Substituted pyrimidine derivatives

Ebook "Photofunctionalization of molecular switch based on pyrimidine ring rotation in copper complexes" provides a detailed description of photofunctionalization of molecular switch based on pyrimidine ring rotational isomerization in copper complexes bearing two bidentate ligands. The most important features of this work focus on the properties associated with the rotational isomerization based on the two possible coordination geometries at the copper center derived from two nitrogen atoms on the unsymmetrically substituted pyrimidine ring.

131p nhanphanguyet 28-01-2024 3 2   Download

3-Substituted-1-phenyl-1H -pyrazolo[3,4-d]pyrimidin-4-amines 2a–c were synthesized by treating 5-aminopyrazole-4-carbonitriles 1a–c with formamide. The reactivity of compounds 1a–c towards some cyclic anhydrides was studied. The condensation of 5-aminopyrazole-4-carbonitrile 1b with triethylorthoformate gives imidate 7b, which reacts with a series of primary amines and leads to pyrazolo[3,4-d]pyrimidine-4-amines 9 and 10. The reaction of imidate 7b with ammonia and hydroxylamine afforded pyrazolopyrimidine 2b and pyrazolo[3,4-d]pyrimidin-5-(4H)-ol 11, respectively.

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The cyclocondensation of 2-amino-5,6,7,8-tetrahydro-4H -cyclohepta[b] selenophene-3-carbonitrile (1) with formic acid and formamide gave the selenophenopyrimidine 15 and selenophenopyrimidone 6 derivatives. The reaction of 6 with phosphorus oxychloride produced 4-chloro-6,7,8,9-tetrahydro-5H -cyclohepta[4,5] seleno[2,3-d]pyrimidine (12), the key compound for our nucleophilic substitution reactions.

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A series of 1,4-phenylene-bis-chalcones 3a–3h were synthesized by the reaction of terephthalaldehyde with substituted arylketones in this study. The novel 1,4-phenylene-bis-pyrimidine-2-amine derivatives 5a–5h were obtained by the addition of guanidine hydrochloride to 1,4-phenylene-bis-chalcone 3a–3h in ethanolic KOH under reflux conditions. The structure of the compounds was explained by means of IR, 1H NMR, 13C NMR, and elemental analyses. The anticancer activities of 3a–3h and 5a–5h were investigated against rat brain tumor cells and human uterus carcinoma in vitro.

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Twenty-five new hydroxy- and methoxy-substituted 4,6-diarylpyrimidin-2(1H)-ol (20–34) and 4,6-diarylpyrimidine-2(1H)-thiol derivatives (35–44) were synthesized from the reaction of the corresponding 1,3-diaryl-2-propene-1- one compounds (1–19) with urea or thiourea using the solid-phase microwave method. All the new synthetic compounds (20–44) were evaluated with regard to their α-glucosidase activity. However, only compounds 22–25, 27, 31, 34, 35, 37, and 40 exhibited a greater inhibitory effect than standard acarbose. The IC50 values of the active compounds ranged between 2.36 and 13.

16p tudichquannguyet 29-11-2021 9 1   Download

A novel series of 5-(substituted aldehyde)-7-methyl-3-oxo-N-phenyl-2-((3,4,5,6-tetrahydroxytetrahydro2H-pyran-2-yl)methylene)-1,2,3,5-tetrahydroimidazo[1,2-a]pyrimidine-6-carboxamide analogues (1–24) was synthesized using the Biginelli condensation.

11p vijiraiya2711 27-05-2020 15 1   Download

A series of novel 10-phenylsulfonyl-2-substituted-4,10 dihydrobenzo[4,5]imidazo[1,2- a]pyrimidin-4-one derivatives obtained from N-sulfonation of 2-substituted-pyrimido[1,2- a]benzimidazol-4(10H)-ones and screened for for their in vitro anti-tuberculosis activities against Mycobacterium tuberculosis H37Rv by Microplate Alamar Blue Assay (MABA) method.

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The selectivity index of these compounds is similar to that of cidofovir. Although antiviral activity was evident in secondary assays, significant virus inhibition occurred at or near the cytotoxic concentration (SI90=1).

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A new, simple thermally efficient and solvent-free condensation of 2-amino-3-cyano-6-methyl-4- phenyl-4H-pyran-5-ethylcarboxylate derivatives with coumarin-3-carboxylic acid employing pentafluorophenylammonium triflate (PFPAT) as an inexpensive organocatalyst for the synthesis of a series of ethyl 4,5-dihydro 7-methyl-2-(2-oxo-2H-chromen-3-yl)-4-oxo-5-aryl-3H-chromeno[2,3-d]pyrimidine-6-carboxylate derivatives is described. This method has the advantages of high yields, a cleaner reaction, simple methodology, short reaction times, easy workup, and greener conditions.

10p kethamoi1 17-11-2019 19 1   Download

The reaction of 6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione (1) as a binucleophile with primary aromatic or heterocyclic amines and formaldehyde or aromatic (heterocyclic) aldehydes in a molar ratio (1:1:2) gave the pyrimido[4,5-d]pyrimidin-2,4-dione ring systems 2–5. Treatment of 1 with diamines and formalin in molar ratio (2:1:4) gave the bis-pyrimido[4,5-d]pyrimidin-2,4-diones 6–8. Furthermore, substituted pyrimido[4,5-d]pyrimidin-2,4-diones with uracil derivative 11 or spiro indole 16 were synthesized.

7p kethamoi1 17-11-2019 16 1   Download