidence: 99%

Molecular Construction Using Formamide as a C1 Feedstock

Sacchelli,

Rocha,

Fantinel

et al. 2024

Eur J Org Chem

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“…8 Actually, 5-deazaflavins have attracted great interest because of their homologues as potential riboflavin antagonists, bio-reductive cofactors for the naturally occurring flavins, for example, F 420 , and potent antitumor agents. 9 The role of tyrosine kinase in the control of cellular growth and differentiation is central to all organisms and the tyrosine kinase has been found to participate in human neoplastic diseases. Tyrosine kinase inhibitors and their potentials in the clinical applications are well documented by dramatic examples such as Gleevec, Iressa and Herceptin.…”

Section: Introductionmentioning

confidence: 99%

Antitumor studies. Part 3: Design, synthesis, antitumor activity, and molecular docking study of novel 2-methylthio-, 2-amino-, and 2-(N-substituted amino)-10-alkyl-2-deoxo-5-deazaflavins

Ali

Ashida

Nagamatsu

2007

Bioorganic & Medicinal Chemistry

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Abstract-Various novel 10-alkyl-2-deoxo-2-methylthio-5-deazaflavins have been synthesized by reaction of 6-(N-alkylanilino)-2-methylthiopyrimidin-4(3H)-ones with Vilsmeier reagent. The similar 2-(N-substituted amino) derivatives were prepared by nucleophilic replacement reaction of the 2-methylthio moiety by appropriate amines. The 2-oxo derivatives (i.e., 5-deazaflavins) were obtained by acidic hydrolysis of the 2-methylthio derivatives. The antitumor activities against CCRF-HSB-2 and KB cells and the antiviral activities against HSV-1 and HSV-2 have been investigated in vitro, and many compounds showed promising antitumor activities.Furthermore, AutoDock molecular docking into PTK has been done for lead optimization of these compounds as potential PTK inhibitors. Whereas, the designed 2-deoxo-5-deazaflavins connected with amino acids at the 2-position exhibited the good binding affinities into PTK with more hydrogen bonds.

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