NSAH

SKU: orb1298622

Description

NSAH is a nonnucleoside inhibitor of human ribonucleotide reductase (hRR), exhibiting an IC50 of 32 μM in cell-free assays and approximately 250 nM in cellular contexts. This small molecule is a research tool for studying DNA synthesis inhibition, cancer cell proliferation, and hRR activity in both biochemical and cell-based experiments.

Research Area

Cell Biology, Molecular Biology

Key Properties

• CAS Number: 1099592-35-4
• MW: 306.32
• Purity: 99.59%
• Formula: C₁₈H₁₄N₂O₃
• SMILES: Oc1ccccc1C(=O)N\N=C\c1c(O)ccc2ccccc12
• Target: DNA/RNA Synthesis
• Solubility: DMSO:55 mg/mL (179.55 mM)

Bioactivity

• In Vitro:
  A unique nonnucleoside small-molecule hRR inhibitor, naphthyl salicylic acyl hydrazone (NSAH), using virtual screening, binding affinity, inhibition, and cell toxicity assays. NSAH binds to hRRM1 with an apparent dissociation constant of 37 μM, and steady-state kinetics reveal a competitive mode of inhibition. A 2.66- resolution crystal structure of NSAH in complex with hRRM1 demonstrates that NSAH functions by binding at the catalytic site (C-site) where it makes both common and unique contacts with the enzyme compared with NDP substrates. Importantly, the IC for NSAH is within twofold of gemcitabine for growth inhibition of multiple cancer cell lines, while demonstrating little cytotoxicity against normal mobilized peripheral blood progenitor cells. NSAH depresses dGTP and dATP levels in the dNTP pool causing S-phase arrest, providing evidence for RR inhibition in cells.NSAH (0-10 μM, 2, 6, 24, or 72 h) exhibits potent anti-tumor activity in 3 cancer cell lines

Storage & Handling

• Storage: Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

DNA/RNA Synthesis, DNA Synthesis, DNASynthesis, 2-hydroxy-N'-[(E)-(2-hydroxynaphthalen-1-yl)methylidene]benzohydrazide, HCT116, Inhibitor, MDA-231, NSAH, inhibit, Panc1, RR, RNA Synthesis, RNASynthesis, S-phase

Compound Identifiers

PubChem CID

135458654