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CHEBI:231347 - triapine

ChEBI IDCHEBI:231347
ChEBI Nametriapine
Stars
DefinitionA thiosemicarbazone resulting from the formal condensation of the formyl group of 3-aminopicolinaldehyde with the non-thioacylated amino group of hydrazinecarbothioamide. It is a ribonucleotide reductase inhibitor that exhibits anti-cancer properties.
Last Modified31 May 2024
Submitterdelphine
DownloadsMolfile
FormulaC7H9N5S
Net Charge0
Average Mass195.251
Monoisotopic Mass195.05787
SMILES[H]C(=NNC(N)=S)c1ncccc1N
InChIInChI=1S/C7H9N5S/c8-5-2-1-3-10-6(5)4-11-12-7(9)13/h1-4H,8H2,(H3,9,12,13)
InChIKeyXMYKNCNAZKMVQN-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor  An EC 1.17.* (oxidoreductase acting on CH or CH2) inhibitor that inhibits the action of ribonucleoside-diphosphate reductase (EC 1.17.4.1).
Applications:
radiosensitizing agent  A drug that makes increases the sensitivity of tumour cells to radiation therapy.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
triapine (CHEBI:231347) has functional parent 3-aminopicolinaldehyde (CHEBI:231207)
triapine (CHEBI:231347) has role antineoplastic agent (CHEBI:35610)
triapine (CHEBI:231347) has role apoptosis inducer (CHEBI:68495)
triapine (CHEBI:231347) has role EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor (CHEBI:74213)
triapine (CHEBI:231347) has role iron chelator (CHEBI:38157)
triapine (CHEBI:231347) has role neuroprotective agent (CHEBI:63726)
triapine (CHEBI:231347) has role radiosensitizing agent (CHEBI:132992)
triapine (CHEBI:231347) is a aminopyridine (CHEBI:38207)
triapine (CHEBI:231347) is a thiosemicarbazone (CHEBI:156467)
IUPAC Name 
2-[(3-aminopyridin-2-yl)methylidene]hydrazinecarbothioamide
Synonyms  Source
3-APSUBMITTER
OCX 191SUBMITTER
2-[(3-aminopyridin-2-yl)methylidene]hydrazine-1-carbothioamideIUPAC
2-[(3-amino-2-pyridinyl)methylene]hydrazinecarbothioamideChEBI
3-aminopyridine-2-carboxaldehyde thiosemicarbazoneChEBI
PAN 811ChEBI
Manual XrefsDatabases
DB11940DrugBank
3-Aminopyridine-2-carboxaldehyde_thiosemicarbazoneWikipedia
Registry NumbersSources
Reaxys:5811939Reaxys
CAS:143621-35-6ChEBI
Citations