903161-06-8Relevant academic research and scientific papers
Microwave-assisted synthesis of fused tricyclic pyrazino[1,2-a]indole derivatives
Toche, Raghunath,Chavan, Sunil,Janrao, Ravindra
, p. 1507 - 1512 (2014)
A microwave-assisted expedient route for the synthesis of novel 3-phenylpyrazino[1,2-a]indol-1(2H)-one derivatives is reported. The method has advantages such as accelerated reaction rate, excellent yields, simplicity of operation, and is eco-friendly. Microwave heating of ammonium acetate generates the NH3 nucleophile required for the cyclization reaction and acetic acid. Graphical abstract: [Figure not available: see fulltext.]
Pyrrole- and indole-containing tranylcypromine derivatives as novel lysine-specific demethylase 1 inhibitors active on cancer cells
Rodriguez, Veronica,Valente, Sergio,Rovida, Stefano,Rotili, Dante,Stazi, Giulia,Lucidi, Alessia,Ciossani, Giuseppe,Mattevi, Andrea,Botrugno, Oronza A.,Dessanti, Paola,Mercurio, Ciro,Vianello, Paola,Minucci, Saverio,Varasi, Mario,Mai, Antonello
supporting information, p. 665 - 670 (2015/04/27)
On the basis of previous research showing the capability of N-carbobenzyloxy-(Z-)amino acid-tranylcypromine (-TCPA) derivatives to inhibit LSD1, we inserted at the 4-amino-TCPA moiety first a Z-Pro (9) and a Z-Gly (10) residue and then, after the encouraging data obtained for 9, a pyrrole and an indole ring in which the relative N1 position carried a acetophenone, a N-phenyl/benzylacetamide, or a Z chain (11a-f and 12a-f, respectively). In both series, the Z-pyrrole and indole derivatives 11e, f and 12e, f displayed high LSD1 inhibitory activity. The compounds are able to inhibit LSD1 in NB4 cells, increasing the expression of two related genes, GFI-1b and ITGAM, and to induce cell growth arrest in the AML MB4-11 and APL NB4 cell lines. This journal is
Facile synthesis of 6-aryl-5H-8-oxa-4b, 7-diaza-benzo[a]azulen-9-one derivatives, new tricyclic heterocycles
Reddy, Gade Srinivas,Praveen, Cherukupally,Rao, Javvaji Rama,Mukkanti, Kaga,Reddy, Padi Pratap
, p. 1083 - 1087 (2008/12/20)
(Chemical Equation Presented) 8-Oxa-4b,7-diaza-benzo[a]azulene-9-one system, a new tricyclic heterocyclic framework is designed through a simple and convenient synthetic sequence. Its 6-aryl derivatives are synthesized starting from ethyl indole-2-carboxylate. Reaction of differently substituted phenacyl bromides with ethyl indole-2-carboxylate, treatment of the resultant N-substituted indole-2-carboxylates with hydroxylamine hydrochloride to provide corresponding oximes, subsequent ester hydrolysis followed by dehydrative cyclisation furnished the desired compounds 5 a-g.
Expedient synthesis of 6-aryl derivatives of 3,4-dihydro-1,4,4a,6a- tetraaza-benzo[a]fluoren-2-one: A new heterocyclic framework
Reddy, Gade Srinivas,Rajasekhar, Kadaboina,Praveen, Cherukupally,Mukkanti, Kaga,Reddy, Padi Pratap
experimental part, p. 3884 - 3893 (2009/04/11)
3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one, a new tetracyclic heterocyclic framework, is designed through a simple and convenient synthetic sequence. Its 6-aryl derivatives are synthesized starting from 1H-indole-2-carboxylic acid. The reaction of differently substituted phenacyl bromides with 1H-indole-2-carboxylic acid and POCl3-mediated cyclization of the resultant 1H-indole-2-carboxylic acid phenacyl ester provided 2-oxa-4a-aza-fluoren-1-one, and its sequential reaction with hydrazine and 2-chloro-acetamide furnished the desired new heterocyclic compounds 7a-f. Copyright Taylor & Francis Group, LLC.
