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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
Structure of PYRIMIDINE

SMILES

C1=CN=CN=C1

InChI

InChIKey=CZPWVGJYEJSRLH-UHFFFAOYSA-N
InChI=1S/C4H4N2/c1-2-5-4-6-3-1/h1-4H

HIDE SMILES / InChI

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

PubMed

TitleDatePubMed
Genome-wide analysis of protein-DNA interactions in living cells.
2001
Processivity of DNA repair enzymes.
2001
Aminopyrimidine-carboxyl(ate) interactions in trimethoprim maleate, an antifolate drug.
2001 Apr
Quantitation and visualization of ultraviolet-induced DNA damage using specific antibodies: application to pigment cell biology.
2001 Apr
Local changes in GC/AT substitution biases and in crossover frequencies on Drosophila chromosomes.
2001 Apr
Double lesions are produced in DNA oligomer by ionizing radiation and by metal-catalyzed H2O2 reactions.
2001 Apr
Solution structure of the SL1 RNA of the M1 double-stranded RNA virus of Saccharomyces cerevisiae.
2001 Apr
Insight into the chemistry of flavin reduction and oxidation in Escherichia coli dihydroorotate dehydrogenase obtained by rapid reaction studies.
2001 Apr 10
Solution conformation of an RNA--DNA hybrid duplex containing a pyrimidine RNA strand and a purine DNA strand.
2001 Apr 12
Selective recognition of pyrimidine motif triplexes by a protein encoded by the bacterial transposon Tn7.
2001 Apr 13
ATP-dependent chromatin remodeling facilitates nucleotide excision repair of UV-induced DNA lesions in synthetic dinucleosomes.
2001 Apr 17
Binding of nucleotides to nucleoside diphosphate kinase: a calorimetric study.
2001 Apr 17
Preparation of 4'-substituted thymidines by substitution of the thymidine 5'-esters.
2001 Apr 20
A possible role of Ku in mediating sequential repair of closely opposed lesions.
2001 Apr 20
Base excision and DNA binding activities of human alkyladenine DNA glycosylase are sensitive to the base paired with a lesion.
2001 Apr 20
Uridine phosphorylase association with vimentin. Intracellular distribution and localization.
2001 Apr 20
15-mer DNA duplexes containing an abasic site are thermodynamically more stable with adjacent purines than with pyrimidines.
2001 Apr 3
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 Apr 4
The relative contribution of adduct blockage and DNA repair on template utilization during replication of 1,N2-propanodeoxyguanosine and pyrimido.
2001 Apr 4
Intra- and intermolecular triplex DNA formation in the murine c-myb proto-oncogene promoter are inhibited by mithramycin.
2001 Feb
Clinical relevance of the concentrations of both pyrimidine nucleoside phosphorylase (PyNPase) and dihydropyrimidine dehydrogenase (DPD) in colorectal cancer.
2001 Feb
[New therapy approaches in rheumatoid arthritis. Preventing early joint destruction].
2001 Feb 22
Differences in thermostability of thymidine kinase isoenzymes in normal ovary and ovarian carcinoma.
2001 Jan-Feb
Purine but not pyrimidine nucleotides support rotation of F(1)-ATPase.
2001 Jul 6
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 Jun 15
The mechanism of DNA cytosine-5 methylation. Kinetic and mutational dissection of Hhai methyltransferase.
2001 Jun 15
The pyrimidine ring-opened derivative of 1,N6-ethenoadenine is excised from DNA by the Escherichia coli Fpg and Nth proteins.
2001 Jun 15
Biosynthesis of riboflavin: studies on the mechanism of GTP cyclohydrolase II.
2001 Jun 22
Contribution of the bacterial endosymbiont to the biosynthesis of pyrimidine nucleotides in the deep-sea tube worm Riftia pachyptila.
2001 Jun 29
Effect of chemical modifications of cytosine and guanine in a CpG-motif of oligonucleotides: structure-immunostimulatory activity relationships.
2001 Mar
Short and efficient syntheses of analogues of WAY-100635: new and potent 5-HT1A receptor antagonists.
2001 Mar
New polycyclic pyrimidine derivatives with antiplatelet in vitro activity: synthesis and pharmacological screening.
2001 Mar
Active intestinal absorption of nucleosides by Na+-dependent transport across the brush border membrane in cows.
2001 Mar
Urokinase activity in corneal fibroblasts may be modulated by DNA damage and secreted proteins.
2001 Mar
Pharmacological characterisation of pyrimidinoceptor responses in NG108-15 cells.
2001 Mar
Optimization of force constants with an Urey-Bradley force field avoiding normal mode crossings.
2001 Mar 1
RPR203494 a pyrimidine analogue of the p38 inhibitor RPR200765A with an improved in vitro potency.
2001 Mar 12
Fast separation of pyrimidine derivatives by capillary electrochromatography on ion-exchange/reversed-phase mixed-mode stationary phases.
2001 Mar 16
Effect of topically applied T4 endonuclease V in liposomes on skin cancer in xeroderma pigmentosum: a randomised study. Xeroderma Pigmentosum Study Group.
2001 Mar 24
Synthesis of pyrrolo[2,1-f][1,2,4]triazine C-nucleosides. Isosteres of sangivamycin, tubercidin, and toyocamycin.
2001 Mar 9
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 Mar-Apr
Role of DNA polymerase eta in the bypass of a (6-4) TT photoproduct.
2001 May
Tanning salon exposure and molecular alterations.
2001 May
Phosphorylation of uridine and cytidine nucleoside analogs by two human uridine-cytidine kinases.
2001 May
Selective growth inhibition by sangivamycin of human umbilical vein endothelial cells.
2001 May
Characterization of nucleoside transport systems in cultured rat epididymal epithelium.
2001 May
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 May 18
Dissecting a charged network at the active site of orotidine-5'-phosphate decarboxylase.
2001 May 4
Damaged DNA-binding protein DDB stimulates the excision of cyclobutane pyrimidine dimers in vitro in concert with XPA and replication protein A.
2001 May 4
Effect of a combined administration of 5-fluorouracil and medroxyprogesterone acetate on pyrimidine nucleoside phosphorylases and thymidylate synthetase in 7,12-dimethylbenz.
2001 May-Jun
Patents
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:45:29 GMT 2023
Edited
by admin
on Fri Dec 15 19:45:29 GMT 2023
Record UNII
K8CXK5Q32L
Record Status Validated (UNII)
Record Version
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Name Type Language
PYRIMIDINE
MI  
Systematic Name English
PYRIMIDINE [MI]
Common Name English
NSC-89305
Code English
Classification Tree Code System Code
LOINC 85379-6
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
Code System Code Type Description
NSC
89305
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
PRIMARY
PUBCHEM
9260
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
PRIMARY
MERCK INDEX
m9370
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
PRIMARY Merck Index
MESH
C030986
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
PRIMARY
ECHA (EC/EINECS)
206-026-0
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
PRIMARY
EVMPD
SUB32492
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
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SMS_ID
100000124452
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
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CHEBI
16898
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
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EPA CompTox
DTXSID1051228
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
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FDA UNII
K8CXK5Q32L
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
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NCI_THESAURUS
C789
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
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CAS
289-95-2
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
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WIKIPEDIA
PYRIMIDINE
Created by admin on Fri Dec 15 19:45:29 GMT 2023 , Edited by admin on Fri Dec 15 19:45:29 GMT 2023
PRIMARY