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Pyrimidines

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Definition: A family of 6-membered heterocyclic compounds occurring in nature in a wide variety of forms. They include several nucleic acid constituents (CYTOSINE; THYMINE; and URACIL) and form the basic structure of the barbiturates.     
Examples Buspirone; Dipyridamole; Epirizole; Fursultiamin; Hexetidine; Minoxidil; Mopidamol; Morantel; Nicarbazin; Oxypurinol; Pyrantel; Pyrimethamine; Pyrimidine Nucleosides; Pyrimidine Nucleotides; Pyrimidinones; Pyrithiamine; Thiamine; Trapidil; Trimethoprim
 
SubstanceCAS Registry & nameCategoriesSourceDrugs*
1-(7-(2-amino-6-(4-methylpiperazin-1-yl)pyrimidin-4-yl)-3,4-dihydroisoquinolin-2(1H)-yl)-2-cyclopentylethanone  0   *Isoquinolines *Pyrimidines Histamine Antagonists. Eur J Pharmacol. 2012 Jan 30;675(1-3):47-56.
(1H-indol-2-yl)(4-(phenylamino)thieno(2,3-d)pyrimidin-6-yl)methanone  0   *Indoles *Pyrimidines. Bioorg Med Chem. 2012 Jan 1;20(1):125-36
3,4-dihydro-2-(4-chlorophenyl)-6-(4-methoxyphenyl)-4-oxo-pyrimidine-5-carbonitrile  0   *Nitriles *Pyrimidines. Molecules. 2012;17(1) (dup#13):809-19
3,4-dihydro-2-phenyl-6-para-fluorophenyl-4-oxo-pyrimidine-5-carbonitrile  0   *Nitriles *Pyrimidines. Molecules. 2012;17(1) (dup#13):809-19
(4-(3-chloro-4-fluorophenylamino)thieno(2,3-d)pyrimidin-6-yl)(5-hydroxy-1H-indol-2-yl)methanone  0   *Indoles *Pyrimidines. Bioorg Med Chem. 2012 Jan 1;20(1):125-36
(4-(3-chlorophenylamino)thieno(2,3-d)pyrimidin-6-yl)(1H-indol-2-yl)methanone  0   *Indoles *Pyrimidines. Bioorg Med Chem. 2012 Jan 1;20(1):125-36
8-amino-3-(2,3-dihydroxypropyl)imidazo(4',5'-5,6)pyrido(2,3-d)pyrimidine  0   *Imidazoles *Pyrimidines. Bioorg Med Chem. 2012 Jan 1;20(1):16-24
2-amino-8-(2-morpholinoethoxy)-4-phenyl-5H-indeno(1,2-d)pyrimidin-5-one  0   *Indenes *Pyrimidines Adenosine A1 Receptor Antagonists Adenosine A2 Receptor Antagonists. J Med Chem. 2012 Feb 9;55(3):1402-17.
2-amino-8-(4-methylpiperazine-1-carbonyl)-4-phenyl-5H-indeno(1,2-d)pyrimidin-5-one  0   *Indenes *Pyrimidines Adenosine A1 Receptor Antagonists Adenosine A2 Receptor Antagonists. J Med Chem. 2012 Feb 9;55(3):1402-17.
WZ4002  0   *Acrylamides *Pyrimidines Receptor, Epidermal Growth Factor/antagonists & inhibitors. Lab Invest. 2012 Mar;92(3):371-83.
5-(3-ethyl-1,2,4-oxadiazol-5-yl)-1,4,5,6-tetrahydropyrimidine  0   *Oxadiazoles *Pyrimidines Muscarinic Agonists Receptor, Muscarinic M1/agonists. J Pharmacol Exp Ther. 2012 Mar;340(3):588-94.
4-(3-(2H-1,2,3-triazol-2-yl)phenylamino)-2-(2-aminocyclohexylamino)pyrimidine-5-carboxamide  0   *Cyclohexylamines *Pyrimidines. J Pharmacol Exp Ther. 2012 Feb;340(2):350-9.
pirafen  0   *Phosphinic Acids *Pyrimidines Plant Growth Regulators. Dokl Biochem Biophys. 2011 Nov-Dec;441():283-6
2-amino-7-(4-fluoro-2-(6-methoxypyridin-2-yl)phenyl)-4-methyl-7,8-dihydropyrido(4,3-d)pyrimidin-5(6H)-one  0   *Pyridones *Pyrimidines HSP90 Heat-Shock Proteins/antagonists & inhibitors. Anticancer Res. 2012 Feb;32(2):453-62.
4-(3-(benzyloxy)phenyl)-2-(ethylsulfinyl)-6-(trifluoromethyl)pyrimidine  0   *Pyrimidines. Biochem Biophys Res Commun. 2012 Jan 6;417(1):558-63
P3155  0   *Pyridines *Pyrimidines Hypoxia-Inducible Factor 1, alpha Subunit/antagonists & inhibitors. Bioorg Med Chem Lett. 2010 Nov 15;20(22):6426-9.
2-(4-(biphenyl-4-ylamino)-6-chloropyrimidin-2-ylthio)octanoic acid  0   *Octanoic Acids *Pyrimidines Lipoxygenase Inhibitors. Br J Pharmacol. 2011 Sep;164(2b):781-93.
2-amino-8-(4-(2-hydroxyethoxy)cyclohexyl)-6-(6-methoxypyridin-3-yl)-4-methylpyrido(2,3-d)pyrimidin-7(8H)-one  0   *Pyridones *Pyrimidines Phosphatidylinositol 3-Kinases/antagonists & inhibitors. Mol Cancer Ther. 2011 Nov;10(11):2189-99.
2-(difluoro-((4-ethylpyrimidinyl)thio)methyl)benzoxazole  0   *Benzoxazoles *Pyrimidines Reverse Transcriptase Inhibitors HIV Reverse Transcriptase. J Med Chem. 2011 Dec 8;54(23):7974-85.
2-(1-(2-(4-chlorophenyl)-5-methylpyrazolo(1,5-a)pyrimidin-7-yl)-2-piperidinyl)ethanol  0   *Pyrazoles *Pyrimidines GABA-B Receptor Agonists. Neuropharmacology. 2011 Oct-Nov;61(5-6):957-66
4,6-dichloro-5-formylpyrimidine  0   *Pyrimidines. Mol Divers. 2011 Nov;15(4):839-47
1-(4-((2-(2-aminopyrimidin-5-yl)-7-methyl-4-morpholinothieno(3,2-d)pyrimidin-6-yl)methyl)piperazin-1-yl)-2-hydroxypropan-1-one  0   *Pyrimidines *Bicyclo Compounds, Heterocyclic Phosphatidylinositol 3-Kinase/antagonists & inhibitors. J Med Chem. 2011 Nov 10;54(21):7579-87.
BAY 60-4552  0   *Pyrazoles *Pyrimidines Guanylate Cyclase Enzyme Activators. Eur Urol. 2011 Nov;60(5):1020-6.
LP105 compound  0   *Pyrimidines Lipoxygenase Inhibitors. Br J Pharmacol. 2011 Aug;163(8):1721-32
PF-3893787  0   *Pyrimidines *Pyrrolidines. Bioorg Med Chem Lett. 2011 Nov 1;21(21):6596-602
YHHU0895  0   *Indoles *Pyrimidines Antineoplastic Agents. Cancer Lett. 2012 Jan 1;314(1):54-62
LY2811376  0   *Pyrimidines *Thiazines. J Neurosci. 2011 Nov 16;31(46):16507-16
2-((6-(3-amino-3-methylpiperidine-1-yl)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5H-pyrrolo(3,2-d)pyrimidine-5-yl)methyl)-4-fluorobenzonitrile  0   *Pyrazoles *Pyrimidines Dipeptidyl-Peptidase IV Inhibitors. Bioorg Med Chem. 2011 Sep 15;19(18):5490-9.
2-(2-aminocyclohexylamino)-4-(m-tolylamino)pyrimidine-5-carboxamide  0   *Cyclohexylamines *Pyrimidines. Blood. 2011 Nov 3;118(18):5000-10.
7-(2-aminopyrimidin-5-yl)-1-((1-cyclopropyl-2,2,2-trifluoroethyl)amino)-5H-pyrido(4,3-b)indole-4-carboxamide  0   *Carbolines *Pyrimidines Janus Kinase 2/antagonists & inhibitors. J Med Chem. 2011 Oct 27;54(20):7334-49.
3-(2,6-dichloro-3,5-dimethoxyphenyl)-1-(6-(4-(4-ethylpiperazin-1-yl)-phenylamino)pyrimidin-4-yl)-1-methylurea  0   *Phenylurea Compounds *Pyrimidines Receptor, Fibroblast Growth Factor, Type 1/antagonists & inhibitors. J Med Chem. 2011 Oct 27;54(20):7066-83.
2-amino-4-(4-aminophenyl)-6-(3-bromophenyl)pyrimidine  0   *Pyrimidines. Chem Pharm Bull (Tokyo). 2011;59(9):1079-82
2-amino-4-(4-aminophenyl)-6-(2,4-dichlorophenyl)pyrimidine  0   *Pyrimidines. Chem Pharm Bull (Tokyo). 2011;59(9):1079-82
7-((2-(3-fluoropyridin-2-yl)-1H-imidazol-1-yl)methyl)-2-methyl-8-propyl-(1,2,4)triazolo(1,5-c)pyrimidine  0   *Pyrimidines *Triazoles Receptors, GABA-A GABA Agonists. Eur J Pharmacol. 2011 Oct 1;668(1-2):190-3.
5-((pyrimidin-2-ylthio)methyl)-1,3,4-oxadiazole-2(3H)-thione  0   *Oxadiazoles *Pyrimidines Antifungal Agents. Molecules. 2011;16(9) (dup#20):7662-71
4-((4-((2-chlorophenyl)(hydroxy)methyl)pyrimidin-2-yl)amino)benzonitrile  0   *Aniline Compounds *Pyrimidines. Bioorg Med Chem. 2011 Sep 1;19(17):5117-24.
7-(3-(4-(2-fluoroethoxy)phenyl)propyl)-2-(furan-2-yl)-7H-pyrazolo(4,3-e)(1,2,4)triazolo(1,5-c)pyrimidin-5-amine  0   *Pyrazoles *Pyrimidines Fluorine Radioisotopes. Nucl Med Biol. 2011 Aug;38(6):897-906.
2,3-dichloro-N-(1H-pyrrolo(2,3-b)pyridin-5-yl)benzamide  0   *Benzamides *Pyrimidines *Pyrroles. Eur J Pharmacol. 2011 Sep 30;667(1-3):74-9
3-(cyclopropylamino)-5-(3-(trifluoromethyl)phenylamino)pyrimido(4,5-c)quinoline-8-carboxylic acid  0   *Pyrimidines *Quinolines Casein Kinase II/antagonists & inhibitors. Biochemistry. 2011 Oct 4;50(39):8478-88.
5-(3-ethynylphenylamino)pyrimido(4,5-c)quinoline-8-carboxylic acid  0   *Pyrimidines *Quinolines Casein Kinase II/antagonists & inhibitors. Biochemistry. 2011 Oct 4;50(39):8478-88.
1,3,5-alternate azacalix(3)pyridine(3)pyrimidine  0   *Pyrimidines *Calixarenes. Chem Commun (Camb). 2011 Sep 14;47(34):9690-2
N-(4-(4-(morpholine-4-carbonyl)piperidine-1-yl)phenyl)-2-phenoxypyrimidine-5-carboxamide  0   *Morpholines *Pyrimidines. Prostaglandins Other Lipid Mediat. 2011 Aug;95(1-4):27-34.
(2-(2,6-dichlorobenzyl)thiazolo(5,4-d)pyrimidin-7-yl)-(4-trifluoromethylphenyl)amine  0   *Pyrimidines *Thiazoles TRPV Cation Channels/antagonists & inhibitors. Eur J Pharmacol 2011 Aug 1;663(1-3):40-50
PF 4840154  0   *Piperazines *Pyrimidines. Bioorg Med Chem Lett. 2011 Aug 15;21(16):4857-9.
2-((4,6-dimethylpyrimidin-2-yl)oxy)-3-cyano-3,3-diphenylpropionic acid  0   *Phenylpropionates *Pyrimidines Receptors, Endothelin/antagonists & inhibitors. Bioorg Med Chem Lett 2011 Jul 1;21(13):3894-7
2-amino-4-phenyl-8-pyrrolidin-1-ylmethylindeno(1,2-d)pyrimidin-5-one  0   *Indenes *Pyrimidines Receptor, Adenosine A1 Receptor, Adenosine A2A Purinergic P1 Receptor Antagonists. Chem Res Toxicol 2011 Jul 18;24(7):1012-30
ZRF4 compound  0   *Pyrimidines *Triazenes. Leukemia 2011 Sep;25(9):1512-6
SEN1176  0   *Pyrroles *Pyrimidines *Triazoles Anti-Inflammatory Agents. Alzheimers Dis. 2011;25(2):219-29
AZ 12253801  0   *Isoxazoles *Pyrimidines Receptor, IGF Type 1/antagonists & inhibitors. Br J Cancer 2011 Aug 23;105(5):649-57
2-diethanolamino-4,8-diheptamethyleneimino-6-((N-6-(fluorescein-6-carboxamido)hexanoylaminoethyl)ethanolamino)pyrimido(5,4-d)pyrimidine  0   *Fluoresceins *Pyrimidines. Bioconjug Chem 2011 Jun 15;22(6):1221-7
N-(4-methoxyphenyl)-N,2,6-trimethyl-6,7-dihydro-5H-cyclopenta(d)pyrimidin-4-aminium  0   *Aniline Compounds *Pyrimidines. J Med Chem 2011 Sep 8;54(17):6151-5
FK3453  0   *Pyridazines *Pyrimidines. Xenobiotica. 2011 May;41(5):372-84
3-(2-amino-6-chloropyrimidin-4-yl)-1,1-dimethylprop-2-yn-1-ol monohydrate  0   *Pyrimidines *Propanols. Acta Crystallogr C. 2011 Jul;67(Pt 7):o244-8
3-(2-amino-6-(3-hydroxy-3,3-dimethylprop-1-yn-1-yl)pyrimidin-4-yl)-1,1-dimethylprop-2-yn-1-ol  0   *Pyrimidines *Propanols. Acta Crystallogr C. 2011 Jul;67(Pt 7):o244-8
N-(3-fluoro-4-(5-phenylthieno(2,3-d)pyrimidin-4-yloxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide  0   *Pyrimidines *Thiophenes. Bioorg Med Chem 2011 Jul 1;19(13):3906-18
EGFR tyrosine kinase inhibitor 324674  0   *Anilides *Pyrimidines Receptor, Epidermal Growth Factor/antagonists & inhibitors. Biochem Biophys Res Commun 2011 Aug 12;411(4):751-6
3-(4'-(4'-fluorophenyl)-6'-phenylpyrimidin-2'-yl)-2-phenylthiazolidin-4-one  0   *Pyrimidines *Thiazolidines. J Enzyme Inhib Med Chem 2011 Jun;26(3):422-9
4-(4-chlorobenzyl)-1-(7H-pyrrolo(2,3-d)pyrimidin-4-yl)piperidin-4-amine  0   *Pyrimidines *Pyrroles Proto-Oncogene Proteins c-akt/antagonists & inhibitors. J Med Chem 2008 Apr 10;51(7):2147-57
4,6-di-(4-tert-butylphenyl)pyrimidine  0   *Pyrimidines. Inorg Chem. 2011 Jul 4;50(13):6304-13
2-isopropyl-6-methyl-4-pyrimidinol  0   *Pyrimidines. Environ Sci Technol. 2011 Jun 1;45(11):4995-5002
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Sources: NLM Medical Subject Headings, NIH UMLS, Drugs@FDA, FDA AERS original data copyright United States Government. No endorsement implied. Last modified 6/6/2012

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