4-PYRIMIDONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C4H4N2O
Molecular Weight	96.0874
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1NC=NC=C1

InChI

InChIKey=DNCYBUMDUBHIJZ-UHFFFAOYSA-N

InChI=1S/C4H4N2O/c7-4-1-2-5-3-6-4/h1-3H,(H,5,6,7)

HIDE SMILES / InChI

Molecular Formula	C4H4N2O
Molecular Weight	96.0874
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Molecular mechanisms of ultraviolet radiation-induced DNA damage and repair.	2010-12-16	21209706
Tautomerism in 4-hydroxypyrimidine, S-methyl-2-thiouracil, and 2-thiouracil.	2010-12-09	21058636
A short synthesis of the triazolopyrimidine antibiotic essramycin.	2010-11-29	20836523
2-Isopropyl-6-methyl-pyrimidin-4(3H)-one.	2010-08-28	21588778
3-Phenyl-2-(pyrrolidin-1-yl)-5,6-dihydro-8H-thio-pyrano[4',3':4,5]thieno[2,3-d]pyrimidin-4(3H)-one.	2010-08-25	21588734
Titanium(IV) isopropoxide mediated synthesis of pyrimidin-4-ones.	2010-05-21	20415483
Comparison of the non-radiative decay mechanisms of 4-pyrimidinone and uracil: an ab initio study.	2010-05-21	20407677
Synthesis and biological activity of N(4)-phenylsubstituted-6-(2,4-dichloro phenylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamines as vascular endothelial growth factor receptor-2 inhibitors and antiangiogenic and antitumor agents.	2010-05-15	20403700
Melanoma: Stem cells, sun exposure and hallmarks for carcinogenesis, molecular concepts and future clinical implications.	2010-04-01	20442802
A eukaryotic-acquired gene by a biotrophic phytopathogen allows prolonged survival on the host by counteracting the shut-down of plant photosynthesis.	2010-01-28	20126632
Role of the carbonyl group of the (6-4) photoproduct in the (6-4) photolyase reaction.	2009-10-06	19715341
Formation of uracil from the ultraviolet photo-irradiation of pyrimidine in pure H2O ices.	2009-09	19778279
6-Amino-2,5-bis-(pivaloylamino)pyrimidin-4(3H)-one dihydrate.	2009-06-06	21582786
An iron(II) dependent formamide hydrolase catalyzes the second step in the archaeal biosynthetic pathway to riboflavin and 7,8-didemethyl-8-hydroxy-5-deazariboflavin.	2009-05-19	19309161
Parallel solid-phase synthesis and high-throughput 1H NMR evaluation of a 96-member 1,2,4-trisubstituted-pyrimidin-6-one-5-carboxylic acid library.	2009-03-20	19296668
Raltegravir, elvitegravir, and metoogravir: the birth of "me-too" HIV-1 integrase inhibitors.	2009-03-05	19265512
Inhibition of iNOS and COX-2 in human whole blood ex vivo and monocyte-macrophage J774 cells by a new group of aminothiopyrimidone derivatives.	2009-03-01	19200742
Pyrimidone derivative inhibits simian immunodeficiency virus-induced apoptosis of CEM x174 cells.	2009-02	19063983
Spectroscopic analysis of the pyrimidine(6-4)pyrimidone photoproduct: insights into the (6-4) photolyase reaction.	2009-01-07	19081959
Recognition and reaction mechanisms of the (6-4) photolyase as determined by using a (6-4) photoproduct analog.	2009	19749340
Synthesis, structure and spectral investigation of hydrogen bonded helical chain in mixed ligand Cu(II) pyrimidone complex.	2008-11-15	18295537
Design, synthesis, and biological evaluation of potent c-Met inhibitors.	2008-09-25	18763753
Bis[μ-3-(2-hydroxy-ethyl)-2-methyl-4-oxo-4H-pyrido[1,2-a]pyrimidin-9-olato-κN,O:O]bis[aquachloridocopper(II)].	2008-09-13	21201016
3D-QSAR CoMFA of a series of DABO derivatives as HIV-1 reverse transcriptase non-nucleoside inhibitors.	2008-08	18671385
The mechanism of ureido-pyrimidinone:2,7-diamido-naphthyridine complexation and the presence of kinetically controlled pathways in multicomponent hydrogen-bonded systems.	2008-04-23	18373340
The first metal complexes of 4,6-diamino-1-hydro-5-hydroxy-pyrimidine-2-thione: preparation, physical and spectroscopic studies, and preliminary antimicrobial properties.	2008	19325921
Formamide as the main building block in the origin of nucleic acids.	2007-08-16	17767725
Novel vanilloid receptor-1 antagonists: 1. Conformationally restricted analogues of trans-cinnamides.	2007-07-26	17585749
Probing the solvent-induced tautomerism of a redox-active ureidopyrimidinone.	2007-06-14	17534505
Systematic effect of benzo-annelation on oxo-hydroxy tautomerism of heterocyclic compounds. Experimental matrix-isolation and theoretical study.	2007-06-14	17511432
Gas-phase tautomeric equilibrium of 4-hydroxypyrimidine with its ketonic forms: a free jet millimeterwave spectroscopy study.	2007-05-16	17447767
How resonance assists hydrogen bonding interactions: an energy decomposition analysis.	2007-01-15	17143867
Spectroscopic studies on a novel intramolecular hydrogen bond within the (6-4) photoproduct.	2007	18029595
Dimerization and double proton transfer-induced tautomerism of 4(3H)-pyrimidinone in solution studied by IR spectroscopy and quantum chemical calculations.	2006-12-28	17181298
UV-induced generation of rare tautomers of allopurinol and 9-methylhypoxanthine -- a matrix isolation FTIR study.	2006-07-20	16600471
Analytical and semipreparative high performance liquid chromatography separation of stereoisomers of novel 3,4-dihydropyrimidin-4(3H)-one derivatives on the immobilised amylose-based Chiralpak IA chiral stationary phase.	2006-07	16894784
H2, N2, CO, and CO2 sorption properties of a series of robust sodalite-type microporous coordination polymers.	2006-03-20	16529456
Involvement of molybdenum hydroxylases in reductive metabolism of nitro polycyclic aromatic hydrocarbons in mammalian skin.	2005-09	15932950
Nucleotide excision repair activity varies among murine spermatogenic cell types.	2005-07	15758148
Ureidopyrimidinones incorporating a functionalizable p-aminophenyl electron-donating group at C-6.	2005-04-01	15787562
A theoretical study on the structure-activity relationships of metabolites of folates as antioxidants and its implications for rational design of antioxidants.	2005-02-15	15670910
Phenoxydifluoromethyl substituted nitrogen heterocycles. Synthesis and heterocyclization reactions of ethyl 4,4-difluoro- 4-phenoxyacetoacetate.	2004-02-28	18007420
Coordination frameworks containing the pyrimidin-4-olate ligand. Synthesis, thermal, magnetic, and ab initio XRPD structural characterization of nickel and zinc derivatives.	2004-01-26	14731009
Xanthine oxidase-catalyzed metabolism of 2-nitrofluorene, a carcinogenic air pollutant, in rat skin.	2003-04	12642461
The identification of clinical candidate SB-480848: a potent inhibitor of lipoprotein-associated phospholipase A2.	2003-03-24	12643913
Coumarin, chromone, and 4(3H)-pyrimidinone novel bicyclic and tricyclic derivatives as antiplatelet agents: synthesis, biological evaluation, and comparative molecular field analysis.	2003-01-02	12467715
Ab initio study of the (5R)- and (5S)-TT pyrimidine h5(6-4) pyrimidone photoproducts. Implications on the design of new biologically relevant analogues.	2002-12-27	12492313
PMT13, a pyrimidone analogue of thiazolidinedione improves insulin resistance-associated disorders in animal models of type 2 diabetes.	2002-09	12190995
Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii.	1995-11-09	7503772
Structure-activity relationship of ligands of uracil phosphoribosyltransferase from Toxoplasma gondii.	1994-08-17	8080452

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:18:47 GMT 2025` Edited by `admin` on `Mon Mar 31 19:18:47 GMT 2025`
Record UNII	K43V90OY4L
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

4-PYRIMIDONE

Systematic Name

English

NSC-1575

Preferred Name

English

4-PYRIMIDINOL

Systematic Name

English

NSC-157911

Code

English

4-PYRIMIDINONE

Systematic Name

English

4(1H)-PYRIMIDINONE

Systematic Name

English

DEAMINOISOCYTOSINE

Common Name

English

4-HYDROXYPYRIMIDINE

Systematic Name

English

4(3H)-PYRIMIDINONE

Systematic Name

English

4-OXOPYRIMIDINE

Systematic Name

English

Code System Code Type Description

ECHA (EC/EINECS)

224-932-4