U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C5H4N4O2
Molecular Weight 152.1109
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of XANTHINE

SMILES

O=C1NC2=C(NC=N2)C(=O)N1

InChI

InChIKey=LRFVTYWOQMYALW-UHFFFAOYSA-N
InChI=1S/C5H4N4O2/c10-4-2-3(7-1-6-2)8-5(11)9-4/h1H,(H3,6,7,8,9,10,11)

HIDE SMILES / InChI

Molecular Formula C5H4N4O2
Molecular Weight 152.1109
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacotherapeutical reduction of post-hypoxic-ischemic brain injury in the newborn.
2001
Free radicals and brain damage in the newborn.
2001
Doxofylline: a new generation xanthine bronchodilator devoid of major cardiovascular adverse effects.
2001
Reactive oxygen species (ROS)-generating oxidases in the normal rabbit cornea and their involvement in the corneal damage evoked by UVB rays.
2001 Apr
Photoreactivation of alloxanthine-inhibited xanthine oxidase.
2001 Apr
Abnormal Ca2+ signalling in vascular endothelial cells from spontaneously hypertensive rats: role of free radicals.
2001 Apr
Serum xanthine oxidase in human liver disease.
2001 Apr
Effect of hypoxia, oxidative stress and lipopolysaccharides on the release of prostaglandins and cytokines from human term placental explants.
2001 Apr
Properties of tomato powders as additives for food fortification and stabilization.
2001 Apr
Analysis of peroxynitrite reactions with guanine, xanthine, and adenine nucleosides by high-pressure liquid chromatography with electrochemical detection: C8-nitration and -oxidation.
2001 Apr
Effect of reactive oxygen species on fetal lung maturation.
2001 Apr
Xanthine oxidase in eutopic and ectopic endometrium in endometriosis and adenomyosis.
2001 Apr
Functional characterization of a maize purine transporter by expression in Aspergillus nidulans.
2001 Apr
The chemical work of Alexander and Jane Marcet.
2001 Apr
Generation of oxidative stress contributes to the development of pulmonary hypertension induced by hypoxia.
2001 Apr
Insight into the chemistry of flavin reduction and oxidation in Escherichia coli dihydroorotate dehydrogenase obtained by rapid reaction studies.
2001 Apr 10
Effects of tocopheryl quinone on the heart: model experiments with xanthine oxidase, heart mitochondria, and isolated perfused rat hearts.
2001 Apr 15
Mutation of human molybdenum cofactor sulfurase gene is responsible for classical xanthinuria type II.
2001 Apr 20
Phosphorylation of xanthine dehydrogenase/oxidase in hypoxia.
2001 Apr 27
Synthesis and structure-activity relationships of 1-phenylpyrazoles as xanthine oxidase inhibitors.
2001 Apr 9
Effects of L-arginine cardioplegia on myocardium.
2001 Feb
Prevention of deleterious effects of reperfusion injury using one-week high-dose allopurinol.
2001 Feb
Caffeine metabolism before and after liver transplantation.
2001 Feb
Evaluation of health aspects of kojic acid in food.
2001 Feb
Characterization of DNA damage at purine residues in oligonucleotides and calf thymus DNA induced by the mutagen 1-nitrosoindole-3-acetonitrile.
2001 Feb
Cerebral ischemia in humans after traumatic brain injury.
2001 Feb
Interstitial brain adenosine and xanthine increase during jugular venous oxygen desaturations in humans after traumatic brain injury.
2001 Feb
A simple technique for the simultaneous determination of molecular weight and activity of superoxide dismutase using SDS-PAGE.
2001 Feb 26
Xanthine oxidase activity and blood glutathione redox ratio in infants and children with septic shock syndrome.
2001 Jan
Effect of poly ICLC treatment on hepatic oxidative stress and antioxidant defense indices in Plasmodium yoelii nigeriensis infected mice.
2001 Jan-Feb
The effects of delta sleep-inducing peptide on the intensity of lipid peroxidation and xanthine oxidase activity in rat tissues during cold stress.
2001 Jan-Feb
Characterization of the magnitude and kinetics of xanthine oxidase-catalyzed nitrite reduction. Evaluation of its role in nitric oxide generation in anoxic tissues.
2001 Jul 6
Tautomeric energetics of xanthine oxidase substrates: xanthine, 2-oxo-6-methylpurine, and lumazine.
2001 Mar
The release of the substrate for xanthine oxidase in hypertensive patients was suppressed by angiotensin converting enzyme inhibitors and alpha1-blockers.
2001 Mar
Antagonism of free-radical-induced damage of adlay seed and its antiproliferative effect in human histolytic lymphoma U937 monocytic cells.
2001 Mar
Molecular cloning of a cDNA coding for feline liver xanthine dehydrogenase.
2001 Mar
Inhibition of xanthine and monoamine oxidases by stilbenoids from Veratrum taliense.
2001 Mar
Aryl hydrocarbon receptor (AhR)-mediated induction of xanthine oxidase/xanthine dehydrogenase activity by 2,3,7,8-tetrachlorodibenzo-p-dioxin.
2001 Mar
Effects of reactive oxygen species on proliferation of Chinese hamster lung fibroblast (V79) cells.
2001 Mar 15
Electron spin resonance characterization of the NAD(P)H oxidase in vascular smooth muscle cells.
2001 Mar 15
Enhancement of antioxidant and anti-inflammatory activities of bioflavonoid rutin by complexation with transition metals.
2001 Mar 15
Astrocytes overexpressing Cu,Zn superoxide dismutase have increased resistance to oxidative injury.
2001 Mar 15
Cytochrome C is a potent catalyst of dichlorofluorescin oxidation: implications for the role of reactive oxygen species in apoptosis.
2001 Mar 23
Cytosolic xanthine oxidoreductase mediated bioactivation of ethanol to acetaldehyde and free radicals in rat breast tissue. Its potential role in alcohol-promoted mammary cancer.
2001 Mar 7
Asafoetida inhibits early events of carcinogenesis: a chemopreventive study.
2001 Mar 9
ESR studies on reaction of saccharide with the free radicals generated from the xanthine oxidase/hypoxanthine system containing iron.
2001 Mar 9
Uric acid in cachectic and noncachectic patients with chronic heart failure: relationship to leg vascular resistance.
2001 May
Xanthine oxidase inhibitory activity of selected Australian native plants.
2001 May
Miniaturized amperometric biosensor based on xanthine oxidase for monitoring hypoxanthine in cell culture media.
2001 May 1
Atrial natriuretic peptide inhibits tumor necrosis factor-alpha production by interferon-gamma-activated macrophages via suppression of p38 mitogen-activated protein kinase and nuclear factor-kappa B activation.
2001 May 5
Patents
Substance Class Chemical
Created
by admin
on Wed Jul 05 22:41:40 UTC 2023
Edited
by admin
on Wed Jul 05 22:41:40 UTC 2023
Record UNII
1AVZ07U9S7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
XANTHINE
INCI   MI   WHO-DD  
INCI  
Official Name English
XANTHINE [INCI]
Common Name English
9H-PURINE-2,6(1H,3H)-DIONE
Systematic Name English
XANTHIC OXIDE
Common Name English
3,9-DIHYDRO-1H-PURINE-2,6-DIONE
Systematic Name English
1H,3H,9H-XANTHINE
Common Name English
1H-PURINE-2,6-DIOL
Systematic Name English
3,9-DIHYDROPURINE-2,6-DIONE
Systematic Name English
NSC-14664
Code English
Xanthine [WHO-DD]
Common Name English
1H-PURINE-2,6-DIONE, 3,7-DIHYDRO-
Systematic Name English
2,6-DIOXO-1,2,3,6-TETRAHYDROPURINE
Systematic Name English
2,6-DIOXOPURINE
Systematic Name English
XANTHINE [MI]
Common Name English
1H,3H,7H-XANTHINE
Common Name English
PURINE-2,6(1H,3H)-DIONE
Systematic Name English
1H-PURINE-2,6-DIONE, 3,9-DIHYDRO-
Systematic Name English
Classification Tree Code System Code
LOINC 41227-0
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
LOINC 75144-6
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
LOINC 38371-1
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
LOINC 75129-7
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
LOINC 3131-0
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
LOINC 3132-8
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
LOINC 41230-4
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
EPA PESTICIDE CODE 116900
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
LOINC 72897-2
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
LOINC 41228-8
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
LOINC 58036-5
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
Code System Code Type Description
MESH
D019820
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
PRIMARY
EVMPD
SUB15733MIG
Created by admin on Wed Jul 05 22:41:40 UTC 2023 , Edited by admin on Wed Jul 05 22:41:40 UTC 2023
PRIMARY
PUBCHEM
1188
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
PRIMARY
FDA UNII
1AVZ07U9S7
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
PRIMARY
RXCUI
1311085
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
PRIMARY RxNorm
SMS_ID
100000076747
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
PRIMARY
WIKIPEDIA
XANTHINE
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
PRIMARY
DAILYMED
1AVZ07U9S7
Created by admin on Wed Jul 05 22:41:40 UTC 2023 , Edited by admin on Wed Jul 05 22:41:40 UTC 2023
PRIMARY
NSC
14664
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
PRIMARY
CHEBI
48517
Created by admin on Wed Jul 05 22:41:40 UTC 2023 , Edited by admin on Wed Jul 05 22:41:40 UTC 2023
PRIMARY
EPA CompTox
DTXSID4035120
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
PRIMARY
CAS
69-89-6
Created by admin on Wed Jul 05 22:41:40 UTC 2023 , Edited by admin on Wed Jul 05 22:41:40 UTC 2023
PRIMARY
ECHA (EC/EINECS)
200-718-6
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
PRIMARY
CHEBI
17712
Created by admin on Wed Jul 05 22:41:40 UTC 2023 , Edited by admin on Wed Jul 05 22:41:40 UTC 2023
PRIMARY
DRUG BANK
DB02134
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
PRIMARY
MERCK INDEX
M11527
Created by admin on Wed Jul 05 22:41:41 UTC 2023 , Edited by admin on Wed Jul 05 22:41:41 UTC 2023
PRIMARY Merck Index
CHEBI
15318
Created by admin on Wed Jul 05 22:41:40 UTC 2023 , Edited by admin on Wed Jul 05 22:41:40 UTC 2023
PRIMARY
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