Tioguanine

Tioguanine
Clinical data
Trade names	Lanvis, Tabloid, others
AHFS/Drugs.com	International Drug Names
MedlinePlus	a682099
License data	US DailyMed: thioguanine;
Routes of; administration	By mouth
ATC code	L01BB03 (WHO) ;
Legal status
Legal status	CA: ℞-only; In general: ℞ (Prescription only);
Pharmacokinetic data
Bioavailability	30% (range 14% to 46%)
Metabolism	Intracellular
Elimination half-life	80 minutes (range 25–240 minutes)
Identifiers
	IUPAC name 2-amino-1H-purine-6(7H)-thione;
CAS Number	154-42-7 ;
PubChem CID	2723601;
IUPHAR/BPS	6845;
DrugBank	DB00352 ;
ChemSpider	2005804 ;
UNII	WIX31ZPX66;
KEGG	D08603 ;
ChEBI	CHEBI:9555 ;
ChEMBL	ChEMBL727 ;
CompTox Dashboard (EPA)	DTXSID6023652 ;
ECHA InfoCard	100.005.299
Chemical and physical data
Formula	C5H5N5S
Molar mass	167.19 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES Nc2nc(=S)c1[nH]cnc1[nH]2;
	InChI InChI=1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11) ; Key:WYWHKKSPHMUBEB-UHFFFAOYSA-N ;
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Tioguanine, also known as thioguanine or 6-thioguanine (6-TG) or tabloid is a medication used to treat acute myeloid leukemia (AML), acute lymphocytic leukemia (ALL), and chronic myeloid leukemia (CML). Long-term use is not recommended. It is given by mouth.

Common side effects include bone marrow suppression, liver problems and inflammation of the mouth. It is recommended that liver enzymes be checked weekly when on the medication. People with a genetic deficiency in thiopurine S-methyltransferase are at higher risk of side effects. Avoiding pregnancy when on the medication is recommended. Tioguanine is in the antimetabolite family of medications. It is a purine analogue of guanine and works by disrupting DNA and RNA.

Tioguanine was developed between 1949 and 1951. It is on the World Health Organization's List of Essential Medicines.