56824-84-1Relevant articles and documents
Preparation of acylthiophenes by iron(III) chloride catalyzed reactions of tris(2-thienyl)stibanes with acyl chlorides
Kakusawa, Naoki,Nakagawa, Yoshie,Toshima, Yutarou,Yasuike, Shuji,Kurita, Jyoji
, p. 1170 - 1175 (2015/07/15)
The reactions of tris(2-thienyl)stibanes with various acyl chlorides, using a catalytic amount of iron(III) chloride, afforded 2-acylthiophenes. Iron(III) chloride is presumed to act as a Lewis acid, and the ipso substituent of each 2-thienyl group of tris(2-thienyl)stibane is replaced with an acyl group. The reaction is highly atom-efficient in that all three thiophene rings of tris(2-thienyl)stibane take part in the reaction. The reaction procedure is so simple that it can also be carried out under solvent-free and aerobic conditions.
Novel 1-[2-(diarylmethoxy)ethyl]-2-methyl-5-nitroimidazoles as HIV-1 non-nucleoside reverse transcriptase inhibitors. A structure-activity relationship investigation
De Martino, Gabriella,Regina, Giuseppe La,Pasquali, Alessandra Di,Ragno, Rino,Bergamini, Alberto,Ciaprini, Chiara,Sinistro, Anna,Maga, Giovanni,Crespan, Emmanuele,Artico, Marino,Silvestri, Romano
, p. 4378 - 4388 (2007/10/03)
1-[2-(Diarylmethoxy)ethyl]-2-methyl-5-nitroimidazoles (DAMNIs) is a novel family of HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs) active at submicromolar concentration. Replacement of one phenyl ring of 1-[2-(diphenylmethoxy)ethyl]-2-methyl-5-nitroimidazole (4) with heterocyclic rings, such as 2-thienyl or 3-pyridinyl, led to novel DAMNIs with increased activity. In HIV-1 WT cell-based assay the racemic 1-{2-[α-(thiophen-2-yl) phenylmethoxy]ethyl}-2-methyl-5-nitroimidazole (7) (EC50 = 0.03 μM) proved 5 times more active than compound 4. Docking experiments showed that the introduction of a chiral center would not affect the binding of both (R)-7 and (S)-7. The internal scoring function of the Autodock program calculated the same inhibition constant (Ki = 7.9 nM) for the two enantiomers. Compounds 7 (ID50 = 8.25 μM) were found more active than efavirenz (ID50 = 25 μM) against the viral RT carrying the K103N mutation, suggesting for these compounds a potential use in efavirenz based anti-AIDS regimens.
Studies on the Chemistry of Thienoanellated O,N- and S,N-Containing Heterocycles, X: Synthesis of 2-Substituted Thieno-Diltiazem Derivatives
Puschmann, I.,Erker, T.
, p. 569 - 578 (2007/10/02)
The syntheses of 2-acetyl-, 2-benzyl-, and 2-ethyl-thieno-diltiazem derivatives are described starting from the corresponding 5-substituted 3-nitro-2-thiophenthiol via reaction with racemic methyl trans-3-(4-methoxyphenyl)-glycidate under different condit