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
Doxofylline: a new generation xanthine bronchodilator devoid of major cardiovascular adverse effects.	2001	11268710
Rat ventral prostate xanthine oxidase bioactivation of ethanol to acetaldehyde and 1-hydroxyethyl free radicals: analysis of its potential role in heavy alcohol drinking tumor-promoting effects.	2001	11223889
Reactive oxygen species (ROS)-generating oxidases in the normal rabbit cornea and their involvement in the corneal damage evoked by UVB rays.	2001 Apr	11332708
Photoreactivation of alloxanthine-inhibited xanthine oxidase.	2001 Apr	11332041
Abnormal Ca2+ signalling in vascular endothelial cells from spontaneously hypertensive rats: role of free radicals.	2001 Apr	11330875
Serum xanthine oxidase in human liver disease.	2001 Apr	11316169
Effect of hypoxia, oxidative stress and lipopolysaccharides on the release of prostaglandins and cytokines from human term placental explants.	2001 Apr	11312628
Properties of tomato powders as additives for food fortification and stabilization.	2001 Apr	11308364
Analysis of peroxynitrite reactions with guanine, xanthine, and adenine nucleosides by high-pressure liquid chromatography with electrochemical detection: C8-nitration and -oxidation.	2001 Apr	11304133
Effect of reactive oxygen species on fetal lung maturation.	2001 Apr	11301161
Effects of tocopheryl quinone on the heart: model experiments with xanthine oxidase, heart mitochondria, and isolated perfused rat hearts.	2001 Apr 15	11295529
Mutation of human molybdenum cofactor sulfurase gene is responsible for classical xanthinuria type II.	2001 Apr 20	11302742
Phosphorylation of xanthine dehydrogenase/oxidase in hypoxia.	2001 Apr 27	11278616
Effects of L-arginine cardioplegia on myocardium.	2001 Feb	11315126
Cerebral ischemia in humans after traumatic brain injury.	2001 Feb	11258358
Production and actions of superoxide in the renal medulla.	2001 Feb	11230333
Endothelial dysfunction and xanthine oxidoreductase activity in rats with human renin and angiotensinogen genes.	2001 Feb	11230310
Effect of furosemide on renal excretion of oxypurinol and purine bases.	2001 Feb	11229436
Antidiabetogenic effect of pentoxifylline is associated with systemic and target tissue modulation of cytokines and nitric oxide production.	2001 Feb	11221996
Human xanthine dehydrogenase cDNA sequence and protein in an atypical case of type I xanthinuria in comparison with normal subjects.	2001 Feb	11165212
Comparison of control of Listeria by nitric oxide redox chemistry from murine macrophages and NO donors: insights into listeriocidal activity of oxidative and nitrosative stress.	2001 Feb 1	11165873
Determination of urinary methylated purine pattern by high-performance liquid chromatography.	2001 Feb 10	11232859
Effects of food intake and oxidative stress on intestinal lesions caused by meloxicam and piroxicam in rats.	2001 Feb 23	11230998
Antioxidant constituents from rhubarb: structural requirements of stilbenes for the activity and structures of two new anthraquinone glucosides.	2001 Jan	11197344
Oxygen free radical generation in healthy blood donors and cardiac patients: the protective effect of allopurinol.	2001 Jan	11192309
Melatonin protects fetal rat brain against oxidative mitochondrial damage.	2001 Jan	11168903
Reactive oxygen and nitrogen metabolites modulate fibronectin-induced fibroblast migration in vitro.	2001 Jan 1	11134892
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	11265821
Enhanced sensitivity of Cypridina luciferin analogue (CLA) chemiluminescence for the detection of *O2(-) with non-ionic detergents.	2001 Jan-Feb	11180658
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	11312267
Tautomeric energetics of xanthine oxidase substrates: xanthine, 2-oxo-6-methylpurine, and lumazine.	2001 Mar	11330474
The release of the substrate for xanthine oxidase in hypertensive patients was suppressed by angiotensin converting enzyme inhibitors and alpha1-blockers.	2001 Mar	11327632
Antagonism of free-radical-induced damage of adlay seed and its antiproliferative effect in human histolytic lymphoma U937 monocytic cells.	2001 Mar	11312897
Molecular cloning of a cDNA coding for feline liver xanthine dehydrogenase.	2001 Mar	11307944
Inhibition of xanthine and monoamine oxidases by stilbenoids from Veratrum taliense.	2001 Mar	11301865
Oxidative stress and vascular damage in hypertension.	2001 Mar	11224701
Adenosine increases ventilation rate, cardiac performance and haemolymph velocity in the American lobster Homarus americanus.	2001 Mar	11171418
Detection of hydroxyl radicals by D-phenylalanine hydroxylation: a specific assay for hydroxyl radical generation in biological systems.	2001 Mar 1	11180947
Effects of reactive oxygen species on proliferation of Chinese hamster lung fibroblast (V79) cells.	2001 Mar 15	11295367
Cytochrome C is a potent catalyst of dichlorofluorescin oxidation: implications for the role of reactive oxygen species in apoptosis.	2001 Mar 23	11264011
Asafoetida inhibits early events of carcinogenesis: a chemopreventive study.	2001 Mar 9	11292069
Uric acid in cachectic and noncachectic patients with chronic heart failure: relationship to leg vascular resistance.	2001 May	11320368
Xanthine oxidase inhibitory activity of selected Australian native plants.	2001 May	11297862
Miniaturized amperometric biosensor based on xanthine oxidase for monitoring hypoxanthine in cell culture media.	2001 May 1	11319822

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:09:57 GMT 2023` Edited by `admin` on `Fri Dec 15 15:09:57 GMT 2023`
Record UNII	1AVZ07U9S7
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

XANTHINE

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