36304-47-9

Basic information

• Product Name: 2-(2-NAPHTHYLOXY)ACETOHYDRAZIDE
• Synonyms: 2-naphthalen-2-yloxyacetohydrazide;2-naphthalen-2-yloxyethanehydrazide
• CAS NO: 36304-47-9
• Molecular Formula: C₁₂H₁₂N₂O₂
• Molecular Weight: 216.24
• Mol File: 36304-47-9.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 488.7°C at 760 mmHg
• Flash Point: 249.4°C
• Appearance: /
• Density: 1.245g/cm³
• Vapor Pressure: 1.06E-09mmHg at 25°C
• Refractive Index: 1.639
• CAS DataBase Reference: 2-(2-NAPHTHYLOXY)ACETOHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-NAPHTHYLOXY)ACETOHYDRAZIDE(36304-47-9)
• EPA Substance Registry System: 2-(2-NAPHTHYLOXY)ACETOHYDRAZIDE(36304-47-9)

Safety Data

• Hazardous Substances Data: 36304-47-9(Hazardous Substances Data)

Usage

Chemical Class

Acetohydrazide derivatives

Physical Appearance

White to off-white solid

Usage

Reagent in organic synthesis and pharmaceutical research

Potential Medical Applications

Interaction with biological systems

Role in Medicine

Inhibits the growth of cancer cells, making it a potentially valuable compound in the development of anti-cancer drugs

Additional Uses

Preparation of other organic compounds and as a building block for the synthesis of various pharmaceuticals.

InChI:InChI=1/C12H12N2O2/c13-14-12(15)8-16-11-6-5-9-3-1-2-4-10(9)7-11/h1-7H,8,13H2,(H,14,15)

Upstream product

• 1929-87-9 methyl 2-(naphthalen-6-yloxy)acetate 
• 6036-14-2 ethyl (naphthalen-2-yloxy)acetate 
• 40926-77-0 (2-naphthyloxy)acetyl chloride 
• 120-23-0 (2-naphthoyl)oxyacetic acid 
• 135-19-3 β-naphthol 
• 36294-21-0 potassium 2-naphthoxide 

Downstream Products

• 51510-43-1 1-([2]-naphthyloxy-acetyl)-4-phenyl thiosemicarbazide 
• 136414-04-5 5-(naphthalen-2-yloxymethyl)-3H-[1,3,4]oxadiazole-2-thione 
• 131138-45-9 1-[3-(4-Chloro-phenyl)-5-hydroxy-5-phenyl-4,5-dihydro-pyrazol-1-yl]-2-(naphthalen-2-yloxy)-ethanone 
• 131138-53-9 1-[3,5-Bis-(4-chloro-phenyl)-5-hydroxy-4,5-dihydro-pyrazol-1-yl]-2-(naphthalen-2-yloxy)-ethanone 
• 131138-49-3 1-[3-(4-Chloro-phenyl)-5-hydroxy-5-p-tolyl-4,5-dihydro-pyrazol-1-yl]-2-(naphthalen-2-yloxy)-ethanone 
• 325139-82-0 1-(2-naphthyloxyacetyl)-4-(4-chlorophenyloxyacetyl)-thiosemicarbazide 
• 337919-48-9 1-(2-naphthyloxyacetyl)-4-(4-tolyloxyacetyl)thiosemicarbazide 
• 367967-12-2 1-(2-naphthyloxyacetyl)-4-(5-(2-chlorophenyl)-2-furoyl)-thiosemicarbazide 

Relevant articles and documents

Design, synthesis and in vitro antibacterial evaluation of naphthalen-2-yloxy based oxadiazole-2-thione derivatives

A series of novel Mannich bases 5-(naphthalen-2-yloxymethyl)-3-(substituted)aminomethyl-3H-[1,3,4]oxadiazole-2-thiones (5a-h) were synthesized by aminomethylation of substituted-1,3,4-oxadiazole-2(3H)-thione by equimolar concentration of primary or second

Synthesis, α-glucosidase inhibition, and molecular docking studies of novel N-substituted hydrazide derivatives of atranorin as antidiabetic agents

A series of novel N-substituted hydrazide derivatives were synthesized by reacting atranorin, a compound with a natural depside structure (1), with a range of hydrazines. The natural product and 12 new analogues (2–13) were investigated for inhibition of α-glucosidase. The N-substituted hydrazide derivatives showed more potent inhibition than the original. The experimental results were confirmed by docking analysis. This study suggests that these compounds are promising molecules for diabetes therapy. Molecular dynamics simulations were carried out with compound 2 demonstrating the best docking model using Gromac during simulation up to 20 ns to explore the stability of the complex ligand-protein. Furthermore, the activity of all synthetic compounds 2–13 against a normal cell line HEK293, used for assessing their cytotoxicity, was evaluated.

New oxadiazole derivatives: Synthesis and appraisal of their potential as antimicrobial agents

Introduction: The escalating threat due to dwindling effect of antibiotics and challenge of tackling rising drug-resistant infections has gathered high focus in current medicinal research. Methods: In an attempt to find new molecules that can defeat microbial resistance, two new series of 2-[2-substituted ethenyl]-5-(substituted methoxy)-1,3,4-oxadiazole derivatives were synthesized. Various aromatic hydrazides were allowed to undergo cyclization to substituted oxadiazole-2- amines in the presence of cyanogen bromide and further condensed with different heterocyclic aldehydes to give new oxadiazole derivatives. The synthesized molecules were fully characterized by various spectral techniques and tested for antimicrobial activity. Results: Almost all the newly synthesized compounds especially (5g-5l) displayed remarkable growth inhibition against three bacterial strains: M. smegmatis, S. aureus, E. coli and fungi C. albicans. The antimicrobial activity was further confirmed by MIC assay against the same microorganisms. Oxadiazole 5g displayed promising activity with a MIC value of 0.025 mM for two bacteria and fungi, whereas MIC of this compound for E. coli was 0.1 mM. Other active compounds (5h-5l) also exhibited good MIC ranging between 0.313 to 5.0 mM against the selected microorganisms. Docking simulations were generated to explore the potential binding approaches of ligand 5g at the D-alanine:d-alanine ligase (Ddl) protein of E. coli and S. aureus. Conclusion: Molecule 5g was active even at a lower concentration and could probably act as a prospective lead molecule for targeting the drug resistant microorganisms.