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NSAH

Catalog No. T8800   CAS 1099592-35-4
Synonyms: 2-hydroxy-N'-[(E)-(2-hydroxynaphthalen-1-yl)methylidene]benzohydrazide

NSAH (2-hydroxy-N'-[(E)-(2-hydroxynaphthalen-1-yl)methylidene]benzohydrazide) is a nonnucleoside inhibitor of human ribonucleotide reductase (hRR).with cell-free IC50 of 32 μM and cell-based IC50 of ~250 nM, respectively.

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NSAH Chemical Structure
NSAH, CAS 1099592-35-4
Pack Size Availability Price/USD Quantity
5 mg In stock $ 64.00
10 mg In stock $ 113.00
25 mg In stock $ 228.00
50 mg In stock $ 372.00
100 mg In stock $ 597.00
500 mg In stock $ 1,260.00
1 mL * 10 mM (in DMSO) In stock $ 70.00
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Purity: 99.59%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description NSAH (2-hydroxy-N'-[(E)-(2-hydroxynaphthalen-1-yl)methylidene]benzohydrazide) is a nonnucleoside inhibitor of human ribonucleotide reductase (hRR).with cell-free IC50 of 32 μM and cell-based IC50 of ~250 nM, respectively.
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[1]
Synonyms 2-hydroxy-N'-[(E)-(2-hydroxynaphthalen-1-yl)methylidene]benzohydrazide
Molecular Weight 306.32
Formula C18H14N2O3
CAS No. 1099592-35-4

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 62.5 mg/mL (204.03 mM), sonification is recommended.

TargetMolReferences and Literature

1. Md Faiz Ahmad, et al. Potent competitive inhibition of human ribonucleotide reductase by a nonnucleoside small molecule. Proc Natl Acad Sci U S A. 2017 Aug 1;114(31):8241-8246. 2. Tessianna A , Misko, Yi-Ting, et al. Structure-guided design of anti-cancer ribonucleotide reductase inhibitors.[J]. Journal of enzyme inhibition and medicinal chemistry, 2019.

Related compound libraries

This product is contained In the following compound libraries:
Cell Cycle Compound Library Bioactive Compounds Library Max Anti-Cancer Compound Library Inhibitor Library Target-Focused Phenotypic Screening Library Bioactive Compound Library DNA Damage & Repair Compound Library

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Keywords

NSAH 1099592-35-4 Cell Cycle/Checkpoint DNA Damage/DNA Repair DNA/RNA Synthesis HCT116 MDA-231 Panc1 2-hydroxy-N'-[(E)-(2-hydroxynaphthalen-1-yl)methylidene]benzohydrazide Inhibitor inhibit S-phase inhibitor

 

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