General Information of the Drug (ID: ferrodrug0218)
Name
Tirapazamine
Synonyms
TIRAPAZAMINE; 27314-97-2; 3-Aminobenzo[e][1,2,4]triazine 1,4-dioxide; 1,2,4-Benzotriazin-3-amine, 1,4-dioxide; Tirazone; 3-Amino-1,2,4-benzotriazine 1,4-dioxide; Win-59075; WIN 59075; SR 4233; SR-4233; 3-Amino-1,2,4-benzotriazine-1,4-dioxide; CHEBI:78887; SR-259075; NSC-130181; SR259075; 1,2,4-Benzotriazin-3-amine 1,4-Dioxide; 1UD32YR59G; SR259075;SR4233;Win59075; Tirapazamine [USAN:INN]; 1,2,4-benzotriazin-3-amine,1,4-dioxide; NSC 130181; BRN 0179322; UNII-1UD32YR59G; Win59075; SR4233; 4-hydroxy-1-oxido-1,2,4-benzotriazin-1-ium-3-imine; TIRAPAZAMINE [MI]; Tirapazamine (USAN/INN); TIRAPAZAMINE [INN]; TIRAPAZAMINE [USAN]; SCHEMBL4048; SCHEMBL4049; 1,2,4-Benzotriazine, 3-amino-, 1,4-dioxide; TIRAPAZAMINE [MART.]; 4-26-00-01120 (Beilstein Handbook Reference); CHEMBL50882; SCHEMBL872285; TIRAPAZAMINE [WHO-DD]; Tirapazamine, >=98% (HPLC); ORYDPOVDJJZGHQ-UHFFFAOYSA-N; AMY38675; BCP03663; EX-A2967; BDBM50226806; MFCD00132954; AKOS006271584; AKOS037645846; DB04858; NCGC00390788-04; AC-31305; AS-64112; HY-13767; BCP0726000167; FT-0661586; T3823; 3-Aminobenzo[e][1,2,4]triazine1,4-dioxide; D06167; T72208; J-016728; Q3529346; 1,4-dioxido-1,2,4-benzotriazine-1,4-diium-3-amine; 4-hydroxy-3-imino-3,4-dihydro-1,2,4-benzotriazin-1-ium-1-olate

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Status
Phase 3
Drug Type
Small molecular drug
Structure
Formula
C7H6N4O2
IUPAC Name
1,4-dioxido-1,2,4-benzotriazine-1,4-diium-3-amine
Canonical SMILES
C1=CC=C2C(=C1)[N+](=C(N=[N+]2[O-])N)[O-]
InChI
InChI=1S/C7H6N4O2/c8-7-9-11(13)6-4-2-1-3-5(6)10(7)12/h1-4H,(H2,8,9)
InChIKey
ORYDPOVDJJZGHQ-UHFFFAOYSA-N
PubChem CID
135413511
TTD Drug ID
D09XQU
Full List of Ferroptosis Target Related to This Drug
Cystine/glutamate transporter (SLC7A11)
In total 1 item(s) under this Target
Experiment 1 Reporting the Ferroptosis-centered Drug Act on This Target [1]
Target for Ferroptosis Suppressor
Responsed Disease Osteosarcoma ICD-11: 2B51
Pathway Response Fatty acid metabolism hsa01212
Ferroptosis hsa04216
Cell Process Cell ferroptosis
Cell proliferation
Cell migration
In Vitro Model 143B cells Osteosarcoma Homo sapiens CVCL_2270
MNNG/HOS Cl #5 cells Osteosarcoma Homo sapiens CVCL_0439
U2OS cells Osteosarcoma Homo sapiens CVCL_0042
Response regulation SLC7A11 overexpression could restored the proliferation and migration abilities inhibited by Tirazamine. Thus, TPZ could inhibit the proliferation and migration of osteosarcoma cells, and induce ferroptosis in part through inhibiting SLC7A11.
References
Ref 1 Tirapazamine suppress osteosarcoma cells in part through SLC7A11 mediated ferroptosis. Biochem Biophys Res Commun. 2021 Aug 27;567:118-124. doi: 10.1016/j.bbrc.2021.06.036. Epub 2021 Jun 17.