Triapine | B1174

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.

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.

B1174 | Triapine DataSheet

Alternate Name/Synonyms: 3-Aminopyridine-2-Carboxyaldehyde Thiosemicarbazone; 3-AP; NSC 663249

Appearance: White to off-white solid

Formulation: N/A

CAS Number: 143621-35-6

Structure Available?: Yes

Peptide sequence: N/A

Salt Form: N/A

Molecular Formula: C₇H₉N₅S

Molecular Weight: 195.24

Cell-Permeable?: Yes

Purity: ≥98% by HPLC

Solubilities: DMSO (~20 mg/ml)

Handling: Protect from air and light

Country of Origin: USA

Tag Line: A ribonucleotide reductase inhibitor and iron chelator

MDL Number: N/A

PubChem CID: 9571836

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