7248-26-2

Basic information

• Product Name: 2-hydroxynaphthalene-1-carbohydrazide
• Synonyms: 1-naphthalenecarboxylic acid, 2-hydroxy-, hydrazide
• CAS NO: 7248-26-2
• Molecular Formula: C₁₁H₁₀N₂O₂
• Molecular Weight: 202.2093
• Mol File: 7248-26-2.mol
• Article Data: 1

Chemical Properties

• Density: 1.352g/cm³
• Refractive Index: 1.711
• CAS DataBase Reference: 2-hydroxynaphthalene-1-carbohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxynaphthalene-1-carbohydrazide(7248-26-2)
• EPA Substance Registry System: 2-hydroxynaphthalene-1-carbohydrazide(7248-26-2)

Safety Data

• Hazardous Substances Data: 7248-26-2(Hazardous Substances Data)

Usage

General Description

2-hydroxynaphthalene-1-carbohydrazide is a chemical compound with the molecular formula C11H9N3O2. It is a derivative of naphthalene and is commonly used in the laboratory as a reagent for the determination of certain metal ions. It is also known for its use in the development of photographic films and papers. Additionally, 2-hydroxynaphthalene-1-carbohydrazide has been studied for its potential applications in various fields, including medicine and agriculture, due to its interesting chemical and biological properties. However, it is important to handle this chemical with care, as it may cause irritation to the skin, eyes, and respiratory system, and may be harmful if swallowed.

Upstream product

• 947-65-9 methyl 2-hydroxy-1-naphthoate 

Relevant articles and documents

Structure-guided design of anti-cancer ribonucleotide reductase inhibitors

Ribonucleotide reductase (RR) catalyses the rate-limiting step of dNTP synthesis, establishing it as an important cancer target. While RR is traditionally inhibited by nucleoside-based antimetabolites, we recently discovered a naphthyl salicyl acyl hydrazone-based inhibitor (NSAH) that binds reversibly to the catalytic site (C-site). Here we report the synthesis and in vitro evaluation of 13 distinct compounds (TP1-13) with improved binding to hRR over NSAH (TP8), with lower KD’s and more predicted residue interactions. Moreover, TP6 displayed the greatest growth inhibiting effect in the Panc1 pancreatic cancer cell line with an IC50 of 0.393 μM. This represents more than a 2-fold improvement over NSAH, making TP6 the most potent compound against pancreatic cancer emerging from the hydrazone inhibitors. NSAH was optimised by the addition of cyclic and polar groups replacing the naphthyl moiety, which occupies the phosphate-binding pocket in the C-site, establishing a new direction in inhibitor design.