Page last updated: 2024-11-04

purine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

1H-purine : The 1H-tautomer of purine. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

3H-purine : The 3H-tautomer of purine. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

9H-purine : The 9H-tautomer of purine. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

7H-purine : The 7H-tautomer of purine. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID1044
CHEMBL ID302239
CHEBI ID17258
CHEBI ID35588
CHEBI ID35586
CHEBI ID35589
SCHEMBL ID3157
SCHEMBL ID16858279
MeSH IDM0097705

Synonyms (70)

Synonym
CHEBI:17258 ,
purine base
7h-purine
CHEBI:35588
3h-purine
CHEBI:35586
CHEBI:35589
nsc-753
7h-imidazo[4,5-d]pyrimidine
3,7-triazaindole
wln: t56 bm dn fn hnj
imidazo[4,5-d]pyrimidine
nsc 753
nsc753
.beta.-purine
1h-purine
isopurine
6h-imidazo[4,5-d]pyrimidine
x 128
AC-907/25014050
6h-imidazo(4,5-d)pyrimidine
7h-imidazo(4,5-d)pyrimidine
9h-purine (van)
einecs 204-421-2
beta-purine
ai3-50208
3,5,7-triazaindole
imidazo(4,5-d)pyrimidine
9h-purine
inchi=1/c5h4n4/c1-4-5(8-2-6-1)9-3-7-4/h1-3h,(h,6,7,8,9
120-73-0
purine ,
PURINE-RING ,
purine, 98%
1A6DB7C2-2EA6-42E1-B6EC-C3CC62C53D21
CHEMBL302239
1h-purine (9ci)
BMSE000454
FT-0656827
A804577
purin
AKOS006223506
149297-77-8
3h-imidazo(4,5-d)pyrimidine
w60ktz3izy ,
unii-w60ktz3izy
AM20080144
51953-03-8
AB03029
AKOS015913555
1h-purine [mi]
S6359
SCHEMBL3157
J-200113
DTXSID5074470
mfcd00079221
purine, puriss., >=98.5% (hplc)
SCHEMBL16858279
CS-W008627
{imidazo[4,5-d]pyrimidine}
{7h-imidazo[4,} 5-d]pyrimidine
{6h-imidazo[4,5-d]pyrimidine}
7h-purine (9ci)
HY-34431
AS-12907
Q188261
A919833
SY064527
Z1203730725
F87042

Research Excerpts

Overview

Purine acts as a metabolic substrate of XOR for UA production, but it induces inflammation through IFN-γ secretion. Cell purine metabolism is an important drug target. Purine acquisition is an essential nutritional process for Leishmania.

ExcerptReferenceRelevance
"Purine not only acts as a metabolic substrate of XOR for UA production, but it induces inflammation through IFN-γ secretion that stimulates UA production through elevation of XOR expression."( Purine-Induced IFN-γ Promotes Uric Acid Production by Upregulating Xanthine Oxidoreductase Expression.
Huang, D; Li, X; Liang, B; Lin, Z; Song, X; Su, T; Wang, H; Wang, J; Xie, L, 2022
)
3.61
"Cell purine metabolism is an important drug target."( Purine auxotrophy: Possible applications beyond genetic marker.
Kokina, A; Liepins, J; Ozolina, Z, 2019
)
2.41
"Purine acquisition is an essential nutritional process for Leishmania. "( GMP reductase and genetic uncoupling of adenylate and guanylate metabolism in Leishmania donovani parasites.
Boitz, JM; Jardim, A; Ullman, B, 2016
)
1.88
"Purinergic signaling is an important player in pathophysiological processes in sensory tissues, and has both detrimental (pro-apoptotic) and supportive (e.g."( Purinergic signaling in special senses.
Bringmann, A; Housley, GD; Reichenbach, A, 2009
)
2.52
"The purine riboswitch is a genetic regulatory element found in the 5'-untranslated regions of Gram-positive bacteria that regulates expression of the mRNA specifically in response to either guanine or adenine. "( Modified pyrimidines specifically bind the purine riboswitch.
Batey, RT; Gilbert, SD; Mediatore, SJ, 2006
)
1.15

Effects

Purine analogs have been reported to be effective against chronic lymphocytic leukemia and indolent lymphomas. Low purine diets have been recommended to reduce purine intake in these dogs.

ExcerptReferenceRelevance
"Purinergic signaling has been considered a key signaling pathway in acupuncture in recent years."( Role of Purinergic Signaling in Acupuncture Therapeutics.
Lv, ZY; Yang, YQ; Yin, LM, 2021
)
1.78
"Low purine diets have been recommended to reduce purine intake in these dogs."( Evaluation of dogs with genetic hyperuricosuria and urate urolithiasis consuming a purine restricted diet: a pilot study.
Bannasch, D; Biourge, V; Fascetti, AJ; Johnson, EG; Larsen, JA; Queau, Y; Westropp, JL, 2017
)
1.16
"Purine analogs have been reported to be effective against chronic lymphocytic leukemia and indolent lymphomas."( Early reappearance of primary solid cancer in patients treated with purine analogs.
Caracciolo, F; Fazzi, R; Galimberti, S; Petrini, M, 2003
)
1.28

Actions

The purine hypoxanthine plays an important role in regulating oocyte maturation and early embryonic development. Purine metabolism plays a ubiquitous role in the physiology of humans.

ExcerptReferenceRelevance
"Purine metabolism plays a ubiquitous role in the physiology of "( Hypoxanthine-Guanine Phosphoribosyltransferase Is Dispensable for Mycobacterium smegmatis Viability.
Herkommerová, K; Hocková, D; Knejzlík, Z; Pichová, I, 2020
)
2
"The purine hypoxanthine plays important role in regulating oocyte maturation and early embryonic development. "( Hypoxanthine phosphoribosyltransferase (HPRT)-deficiency is associated with impaired fertility in the female rat.
Binas, B; Burdon, T; Clinton, M; Meek, S; Sturmey, R; Sutherland, L; Wei, J, 2020
)
1.12

Toxicity

ExcerptReferenceRelevance
" Safety was assessed by recording adverse events."( Efficacy and safety of allopurinol in patients with hypoxanthine-guanine phosphoribosyltransferase deficiency.
Prior, C; Puig, JG; Torres, RJ, 2007
)
0.34
" Using the Food and Drug Administration Adverse Event Reporting System (FAERS) we sought to evaluate the odds of developing MSC and NMSC for patients on TNF-α inhibitors as monotherapy and in combination therapy with thiopurines and/or steroids."( Melanoma and non-melanoma skin cancer in inflammatory bowel disease patients following tumor necrosis factor-α inhibitor monotherapy and in combination with thiopurines: analysis of the Food and Drug Administration Adverse Event Reporting System.
Deepak, P; McKenna, MR; Stobaugh, DJ, 2014
)
0.78
" Drug resistance and toxic side effects of old drugs call for novel and unorthodox strategies for new and safe treatment options."( Targeting the parasite's DNA with methyltriazenyl purine analogs is a safe, selective, and efficacious antitrypanosomal strategy.
Alkhaldi, AA; Barnes, RL; Brun, R; de Koning, HP; Ebiloma, GU; Kaiser, M; Koomen, GJ; McCulloch, R; Rodenko, B; Wanner, MJ, 2015
)
0.67
"The combined toxicity of mixed chemicals is usually evaluated according to several specific endpoints, and other potentially toxic effects are disregarded."( A metabolomics strategy to assess the combined toxicity of polycyclic aromatic hydrocarbons (PAHs) and short-chain chlorinated paraffins (SCCPs).
Chen, J; Geng, N; Gong, Y; Ren, X; Wang, F; Zhang, B; Zhang, H, 2018
)
0.48

Compound-Compound Interactions

ExcerptReferenceRelevance
" In the second part, where the interaction between CsA and 2-CdA was examined, the animals were administered CsA at a dose of 15 mg/kg, or 2-CdA at a dose of 20 mg/kg, or CsA combined with 2-CdA at the same doses as in monotherapy."( Cytotoxic effect of cyclosporin A alone and in combination with 2-chlorodeoxyadenosine against P388 murine leukemia in vivo.
Józefowicz-Okonkwo, G; Robak, T; Szmigielska-Kapłon, A, 2002
)
0.31

Bioavailability

ExcerptReferenceRelevance
" Hexadecyloxypropyl-cidofovir is orally bioavailable and active in lethal animal models of vaccinia, cowpox, ectromelia and cytomegalovirus."( Synthesis and antiviral evaluation of alkoxyalkyl esters of acyclic purine and pyrimidine nucleoside phosphonates against HIV-1 in vitro.
Aldern, KA; Beadle, JR; Hostetler, KY; Trahan, J; Valiaeva, N, 2006
)
0.57
" The synthesis, SAR and ADME properties of this series of compounds are discussed culminating in the discovery of compound 6 which possessed sub-micromolar cell proliferation activity and 65% oral bioavailability in mice."( 2-anilino-4-aryl-8H-purine derivatives as inhibitors of PDK1.
Blanchard, S; Bonday, Z; Dymock, BW; Ethirajulu, K; Goh, KC; Goh, KL; Goh, MK; Lee, CP; Pasha, MK; Poulsen, A; Soh, CK; Wang, H; Williams, M; Wood, JM, 2012
)
0.7
"Efforts to optimize biological activity, novelty, selectivity and oral bioavailability of Mps1 inhibitors, from a purine based lead MPI-0479605, are described in this Letter."( Lead optimization of purine based orally bioavailable Mps1 (TTK) inhibitors.
Bradford, C; Bursavich, M; Carlson, RO; Chan, A; Cimbora, DM; Gerrish, D; Hoarau, C; McKinnon, R; Papac, DI; Patton, S; Reeves, L; Roth, BL; Saunders, M; Shenderovich, M; Slattum, P; Vijay Kumar, D; Williams, BL; Yager, K, 2012
)
0.91
" However, MDG-1 is poorly absorbed and its mechanism of action is still unknown."( Fecal metabonomic study of a polysaccharide, MDG-1 from Ophiopogon japonicus on diabetic mice based on gas chromatography/time-of-flight mass spectrometry (GC TOF/MS).
Cong, W; Feng, Y; Ruan, K; Shen, L; Wang, L; Wang, Y; Wei, H; Wu, F; Zhu, Y, 2014
)
0.4
" GNMT expression in vivo improves folate retention and bioavailability in the liver."( Regulation of Folate-Mediated One-Carbon Metabolism by Glycine N-Methyltransferase (GNMT) and Methylenetetrahydrofolate Reductase (MTHFR).
Chiang, EP; Ko, HA; Lin, YJ; Tang, FY; Wang, YC; Wu, MT, 2015
)
0.42
" In conclusion, to avoid potential drug interaction risks, such as a toxic excess of drug bioavailability or a loss of drug efficacy, caution is suggested in the use of XOR inhibitors, as in the case of hyperuricemic patients affected by gout or tumor lysis syndrome, when it is necessary to simultaneously administer therapeutic substances that are activated or degraded by the drug-metabolizing activity of XOR."( Xanthine Oxidoreductase in Drug Metabolism: Beyond a Role as a Detoxifying Enzyme.
Battelli, MG; Bolognesi, A; Bortolotti, M; Polito, L, 2016
)
0.43

Dosage Studied

ExcerptRelevanceReference
" CsA was used for the interaction study at a dosage of 15 mg/kg, as this was best tolerated by the animals."( Cytotoxic effect of cyclosporin A alone and in combination with 2-chlorodeoxyadenosine against P388 murine leukemia in vivo.
Józefowicz-Okonkwo, G; Robak, T; Szmigielska-Kapłon, A, 2002
)
0.31
" The effect is observable with both stationary-phase and log-phase populations, but is not observable when a relatively high dosage of ultraviolet light is employed."( "Mutational synergism" of ultraviolet light and caffeine in Escherichia coli.
SHANKEL, DM, 1962
)
0.24
" A lead inhibitor that had potent activity against the trypanosomal protease TbcatB in vitro and cultured parasites ex vivo was optimized by rationally driven medicinal chemistry to an inhibitor that is orally available, penetrates the CNS, has a promising pharmacokinetic profile, and is non-toxic at 200mg/kg in a repeat dosage study."( Optimization of purine-nitrile TbcatB inhibitors for use in vivo and evaluation of efficacy in murine models.
Brun, R; Guy, RK; Kaiser, M; Lemoff, A; Lu, M; Mallari, JP; Zhu, F, 2010
)
0.71
" The results showed that with the increase of genistein dose at the range of 10(-9) to 10(-6)M, the two electrochemical signals of MCF-7 cell suspension increased due to the proliferation, whereas the tendency at the high dosage range of more than 10(-5)M was decreased."( Two-signal electrochemical method for evaluation suppression and proliferation of MCF-7 cells based on intracellular purine.
Cui, J; Gao, G; Li, J; Lin, R; Liu, J; Wang, Q; Wu, D, 2014
)
0.61
" Half the daily QTE dosage was intraruminally administered at every meal."( Effects of quebracho tannin extract on rumen fermentation and yield and composition of microbial mass in heifers.
Ahnert, S; Dickhoefer, U; Susenbeth, A, 2016
)
0.43
" The dose-response curve in the sense of mean GI50 for three compounds across all 60 cell lines, 4b can be served as lead after necessary modification."( Regioselective synthesis of triazolo[3,4-
Gohel, J; Kapadiya, K; Kavadia, K; Khunt, R, 2021
)
0.62
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
purineA heterobicyclic aromatic organic compound comprising a pyrimidine ring fused to an imidazole ring; the parent compound of the purines.
purineA heterobicyclic aromatic organic compound comprising a pyrimidine ring fused to an imidazole ring; the parent compound of the purines.
purineA heterobicyclic aromatic organic compound comprising a pyrimidine ring fused to an imidazole ring; the parent compound of the purines.
purineA heterobicyclic aromatic organic compound comprising a pyrimidine ring fused to an imidazole ring; the parent compound of the purines.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (5)

PathwayProteinsCompounds
purine uptake14
purine nucleobases degradation I (anaerobic)240
purine nucleobases degradation II (anaerobic)051
purine nucleotides degradation III (anaerobic)627
purine nucleotides degradation IV (anaerobic)1035

Bioassays (2)

Assay IDTitleYearJournalArticle
AID55471Binding affinity to DNA intercalator Acridine orange.2001Journal of medicinal chemistry, Dec-20, Volume: 44, Issue:26
Structural basis for the binding affinity of xanthines with the DNA intercalator acridine orange.
AID155652Inhibition of Phosphatidylinositol 4-kinase at the ATP binding site at 500 uM1990Journal of medicinal chemistry, Aug, Volume: 33, Issue:8
Purine derivatives as competitive inhibitors of human erythrocyte membrane phosphatidylinositol 4-kinase.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (2,382)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901268 (53.23)18.7374
1990's136 (5.71)18.2507
2000's352 (14.78)29.6817
2010's494 (20.74)24.3611
2020's132 (5.54)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 114.29

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index114.29 (24.57)
Research Supply Index7.82 (2.92)
Research Growth Index4.71 (4.65)
Search Engine Demand Index223.25 (26.88)
Search Engine Supply Index2.09 (0.95)

This Compound (114.29)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials15 (0.60%)5.53%
Reviews180 (7.24%)6.00%
Case Studies8 (0.32%)4.05%
Observational0 (0.00%)0.25%
Other2,283 (91.83%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]