2-Aminopurine-6(1H)-thione en es it fr

2-Aminopurine-6(1H)-thione Brand names, 2-Aminopurine-6(1H)-thione Analogs

2-Aminopurine-6(1H)-thione Brand Names Mixture

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2-Aminopurine-6(1H)-thione Chemical_Formula


2-Aminopurine-6(1H)-thione RX_link


2-Aminopurine-6(1H)-thione fda sheet

2-Aminopurine-6(1H)-thione FDA

2-Aminopurine-6(1H)-thione msds (material safety sheet)

2-Aminopurine-6(1H)-thione MSDS

2-Aminopurine-6(1H)-thione Synthesis Reference

Elion et al.; J.Amer.Chem.Soc.; 81;1898,1901 (1959)

2-Aminopurine-6(1H)-thione Molecular Weight

167.193 g/mol

2-Aminopurine-6(1H)-thione Melting Point

>360 oC

2-Aminopurine-6(1H)-thione H2O Solubility

36.3 mg/mL

2-Aminopurine-6(1H)-thione State


2-Aminopurine-6(1H)-thione LogP


2-Aminopurine-6(1H)-thione Dosage Forms

Oral tablets

2-Aminopurine-6(1H)-thione Indication

For remission induction and remission consolidation treatment of acute nonlymphocytic leukemias.

2-Aminopurine-6(1H)-thione Pharmacology

Thioguanine is an antineoplastic anti-metabolite used in the treatment of several forms of leukemia including acute nonlymphocytic leukemia. Anti-metabolites masquerade as purine or pyrimidine - which become the building blocks of DNA. They prevent these substances becoming incorporated in to DNA during the "S" phase (of the cell cycle), stopping normal development and division. Thioguanine was first synthesized and entered into clinical trial more than 30 years ago. It is a 6-thiopurine analogue of the naturally occurring purine bases hypoxanthine and guanine. Intracellular activation results in incorporation into DNA as a false purine base. An additional cytotoxic effect is related to its incorporation into RNA. Thioguanine is cross-resistant with mercaptopurine. Cytotoxicity is cell cycle phase-specific (S-phase).

2-Aminopurine-6(1H)-thione Absorption

Absorption of an oral dose is incomplete and variable, averaging approximately 30% of the administered dose (range: 14% to 46%)

2-Aminopurine-6(1H)-thione side effects and Toxicity

Oral, mouse: LD50 = 160 mg/kg. Symptoms of overdose include nausea, vomiting, malaise, hypotension, and diaphoresis.

2-Aminopurine-6(1H)-thione Patient Information


Patients should be informed that the major toxicities of thioguanine are related to
myelosuppression, hepatotoxicity, and gastrointestinal toxicity. Patients should never
be allowed to take the drug without medical supervision and should be advised to consult
their physician if they experience fever, sore throat, jaundice, nausea, vomiting, signs
of local infection, bleeding from any site, or symptoms suggestive of anemia. Women of
childbearing potential should be advised to avoid becoming pregnant.

2-Aminopurine-6(1H)-thione Organisms Affected

Humans and other mammals