54417-21-9

Basic information

• Product Name: 2-Naphthalenecarboxylic acid, 3-hydroxy-, 2-[(phenylamino)thioxomethyl]hydrazide
• CAS NO: 54417-21-9
• Molecular Formula: C18H15N3O2S
• Molecular Weight: 337.402
• Mol File: 54417-21-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Naphthalenecarboxylic acid, 3-hydroxy-, 2-[(phenylamino)thioxomethyl]hydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Naphthalenecarboxylic acid, 3-hydroxy-, 2-[(phenylamino)thioxomethyl]hydrazide(54417-21-9)
• EPA Substance Registry System: 2-Naphthalenecarboxylic acid, 3-hydroxy-, 2-[(phenylamino)thioxomethyl]hydrazide(54417-21-9)

Safety Data

• Hazardous Substances Data: 54417-21-9(Hazardous Substances Data)

Upstream product

• 5341-58-2 3-hydroxy-2-naphthohydrazide 
• 103-72-0 phenyl isothiocyanate 

Downstream Products

• 499987-90-5 2-phenylamino-5-(3-hydroxy-2-naphthyl)-1,3,4-thiadiazole 

Relevant articles and documents

Design, synthesis, in vitro antiproliferative activity, binding modeling of 1,2,4,-triazoles as new anti-breast cancer agents

This article demonstrates the synthesis of 1,2,4-triazole derivatives and their applications in medicine particularly as anti-breast cancer agents which is a major issue of the present. The synthesized compounds were characterized by elemental analysis, FT-IR and NMR. DFT was used to study the quantum chemical calculations of geometries and vibrational wave numbers of 3-hydroxynaphthyl and p-tolyl substituted 1,2,4-triazoles in the ground state. The scaled harmonic vibrational frequencies obtained from the DFT method were compared with those of the FT-IR spectra and found good agreement. The synthesized 1,2,4-triazole-naphthyl hybrids were screened for the anticancer activity against MCF-7 breast cancer lines. Among them compounds 3 and 7 showed broad spectrum anticancer activity with IC50 values 9.7 μM and 7.10 μM, respectively and their activity is comparable to that of the standard drugs. The molecular model for binding between the compounds (1-8) and the active site of BRCA2 was obtained on the basis of the computational docking results and the structure-activity relationship.

Synthesis of new 2,5-disubstituted-1,3,4-thiadiazoles and preliminary evaluation of anticonvulsant and antimicrobial activities

Two new series of 2,5-disubstituted-1,3,4-thiadiazoles were synthesized for their possible anticonvulsant, antibacterial and antifungal activities. The degree of protection afforded by these compounds at a dose of 100 mg/kg ip against pentylenetetrazole-induced convulsions in mice ranged from 0 to 90%. Among these compounds, 2a (90%) and 2g (70%) showed maximum protection. Antimicrobial tests showed that the MIC value of 3j against Pseudomanas aeruginosa was equal to that of penicillin.