Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C4H4N2 |
| Molecular Weight | 80.088 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C1=CN=CN=C1
InChI
InChIKey=CZPWVGJYEJSRLH-UHFFFAOYSA-N
InChI=1S/C4H4N2/c1-2-5-4-6-3-1/h1-4H
| Molecular Formula | C4H4N2 |
| Molecular Weight | 80.088 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Pyrimidine is an aromatic heterocyclic organic compound with nitrogen atoms at positions 1 and 3 in the ring. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives, including the nucleotides cytosine, thymine and uracil, thiamine (vitamin B1) and alloxan. It is also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. Pyrimidines serve essential functions in human metabolism as ribonucleotide bases in RNA (uracil and cytosine), and as deoxyribonucleotide bases in DNA (cytosine and thymine), and are linked by phosphodiester bridges to purine nucleotides in double-stranded DNA, in both the nucleus and the mitochondria. Pyrimidine activated sugars are also involved in polysaccharide and phospholipid synthesis, glucuronidation in detoxification processes, glycosylation of proteins and lipids and in the recently identified novel endothelium-derived vasoactive dinucleotides.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Purine but not pyrimidine nucleotides support rotation of F(1)-ATPase. | 2001-07-06 |
|
| Contribution of the bacterial endosymbiont to the biosynthesis of pyrimidine nucleotides in the deep-sea tube worm Riftia pachyptila. | 2001-06-29 |
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| Biosynthesis of riboflavin: studies on the mechanism of GTP cyclohydrolase II. | 2001-06-22 |
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| Stimulation of human endonuclease III by Y box-binding protein 1 (DNA-binding protein B). Interaction between a base excision repair enzyme and a transcription factor. | 2001-06-15 |
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| The mechanism of DNA cytosine-5 methylation. Kinetic and mutational dissection of Hhai methyltransferase. | 2001-06-15 |
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| The pyrimidine ring-opened derivative of 1,N6-ethenoadenine is excised from DNA by the Escherichia coli Fpg and Nth proteins. | 2001-06-15 |
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| Cyclobutane pyrimidine dimers and bulky chemical DNA adducts are efficiently repaired in both strands of either a transcriptionally active or promoter-deleted APRT gene. | 2001-05-18 |
|
| Dissecting a charged network at the active site of orotidine-5'-phosphate decarboxylase. | 2001-05-04 |
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| Damaged DNA-binding protein DDB stimulates the excision of cyclobutane pyrimidine dimers in vitro in concert with XPA and replication protein A. | 2001-05-04 |
|
| Role of DNA polymerase eta in the bypass of a (6-4) TT photoproduct. | 2001-05 |
|
| Tanning salon exposure and molecular alterations. | 2001-05 |
|
| Phosphorylation of uridine and cytidine nucleoside analogs by two human uridine-cytidine kinases. | 2001-05 |
|
| Selective growth inhibition by sangivamycin of human umbilical vein endothelial cells. | 2001-05 |
|
| Characterization of nucleoside transport systems in cultured rat epididymal epithelium. | 2001-05 |
|
| Preparation of 4'-substituted thymidines by substitution of the thymidine 5'-esters. | 2001-04-20 |
|
| A possible role of Ku in mediating sequential repair of closely opposed lesions. | 2001-04-20 |
|
| Base excision and DNA binding activities of human alkyladenine DNA glycosylase are sensitive to the base paired with a lesion. | 2001-04-20 |
|
| Uridine phosphorylase association with vimentin. Intracellular distribution and localization. | 2001-04-20 |
|
| ATP-dependent chromatin remodeling facilitates nucleotide excision repair of UV-induced DNA lesions in synthetic dinucleosomes. | 2001-04-17 |
|
| Binding of nucleotides to nucleoside diphosphate kinase: a calorimetric study. | 2001-04-17 |
|
| Evidence for a DNA triplex in a recombination-like motif: I. Recognition of Watson-Crick base pairs by natural bases in a high-stability triplex. | 2001-04-13 |
|
| Differences in thermostability of thymidine kinase isoenzymes in normal ovary and ovarian carcinoma. | 2001-04-13 |
|
| Selective recognition of pyrimidine motif triplexes by a protein encoded by the bacterial transposon Tn7. | 2001-04-13 |
|
| Solution conformation of an RNA--DNA hybrid duplex containing a pyrimidine RNA strand and a purine DNA strand. | 2001-04-12 |
|
| Effect of a combined administration of 5-fluorouracil and medroxyprogesterone acetate on pyrimidine nucleoside phosphorylases and thymidylate synthetase in 7,12-dimethylbenz. | 2001-04-11 |
|
| Insight into the chemistry of flavin reduction and oxidation in Escherichia coli dihydroorotate dehydrogenase obtained by rapid reaction studies. | 2001-04-10 |
|
| RAD9, RAD24, RAD16 and RAD26 are required for the inducible nucleotide excision repair of UV-induced cyclobutane pyrimidine dimers from the transcribed and non-transcribed regions of the Saccharomyces cerevisiae MFA2 gene. | 2001-04-04 |
|
| The relative contribution of adduct blockage and DNA repair on template utilization during replication of 1,N2-propanodeoxyguanosine and pyrimido. | 2001-04-04 |
|
| 15-mer DNA duplexes containing an abasic site are thermodynamically more stable with adjacent purines than with pyrimidines. | 2001-04-03 |
|
| Aminopyrimidine-carboxyl(ate) interactions in trimethoprim maleate, an antifolate drug. | 2001-04 |
|
| Quantitation and visualization of ultraviolet-induced DNA damage using specific antibodies: application to pigment cell biology. | 2001-04 |
|
| Local changes in GC/AT substitution biases and in crossover frequencies on Drosophila chromosomes. | 2001-04 |
|
| Double lesions are produced in DNA oligomer by ionizing radiation and by metal-catalyzed H2O2 reactions. | 2001-04 |
|
| Solution structure of the SL1 RNA of the M1 double-stranded RNA virus of Saccharomyces cerevisiae. | 2001-04 |
|
| Effect of topically applied T4 endonuclease V in liposomes on skin cancer in xeroderma pigmentosum: a randomised study. Xeroderma Pigmentosum Study Group. | 2001-03-24 |
|
| Fast separation of pyrimidine derivatives by capillary electrochromatography on ion-exchange/reversed-phase mixed-mode stationary phases. | 2001-03-16 |
|
| RPR203494 a pyrimidine analogue of the p38 inhibitor RPR200765A with an improved in vitro potency. | 2001-03-12 |
|
| Synthesis of pyrrolo[2,1-f][1,2,4]triazine C-nucleosides. Isosteres of sangivamycin, tubercidin, and toyocamycin. | 2001-03-09 |
|
| Optimization of force constants with an Urey-Bradley force field avoiding normal mode crossings. | 2001-03-01 |
|
| Effect of chemical modifications of cytosine and guanine in a CpG-motif of oligonucleotides: structure-immunostimulatory activity relationships. | 2001-03 |
|
| Short and efficient syntheses of analogues of WAY-100635: new and potent 5-HT1A receptor antagonists. | 2001-03 |
|
| New polycyclic pyrimidine derivatives with antiplatelet in vitro activity: synthesis and pharmacological screening. | 2001-03 |
|
| Active intestinal absorption of nucleosides by Na+-dependent transport across the brush border membrane in cows. | 2001-03 |
|
| Urokinase activity in corneal fibroblasts may be modulated by DNA damage and secreted proteins. | 2001-03 |
|
| Pharmacological characterisation of pyrimidinoceptor responses in NG108-15 cells. | 2001-03 |
|
| [New therapy approaches in rheumatoid arthritis. Preventing early joint destruction]. | 2001-02-22 |
|
| Intra- and intermolecular triplex DNA formation in the murine c-myb proto-oncogene promoter are inhibited by mithramycin. | 2001-02 |
|
| Clinical relevance of the concentrations of both pyrimidine nucleoside phosphorylase (PyNPase) and dihydropyrimidine dehydrogenase (DPD) in colorectal cancer. | 2001-02 |
|
| Genome-wide analysis of protein-DNA interactions in living cells. | 2001 |
|
| Processivity of DNA repair enzymes. | 2001 |
| Substance Class |
Chemical
Created
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admin
on
Edited
Mon Mar 31 19:56:01 GMT 2025
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admin
on
Mon Mar 31 19:56:01 GMT 2025
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| Record UNII |
K8CXK5Q32L
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| Record Status |
Validated (UNII)
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| Record Version |
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Preferred Name | English | ||
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LOINC |
85379-6
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289-95-2
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PYRIMIDINE
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