Name: | Thioguanine |
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PubChem Compound ID: | 2723601 |
Description: | An antineoplastic compound which also has antimetabolite action. The drug is used in the therapy of acute leukemia. |
Molecular formula: | C5H5N5S |
Molecular weight: | 167.193 g/mol |
Synonyms: |
Tioguanine; Thioguanine; BW 5071; KBio2_000715; 2-Aminopurine-6(1H)-thione; 2-Amino-6-MP; 6-Thioguanine; AIDS159793; NSC 752; KBioSS_000715.
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Name: | Thioguanine |
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Name (isomeric): | DB00352 |
Drug Type: | small molecule |
Description: | An antineoplastic compound which also has antimetabolite action. The drug is used in the therapy of acute leukemia. |
Synonyms: |
2-Aminopurin-6-thiol; 2-Amino-6-purinethiol; Tioguanine; 2-Aminopurine-6(1H)-thione; 2-Amino-6-mercaptopurine; 6-Thioguanine; ThG; TG; 2-Aminopurine-6-thiol; 2-Amino-6-merkaptopurin.
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Brand: | Wellcome U3B, Tabloid, Lanvis |
Category: | Antimetabolites, Antineoplastic |
CAS number: | 154-42-7 |
Indication: | For remission induction and remission consolidation treatment of acute nonlymphocytic leukemias. |
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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 n...
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Mechanism of Action: |
Thioguanine competes with hypoxanthine and guanine for the enzyme hypoxanthine-guanine phosphoribosyltransferase (HGPRTase) and is itself converted to 6-thioguanilyic acid (TGMP), which reaches high intracellular concentrations at therapeutic doses. TGMP interferes with the synthesis of guanine nucleotides by its inhibition of purine biosynthesis b...
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Absorption: | Absorption of an oral dose is incomplete and variable, averaging approximately 30% of the administered dose (range: 14% to 46%) |
Biotransformation: | Hepatic. First converted to 6-thioguanilyic acid (TGMP). TGMP is further converted to the di- and tri-phosphates, thioguanosine diphosphate (TGDP) and thioguanosine triphosphate (TGTP) by the same enzymes that metabolize guanine nucleotides. |
Half Life: | 80 minutes (range 25-240 minutes) |
Toxicity: | Oral, mouse: LD50 = 160 mg/kg. Symptoms of overdose include nausea, vomiting, malaise, hypotension, and diaphoresis. |
Affected organisms: | Humans and other mammals |
Drug interaction: |
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