67248-95-7

Upstream product

• 2609-49-6 diethyl p-nitrobenzylphosphonate 
• 5370-68-3 5-dimethoxymethyl-2-thiophenecarboxaldehyde 
• 932-95-6 2,5-thiophenedicarboxaldehyde 
• 2767-70-6 (p-nitrobenzyl)triphenylphosphonium bromide 
• 42970-79-6 (E)-2-[2-(4-nitrophenyl)ethenyl]thiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 98-03-3 thiophene-2-carbaldehyde 
• 557101-75-4 C₁₂H₉NO₂S 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 39980-20-6 dimethyl (4-nitrobenzyl)phosphonate 

Downstream Products

• 1026066-36-3 2-Chloromethyl-5-[(E)-2-(4-nitro-phenyl)-vinyl]-thiophene 

Relevant academic research and scientific papers

Synthesis and properties of push-pull chromophores for second-order nonlinear optics derived from π-extended tetrathiafulvalenes (TTFs)

Novel π-extended tetrathiafulvalene (exTTF) derivatives connected to a p-nitrophenyl electron-accepting unit through a π-conjugated oligoenic spacer (14a-c-16a-c) show good second-order optical nonlinearities. The effect of the conjugation length of the oligoenic spacer and the presence of a thiophene ring in the π-conjugated bridge (20a-c) have been theoretically (PM3) and/or experimentally (EFISH technique) studied. The redox properties of the novel compounds have been investigated by cyclic voltammetry (CV) and the CV data reveal the good donor ability of the exTTF unit. Although the energy of the intramolecular charge-transfer (ICT) band displayed by these compounds and their redox potentials are fairly insensitive to the nature of the conjugated spacer linking the donor and the acceptor moieties, an increase in their second order nonlinear optical responses is observed on increasing the conjugation lengths. Compounds 20a-c bearing a thiophene ring show a remarkable thermal stability with decomposition temperatures over 400°C. A new series of D-π-A compounds (23a-c) bearing a 1,3-dithiol-2-ylidene donor unit has also been synthesized and studied.

New uncharged 2-thienostilbene oximes as reactivators of organophosphate-inhibited cholinesterases

The inhibition of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) by organophosphates (OPs) as nerve agents and pesticides compromises normal cholinergic nerve signal transduction in the peripheral and central nervous systems (CNS) leading to cholinergic crisis. The treatment comprises an antimuscarinic drug and an oxime reactivator of the inhibited enzyme. Oximes in use have quaternary nitrogens, and therefore poorly cross the brain–blood barrier. In this work, we synthesized novel uncharged thienostilbene oximes by the Wittig reaction, converted to aldehydes by Vilsmeier formylation, and transformed to the corresponding uncharged oximes in very high yields. Eight trans,anti-and trans,syn-isomers of oximes were tested as reactivators of nerve-agent-inhibited AChE and BChE. Four derivatives reactivated cyclosarin-inhibited BChE up to 70% in two hours of reactivation, and docking studies confirmed their productive interactions with the active site of cyclosarin-inhibited BChE. Based on the moderate binding affinity of both AChE and BChE for all selected oximes, and in silico evaluated ADME properties regarding lipophilicity and CNS activity, these compounds present a new class of oximes with the potential for further development of CNS-active therapeutics in OP poisoning.

Syntheses of NLO diamino chromophores containing imidazole and thiophene rings as conjugation linkage

Three nonlinear optical chromophores bearing diamino groups have been synthesised, in which imidazole and thiophene rings were employed as elongated conjugation bridges.

Synthesis and characterization of end-functionalized oligo- (vinylthiophenes) with liquid crystal properties

A general scheme for the synthesis of end-functionalized conjugated (E)-vinylthiophene oligomers with liquid crystal and potential second-order non-linear optical properties is described. These push-pull thiophene-containing aromatic molecules show mesogenic properties over different temperature ranges depending on the chain length and the functional end-groups.