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Version: 17.06d (Release date: 2017-06-26)
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Mercaptopurine (Code C195)

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Terms & Properties

Preferred Name: Mercaptopurine

Definition: A thiopurine-derivative antimetabolite with antineoplastic and immunosuppressive activities. Produced through the metabolism of mercaptopurine by hypoxanthine-guanine phosphoribosyltransferase (HGPRT), mercaptopurine metabolites 6-thioguanosine-5'-phosphate (6-thioGMP) and 6-thioinosine monophosphate (T-IMP) inhibit nucleotide interconversions and de novo purine synthesis, thereby blocking the formation of purine nucleotides and inhibiting DNA synthesis. This agent is also incorporated into DNA in the form of deoxythioguanosine, which results in the disruption of DNA replication. In addition, mercaptopurine is converted to 6-methylmercaptopurine ribonucleoside (MMPR) by 6-thiopurine methyltransferase; MMPRs are also potent inhibitors of de novo purine synthesis. (NCI04)

NCI-GLOSS Definition: A drug used to treat acute lymphatic leukemia. It belongs to the family of drugs called antimetabolites.

Display Name: Mercaptopurine

Label: Mercaptopurine

NCI Thesaurus Code: C195 (Search for linked caDSR metadata)  (search value sets)

NCI Metathesaurus Link: C0000618  (see NCI Metathesaurus info)

Synonyms & Abbreviations: (see Synonym Details)
1,7-Dihydro-6H-purine-6-thione
1,7-Dihydro-6H-purine-6-thione Monohydrate
3H-Purine-6-thiol
6-Mercaptopurine
6-Mercaptopurine Monohydrate
6-MP
6-Purinethiol
6-Thiopurine
6-Thioxopurine
6H-Purine-6-thione, 1,7-dihydro- (9CI)
6 MP
6 Thiohypoxanthine
6 Thiopurine
7-Mercapto-1,3,4,6-tetrazaindene
Alti-Mercaptopurine
Azathiopurine
Bw 57-323H
BW 57-323H
Flocofil
Ismipur
Leukerin
Leupurin
Mercaleukim
Mercaleukin
Mercaptina
Mercapto-6-purine
Mercaptopurine
mercaptopurine
MERCAPTOPURINE
Mercaptopurinum
Mercapurin
Mern
NCI-C04886
Puri-Nethol
Purimethol
Purine, 6-mercapto-
Purine-6-thiol, monohydrate
Purine-6-thiol, Monohydrate
Purine-6-thiol (8CI)
Purine-6-thiol Monohydrate
Purinethiol
Purinethol
U-4748
WR-2785

External Source Codes: 
CAS Registry Number 6112-76-1 (see NLM ChemIDplus info)
FDA UNII Code E7WED276I5
ChEBI ID CHEBI:31822 (see ChEBI info)
NSC Code 755 (see NCI DTP info)
PDQ Closed Trial Search ID 43436
PDQ Open Trial Search ID 43436 (check for NCI PDQ open clinical trial info)
UMLS CUI C0000618

Other Properties:
     Name Value (qualifiers indented underneath)
Accepted_Therapeutic_Use_For Acute lymphocytic leukemia; Acute myelogenous leukemia; Crohns disease; Hodgkins lymphoma in children; Lymphoblastic lymphoma; Ulcerative colitis
Chemical_Formula C5H4N4S.H2O
code C195
Contributing_Source CTRP
Contributing_Source FDA
Legacy_Concept_Name Mercaptopurine
Semantic_Type Nucleic Acid, Nucleoside, or Nucleotide
Semantic_Type Pharmacologic Substance

Additional Concept Data: 
Defined Fully by Roles: Yes  

URL: https://ncit.nci.nih.gov/ncitbrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&code=C195

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