280137-29-3Relevant academic research and scientific papers
Synthesis, reactions and conformational analysis of 5-arylidene-2-thiohydantoins as potential antiviral agents
Khodair,El-Barbary,Abbas,Imam
, p. 261 - 278 (2007/10/03)
(Z)-5-Arylidene-1-(4-methylphenylsulfonyl)-2-thiohydantoins 5a,b were synthesized from the direct condensation of the aromatic aldehydes 4a,b with 1-(4-methylphenylsulfonyl)-2-thiohydantoins 3a,b. Compounds 5a,b were coupled with 2′-deoxy-3′,5′-di(4-methylbenzoyl)-α-D-erythro-pentofura nosyl chloride 6 under alkaline conditions to afford N3-protected nucleosides 7a,b. Reaction of 5a,b with chloromethyl methyl sulfide and/or 2-bromoacetaldehyde diethyl acetal in alkaline medium afforded N3-alkyl derivatives 8a-c. Reaction of 5a with 1,2-dichloroethane in alkaline conditions afforded bis-thiohydantoinylethane 9a,b. Compounds 5a,b were condensed with formaldehyde and secondary amines to afford 3-aminomethyl-2-thiohydantoins derivatives 10a-d. On the other hand, reaction of unsubstituted 2-thiohydantoins derivatives 11b,c with chloromethyl methyl sulfide afforded the mono- and bis-methylthio derivatives 12a,b and 13a,b, respectively. Reaction of 11b,c with secondary amines and formaldehyde gave 3-aminomethyl-2-thiohydantoins 14a-e. Reaction of 11a-C with bromoacetaldehyde diethyl acetal yielded the S-alkyl derivatives 15a-c which can be hydrolysed with ethanolic hydrochloric acid to afford 5-arylidenehydantoins 16a-c. The compounds do not display any antiviral activity.
Synthesis, conformational analysis and antitumor testing of 5-(Z)-arylidene-4-imidazolidinone derivatives
Khodair,El-Subbagh,Al-Obaid
, p. 159 - 181 (2007/10/03)
A series of 5-(Z)-arylidene-2-amino-4-imidazolidinones 16-34, 5-(Z)-arylidene-2-(2-carboxyphenylamino)-4-imidazolidinones 35-41, 5-(Z)-arylidene-3-aminomethyl-2-thioxo-4-imidazolidinones 42-55 and 5-(Z)-arylidene-3-aminomethyl-2-methylmercapto-4-imidazoli
