78283-21-3Relevant academic research and scientific papers
Keratin dyeing compounds, keratin dyeing compositions containing them, and use thereof
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Page/Page column 8, (2008/06/13)
Compositions for the oxidative dyeing of keratin fibers, comprising a medium suitable for dyeing and at least one bicyclic 5-6 systems of aza heteroaromatic keratin dyeing compounds wherein the 5-membered rings have one to three nitrogen atoms and an N-hydroxy or N-amino group and derivatives thereof. A method for oxidative dyeing of keratin fibers, comprising applying such compositions in the presence of an oxidizing agent, for a period sufficient to develop the desired coloration.
Synthesis and in vitro and in vivo antitumor activity of 2-phenylpyrroloquinolin-4-ones
Ferlin, Maria Grazia,Chiarelotto, Gianfranco,Gasparotto, Venusia,Dalla Via, Lisa,Pezzi, Vincenzo,Barzon, Luisa,Palu, Giorgio,Castagliuolo, Ignazio
, p. 3417 - 3427 (2007/10/03)
In our search for potential new anticancer drugs, we designed and synthesized a series of tricyclic compounds containing the antimitotic 2-phenylazaflavone chromophore fused to a pyrrole ring in a pyrroloquinoline structure. Compounds 8, 18, 19, 22, 23, 25 and 26, when tested against a panel of fourteen human tumor cell lines, showed poor in vitro cytotoxic activity, whereas 20, 21 and 24 showed significant activity (IC50 0.7 to 50 μM). Steroid hormone-sensitive ovary, liver, breast and adrenal gland adenocarcinoma cell lines displayed the highest sensitivity (IC50 0.7 to 8 μM). Compound 24 blocked cells in the G2/M phase of the cell cycle and induced a significant increase in apoptotis. Compounds 20, 21 and 24 proved to alter microtubule assembly and stability, displaying a cytoplasmic microtubule network similar to that caused by Vincristine. In vivo, administration of compound 24 to Balb/c mice inhibited the growth of a syngenic hepatocellular carcinoma.
Microwave assisted Leimgruber-Batcho reaction for the preparation of indoles, azaindoles and pyrroylquinolines
Siu, Jason,Baxendale, Ian R.,Ley, Steven V.
, p. 160 - 167 (2007/10/03)
The development of enhanced conditions for Lewis acid catalysed Leimgruber-Batcho indole synthesis using microwave acceleration is described. This approach has permitted the preparation of a variety of heteroaromatic enamine intermediates in good yield and high purities. Subsequent catalytic hydrogenation reactions, under various conditions including the use of a solid-phase encapsulated catalyst, furnish the corresponding indole derivatives in good yields.
A Regioselective Acylation of N-Substituted-4-Aminoindole. Its Application to the Synthesis of Indolactam V
Suarez, Alirica I.,Garcia, Maria C.,Compagnone, Reinaldo S.
, p. 523 - 531 (2007/10/03)
Optically active (-) Indolactam V (1) was formally synthesized with the defined stereochemistry, through an efficient procedure via bromationlithiation in the 3-position of the indole ring using 2,6-dinitrotoluene and the aminoacids: D-serine and D-valine
SYNTHESIS OF 4-SUBSTITUTED INDOLES FROM o-NITROTOLUENES
Kruse, Lawrence I.
, p. 1119 - 1124 (2007/10/02)
A facile two- or three-step transformation of o-nitrotoluenes into 4-substituted indoles is described.Treatment of o-nitrotoluenes 1 with DMF acetal, or sometimes more advantageously with tris(N,N-dimethylamino)methane, affords β-(N,N-dimethylamino)styrenes 2 which are readily converted too-nitrophenylacetaldehyde semicarbazones 3 without isolation.Reduction of either 2 or 3 affords 4-substituted indoles 4.Use of the very insoluble semicarbazones results in vastly superior yields of 4 by minimizing completing bimolecular condensation reactions during reduction.This new procedure has been applied to efficiently and conveniently prepare a series of 4-substituted indoles 4.
