Triapine

For research use only. Not for therapeutic Use.

  • CAT Number: I001685
  • CAS Number: 143621-35-6
  • Molecular Formula: C₇H₉N₅S
  • Molecular Weight: 195.24
  • Purity: ≥95%
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Triapine (Cat No.:I001685) is a synthetic small molecule with antineoplastic properties. It belongs to the class of thiosemicarbazone compounds. Triapine acts as an inhibitor of ribonucleotide reductase (RNR), an enzyme essential for DNA synthesis. By inhibiting RNR, Triapine disrupts the production of deoxynucleotides, leading to DNA damage and inhibition of cell proliferation. It has shown potential as a chemotherapeutic agent in the treatment of various cancers, including ovarian, cervical, and pancreatic cancer. Triapine’s unique mechanism of action and broad-spectrum antitumor activity make it an interesting candidate for further research and clinical investigation.


Catalog Number I001685
CAS Number 143621-35-6
Synonyms

3AP; 3AP; 3Apct; OCX 191; OCX191; OCX191; AIDS179996; AIDS179996; NSC663249. PAN-811; PAN811; PAN 811; Triapine;2-[(3-amino-2-pyridinyl)methylene]-hydrazinecarbothioamide

Molecular Formula C₇H₉N₅S
Purity ≥95%
Target DNA/RNA Synthesis
Solubility DMSO: ≥ 47 mg/mL
Storage Store at -20°C
Overview of Clinical Research

Originator: Yale University<br />
Developer: National Cancer Institute (USA); Ology Bioservices; Trethera; Vion Pharmaceuticals<br />
Class: Antineoplastics; Pyridines; Small molecules; Thiosemicarbazones<br />
Mechanism of Action: Ribonuclease inhibitors; Ribonucleotide reductase inhibitors<br />
Orphan Drug Status: No<br />

IUPAC Name [(E)-(3-aminopyridin-2-yl)methylideneamino]thiourea
InChI InChI=1S/C7H9N5S/c8-5-2-1-3-10-6(5)4-11-12-7(9)13/h1-4H,8H2,(H3,9,12,13)/b11-4+
InChIKey XMYKNCNAZKMVQN-NYYWCZLTSA-N
SMILES C1=CC(=C(N=C1)/C=N/NC(=S)N)N
Reference

1: Chitambar CR, Antholine WE. Iron-targeting antitumor activity of gallium
compounds and novel insights into triapine(&#174;)-metal complexes. Antioxid Redox
Signal. 2013 Mar 10;18(8):956-72. doi: 10.1089/ars.2012.4880. Epub 2012 Oct 3.
Review. PubMed PMID: 22900955; PubMed Central PMCID: PMC3557436. <br />
2: Yu Y, Wong J, Lovejoy DB, Kalinowski DS, Richardson DR. Chelators at the
cancer coalface: desferrioxamine to Triapine and beyond. Clin Cancer Res. 2006
Dec 1;12(23):6876-83. Review. PubMed PMID: 17145804. <br />
3: Finch RA, Liu MC, Cory AH, Cory JG, Sartorelli AC. Triapine
(3-aminopyridine-2-carboxaldehyde thiosemicarbazone; 3-AP): an inhibitor of
ribonucleotide reductase with antineoplastic activity. Adv Enzyme Regul.
1999;39:3-12. Review. PubMed PMID: 10470363.

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