46496-80-4Relevant articles and documents
Anti-plasmodial and anti-trypanosomal activity of synthetic naphtho[2,3-b]thiophen-4,9-quinones
Zani, Carlos L.,Chiari, Egler,Krettli, Antoniana U.,Murta, Silvane M.F.,Cunningham, Mark L.,Fairlamb, Alan H.,Romanha, Alvaro J.
, p. 2185 - 2192 (1997)
Naphtho[2,3-b]thiophen-4,9-quinone and five derivatives were prepared using the Friedel-Crafts reaction and tandem-lithiation of aromatic diethylamides. These quinones were evaluated for their trypanocidal and anti-plasmodial activities by their effects on: (1) growth of epimastigote forms of Trypanosoma cruzi in vitro, (2) lysis of trypomastigote forms of T. cruzi in murine blood, (3) growth of Plasmodium falciparum in vitro, and (4) inhibition of the recombinant enzyme trypanothione reductase. The parent compound, naphtho[2,3-b]thiophen-4,9-quinone (3a), was among the most active quinone tested in vitro against P. falciparum at 0.2 μM. However, it was inactive against P. berghei-infected mice treated with 2.3 mmol/kg daily for 5 days. Most of the quinones prepared were active against T. cruzi epimastigotes in culture but exhibited weak activity at 4°C against trypomastigotes in murine blood as well against the enzyme trypanothione reductase. Further structural modifications will be necessary to improve the in vivo activity of the naphthothiophenquinones.
A new pseudo rubrene analogue with excellent film forming ability
Zhang, Xiaotao,Meng, Qing,He, Yudong,Wang, Chengliang,Dong, Huanli,Hu, Wenping
, p. 631 - 635 (2011)
A novel pseudo rubrene analogue, 6,11-di(thiophen-2-yl)-tetracene-5,12- dione (DTTDO) was synthesized, in which two thienyl groups and two carbonyl groups replacing four phenyl groups in the rubrene molecule were connected to the backbone of tetracene. This compound was characterized by single crystal X-ray structure analysis, thermogravimetric analysis, absorption spectra and electrochemical measurements. Unlike rubrene, DTTDO exhibited excellent film forming ability by normal vacuum deposition, indicating its promising applications in organic thin film transistors.
Metal-Free Arylation-Lactonization Sequence of γ-Alkenoic Acids Using Anilines as Aryl Radical Precursors
Felipe-Blanco, Diego,Gonzalez-Gomez, Jose C.
supporting information, p. 7735 - 7744 (2019/12/24)
The presence of salicylic acid (10 mol-%) and H2O (10 equiv.) significantly improves the arylation-lactonization sequence of γ-alkenoic acids with in situ formed diazonium salts (from bench stable anilines). The reaction is finished in less than 5 h without thermal or photochemical activation, giving access to a variety of γ,γ-disubstituted butyrolactones. The protocol is user-friendly and can be used at gram-scale or adapted to transform alkenols into phthalanes. Control experiments revealed that aryl radicals participate in the reaction and a plausible mechanism is proposed to include this and other mechanistic investigations, for the catalyzed and the background reaction.
Synthesis and characterization of benzannelated thienyl oligomers
Amaladass, Pitchamuthu,Clement, J. Arul,Mohanakrishnan, Arasambattu K.
scheme or table, p. 3798 - 3810 (2009/04/07)
An array of 1,3-diarylbenzo[c]thiophenes have been synthesized by the ring-opening of lactones followed by thionation using Lawesson's reagent with concurrent intramolecular cyclization. Photophysical studies of the various benzo[c]thiophene analogues are presented. The results of a cyclic voltammetric investigation of the benzo[c]thiophenes are also reported.
