82114-04-3Relevant academic research and scientific papers
SUBSTITUTED CARBOXAMIDES METHOD FOR PRODUCTION AND USE THEREOF AS TNF-ALPHA RELEASE INHIBITORS
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Page/Page column 35, (2010/11/24)
The invention relates to novel agents of formula (I), where R1 = aryl, optionally substituted with C1 to C5 alkyl, C2 to C5 alkenyl, C1 to C5 O-alkyl, aryloxy (O-aryl), C1/
Synthesis of 2,3-dihydro-imidazo[1,2-d]pyrimido[5',4':4.5]thieno[2,3-e]pyrimidines and 2H-3,4-dihydro-pyrimido[1,2-c]pyrimido[5',4':4,5]thieno[2,3-e]pyrimidi nes
Wagner,Vieweg,Leistner
, p. 588 - 591 (2007/10/02)
The reaction of dibenzoyldiacetonitrile with cyanothioacetamide gave 5-cyano-6-methyl-2-phenyl-pyrimid-4(3H)-thione (4) in good yield. The title compounds were synthesized on two different routes. On one way, 3-amino-thieno[2,3-d]pyrimidine-2-carbonic acid alkylesters obtained from 4 were after acetylation of the amino group to 9 transformed by reaction of aminoethanol to the hydroxy ethylated pyrimidothienopyrimidone 10b. This compound after chlorination to 11 by reaction with 1,2-diaminoethan or 1,3-diaminopropan yielded the desired tetracyclic substances 12 and 13. On the other way, 3-aminothieno[2,3d]pyrimidine-2-carboxamide 14 obtained from 4 gave via the pyrimidothienopyrimidone 15, the chloro compound 17 and the ω-hydroxyalkyl compounds 21 and 22 the title substances 23 and 24.
(Pyrimidinyloxy)acetic acids and pyrimidineacetic acids as a novel class of aldose reductase inhibitors
Ellingboe,Alessi,Millen,Sredy,King,Prusiewicz,Guzzo,VanEngen,Bagli
, p. 2892 - 2899 (2007/10/02)
Pyrimidineacetic acids and (pyrimidinyloxy)acetic acids were synthesized by alkylation, with methyl bromoacetate or tert-butyl bromoacetate as alkylating agents. Alkylation reaction at the nitrogen or oxygen atom for different substrates was found to be s
3-Amino-1H-pyrazolopyrimidines and 3-Aminoisothiazolopyrimidines as Precursors of Tricyclic Heteroaromatic Systems Containing a Bridgehead Nitrogen Atom.
Golec, Julian M. C.,Scrowston, Richard M.
, p. 326 - 345 (2007/10/02)
3-Amino-4-methyl-6-phenyl-1H-pyrazolopyrimidine (3a) and 3-amino-4-methyl-6-phenylisothiazolopyrimidine (9a) have been prepared.The former reacts with bromoacetone or 3-bromopentane-2,4-dione, to give tricyclic systems (1a) or (13) containing an extra pyrazole or pyrimidine ring, respectively; in each case the newly formed ring contains a bridgehead nitrogen atom, derived from N-2 of the starting material.With the same reagents, the latter undergoes an interesting ring-opening reaction, for which possible mechanisms are proposed.In contrast, 3-amino-1,2-benzisothiazole does not undergo ring fission under similar conditions, but gives rise to tricyclic compounds containing a bridgehead nitrogen atom.
Synthesis of 2,4-Dioxo-,2-Oxo-4-thio-,4-Oxo-, and 4-Thioxo-pyrimidine-5-carbonitriles
Cuadrado, Francisco J.,Perez, Miguel A.,Soto, Jose L.
, p. 2447 - 2450 (2007/10/02)
Methyl N-methoxycarbonylimidates (1)-(4) cyclized readily with 2-cyanoacetamide (5) or 2-cyanoethanethioamide (6) to 2,4-dioxopyrimidine-5-carbonitriles (7)-(10) or 2-oxo-4-thioxopyrimidine-5-carbonitriles (11) and (12).In analogous reactions with alkyl N-acylimidates (15)-(19) 4-oxopyrimidine-5-carbonitriles (20)-(23) or 4-thioxopyrimidine-5-carbonitrile (24) were obtained.Representatives of 4-thioxopyrimidine-5-carbonitriles (11), (24) were methylated to 4-methylthiopyrimidine-5-carbonitriles (13) and (25) or cyclized with methyl chloroacetate to give methyl thienopyrimidine-6-carboxylates (14) and (26)
