Synthesis and immunomodulating activity of 1-amino-2-thiohydantoin derivatives

Isolation and Crystal Structure of Novel by-products Observed During the Formation of bis(thiosemicarbazones)

“…The formation of imines such as (7) has been shown to be important in the synthesis of bis(thiosemicarbazones) from 1,3-diketones; by-products similar to (9) have been observed in earlier work [17], suggesting that syntheses starting from 1,3-diketones may be limited in scope.…”

“…The mixture was left to stir overnight at room temperature and the yellow solid (4) was collected by filtration under gravity (1.43 g, 78%); its spectral characteristics were identical to those previously reported [9]. The mixture was left to stand at room temperature during which a further batch of yellow solid appeared along with a scattering of orange-pink crystals of (5).…”

Simple and Efficient Synthesis of 5-Substituted-3-phenyl-2-thioxoimidazolidin-4-one Derivatives fromS-Amino Acids and Phenylisothiocyanate in Et3N/DMF-H2O

“…[1] These derivatives exhibit activities like anticonvulsant [2] , fungicide [3] , antimutagenic, anticarcinogenic and antiviral agents [4] and immune depressing activity. [5] The treatment of hormone independent prostate cancers was done by thiohydantoins. [6][7][8][9] In literature, thiohydantoin derivatives were reported for androgen receptor (AR) agonism and antagonism in human prostate cancer cells.…”

A Practical Approach to New (5Z) 2-Alkylthio-5-arylmethylene-1-methyl-1,5-dihydro-4H-imidazol-4-one Derivatives

“…As examples, the isatinylidene derivative I (Figure 1) exhibits immunosuppressive activity [3] and the thioglycosyl hydantoin [4] II possesses a broad spectrum antitumor activity against a wide range of different human cell lines from nine tumor subpanels causing both cytostatic and cytotoxic effects. The 5-arylmethylene-2-methylthio-imidazol-4-ones III substituted with a biphenyltetrazole (BTP) group at the C-2 position show activities as angiotensin II receptor antagonists [5] and the 3-morpholinomethyl-5,5-dimethyl-2-thioglycosyl-imidazol-4-one IV has been also identified as a potential AZT analogue [6].…”