Drug ID:Drug79
Drug Name:Mercaptopurine
CID:667490
DrugBank ID:DB01033
Modality:Small Molecule
Groups:approved
US Approved:YES
Other Approved:YES
Identifier: NCT02413047, , NCT00514982, , NCT03370601
Molecular Formula:C5H4N4S
Molecular Weight:152.18 g/mol
Isomeric SMILES:C1=NC2=C(N1)C(=S)N=CN2
Synonyms:6-Mercaptopurine; mercaptopurine; 50-44-2; Purinethol; Mercapurin; 6-Thiopurine; 7H-purine-6-thiol; Mercaleukin; Leukerin; Leupurin
Phase 0: 0
Phase 1: 26
Phase 2: 90
Phase 3: 87
Phase 4: 24
Description:An antimetabolite antineoplastic agent with immunosuppressant properties. It interferes with nucleic acid synthesis by inhibiting purine metabolism and is used, usually in combination with other drugs, in the treatment of or in remission maintenance programs for leukemia. [PubChem]

Molecular Structure

2D Molecular Structure

Knowledge Graph

dtIDCIDCompound NameGene IDGene NameSpeciesPubMed IDsAction
dt665 667490 Mercaptopurine 3251 HPRT1 Homo sapiens (human) 15354273 Inhibitor
dt666 667490 Mercaptopurine 3614 IMPDH1 Homo sapiens (human) 37713619 Inhibitor
dt667 667490 Mercaptopurine 5471 PPAT Homo sapiens (human) Inhibitor
dt668 667490 Mercaptopurine 3614 IMPDH1 Homo sapiens (human) Inhibitor
dt669 667490 Mercaptopurine 3615 IMPDH2 Homo sapiens (human) Inhibitor
dt670 667490 Mercaptopurine 316 AOX1 Homo sapiens (human) Substrate
dt671 667490 Mercaptopurine 7172 TPMT Homo sapiens (human) 15354273 Substrate
dt672 667490 Mercaptopurine 7498 XDH Homo sapiens (human) 15354273 Substrate
dt673 667490 Mercaptopurine 9376 SLC22A8 Homo sapiens (human) Substrate|Inhibitor
dt674 667490 Mercaptopurine 10257 ABCC4 Homo sapiens (human) 11447229 Substrate

  • No data available

Phase Distribution
Phase Description
  • Phase 0: Exploratory trials to assess drug behavior in humans
  • Phase 1: Safety trials to determine safe dosage range
  • Phase 2: Efficacy trials to evaluate therapeutic effects
  • Phase 3: Large-scale trials to confirm efficacy and safety
  • Phase 4: Post-marketing surveillance for long-term safety and efficacy

Trial IDTitlePhaseStatusSponsorIndicationsInterventions
NCT00514982 Medical Treatment of Colitis in Patients With Hermansky-Pudlak Syndrome PHASE2 WITHDRAWN National Institute of Allergy and Infectious Diseases (NIAID) Hermanski-Pudlak Syndrome|Colitis|Cytokines|Lymph… DRUG: Mesalamine|DRUG: Infliximab|DRUG: Corticost… Details
ISRCTN95420128 Subcutaneous CT-P13 monotherapy versus combination with immunomodulation when switching from intravenous infliximab in inflammatory bowel disease A multicentre, randomised withdrawal trial PHASE4 Recruiting Kings Health Partners Crohn's disease and ulcerative colitis Digestive… The intervention is the withdrawal of immunomodul… Details
EUCTR2019-002942-19-DK NORDTREAT_The Nordic IBD treatment strategy trial a randomized controlled trial of access to a protein profile_ PHASE4 Not Recruiting Region ebro l Crohn's disease and Ulcerative colitis MedDRA ve… Trade Name: Remicade Infliximab Pharmaceutical Fo… Details
ACTRN12613001347752 A randomized controlled trial of patients with IBD attending specialist clinics comparing de novo combination allopurinol and thiopurine versus thiopurine and placebo (ie standard practice) in terms of objective and clinical outcomes at six months PHASE3|PHASE4 Recruiting Eastern Health Inflammatory Bowel Disease; Inflammatory Bowel D… De novo combination therapy with allopurinol 100m… Details
ACTRN12612001107819 Febuxostat-thiopurine combination therapy in patients with moderately severe inflammatory bowel disease (IBD): a pilot study of a novel drug combination that may influence thiopurine bioavailability PHASE1 Not Recruiting Prof Tim Florin inflammatory bowel disease; inflammatory bowel d… To use the combination of febuxostat and 6-mercap… Details
ACTRN12611000363987 The Triple A (Adjunctive Allopurinol and Azathioprine) Study: Use of Ajunctive Allopurinol in Azathioprine/6-Mercaptopurine Non-responders to Optimize 6-Thioguanine Nucleotide Production and Improve Clinical Outcomes in Patients with Inflammatory Bowel Disease (IBD). PHASE3|PHASE4 Not Recruiting The Alfred Hospital Inflammatory Bowel Disease (IBD); Inflammatory B… Eligible IBD patients will be randomly allocated … Details
NL-OMON22783 Long term hepatotoxicity of azathioprine, 6-mercaptopurine and 6-thioguanine in inflammatory bowel disease. Not Available Not Recruiting Department of Gastroenterology and Hepatology, VU University Medical Center, Amsterdam, The Netherlands Inflammatory bowel disease, azathioprine, 6-merca… 1. Liver biopsy; 2. Venapuncture; 3. Abdominal … Details
NCT02413047 Evaluate if Response to Infliximab or Adalimumab May be Regained With an Immunomodulator None TERMINATED Indiana University Inflammatory Bowel Disease|Ulcerative Colitis|Cro… DRUG: Azathioprine|DRUG: 6 mercaptopurine|DRUG: M… Details
NCT02910245 Mercaptopurine Therapy in Ulcerative Colitis PHASE3 UNKNOWN Academisch Medisch Centrum - Universiteit van Amsterdam (AMC-UvA) Colitis, Ulcerative DRUG: Mercaptopurine (Purinethol)|DRUG: Placebo|D… Details
NCT00521950 Cost-effectiveness of TPMT Pharmacogenetics None COMPLETED ZonMw: The Netherlands Organisation for Health Research and Development Inflammatory Bowel Diseases|Crohn Disease|Ulcerat… GENETIC: TPMT genotyping; Drug: azathioprine or 6… Details
NCT03370601 Evaluation of the Clinical and Immunological Impact of Two Therapeutic Strategies in Chronic Inflammatory Diseases None TERMINATED University Hospital, Lille Inflammatory Bowel Diseases DRUG: Infliximab|DRUG: Mercaptopurine|DRUG: Azath… Details

Disease IDDisease NameDefinitionCategoryRelated DrugsMechanism
No data available

Strategy IDTherapeutic StrategySynonymsRelated DrugsMechanism
S02 Immunosuppression Classic immunosuppressive drugs azathioprine; 6-mercaptopurine; methotrexate; ciclosporin-A; tacrolimus Ciclosporin-A and tacrolimus bind to specific intracellular… Details

Does lymphopenia or macrocytosis reflect 6-thioguanine levels in patients with …

PMID: 26425841
Year: 2016
Relationship Type: Association Score: 6.3

Comment in Am J Gastroenterol. 2015 Aug;110(8):1242-3. Am J Gastroenterol. 2015 Aug;110(8):1243-4. Am J Gastroenterol. 2015 Dec;110(12):1…

Concomitant use of azathioprine/6-mercaptopurine decreases the risk of anti-TNF…

PMID: 25789922
Year: 2015
Relationship Type: Treatment Score: 6.3

BACKGROUND: Chronic periodontitis (CP) is an inflammatory condition affecting tooth-supporting tissues and alveolar bone that surround the tooth, le…

Update 2014: advances to optimize 6-mercaptopurine and azathioprine to reduce t…

PMID: 25248004
Year: 2015
Relationship Type: Adverse Effect Score: 6.3

Not found

UPLC-MS/MS method for quantification of the azathioprine metabolites 6-mercapto…

PMID: 24960235
Year: 2014
Relationship Type: Treatment Score: 6.3

In the treatment of inflammatory bowel diseases, the use of azathioprine is increasing over the time. It has been demonstrated that the effectiveness…

Risk of lymphoma in patients with inflammatory bowel disease treated with azath…

PMID: 24879926
Year: 2015
Relationship Type: Association Score: 6.3

OBJECTIVES: Antibodies to infliximab (ATIs) have been associated with loss of clinical response and lower serum infliximab (IFX) levels in some stud…

Non-cirrhotic portal hypertension due to 6-mercaptopurine use for Crohn's disea…

PMID: 24535249
Year: 2014
Relationship Type: Association Score: 6.3

6-Mercaptopurine/Azathioprine remains an important contributor in managing Croh…

PMID: 24462321
Year: 2014
Relationship Type: Treatment Score: 6.3

Two large studies concluded that AZA started early after diagnosis of Crohn's disease have no late maintenance value. This is contrary to previous st…

[Immunomodulator: azathioprine and 6-mercaptopurine]

PMID: 23126110
Year: 2012
Relationship Type: Association Score: 6.1

Mercaptopurine-induced hepatoportal sclerosis in a patient with Crohn's disease

PMID: 22841133
Year: 2013
Relationship Type: Treatment Score: 6.1

Thiopurines play a pivotal role in the management of inflammatory bowel disease. Azathioprine and mercaptopurine have been associated with a number o…

Intermittent granulocyte and monocyte apheresis versus mercaptopurine for maint…

PMID: 22607563
Year: 2012
Relationship Type: Treatment Score: 6.1

The effect of granulocyte and monocyte adsorption apheresis (GMA) on prevention of relapse of ulcerative colitis (UC) is not clear. This was a pilot …

High TPMT enzyme activity does not explain drug resistance due to preferential …

PMID: 22486532
Year: 2012
Relationship Type: Treatment Score: 6.1

BACKGROUND: Up to 20% of patients on thiopurine therapy fail to achieve adequate drug response. Many of these patients preferentially produce the tox…

Hepatotoxicity associated with 6-methyl mercaptopurine formation during azathio…

PMID: 22261533
Year: 2012
Relationship Type: Treatment Score: 6.1

Comment in Gastroenterology. 2015 Nov;149(6):1302-4. Gastroenterology. 2015 Nov;149(6):1323-6. BACKGROUND & AIMS: Inflammatory bowel disease…

6-Mercaptopurine transport in human lymphocytes: correlation with drug-induced …

PMID: 22257476
Year: 2012
Relationship Type: Adverse Effect Score: 6.1

Not found

Prognosis of lymphoma in patients following treatment with 6-mercaptopurine/aza…

PMID: 22241664
Year: 2012
Relationship Type: Treatment Score: 6.1

Inflammatory bowel disease (IBD) is characterized by chronic relapsing inflammatory disorders of the gastrointestinal tract, and includes two major …

Optimizing 6-mercaptopurine and azathioprine therapy in the management of infla…

PMID: 22072847
Year: 2011
Relationship Type: Treatment Score: 6.1

Infliximab is a monoclonal antibody against tumor necrosis factor alpha (TNF-α), which is approved for the treatment of chronic inflammatory bowel d…

Showing 61-80 of 132 articles