CAS 50-44-2: 6-Mercaptopurine
Description:6-Mercaptopurine is a purine analog and an antimetabolite used primarily in the treatment of certain types of leukemia, particularly acute lymphoblastic leukemia (ALL) and chronic myeloid leukemia (CML). Its chemical formula is C5H4N4S, and it features a thiol group (-SH) that contributes to its reactivity and biological activity. The compound acts by inhibiting nucleotide synthesis, thereby interfering with DNA and RNA synthesis, which is crucial for rapidly dividing cancer cells. 6-Mercaptopurine is typically administered orally and is known for its potential side effects, including myelosuppression, hepatotoxicity, and gastrointestinal disturbances. It is metabolized in the liver, and its efficacy can be influenced by genetic variations in metabolic enzymes, particularly thiopurine S-methyltransferase (TPMT). Due to its mechanism of action and side effect profile, careful monitoring and dosage adjustments are often necessary during treatment. Overall, 6-Mercaptopurine remains an important therapeutic agent in oncology, particularly in pediatric and adult hematological malignancies.
Formula:C5H4N4S
InChI:InChI=1S/C5H4N4S/c10-5-3-4(7-1-6-3)8-2-9-5/h1-2H,(H2,6,7,8,9,10)
InChI key:InChIKey=GLVAUDGFNGKCSF-UHFFFAOYSA-N
SMILES:S=C1N=CNC=2N=CNC12
- Synonyms:
- 1,7-Dihydro-6H-purine-6-thione
- 1,9-Dihydro-6H-purine-6-thione
- 1,9-Dihydro-purine-6-thione
- 1H-Purine, 6-mercapto-
- 3,5-dihydro-6H-purine-6-thione
- 3,7-Dihydropurine-6-thione
- 3H-Purine-6-thiol
- 6,9-dihydro-1H-purine
- 6-Mercaptopurin
- 6-Mercaptopurine
- See more synonyms
- 6-Mp
- 6-Thiohypoxanthine
- 6-Thiopurine
- 6-Thioxopurine
- 6H-Purine-6-thione, 1,7-dihydro-
- 6H-Purine-6-thione, 1,9-dihydro-
- 6H-purine-6-thione
- 6MP
- 7-Mercapto-1,3,4,6-tetrazaindene
- 9H-Purine-6(1H)-thione
- Hypoxanthine, thio-
- Ismipur
- Leukerin
- Leupurin
- Mercaleukim
- Mercaleukin
- Mercaptopurin
- Mercaptopurina
- Mercapurin
- Mern
- Nsc 55477
- Nsc 68293
- Nsc 755
- Purimethol
- Purine-6(1H)-thione
- Purine-6-Thiol
- Purine-6-thione
- Purinethiol
- Purinethol
- Purixan
- Thiohypoxanthine
- U 4748
