3779-27-9Relevant articles and documents
Synthesis of Thiophene-Based Optical Ligands That Selectively Detect Tau Pathology in Alzheimer's Disease
Shirani, Hamid,Appelqvist, Hanna,B?ck, Marcus,Klingstedt, Therése,Cairns, Nigel J.,Nilsson, K. Peter R.
, p. 17127 - 17135 (2017)
The accumulation of protein aggregates is associated with many devastating neurodegenerative diseases and the development of molecular ligands able to detect these pathological hallmarks is essential. Here, the synthesis of thiophene based optical ligands
Novel protein kinase C inhibitors: Synthesis and PKC inhibition of β- substituted polythiophene derivatives
Xu, Wei-Chu,Zhou, Qin,Ashendel, Curtis L.,Chang, Ching-Te,Chang, Ching-Jer
, p. 2279 - 2282 (1999)
A series of β-substituted polythiophene derivatives was synthesized through palladium-catalyzed coupling reaction. Their structure-protein kinase C (PKC) inhibitory activity relationship was studied. The carboxaldehyde and hydroxymethyl derivatives of α-terthiophene were potent PKC inhibitors (IC50 = 10-7 M).
Photophysical, crystallographic, and electrochemical characterization of symmetric and unsymmetric self-assembled conjugated thiopheno azomethines
Guarin, Sergio Andres Perez,Bourgeaux, Marie,Dufresne, Stephane,Skene
, p. 2631 - 2643 (2007)
Novel conjugated azomethines consisting uniquely of thiophene units are presented. The highly conjugated compounds were synthesized by simple condensation of a stable diamino thiophene (2) with its complementary thiophene aldehydes. These interesting nitrogen-containing thiophene units exhibit variable reactivity leading to controlled aldehyde addition. Because of the different amino reactivity, a one-pot synthesis of unsymmetric and symmetric conjugated azomethines with varying number of thiophene units was possible by judicious choice of solvent and careful control of reagent stoichiometry. The resulting covalent conjugated connections are both reductively and hydrolytically resistant. The thermodynamically E isomer is formed uniquely for all of the azomethines synthesized, which is confirmed by crystallographic studies. These also demonstrated that the azomethine bonds and the thiophene units are highly planar and linear. The fluorescence and phosphorescence of the thiopheno azomethines measured are similar to those of thiophene analogues currently used in functional devices, but with the advantage of low triplet formation and band-gaps as low as 1.9 eV. The time-resolved and steady-state temperature-dependent photophysics revealed the thiopheno azomethines do not populate extensively their triplet manifold by intersystem crossing. Rather, their excited-state energy is dissipated predominantly by nonradiative means of internal conversion. Quasi-reversible electrochemical radical cation formation of the thiophene units was found. These compounds further undergo electrochemically induced oxidative cross-coupling, resulting in conjugated products that also exhibit reversible radical cation formation.
Anthelmintic activity of a nanoformulation based on thiophenes identified in Tagetes patula L. (Asteraceae) against the small ruminant nematode Haemonchus contortus
Politi, Flávio Augusto Sanches,Bueno, Renata Vieira,Zeoly, Lucas André,Fantatto, Rafaela Regina,Eloy, Josimar de Oliveira,Chorilli, Marlus,Coelho, Fernando,Guido, Rafael Victório Carvalho,Chagas, Ana Carolina de Souza,Furlan, Maysa
, (2021)
The synthesis of thiophenic compounds, previously identified in Tagetes patula, revealed that 4-(5′-(hydroxymethyl)-[2,2′-bithiophene]-5-yl)but-3-yn-1-ol), or simply Thio1, has a pronounced in vitro anthelmintic effect against Haemonchus contortus, showing 100% efficacy in the egg hatch and larval development tests presenting EC50 = 0.1731 mg.mL?1 and EC50 = 0.3243 mg.mL?1, respectively. So, this compound was selected to preparation of a nanostructured formulation to be orally administered to Santa Inês sheep. In general, from the fecal egg count reduction test (FECRT), it was observed that the product kept the parasitic load in the digestive tract of the hosts stable, with eggs per gram of faeces (EPG) counts having a mean value mean = 2167.1, efficacy = 36,45%), thus protecting the animals from health risks caused by a massive nematode infestation. To better understand the mode of action of this thiophene derivative, in silico molecular modeling studies were carried out with the glutamate-activated chloride channel (GluCl), a well-known molecular target of anthelmintic compounds. Based on the affinity score (GlideScore = -5.7 kcal.mol?1) and the proposed binding mode, Thio1 could be classified as a potential GluCl ligand, justifying the promising results observed in the anthelmintic assays.
Donor–acceptor (E)-2-[2-(2,2′-bithiophen-5-yl)vinyl]benzo[d]thiazole: synthesis, optical, electrochemical studies and charge transport characteristics
Tokarev, Sergey D.,Sotnikova, Yulia A.,Anisimov, Alexander V.,Fedorov, Yurii V.,Jonusauskas, Gediminas,Lypenko, Dmitriy A.,Malov, Vladimir V.,Tameev, Alexey R.,Mal'tsev, Eugene I.,Fedorova, Olga A.
, p. 567 - 569 (2019)
Condensation of 2-methylbenzothiazole with 2,2′-bithiophene-5-carbaldehyde affords the title compound, a new chromophore. This compound was used for the doping of poly[9,9-bis(6-diethoxylphosphorylhexyl)fluorene], and the obtained composites demonstrated high electron mobility (1.50 × 10?4 cm2 V?1 s?1) in contrast to dopant-free matrixes.
Hexathianonaphyrin(1.0.0.1.0.0.1.0.0): Synthesis, optical, redox and protonation induced antiaromaticity
Ajay, Jayaprakash,Sulfikarali, Thondikkal,Chakravarthy, Kakarlamudi Akhil,Reddy, Vennapusa Sivaranjana,Gokulnath, Sabapathi
, p. 484 - 492 (2021/04/07)
A simple non-rigid precursor termed as a "triheterole"comprising of 2,2′-bithiophene linked to α-pyrrole was prepared using a four-step synthetic strategy. This functionalized triheterole was allowed to undergo acid catalyzed condensation in the presence
