- Synthesis and biological evaluation of sulfonilamidothienopyrimidinone derivatives as novel anti-inflammatory agents
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Eight new sulfonilamidothienopyrimidinone derivatives (1-8) were synthesized and evaluated for their antiinflammatory activity on the human keratinocyte line NCTC 2544. The potential anti-inflammatory activity of the derivatives (1-8) was evaluated by det
- Barone, Mariarita,Santagati, Andrea,Graziano, Adriana C. E.,Fortuna, Cosimo G.,Ronsisvalle, Giuseppe,Cardile, Venera
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p. 700 - 710
(2015/04/14)
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- ANT-LIGANDS MOLECULES AND BIOLOGICAL APPLICATIONS
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The invention relates to molecules ANT-ligands having a substituted nitrogeneous heterocycle A wherein —A is a substituted pyrazinone of formula I wherein R1 is —(CH2)n —CO—OH; —(CH2)n —CO—OR; —(CH2)n —CO—NHR; —(CH2)n —CO—N(R, R′); —(CH2)n —OH; —(CH2)n —OR; —(CH2)n —OAr; —(CH2)n —C(R,R′) —(CH2)n —OH, R and R′, in the above radicals, being identical or different and representing H or a C1-C12 alkyl or cycloalkyl radical; and Ar is a phenyl or Het., Het. representing an heterocyclic radical with one or several hetero atoms selected between N, S and O, said phenyl or heterocycle being optionally substituted by one or several atoms, groups or radicals selected from halogen atoms such as Cl, Br, I, or halogenated groups such as —CCl3 or —CF3; one or several —OH, —OR, —COOH or —COOR groups; a phenyl; a linear or branched C1-C12 alkyl radical; —NH—COR; or —CN; said groups occupying the same or different positions on the phenyl or heterocyclic radical; a linear or branched C1-C12 alkyl radical; a linear or branched C2-C12 alkylene radical; —(CH2)n —C3-C6 cycloalkyl radical; —(CH2)n Ar or —(CH2)n Het.; —(CH2)n —NH—CO—R; —(CH2)n —NH2; —(CH2)n—N(R,R′); —(CH2)n—NH—CO—OH; —(CH2)n—NH—CO—OR; —NH—(CH2)n—CO—OH; —NH—(CH2)n—CO—OR; R2 is —(CH2)n-Ar, Ar being such as above defined and being optionally substituted such as above defined; a linear or branched C1-C12 alkyl or C2-C12 alkylene radical with one or several double bonds; —(CH2)n —OH; —(CH2)n —OR; —(CH2)n —CO—Het; —(CH2)n —NH—CO—R; —(CH2)n —NH2; —(CH2)n —N(R,R′); —(CH2)n —CO—OH; —(CH2)n —CO—OR; a linear or branched C1-C12 alkyl radical; —(CH2)n —C(R)=CH—C (R)=CH2, R3 forms a phenyl or an heterocyclic condensed group with the two adjacent carbons of the pyrazinone residue, said condensed group being optionally substituted such as above defined for Ar and Het.; and/or condensed to a cyclohexyl or oxanyl group, in turn optionally substituted such as above defined for Ar; n is 0 or an integer from 1 to 5; or A is a substituted pyrazine of formula II wherein R4 is a —CO—NH—Ar radical, optionally substituted such as above defined; R5 forms a phenyl or heterocyclic group condensed to the two adjacent carbon groups of the pyrazine residue, said phenyl or heterocyclic group being optionally substituted such as above defined, and Ar being such as above defined with respect to formula I or A is a substituted pyridine group of formula III wherein, Ar and R2 are as above defined with respect to formula I.
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Page/Page column 10
(2011/04/25)
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- Pyrimido-Benzimidazole Derivatives and the Use Thereof in the Form of Agonists and Antagonists of Melanocortin Receptors
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The invention relates to novel pyrimido-benzimidazole derivatives. Said products exhibit a good affinity for certain melanocortin receptor sub-types, in particular MC4 receptors. Said products represent a particular interest for treating pathological disorders and diseases associated with one or several melanocortin receptors. Pharmaceutical compositions containing said products and the use thereof for a drug preparation are also disclosed.
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Page/Page column 6
(2009/09/05)
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- Copper-catalyzed coupling reaction of 2-thioxo-4-quinazolinone and thieno[3,2-d]pyrimidin-4-one methane sulphonamide with aryl iodides: Preparation of potential COX-2 selective inhibitors
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Thio-aryl methane sulfonamide derivatives of 4-quinazolinone and thieno[2,3-d]pyrimidin-4-one were synthesized using powdery copper/copper(I) iodide as catalyst; their structural elucidation is also reported. These derivatives were planned as sulfur bioisosteres of selective COX-2 inhibitor drugs. Copyright Taylor & Francis Group, LLC.
- Perdicaro, Antonio,Granata, Giuseppe,Marrazzo, Agostino,Santagati, Andrea
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p. 723 - 737
(2008/09/16)
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- 2-(Diethylamino)thieno[1,3]oxazin-4-ones as stable inhibitors of human leukocyte elastase
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A series of 2-(diethylamino)thieno[1,3]oxazin-4-ones was synthesized and evaluated in vitro for inhibitory activity toward human leukocyte elastase (HLE). The Gewald thiophene synthesis was utilized to obtain several ethyl 2-aminothiophene-3- carboxylates. These precursors were subjected to a five-step route to obtain thieno[2,3-d][1,3]oxazin-4-ones bearing various substituents at positions 5 and 6. Both thieno[2,3-d] and thieno[3,2-d] fused oxazin-4-ones possess extraordinary chemical stability, which was expressed as rate constants of the alkaline hydrolysis. The kinetic parameters of the HLE inhibition were determined. The most potent compound, 2-(diethylamino)-4H- [1]benzothieno[2,3-d][1,3]oxazin-4-one, exhibited a K(i) value of 5.8 nM. 2-(Diethylamino)thieno[1,3]oxazin-4-ones act as acyl- enzyme inhibitors of HLE, similar to the inhibition of serine proteases by 4H-3,1-benzoxazin-4-ones. The isosteric benzene- thiophene replacement accounts for an enhanced stability of the acyl-enzyme intermediates.
- Gütschow, Michael,Kuerschner, Lars,Neumann, Ulf,Pietsch, Markus,L?ser, Reik,Koglin, Norman,Eger, Kurt
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p. 5437 - 5447
(2007/10/03)
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- Antiallerigically-active imidazothienopyrimidine derivatives
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Antiallergically-active pyrimidine derivatives of the formula STR1 wherein R1 is hydrogen, chlorine, bromine or C1-4 -alkyl, and R2 is hydrogen or methyl, prepared starting from corresponding 4-oxothieno-[3,2-d]pyrimidine derivatives, are described.
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