36597-16-7Relevant academic research and scientific papers
A qualitative comparison of the reactivities of 3,4,4,5-Tetrachloro-4H-1,2,6-thiadiazine and 4,5-Dichloro-1,2,3-dithiazolium Chloride
Kalogirou, Andreas S.,Koutentis, Panayiotis A.
, p. 14576 - 14594 (2015)
The high yielding transformations of 3,4,4,5-tetrachloro-4H-1,2,6-thiadiazine into 3,5-dichloro-4H-1,2,6-thiadiazin-4-one (up to 85%) and 2-(3,5-dichloro-4H-1,2,6- thiadiazin-4-ylidene)malononitrile (up to 83%) have been investigated and compared to the a
Novel Antagonists of 5-HT3 Receptors. Synthesis and Biological Evaluation of Piperazinylquinoxaline Derivatives
Monge, A.,Palop, J. A.,Castillo, J. C. Del,Caldero, J. M.,Roca, J.,et al.
, p. 2745 - 2750 (1993)
A series of piperazinylquinoxalines has been synthesized and studied as 5-HT3 receptor antagonists in different preparations.Antagonism to 5-HT in the longitudinal muscle of the guinea pig ileum was particularly prominent in cyanoquinoxaline de
One-pot new synthetic method for 3-amino-2-quinoxalinecarbonitrile
Waly, Mohamed Attia,El-Gogary, Sameh Ramadan,El-Sepelgy, Osama Zakaria
experimental part, p. 739 - 743 (2011/03/19)
A new method for the preparation of 3-amino-2-quinoxalinecarbonitrile (1) was studied. A successful condensation reaction between bromomalononitrile and o-phenylenediamine in the presence of Lewis acid catalyst (AlCl3) was achieved to produce compound 1.
AMINO-QUINOXALINE AND AMINO-QUINOLINE COMPOUNDS FOR USE AS ADENOSINE A2A RECEPTOR ANTAGONISTS
-
, (2009/10/22)
Compounds of the Formula (I), where W represents CH or N; and Q represents -CN, -C(=NOH)NH2, -CONHR1 or various herein described heterocyclic radicals; as well as pharmaceutically acceptable salts, solvates, esters and prodrugs thereof are adenosine A2a receptor antagonists and, therefore, are useful in the treatment of central nervous system diseases, in particular Parkinson''s disease.
Chemistry of 4-chloro-5-cyano-1,2,3-dithiazolium chloride
Koutentis, Panayiotis A.,Rees, Charles W.
, p. 111 - 117 (2007/10/03)
The title compound 2, modelled on Appel salt 1, reacts as rapidly as 1 with phenols and anilines; since it lacks a good leaving group at the highly electrophilic C-5 position there is not one low energy reaction pathway, as there is with 1, and the reactions are complex giving more products in lower yields. With phenols it gives 2-aminobenzofuran-3-carbonitriles 3 resulting from initial nucleophilic attack through the phenolic ortho-carbon (Scheme 1). Aniline reacts with 2 largely through nitrogen to give 2-phenyliminopropanedinitrile 7 and the amidine 8, the bis-anilinomalononitrile 9 and the thioamide 10, all derived from 7 (Scheme 2). 1,4-Diaminobenzene reacts similarly with 2 to give the mono- and bis-dicyanoimines 22 and 23, whilst 1,2-diaminobenzene gives the cyclised product 2-aminoquinoxaline-3-carbonitrile 20. 1,8-Diaminonaphthalene gives the sulfur abstraction product, thiadiazine 24, and the quinomethane imine 25 and products derived from it (Scheme 7), in keeping with the high reactivity of the naphthalene ring towards electrophilic substitution. In all of these reactions with aromatic amines, salt 2 is acting as an equivalent of NC-C++-CN (umpolung of malononitrile) whilst with phenols it acts as an equivalent of dicyanocarbene, NC-C??-CN.
3-Amino-2-quinoxalinecarbonitrile. New fused quinoxalines with potential cytotoxic activity
Monge,Palop,Pinol,Martinez-Crespo,Narro,Gonzalez,Sainz,Lopez De Cerain,Hamilton,Barker
, p. 1135 - 1139 (2007/10/02)
Starting with 3-amino-2-quinoxalinecarbonitrile 1,4-dioxide 1, a new series of quinoxaline derivatives was prepared through chemical modifications of the 2-cyano and 3-amino groups. Nitration of 3-amino-2-quinoxalinecarbonitrile 3 afforded the 7-nitro derivative 6. Diazotation of 3 gave the 3-chloro compound 9. 2,3-Quinoxalinedicarbonitrile 14 was obtained from 9. Pyridazino[4,5-b]quinoxalines 15 and 16 were prepared by condensing 14 with hydrazine hydrate. A triazolo[4,5-b]quinoxaline 18, a isothiazolo[4,5-b]quinoxaline 20 and two pyrazolo[3,4-b]quinoxalines 21 and 22 were identified. Compounds were tested as cytotoxic agents both in oxic and in hypoxic cells.
