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Literature summary for 2.4.2.4 extracted from

  • Iftikhar, F.; Yaqoob, F.; Tabassum, N.; Jan, M.S.; Sadiq, A.; Tahir, S.; Batool, T.; Niaz, B.; Ansari, F.L.; Choudhary, M.I.; Rashid, U.
    Design, synthesis, in-vitro thymidine phosphorylase inhibition, in-vivo antiangiogenic and in-silico studies of C-6 substituted dihydropyrimidines (2018), Bioorg. Chem., 80, 99-111 .
    View publication on PubMed
Search for more literature for 2.4.2.4

Inhibitors

Inhibitors Comment Organism Structure
7-deazaxanthine
-
 Escherichia coli
ethyl 4-(4-chlorophenyl)-2-oxo-6-([(pyridin-4-yl)formohydrazido]methyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 4-(4-chlorophenyl)-2-oxo-6-([[(5-phenyl-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl)methyl]amino]methyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 4-(4-chlorophenyl)-2-oxo-6-[[(E)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)amino]methyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 4-(4-chlorophenyl)-6-((3-methyl-5-oxo-2H-pyrazol-1(5H)-yl)methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 4-(4-chlorophenyl)-6-([(E)-[(4-chlorophenyl)methylidene]amino]methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 4-(4-chlorophenyl)-6-([(E)-[(4-methoxyphenyl)methylidene]amino]methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 4-(4-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 4-(4-chlorophenyl)-6-[([[5-(4-chlorophenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 4-(4-chlorophenyl)-6-[([[5-(4-methoxyphenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 4-(4-chlorophenyl)-6-[([[5-(4-methylphenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 6-((1H-imidazol-1-yl)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 6-((2-aminobenzoyloxy)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 6-((benzylamino)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 6-(benzoyloxymethyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 6-([(E)-[(4-bromophenyl)methylidene]amino]methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
ethyl 6-[([[5-(4-bromophenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
-
 Escherichia coli
additional information design, synthesis, in-vitro thymidine phosphorylase inhibition, in-vivo antiangiogenic and in-silico studies of C-6 substituted dihydropyrimidines, molecular docking study, overview. No inhibition by ethyl 4-(4-chlorophenyl)-6-((4-nitrobenzoyloxy)methyl)-2-oxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate, ethyl 4-(4-chlorophenyl)-6-([(E)-[(4-nitrophenyl)methylidene]amino]methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate, 5-acetyl-4-(4-chlorophenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one, ethyl 4-(3,4-dihydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate, 5-acetyl-1,6-dimethyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one, 5-acetyl-1,6-dimethyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one, ethyl 1-benzyl-6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate, ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate, 5-acetyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one, ethyl 4-(3-hydroxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate, and 5-acetyl-4-(3-hydroxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one Escherichia coli

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
thymine + 2-deoxy-alpha-D-ribose 1-phosphate Escherichia coli
-
 thymidine + phosphate
-
 r

Organism

Organism UniProt Comment Textmining
Escherichia coli P0C037
-
-

Source Tissue

Source Tissue Comment Organism Textmining
commercial preparation
-
 Escherichia coli
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
thymine + 2-deoxy-alpha-D-ribose 1-phosphate
-
 Escherichia coli thymidine + phosphate
-
 r

Synonyms

Synonyms Comment Organism
ppnP
-
 Escherichia coli
pyrimidine/purine nucleoside phosphorylase
-
 Escherichia coli

Temperature Optimum [°C]

Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
30
-
 assay at Escherichia coli

pH Optimum

pH Optimum Minimum pH Optimum Maximum Comment Organism
7
-
 assay at Escherichia coli

IC50 Value

IC50 Value IC50 Value Maximum Comment Organism Inhibitor Structure
0.00109
-
 pH 7.0, 30°C Escherichia coli ethyl 4-(4-chlorophenyl)-6-[([[5-(4-methylphenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
0.00657
-
 pH 7.0, 30°C Escherichia coli ethyl 4-(4-chlorophenyl)-6-[([[5-(4-chlorophenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
0.00914
-
 pH 7.0, 30°C Escherichia coli ethyl 4-(4-chlorophenyl)-2-oxo-6-([[(5-phenyl-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl)methyl]amino]methyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
0.0118
-
 pH 7.0, 30°C Escherichia coli ethyl 4-(4-chlorophenyl)-6-[([[5-(4-methoxyphenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
0.0145
-
 pH 7.0, 30°C Escherichia coli ethyl 6-[([[5-(4-bromophenyl)-2-sulfanylidene-1,3,4-oxadiazol-3(2H)-yl]methyl]amino)methyl]-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
0.02564
-
 pH 7.0, 30°C Escherichia coli ethyl 4-(4-chlorophenyl)-2-oxo-6-([(pyridin-4-yl)formohydrazido]methyl)-1,2,3,4-tetrahydropyrimidine-5-carboxylate
0.03226
-
 pH 7.0, 30°C Escherichia coli ethyl 4-(4-chlorophenyl)-2-oxo-6-[[(E)-(2-oxo-1,2-dihydro-3H-indol-3-ylidene)amino]methyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylate
0.0385
-
 pH 7.0, 30°C Escherichia coli ethyl 6-((benzylamino)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
0.03868
-
 pH 7.4, 25°C Escherichia coli 7-deazaxanthine
0.04065
-
 pH 7.0, 30°C Escherichia coli ethyl 6-((2-aminobenzoyloxy)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetra-hydropyrimidine-5-carboxylate
0.05334
-
 pH 7.0, 30°C Escherichia coli ethyl 4-(4-chlorophenyl)-6-((3-methyl-5-oxo-2H-pyrazol-1(5H)-yl)methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
0.06464
-
 pH 7.0, 30°C Escherichia coli ethyl 6-([(E)-[(4-bromophenyl)methylidene]amino]methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
0.08735
-
 pH 7.0, 30°C Escherichia coli ethyl 4-(4-chlorophenyl)-6-([(E)-[(4-chlorophenyl)methylidene]amino]methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
0.09525
-
 pH 7.0, 30°C Escherichia coli ethyl 6-(benzoyloxymethyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
0.118
-
 pH 7.0, 30°C Escherichia coli ethyl 4-(4-chlorophenyl)-6-([(E)-[(4-methoxyphenyl)methylidene]amino]methyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
0.1236
-
 pH 7.0, 30°C Escherichia coli ethyl 6-((benzylamino)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
0.1291
-
 pH 7.0, 30°C Escherichia coli ethyl 6-((1H-imidazol-1-yl)methyl)-4-(4-chlorophenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylate
0.1505
-
 pH 7.0, 30°C Escherichia coli ethyl 4-(4-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
0.279
-
 pH 7.0, 30°C Escherichia coli ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetrahydropyrimidine-5-carboxylate