Details of the Active Pharmaceutical Ingredient (API)

General Information of API (ID: D00671)
Name
Thioguanine
Synonyms    Click to Show/Hide the Synonyms of This API
6-Thioguanine; thioguanine; 154-42-7; Tioguanine; 2-Amino-6-mercaptopurine; 6-Mercaptoguanine; Tioguanin; Tabloid; Lanvis; 2-Amino-6-purinethiol; 2-Amino 6MP; 2-Aminopurin-6-thiol; 2-Aminopurine-6-thiol; 2-Aminopurine-6(1H)-thione; Wellcome U3B; 6-Mercapto-2-aminopurine; 2-Amino-9H-purine-6-thiol; 2-Amino-6-merkaptopurin; Tioguaninum; Guanine, thio-; Tioguanina; 6H-Purine-6-thione, 2-amino-1,7-dihydro-; 2-Amino-1,7-dihydro-6H-purine-6-thione; 2-amino-3,7-dihydropurine-6-thione; BW 5071; Purine-6-thiol, 2-amino-; Purine-6(1H)-thione, 2-amino-; 2-Amino-1,9-Dihydro-6h-Purine-6-Thione; NSC-752; C5H5N5S; NSC 752; 2-Amino-1,7-dihydro-6H-purin-6-thion; UNII-WIX31ZPX66; Tioguanine (INN); 9H-Purine-6-thiol, 2-amino-; 2-amino-1,9-dihydropurine-6-thione; MFCD00233553; CHEMBL727; WIX31ZPX66; 2-amino-6,7-dihydro-3H-purine-6-thione; CHEBI:9555; NSC752; Thioguanine2-Amino-6-purinethiol; 2-Thioguanine; Tioguanine [INN]; 2-amino-1,7-dihydropurine-6-thione; NCGC00094792-01; DSSTox_CID_3652; 2-Amino-6-MP; DSSTox_RID_77129; DSSTox_GSID_23652; Tioguaninum [INN-Latin]; 2-Aminopurin-6-thiol [Czech]; Guanine, thio- (VAN); 2-Amino-6-merkaptopurin [Czech]; 6-Tioguanine; Tioguanina [INN-Spanish]; CAS-154-42-7; SMR000857244; Lanvis (TN); Thioguanine Anhydrous; CCRIS 8997; NSC-76504; HSDB 2504; SR-05000002077; EINECS 205-827-2; Thioguanine [USAN:USP]; 2-Amino-1,7-dihydro-6H-purin-6-thion [Czech]; Thioquanine; AI3-26078; 7H-Purine-6-thiol, 2-amino-; 6-thioguano-sine; 6-TG/Thioguanine; Tioguanine hemihydrate; PubChem9185; Thioguanine, anhydrous; 6-Thioguanine/6-TG; 1H-Purine-6-thiol, 2-amino- (9CI); Spectrum_000235; ACMC-209dan; Spectrum2_000695; Spectrum3_000577; Spectrum4_000926; Spectrum5_001455; purine antimetabolite: antimetabolite: inhibits nucleic acid replication; 2-Amino-6-mercapto-purin; 6-Thioguanine, >=98%; SCHEMBL3701; SCHEMBL5898; NCIOpen2_004153; BSPBio_001994; KBioGR_001452; KBioGR_002476; KBioSS_000715; KBioSS_002483; MLS001333131; MLS001333132; MLS006010896; DivK1c_000428; SPECTRUM1500573; 6H-Purine-6-thione, 2-amino-3,7-dihydro- (9CI); SPBio_000849; 154-42-7; 6-Thioguanine; 2-amino-6-mercapto-9H-purine; GTPL6845; Thioguanine (TN) (GlaxoSmith); DTXSID6023652; HMS501F10; KBio1_000428; KBio2_000715; KBio2_002476; KBio2_003283; KBio2_005044; KBio2_005851; KBio2_007612; KBio3_001494; KBio3_002954; cMAP_000061; NINDS_000428; BCPE000001; HMS1921E09; HMS2092M11; HMS2235F05; HMS3865G13; Pharmakon1600-01500573; 2-amino-1H-purine-6(9H)-thione; ALBB-023493; BCP27718; ZINC6382803; Tox21_111035; Tox21_113184; Tox21_202401; Tox21_300275; ABP000905; ANW-21501; BDBM50200099; CCG-39890; NSC757348; SBB067147; AKOS003389499; AKOS015901298; Tox21_111035_1; 2-Amino-1,7-dihydro-purine-6-thione; 2-Amino-1,9-dihydro-purine-6-thione; AC-8421; BCP9000197; CCG-213953; CCG-266338; CS-1497; DB00352; MCULE-5787306636; NSC-757348; PS-5007; VZ33872; WLN: T56 BNM FYM INJ FUS HZ; IDI1_000428; SMP2_000326; NCGC00094792-02; NCGC00094792-03; NCGC00094792-05; NCGC00094792-06; NCGC00188976-01; NCGC00188976-02; NCGC00254082-01; NCGC00259950-01; NCGC00263442-01; NCGC00263442-05; 153981-51-2; 153981-52-3; 154034-61-4; 154034-62-5; AC-23020; HY-13765; NCI60_041643; SMR004701808; SBI-0051533.P003; AB0013003; FT-0611217; ST45025337; 2-Amino-1,7-dihydro-6H-purine-6-thione #; C07648; D08603; J10163; W-5092; 15151-EP2275420A1; 15151-EP2295055A2; 15151-EP2295416A2; 15151-EP2295426A1; 15151-EP2295427A1; 15151-EP2298748A2; 15151-EP2298764A1; 15151-EP2298765A1; 15151-EP2305642A2; 15151-EP2308833A2; 15151-EP2311453A1; 15151-EP2311808A1; 15151-EP2311825A1; 15151-EP2311829A1; 15151-EP2311840A1; 15151-EP2311842A2; 15151-EP2316832A1; 15151-EP2316833A1; AB00174074_06; AB00918694_06; AB01273926-01; AB01273926-02; AB01273926_03; 120118-EP2270008A1; 120118-EP2272827A1; 120118-EP2292617A1; 120118-EP2298778A1; 154T427; Q385347; SR-05000002077-1; SR-05000002077-5; W-108030; W-205813; Z2768769146; 6-Thioguanine;6-TG;2-Amino-6-mercaptopurine;2-Amino-6-purinethiol; Thioguanine, United States Pharmacopeia (USP) Reference Standard; Thioguanine;6-TG; 2-Amino-6-mercaptopurine; 2-Amino-6-purinethiol
Clinical Status
Approved
Disease Indication Acute myeloid leukemia ICD-11: 2A60 [1]
PubChem CID
2723601
Formula
C5H5N5S
Canonical SMILES
C1=NC2=C(N1)C(=S)N=C(N2)N
InChI
1S/C5H5N5S/c6-5-9-3-2(4(11)10-5)7-1-8-3/h1H,(H4,6,7,8,9,10,11)
InChIKey
WYWHKKSPHMUBEB-UHFFFAOYSA-N
   Click to Show/Hide the Molecular Data (Structure/Property) of This API
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=2723601"></iframe>
3D MOL 2D MOL
Physicochemical Properties Molecular Weight 167.19 Topological Polar Surface Area 111
XlogP -0.1 Complexity 225
Heavy Atom Count 11 Rotatable Bond Count 0
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 2
Full List of Drug Formulations (DFMs) Containing This API
          Thioguanine 40 mg tablet Click to Show/Hide the Full List of Formulation(s):          2 Formulation(s)
             Drug Formulation 1 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Stearic acid; Lactose monohydrate; Magnesium stearate; Acacia; Starch, potato
                   Dosage Form Oral Tablet
                   Company GlaxoSmithKline
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
             Drug Formulation 2 DFM Info click to show the detail info of this DFM
                   All DIGs    Click to Show/Hide the Full List of DIGs in This DFM
Stearic acid; Lactose monohydrate; Magnesium stearate; Acacia; Starch, potato
                   Dosage Form Oral Tablet
                   Company Aspen Global
                   DIG(s) with
                   Biological Activity
DIG Name DIG Info Representative Biological Activity of This DIG REF
Stearic acid DIG Info Phosphodiesterase 3A (IC50 = 3.1 uM) [2]
Magnesium stearate DIG Info Albendazole monooxygenase (Protein expression downregulation) [3]
References
1 FDA label for approved thioguanine from the official website of the U.S. Food and Drug Administration.
2 The activities of drug inactive ingredients on biological targets. Science. 2020 Jul 24;369(6502):403-413.
3 Effects of commonly used excipients on the expression of CYP3A4 in colon and liver cells. Pharm Res. 2010 Aug;27(8):1703-12.

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