Drug/Small Molecule:
allopurinol

2D structure

Overview

Generic Names: Allopurinol Sodium; Allopurinolum [INN-Latin]; Alopurinol [INN-Spanish]
Trade Names: 7HP; Adenock; Ailural; Allo-Puren; Allohexal; Allopur; Allozym; Allural; Aloprim; Aloral; Alositol; Aluline; Anoprolin; Anzief; Apo-Allopurinol; Apulonga; Apurin; Apurol; Atisuril; Bleminol; Bloxanth; Caplenal; Cellidrin; Cosuric; Dabrosin; Dabroson; Dura Al; Embarin; Epidropal; Epuric; Foligan; Geapur; Gichtex; Gotax; HPP; Hamarin; Hexanuret; Ketanrift; Ketobun-A; Ledopur; Lopurin; Lysuron; Milurit; Miniplanor; Monarch; Nektrohan; Progout; Purinol; Remid; Riball; Sigapurol; Suspendol; Takanarumin; Urbol; Uricemil; Uriprim; Uripurinol; Uritas; Urobenyl; Urolit; Urosin; Urtias; Urtias 100; Xanturat; Zyloprim; Zyloric
PharmGKB Accession Id: PA448320

Description

A xanthine oxidase inhibitor that decreases uric acid production. It also acts as an antimetabolite on some simpler organisms. PubChem (source: Drug Bank)

Indication

For the treatment of hyperuricemia associated with primary or secondary gout. (source: Drug Bank)

ATC Therapeutic Category

  • M04AA:Preparations inhibiting uric acid production

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Allopurinol inhibits the enzyme xanthine oxidase, blocking the conversion of the oxypurines hypoxanthine and xanthine to uric acid. Elevated concentrations of oxypurine and oxypurine inhibition of xanthine oxidase through negative feedback results in a decrease in the concentrations of uric acid in the blood and urine. Allopurinol also facilitates the incorporation of hypoxanthine and xanthine into DNA and RNA, resulting in further reductions of serum uric acid concentrations. (source: Drug Bank)

Pharmacology

Allopurinol, a structural analog of the natural purine base hypoxanthine, is used to prevent gout and renal calculi due to either uric acid or calcium oxalate and to treat uric acid nephropathy, hyperuricemia, and some solid tumors. (source: Drug Bank)

Food Interactions

Avoid alcohol.
Take with a full glass of water.
Take with food. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Hepatic (source: Drug Bank)

Protein Binding

Negligible (source: Drug Bank)

Absorption

Approximately 90% absorbed from the gastrointestinal tract. (source: Drug Bank)

Toxicity

LD<sub>50</sub>=214 mg/kg (in mice) (source: Drug Bank)

Isomeric SMILES Code:

c1c2c([nH]n1)ncnc2O (source: Drug Bank)

The following genes are in curated knowledge about this drug.

  Gene Relationship Evidence
No phenotype data Genotype Data Available Literature annotations available Not annotated
AOX1
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  • FA
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
HLA-B
  • CO
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  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
XDH
  •   
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  • PK
  • FA
  • GN
Publications

A list of non-curated publications that mention this drug along with other genes is available.

Drug Targets

Gene Description
XDH Uncurated Annotation (source: Drug Bank)

The following drugs are in curated knowledge about this drug.

  Drug Relationship Evidence
Phenotype data available Genotype Data Available Literature annotations available Not annotated
methotrexate
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  • PK
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Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
warfarin
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Publications

A list of non-curated publications that mention this drug along with other drugs is available.

Drug Interactions

Drug Description
acenocoumarol Uncurated Annotation Increases the anticoagulant effect (source: Drug Bank)
azathioprine Uncurated Annotation Allopurinol increases the effect of thiopurine (source: Drug Bank)
cyclosporine Uncurated Annotation Allopurinol increases the effect and toxicity of cyclosporine (source: Drug Bank)
dicumarol Uncurated Annotation Allopurinol increases the anticoagulant effect (source: Drug Bank)
mercaptopurine Uncurated Annotation Allopurinol increases the effect of thiopurine (source: Drug Bank)
warfarin Uncurated Annotation Allopurinol increases the anticoagulant effect (source: Drug Bank)

Curated Information

The following diseases are in curated knowledge about this drug.

  Disease Relationship Evidence
No phenotype data No genotype data Literature annotations available Not annotated
Drug Hypersensitivity
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  • PD
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
Drug Toxicity
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  • PD
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
Epidermal Necrolysis, Toxic
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  • PD
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  • GN
Publications
Phenotype data available Genotype Data Available Literature annotations available Not annotated
Precursor Cell Lymphoblastic Leukemia-Lymphoma
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  • PK
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
Precursor T-Cell Lymphoblastic Leukemia-Lymphoma
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  • PK
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Publications
No phenotype data No genotype data Literature annotations available Not annotated
Stevens-Johnson Syndrome
  • CO
  • PD
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  •   
  • GN
Publications
No phenotype data No genotype data Literature annotations available Not annotated
xanthinuria
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  •   
  • PK
  • FA
  • GN
Publications

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. Physicochemical determinants of human renal clearance
  2. Serious Adverse Events Consortium (SAEC) Serious Skin Rash Study (v1.0)

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00437
KEGG Drug ID:
D00224
PubChem Compound ID:
2094
PubChem Substance ID:
152626

Common Searches

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

PharmGKB integrates drug information from different sources: DrugBank, Open Eye Scientific Software.
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