35134-07-7Relevant articles and documents
Cis/trans-isomerizations in 1,2-bis(2-thienyl)ethene derivatives: A joint experimental and computational approach
Blockhuys,Hoefnagels,Peten,Van Alsenoy,Geise
, p. 87 - 96 (1999)
Two substituted 1,2-bis(2-thienyl)ethenes were synthesized and their Z/E-isomerization was studied in solution. Despite their structural similarities, they behaved very differently concerning the position of the equilibrium and the rate with which it was established: 1,2-bis(3-methoxy-2- thienyl)ethene (BMTE) was found to exist completely in the E-form and the transformation from Z to E was extremely fast, while 1-cyano-1-(2-thienyl)-2- (3-methoxy-2-thienyl)ethene (CTMTE) displayed an equilibrium mixture composed of 97% Z- and 3% E-CTMTE, which was reached far slower. In an attempt to rationalize these differences ab initio calculations were performed which enabled us to correlate relative energy differences of starting and end conformations and of estimated intermediary states on the one hand with the experimentally observed isomerizational behaviour on the other. Furthermore, the data present insight into the effects of the methoxy and nitrile group on E/Z stability and conjugation length.
Thiophene-based salen-type new ligands, their structural aspects and a dimeric Cu(II) complex
Asatkar, Ashish K.,Panda, Snigdha,Zade, Sanjio S.
, p. 25 - 32 (2015)
A new series of thiophene-based ligands has been developed. The reactions of 2-formyl-3-(hydroxyl/methoxy)thiophene with ethylenediamine yielded the thiophene-based salen ligands 7/8. Whereas the reaction of 2-formyl-3-methoxythiophene with 1,2-diaminobenzene, under similar conditions, unexpectedly, afforded 1,2-substituted benzimidazole based ligand 9. Formation of benzimidazole derivative, without any catalyst, is proposed to be induced by nucleophilic attack of methoxy group. Structures and supramolecular assemblies of all the ligands were studied by single crystal X-ray crystallography. Existence of the different tautomeric forms of ligand 7 was observed in solid and solution phases. The reaction of ligand 7 with CuCl2 afforded a bimetallic complex (7-Cu)2. The structure of (7-Cu)2 was confirmed by single crystal X-ray crystallography. Complex (7-Cu)2 exists in dimeric form through oxygen-copper bridged out-of-plane bonding with Cu(II) in a distorted square pyramidal geometry. Cyclic voltammogram of (7-Cu)2 displayed reversible Cu(II)/Cu(I) redox couple.
Combretastatin A-4 sulfur-containing heterocyclic derivatives: Synthesis, antiproliferative activities and molecular docking studies
Faouzi, Abdelfattah,Arnaud, Alexandre,Bancet, Alexandre,Barette, Caroline,Preto, Jordane,Do, Cong Viet,Jordheim, Lars Petter,Bousfiha, Zineb,Nguyen, Thi Thanh Binh,Verrière, Marion,Farce, Amaury,Fauvarque, Marie-Odile,Barret, Roland,Lomberget, Thierry
, (2021/02/27)
Combretastatin A-4 inspired heterocyclic derivatives were synthesized and evaluated for their biological activities on tubulin polymerization and cell proliferation. Among the 19 described sulfur-containing compounds, derivatives (Z)-4h and (Z)-4j exhibited interesting in cellulo tubulin polymerization inhibition and antiproliferative activities with IC50 values for six different cell lines between 8 and 27 nM. Furthermore, in silico docking studies within the colchicine/CA-4 binding site of tubulin were carried out to understand the interactions of our products with the protein target. The effects on the cell cycle of follicular lymphoma cells were also investigated at 1–10 nM concentrations showing that apoptotic processes occurred.
Non-sterical stabilization of one-electron-oxidized NiSalen complex by thiophene core
Lukyanov, Daniil A.,Vereshchagin, Anatoliy A.,Sizov, Vladimir V.,Kalnin, Arseniy Y.,Novoselova, Julia V.,Alekseeva, Elena V.,Levin, Oleg V.
supporting information, p. 14425 - 14431 (2021/08/23)
Oxidation of nickel salen complexes results in highly reactive species, undergoing polymerisation within microseconds. As a result, oxidation chemistry of NiSalens is available only for sterically hindered complexes. In the present work, an unexpectedly high stability of a nickel complex with a thiophene-based salen ligand was reported and studied. Based on the electrochemical and spectroscopic studies supported by quantum chemical calculations, a rationale for the stability of oxidized nickel complexes with thiophene-based salen ligands was proposed. The introduction of the thiophene core leads to a depletion of spin density on peripheral carbon atoms of the oxidized complex, which switches off its intermolecular reactivity. Instead of this, the initial ligand-centered radical cation undergoes an intramolecular process, namely intervalence tautomerisation, which leads to a highly stable metal-centered oxidized state.
Opioid receptor agonists and application thereof
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Paragraph 0408; 0411-0415, (2019/01/24)
The invention discloses compounds and salts thereof that can be used as opioid receptor ligands, a preparation method of the compounds, compositions containing the compounds, and a use of the compounds as [mu] opioid receptor agonists; the compounds are used for treatment of [mu] opioid receptor-mediated related diseases, such as pains and pain-related disorders.
