55796-74-2Relevant academic research and scientific papers
Transition-Metal-Free Synthesis of Unsymmetrical Disulfides via Three-Component Reaction of Thiosulfonates, Thiourea and Alkyl halides
Wang, Dungai,He, Quan,Shi, Keqiang,Xiong, Mingteng,Zhou, Yifeng,Pan, Yuanjiang
, p. 2767 - 2772 (2021/04/19)
A transition-metal-free approach to synthesize unsymmetrical disulfides is reported that relies on a K2CO3-promoted one-pot reaction of thiosulfonates, thiourea and alkyl halides under mild conditions. The protocol tolerates a wide range of substrates, leading to various types of unsymmetrical disulfides in moderate to excellent yields. More importantly, the late-stage modification of natural products and drug molecules was also achieved. (Figure presented.).
Synthesis of 2-(Benzylthio)-4-(trifluoromethyl)thiazole-5-carboxylates Using S -Benzylisothiouronium Halides as Thiol Equivalents
Hickey, Shane M.,White, Jonathan M.,Pfeffer, Frederick M.,Ashton, Trent D.
supporting information, p. 1759 - 1763 (2015/07/20)
S-Benzylisothiouronium halides are used as shelf-stable, odorless thiol equivalents. The method developed is used to access 2-(benzylthio)-4-(trifluoromethyl)thiazole carboxyl building blocks. Using the latent trifluoromethyl substituent the reactions could be monitored using 19F NMR spectroscopy.
2-PYRIDYL SUBSTITUTED IMIDAZOLES AS ALK5 AND/OR ALK4 INHIBITORS
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Page/Page column 31; 32, (2013/03/26)
The present invention provides a novel 2-pyridyl substituted imidazole derivative, or a pharmaceutically acceptable salt or solvate thereof, which selectively inhibits the transforming growth factor-β (TGF-β) type I receptor (ALK5) and/or the activin type
From on-target to off-target activity: Identification and optimisation of Trypanosoma brucei GSK3 inhibitors and their characterisation as anti-Trypanosoma brucei drug discovery lead molecules
Woodland, Andrew,Grimaldi, Raffaella,Luksch, Torsten,Cleghorn, Laura A. T.,Ojo, Kayode K.,VanVoorhis, Wesley C.,Brenk, Ruth,Frearson, Julie A.,Gilbert, Ian H.,Wyatt, Paul G.
, p. 1127 - 1137 (2013/07/26)
Human African trypanosomiasis (HAT) is a life-threatening disease with approximately 30000-40000 new cases each year. Trypanosoma brucei protein kinase GSK3 short (TbGSK3) is required for parasite growth and survival. Herein we report a screen of a focused kinase library against T.brucei GSK3. From this we identified a series of several highly ligand-efficient TbGSK3 inhibitors. Following the hit validation process, we optimised a series of diaminothiazoles, identifying low-nanomolar inhibitors of TbGSK3 that are potent invitro inhibitors of T.brucei proliferation. We show that the TbGSK3 pharmacophore overlaps with that of one or more additional molecular targets.
A versatile thiouronium-based solid-phase synthesis of 1,3,5-triazines
Kong, Kah Hoe,Tan, Chong Kiat,Lin, Xijie,Lam, Yulin
experimental part, p. 1476 - 1486 (2012/03/26)
A thiouronium-based solidphase synthesis of a 1,3,5-triazine scaffold has been developed. The key feature of the synthesis is the use of a readily accessible solid-supported thiouronium salt as a primary precursor for the stepwise assembly of the 1,3,5-tri-azine substrate. The sulfur linker employed in the synthesis is stable under both acidic and basic conditions and is versatile enough to provide access to monocyclic, bicyclic, and spirocyclic compounds with the 1,3,5-triazine scaffold. By using this synthetic strategy, a representative set of 79 compounds containing the 1,3,5-triazine scaffold were prepared.
Synthesis of novel 2,3-dihydroimidazo[2,1-b][1,3]oxazoles through intramolecular nucleophilic ipso-substitution in 2-alkylsulfonylimidazoles
Moreno, Pilar,Heras, Montserrat,Maestro, Miguel,Villalgordo, Jose M.
, p. 2691 - 2700 (2007/10/03)
Readily available 2-(benzylsulfanyl)imidazoles 6, were studied as potential precursors toward the synthesis of novel diversely substituted 2,3-dihydroimidazo[2,1-b][1,3]oxazoles. Thus, the reaction between enolates derived from 6 and different electrophiles as well as the addition of Grignard reagents to the carbonyl group in 6 were explored. The formation of the fused imidazoxazoles 20 under mild conditions was successfully accomplished taking advantage of the key role played by the 2-alkylsulfonyl moiety in 19 as an efficient leaving group in intramolecular nucleophilic ipso-substitution reactions.
Synthesis of a Novel Series of Arylmethylisothiouronium Derivatives
Tal, Daniel M.,Karlish, Steven J. D.
, p. 3823 - 3830 (2007/10/02)
The bromination by N-bromosucciniminde of various mesitylene derivatives, to produce arylmethyl bromides was compared in different reaction conditions.These compounds are intermediates in the synthesis of arylmethylisothiouronium bromide salts, achieved b
