139614-66-7Relevant articles and documents
Experimental and Theoretical Investigations Regarding the Thione–Thiol Tautomerism in 4-Benzyl-5-(thiophene-2-yl)-2,4-dihydro-3H-1,2,4-triazole-3-thione
Sarac,Orek,Koparir
, p. 100 - 107 (2021/03/09)
Abstract: The title compound was synthesized by ring-closure reaction of thiophene-2-carbohydrazide with benzyl isothiocyanate and characterized using spectroscopic methods (NMR and FT-IR). Quantum chemical calculations at the B3LYP/6-311++G(d,p) level we
Searching for novel scaffold of triazole non-nucleoside inhibitors of HIV-1 reverse transcriptase
Fr?czek, Tomasz,Paneth, Agata,Kamiński, Rafa?,Krakowiak, Agnieszka,Paneth, Piotr
, p. 481 - 489 (2016/03/26)
Azoles are a promising class of the new generation of HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs). From thousands of reported compounds, many possess the same basic structure of an aryl substituted azole ring linked by a thioglycolamide chain with another aromatic ring. In order to find novel extensions for this basic scaffold, we explored the 5-position substitution pattern of triazole NNRTIs using molecular docking followed by the synthesis of selected compounds. We found that heterocyclic substituents in the 5-position of the triazole ring are detrimental to the inhibitory activity of compounds with four-membered thioglycolamide linker and this substitution seems to be viable only for compounds with shorter two-membered linker. Promising compound, N-(4-carboxy-2-chlorophenyl)-2-((4-benzyl-5-methyl-4H-1,2,4-triazol-3-yl)sulfanyl)acetamide, with potent inhibitory activity and acceptable aqueous solubility has been identified in this study that could serve as lead scaffold for the development of novel water-soluble salts of triazole NNRTIs.
Small molecule inhibitors of HIV RT Ribonuclease H
Grandi, Martin Di,Olson, Matthew,Prashad, Amar S.,Bebernitz, Geraldine,Luckay, Amara,Mullen, Stanley,Hu, Yongbo,Krishnamurthy, Girija,Pitts, Keith,O'Connell, John
scheme or table, p. 398 - 402 (2010/04/05)
Two classes of compounds, thiocarbamates 1 and triazoles 2, have been identified as HIV RT RNase H inhibitors using a novel FRET-based HTS assay. The potent analogs in each series exhibited selectivity and were active in cell-based assays. In addition, sa
Triazole derivatives as non-nucleoside inhibitors of HIV-1 reverse transcriptase-Structure-activity relationships and crystallographic analysis
Kirschberg, Thorsten A.,Balakrishnan, Mini,Huang, Wei,Hluhanich, Rebecca,Kutty, Nilima,Liclican, Albert C.,McColl, Damian J.,Squires, Neil H.,Lansdon, Eric B.
, p. 1131 - 1134 (2008/12/21)
A series of 3,4,5-trisubstituted 1,2,4-4H triazole derivatives was synthesized and investigated for HIV-1 reverse transcriptase inhibition. An X-ray structure with HIV-1 RT secured the binding mode and allowed the key interactions with the enzyme to be identified.
Superior reactivity of thiosemicarbazides in the synthesis of 2-amino-1,3,4-oxadiazoles
Dolman, Sarah J.,Gosselin, Francis,O'Shea, Paul D.,Davies, Ian W.
, p. 9548 - 9551 (2007/10/03)
(Chemical Equation Presented) A facile and general protocol for the preparation of 2-amino-1,3,4-oxadiazoles is reported. This method relies on a tosyl chloride/pyridine-mediated cyclization of a thiosemicarbazide, which is readily prepared by acylation o
Triazole derivatives and method of using the same to treat HIV infections
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Page/Page column 8-9, (2008/06/13)
The present invention is directed to compounds of formula (I): wherein R1, R2 and R3 are independently selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, aryl and heteroaryl and X1 and X
