API reference
Mercaptopurine
- CAS number
- 50-44-2
- Molecular formula
- C5H4N4S
- Molecular weight
- 152.18 g/mol
About this molecule
Mercaptopurine Anhydrous is the anhydrous form of mercaptopurine, 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.
Source: NCI Thesaurus (NCIt), via PubChem.
Identifiers
- IUPAC name
- 3,7-dihydropurine-6-thione
- InChIKey
- GLVAUDGFNGKCSF-UHFFFAOYSA-N
- SMILES
- C1=NC2=C(N1)C(=S)N=CN2
- Other CAS numbers recorded
- 157930-13-7 · 157930-11-5 · 1194-62-3 · 157930-14-8
- PubChem CID
- 667490
Also known as
6-Mercaptopurine · mercaptopurine · Mercapurin · 6-Thiopurine · 6-Thioxopurine · 9H-Purine-6-thiol · 6-Mercaptopurin · Puri-Nethol
Chemical data on this page is drawn from PubChem (National Library of Medicine) and is provided for identification only. Hanpars does not hold stock of every substance listed; availability, grade, documentation and regulatory status are confirmed per enquiry.
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