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Tioguanine



Tioguanine
Systematic (IUPAC) name
2-amino-7H-purine-6-thiol
Identifiers
CAS number 154-42-7
ATC code L01BB03
PubChem 2723601
DrugBank APRD00290
Chemical data
Formula C5H5N5S 
Mol. mass 167.193 g/mol
Pharmacokinetic data
Bioavailability 30% (range 14% to 46%)
Metabolism Intracellular
Half life 80 minutes (range 25-240 minutes)
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?

Legal status
Routes oral

Tioguanine (INN), formerly Thioguanine (BAN), is a drug that is used in the treatment of cancer. It belongs to the family of drugs called antimetabolites. It is a guanine analog. Its principal use is in acute leukaemias and chronic myeloid leukaemia.

Pharmacology

As a guanine analogue, it is transformed inside the cell into to 6-thioguanilyic acid (TGMP) which, by pseudofeedback interference with purine biosynthesis, interferes with the synthesis of guanine nucleotides. Some of its activity may also be due to the incorporation of thioguanine nucleotides into both RNA and DNA, but the end result is inducing cell cycle arrest and apoptosis. It is metabolized by via methylation by thiopurine methyltransferase.

v • d • e
Chemotherapeutic agents/Antineoplastic agents (L01)
Alkylating and alkylating-like agentsNitrogen mustards: (Chlorambucil, Chlormethine, Cyclophosphamide, Ifosfamide, Melphalan). Nitrosoureas:(Carmustine, Fotemustine, Lomustine, Streptozocin). Platinum (alkylating-like): (Carboplatin, Cisplatin, Oxaliplatin, BBR3464). Busulfan, Dacarbazine, Procarbazine, Temozolomide, ThioTEPA, Uramustine
AntimetabolitesFolic acid: (Aminopterin, Methotrexate, Pemetrexed, Raltitrexed). Purine:(Cladribine, Clofarabine, Fludarabine, Mercaptopurine, Pentostatin, Thioguanine). Pyrimidine:(Capecitabine, Cytarabine, Fluorouracil, Floxuridine, Gemcitabine)
Spindle poison/mitotic inhibitorTaxane: (Docetaxel, Paclitaxel). Vinca: (Vinblastine, Vincristine, Vindesine, Vinorelbine).
Cytotoxic/antitumor antibioticsAnthracycline family: (Daunorubicin, Doxorubicin, Epirubicin, Idarubicin, Mitoxantrone, Valrubicin) - streptomyces (Actinomycin, Bleomycin, Mitomycin, Plicamycin) - Hydroxyurea
Topoisomerase inhibitorsCamptotheca: (Camptothecin, Topotecan, Irinotecan), Podophyllum:(Etoposide, Teniposide)
CI monoclonal antibodiesReceptor tyrosine kinase (Cetuximab, Panitumumab, Trastuzumab) - CD20 (Rituximab, Tositumomab) - other (Alemtuzumab, Bevacizumab, Gemtuzumab)
PhotosensitizersAminolevulinic acid, Methyl aminolevulinate, Porfimer sodium, Verteporfin
Tyrosine kinase inhibitorsDasatinib, Erlotinib, Gefitinib, Imatinib, Lapatinib, Nilotinib, Sorafenib, Sunitinib
Otherretinoids (Alitretinoin, Tretinoin) - Altretamine, Amsacrine, Anagrelide, Arsenic trioxide, Asparaginase (Pegaspargase), Bexarotene, Bortezomib, Denileukin diftitox, Estramustine, Ixabepilone, Masoprocol, Mitotane
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Tioguanine". A list of authors is available in Wikipedia.
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