3-AP

Ribonucleotide reductase, the rate-limiting enzyme for de novo DNA synthesis, is an excellent target for chemotherapy. Its increased activity in cancer cells is associated with malignant transformation and proliferation. 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. Furthermore, 3-AP has been shown to activate an endoplasmic reticulum stress pathway, leading to the unfolded protein response and apoptosis.Formal Name: 2-[(3-amino-2-pyridinyl)methylene]-hydrazinecarbothioamide. CAS Number: 143621-35-6. Synonyms: 3-Aminopyridine-2-Carboxyaldehyde Thiosemicarbazone, NSC 663249, Triapine. Molecular Formula: C7H9N5S. Formula Weight: 195.2. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 25 mg/ml, DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml, DMSO: 20 mg/ml. lambdamax: 207, 224, 239, 296, 368 nm. SMILES: NC(N/N=C/C1=C(N)C=CC=N1)=S. InChi Code: 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.