83515-66-6Relevant academic research and scientific papers
1-Benzyl-3-aryl-2-thiohydantoin Derivatives as New Anti-Trypanosoma brucei Agents: SAR and in Vivo Efficacy
Buchynskyy, Andriy,Gillespie, J. Robert,Herbst, Zackary M.,Ranade, Ranae M.,Buckner, Frederick S.,Gelb, Michael H.
supporting information, p. 886 - 891 (2017/08/16)
A high throughput screening and subsequent hit validation identified compound 1 as an inhibitor of Trypanosoma brucei parasite growth. Extensive structure-activity relationship optimization based on antiparasitic activity led to the highly potent compounds, 1-(4-fluorobenzyl)-3-(4-dimethylamino-3-chlorophenyl)-2-thiohydantoin (68) and 1-(2-chloro-4-fluorobenzyl)-3-(4-dimethylamino-3-methoxyphenyl)-2-thiohydantoin (76), with a T. brucei EC50 of 3 and 2 nM, respectively. This represents >100-fold improvement in potency compared to compound 1. In vivo efficacy experiments of 68 and 76 in an acute mouse model of Human African Trypanosomiasis showed a 100% cure rate after 4 days of oral treatment at 50 mg/kg twice per day.
Synthesis of thiohydantoins under one-pot three-component solvent-free conditions
Cao, Song,Zhu, Longjie,Zhao, Chuanmeng,Tang, Xiuhong,Sun, Huajun,Feng, Xin,Qian, Xuhong
experimental part, p. 923 - 926 (2009/09/06)
A direct and efficient one-pot three-component synthesis protocol was developed for the synthesis of thiohydantoins from readily and widely available substrates (isothiocyanates, ethyl chloroacetate, and amines) employing solvent-free conditions.
Sequencing of peptoid peptidomimetics by Edman degradation
Boeijen, Astrid,Liskamp, Rob M.J.
, p. 3589 - 3592 (2007/10/03)
The direct identification of resin-bound peptoid peptidomimetics by sequencing is described. The N-terminus of the peptoid was treated with phenyl isothiocyanate, after which the N-terminal peptoid residue was cleaved from the resin as its thiohydantoin derivative. For deduction of the peptoid sequence, the HPLC retention times of the obtained thiohydantoins were compared to those of independently prepared reference thiohydantoins.
A FACILE SYNTHESIS OF THIAZOLIDIN-5-ONES AND THEIR STRUCTURAL ASSINGMENT
Okawara, Tadashi,Nakayama, Kentaro,Furukawa, Mitsuru
, p. 1571 - 1574 (2007/10/02)
The reaction of 1,3-disubstituted thioureas (I) with α-halacyl halides (II) was found to afford thiazolidin-5-ones (IV) in 5percent sodium hydroxide-dichloromethane in the yields of 34-89percent.The structures of IV were discussed in details.
