Triapine, Catalog: B1174

Alternate Names 3-Aminopyridine-2-Carboxyaldehyde Thiosemicarbazone; 3-AP; NSC 663249

Appearance White to off-white solid

CAS # 143621-35-6

Molecular Formula C₇H₉N₅S

Molecular Weight 195.24

Purity ≥ 98% by HPLC

Solubility DMSO (~20 mg/ml)

SMILES C1=CC(=C(N=C1)C=NNC(=S)N)N

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+

InChi Key XMYKNCNAZKMVQN-NYYWCZLTSA-N

PubChem CID 9571836

Storage Conditions -20°C

Shipping Conditions Gel Pack

Usage For Research Use Only! Not For Use in Humans.

Handling Do not take it internally. Wear a glove and mask when handling the product. Protect from air and moisture.

Triapine, 3-AP is a ribonucleotide reductase inhibitor and iron chelator with antitumor activity. At 5 μM it can enhance DU145, U251, and PSN1 tumor cell radiosensitivity in vitro, inhibiting DNA synthesis and repair. It destroys the tyrosine free radical in the R2/p53R2 subunits of ribonucleotide reductase by forming a redox active complex with iron, thus producing reactive oxygen species. In addition, 3-AP has been shown to activate an endoplasmic reticulum stress pathway, leading to the unfolded protein response and apoptosis.