A natural alkynol group-substituted thiophene, 2-(penta-1,3-diynyl)-5-(3,4-dihydroxybut-1-ynyl)-thiophene (PDDYT), was isolated from the roots of Echinops grijsii Hance. It possessed potent NAD(P)H: quinone oxidoreductase1 (NQO1) inducing activity and could activate Keap1-Nrf2 pathway effectively in murine hepatoma Hepa 1c1c7 cells. Further investigations indicated that the activation of Keap1-...

Dicarbomethoxycarbene can be generated by photolysis of S-C sulfonium ylides derived from thiophene. By manipulating the thiophene (leaving group) portion of the ylide, the initial spin distribution of the carbenes can be strongly influenced. With certain carbene traps, product distributions from dicarbomethoxycarbene depend on the initial spin state distribution in which the carbene is generat...

Possible applications of thiophenes in radiopharmaceutical chemistry have been explored. Thiophene for benzene ring substitution was applied to the synthesis of thienyl-[18F]GBR 13119, an analog of the potent and selective dopamine uptake inhibitor [18F]GBR 13119. In vivo regional brain distribution in mice shows essentially identical results for the thienyl and phenyl compounds (striatum/cereb...

The kinetics of reactions between Z-aryl thiophene-2-carbodithioates and X-pyridines in acetonitrile at 60.0 C have been investigated. The Brönsted plots obtained for the pyridinolysis of aryl thiophene-2-carbodithioates are curved, with the center of curvature at pKa ~ 5.2 (pKa). The Brönsted plots for these nucleophilic reactions show a change in slope from a large (βX ≅ 0.78-0.87) to a small...

Objective: The purpose of this research is to evaluate the antifungal activity of synthesized conjugates of thiophene with 1, 3, 4-oxadiazoles and 1, 3, 4-thiadiazoles using in vitro methods. Methods: The series of (IVa-e) and (Va-e) compounds were synthesized from thiosemicarbazide (IIIa-e) series by treating with iodine-sodium hydroxide mixture and by phosphoric acid cyclization respectively....

The reaction of (Z)-2-amino-N′-arylbenzamidines 1, 2-amino-4,5,6,7-tetrahydrobenzo[b]-thiophene-3-carboxamide (4) and 4-amino-5-substituted-2-(phenylamino)thiophene-3-carboxamides 12 with o-phthalaldehyde (2), terephthalaldehyde (9), and 4-formyl[2.2]paracyclophane (16) in ethanol under reflux conditions afforded isoindoloquinazoline, thienopyrimidine, pyrimidine and thiazine derivatives, respe...

A series of dithienophenazines with different lengths of the oligomeric thiophene units (quaterthiophenes and sexithiophenes) was synthesized. The thiophene and phenazine units act as electron donors and acceptors, respectively, resulting in characteristic absorption spectra. The optical spectra were calculated using time-dependent density functional theory at the B3LYP/TZVP level and verify th...

An efficient copper-promoted hydration reaction and its application in the synthesis of benzo[b]furan and benzo[b]thiophene derivatives is presented starting from readily available 2-fluorophenylacetylene derivatives. The key annulation step involves the hydration of the C-F bond of 2-fluorophenylacetylene derivatives followed by an intramolecular annulation to afford benzo[b]furan and benzo[b]...

In search of better NSAIDs four novel nitric oxide donating derivatives of curcumin (compounds 9a-d), and four thiophene curcuminoids (compounds 10a-c, 11) have been synthesised. The cytotoxic effects of these compounds along with the lead compound curcumin (7) and their effect on the production of the reactive oxygen species nitric oxide and pro-inflammatory cytokines IL-1β, TNF-α and chemokin...

There is a growing need for cellular imaging with fluorescent probes that emit at longer wavelengths to minimize the effects of absorption, autofluorescence, and scattering from biological tissue. In this paper a series of new environmentally sensitive hemicyanine dyes featuring amino(oligo)thiophene donors have been synthesized via aldol condensation between a 4-methylpyridinium salt and vario...