XANTHINE

Investigational

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 Search

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

Title	Date	PubMed
Characterization of the magnitude and kinetics of xanthine oxidase-catalyzed nitrite reduction. Evaluation of its role in nitric oxide generation in anoxic tissues.	2001-07-06	11312267
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.	2001-05-05	11257311
Miniaturized amperometric biosensor based on xanthine oxidase for monitoring hypoxanthine in cell culture media.	2001-05-01	11319822
Uric acid in cachectic and noncachectic patients with chronic heart failure: relationship to leg vascular resistance.	2001-05	11320368
Xanthine oxidase inhibitory activity of selected Australian native plants.	2001-05	11297862
Phosphorylation of xanthine dehydrogenase/oxidase in hypoxia.	2001-04-27	11278616
Mutation of human molybdenum cofactor sulfurase gene is responsible for classical xanthinuria type II.	2001-04-20	11302742
Effects of tocopheryl quinone on the heart: model experiments with xanthine oxidase, heart mitochondria, and isolated perfused rat hearts.	2001-04-15	11295529
Insight into the chemistry of flavin reduction and oxidation in Escherichia coli dihydroorotate dehydrogenase obtained by rapid reaction studies.	2001-04-10	11284694
Synthesis and structure-activity relationships of 1-phenylpyrazoles as xanthine oxidase inhibitors.	2001-04-09	11294382
Effect of poly ICLC treatment on hepatic oxidative stress and antioxidant defense indices in Plasmodium yoelii nigeriensis infected mice.	2001-04-05	11286134
Reactive oxygen species (ROS)-generating oxidases in the normal rabbit cornea and their involvement in the corneal damage evoked by UVB rays.	2001-04	11332708
Photoreactivation of alloxanthine-inhibited xanthine oxidase.	2001-04	11332041
Abnormal Ca2+ signalling in vascular endothelial cells from spontaneously hypertensive rats: role of free radicals.	2001-04	11330875
Serum xanthine oxidase in human liver disease.	2001-04	11316169
Effect of hypoxia, oxidative stress and lipopolysaccharides on the release of prostaglandins and cytokines from human term placental explants.	2001-04	11312628
Properties of tomato powders as additives for food fortification and stabilization.	2001-04	11308364
Analysis of peroxynitrite reactions with guanine, xanthine, and adenine nucleosides by high-pressure liquid chromatography with electrochemical detection: C8-nitration and -oxidation.	2001-04	11304133
Effect of reactive oxygen species on fetal lung maturation.	2001-04	11301161
Xanthine oxidase in eutopic and ectopic endometrium in endometriosis and adenomyosis.	2001-04	11287035
Functional characterization of a maize purine transporter by expression in Aspergillus nidulans.	2001-04	11283348
The chemical work of Alexander and Jane Marcet.	2001-04	11274044
Generation of oxidative stress contributes to the development of pulmonary hypertension induced by hypoxia.	2001-04	11247927
The effects of delta sleep-inducing peptide on the intensity of lipid peroxidation and xanthine oxidase activity in rat tissues during cold stress.	2001-03-27	11265821
Cytochrome C is a potent catalyst of dichlorofluorescin oxidation: implications for the role of reactive oxygen species in apoptosis.	2001-03-23	11264011
Effects of reactive oxygen species on proliferation of Chinese hamster lung fibroblast (V79) cells.	2001-03-15	11295367
Electron spin resonance characterization of the NAD(P)H oxidase in vascular smooth muscle cells.	2001-03-15	11295358
Enhancement of antioxidant and anti-inflammatory activities of bioflavonoid rutin by complexation with transition metals.	2001-03-15	11266652
Astrocytes overexpressing Cu,Zn superoxide dismutase have increased resistance to oxidative injury.	2001-03-15	11246233
Asafoetida inhibits early events of carcinogenesis: a chemopreventive study.	2001-03-09	11292069
ESR studies on reaction of saccharide with the free radicals generated from the xanthine oxidase/hypoxanthine system containing iron.	2001-03-09	11248231
Cytosolic xanthine oxidoreductase mediated bioactivation of ethanol to acetaldehyde and free radicals in rat breast tissue. Its potential role in alcohol-promoted mammary cancer.	2001-03-07	11246119
Tautomeric energetics of xanthine oxidase substrates: xanthine, 2-oxo-6-methylpurine, and lumazine.	2001-03	11330474
The release of the substrate for xanthine oxidase in hypertensive patients was suppressed by angiotensin converting enzyme inhibitors and alpha1-blockers.	2001-03	11327632
Antagonism of free-radical-induced damage of adlay seed and its antiproliferative effect in human histolytic lymphoma U937 monocytic cells.	2001-03	11312897
Molecular cloning of a cDNA coding for feline liver xanthine dehydrogenase.	2001-03	11307944
Inhibition of xanthine and monoamine oxidases by stilbenoids from Veratrum taliense.	2001-03	11301865
Aryl hydrocarbon receptor (AhR)-mediated induction of xanthine oxidase/xanthine dehydrogenase activity by 2,3,7,8-tetrachlorodibenzo-p-dioxin.	2001-03	11243847
A simple technique for the simultaneous determination of molecular weight and activity of superoxide dismutase using SDS-PAGE.	2001-02-26	11245894
Effects of L-arginine cardioplegia on myocardium.	2001-02	11315126
Prevention of deleterious effects of reperfusion injury using one-week high-dose allopurinol.	2001-02	11281195
Caffeine metabolism before and after liver transplantation.	2001-02	11270802
Evaluation of health aspects of kojic acid in food.	2001-02	11259181
Characterization of DNA damage at purine residues in oligonucleotides and calf thymus DNA induced by the mutagen 1-nitrosoindole-3-acetonitrile.	2001-02	11258964
Cerebral ischemia in humans after traumatic brain injury.	2001-02	11258358
Interstitial brain adenosine and xanthine increase during jugular venous oxygen desaturations in humans after traumatic brain injury.	2001-02	11246323
Xanthine oxidase activity and blood glutathione redox ratio in infants and children with septic shock syndrome.	2001-01	11280638
Pharmacotherapeutical reduction of post-hypoxic-ischemic brain injury in the newborn.	2001	11275665
Free radicals and brain damage in the newborn.	2001	11275648
Doxofylline: a new generation xanthine bronchodilator devoid of major cardiovascular adverse effects.	2001	11268710

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:48:43 GMT 2025` Edited by `admin` on `Mon Mar 31 17:48:43 GMT 2025`
Record UNII	1AVZ07U9S7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

XANTHINE

Official Name

English

NSC-14664

Preferred 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

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