1401015-08-4

Upstream product

• 1401015-01-7 4-[N-(pyridin-2-yl)amino]butyl isothiocyanate 
• 1310449-59-2 methyl 2-(4-bromobenzylamino)-3-(1H-indol-3-yl)propanoate 
• 7524-52-9 (S)-tryptophan methyl ester hydrochloride 
• 1122-91-4 4-bromo-benzaldehyde 
• 92992-91-1 2-(N-(4-aminobut-1-yl)amino)pyridine 

Relevant academic research and scientific papers

Synthesis of 2-thiohydantoins as somatostatin subtype 4 receptor ligands

A series of 2-thiohydantoins were prepared as somatostatin subtype 4 (sst4) ligands. Reaction of a N-substituted-L-tryptophan methyl ester with an isothiocyanate in the presence of triethylamine readily afforded the target compounds. The 2-thiohydantoins were evaluated for binding affinities in cell lines expressing somatostatin receptor subtypes 2A (sst2A) and 4 (sst4). Compared to the thiourea NNC-26-9100 (3), all 2-thiohydantoins demonstrated lower binding affinities at sst4. Incorporation of the thiourea moiety into the more rigid 2-thiohydantoin nucleus leads to a loss of conformational freedom and may prevent optimal interaction with sst4.