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Salicylaldehyde azine is an organic compound that is formed by the condensation of two molecules of salicylic aldehyde. It is characterized by its unique azine structure, which consists of alternating single and double bonds between nitrogen atoms. SALICYLALDEHYDE AZINE has been found to possess anthelmintic activity, making it a potential candidate for the development of new drugs and treatments.

959-36-4

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959-36-4 Usage

Uses

Used in Pharmaceutical Industry:
Salicylaldehyde azine is used as an intermediate in the synthesis of 2-oxo-2H-1-benzopyran-3-carboxylic acid 2-(2-oxo-2H-1-benzopyran-3-carbonyl)hydrazide, a compound with anthelmintic activity. This derivative can be used for the development of new drugs to treat parasitic infections caused by helminths.
Used in Chemical Research:
Salicylaldehyde azine can also be used as a starting material for the synthesis of various hydrazone derivatives, which have been found to possess anthelmintic activity. These hydrazone derivatives can be further studied and optimized for their potential use in the development of new anthelmintic drugs.

Check Digit Verification of cas no

The CAS Registry Mumber 959-36-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,5 and 9 respectively; the second part has 2 digits, 3 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 959-36:
(5*9)+(4*5)+(3*9)+(2*3)+(1*6)=104
104 % 10 = 4
So 959-36-4 is a valid CAS Registry Number.
InChI:InChI=1/C14H12N2O2/c17-13-7-3-1-5-11(13)9-15-16-10-12-6-2-4-8-14(12)18/h1-10,17-18H/b15-9+,16-10+

959-36-4 Well-known Company Product Price

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  • Alfa Aesar

  • (A10527)  Salicylaldehyde azine, 97%   

  • 959-36-4

  • 10g

  • 652.0CNY

  • Detail
  • Alfa Aesar

  • (A10527)  Salicylaldehyde azine, 97%   

  • 959-36-4

  • 50g

  • 2705.0CNY

  • Detail

959-36-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name Salicylaldehyde azine

1.2 Other means of identification

Product number -
Other names Benzaldehyde, 2-hydroxy-, [(2-hydroxyphenyl)methylene]hydrazone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
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More Details:959-36-4 SDS

959-36-4Relevant academic research and scientific papers

Synthesis of tetradentate schiff base derivatives of transition bimetallic complexes as antimicrobial agents

Yousaf, Muhammad,Pervaiz, Muhammad,Sagir, Muhammad,Ashhar-Uz-Zaman,Mushtaq, Muhammad,Naz, Muhammad Yasin

, p. 1150 - 1155 (2013)

A series of Co(II), Cu(II), Mn(II) and Zn(II) bimetallic complexes have been synthesized with the schiff base ligand 2-(bis-2-hydroxyl phenylidene) diimine (L) derived from the condensation of hydrazine and salicylaldehyde. The synthesized ligand and bimetallic complexes were characterized by different spectroscopic techniques. The characterization of ligand was carried out by FT-IR, H1NMR, C13NMR andMS while the bimetallic complexes were characterized by FT-IR and X-ray crystallographic techniques. The complexes and ligand were employed in vitro for antifungal and antibacterial activities using disc diffusion method. Different fungal strains such as Alternaria Alternate, Aspergillus Flavus and Aspergillus Niger were used to check antifungal activities of bimetallic complexes and ligand. Similarly, the bacterial strains used were Staphylococcus Aureus, Bacillus Subbtilis and Escheria Coli. The biological studies showed that the ligand exhibited lower value of antifungal and antibacterial activities than bimetallic complexes.

Efficient photocatalytic properties of a dinuclear iron complex with bis[2-hydroxybenzaldehyde]hydrazonate ligand

Ran, Jing-Wen,Liu, Shao-Wen,Wu, Peng,Pei, Jun

, p. 373 - 375 (2013)

A novel photooxidative system for degrading toxic organic pollutants is reported. A new complex of Fe2L3(L = bis[2- hydroxybenzaldehyde]hydrazone) synthesized can efficiently activate hydrogen peroxide (H2O2) to oxidize and mineralize the target complexes rhodamine B (RhB) and methyl orange (MO) in aqueous media under ambient temperature and normal pressure and with visible light irradiation.

Spectroscopic and photophysical properties of salicylaldehyde azine (SAA) as a photochromic Schiff base suitable for heterogeneous studies

Zió?ek, Marcin,Filipczak, Katarzyna,Maciejewski, Andrzej

, p. 181 - 186 (2008)

The photochromic cycle of the salicylaldehyde azine (SAA) has been investigated by means of the stationary and time-resolved UV-vis spectroscopy in a number of differently interacting solvents and micellar systems. The primary enol form of this Schiff base is much more energetically stabilized than in the other aromatic Schiff bases, which is reflected in remarkable resistance of SAA to the hydrolysis process. The fluorescence decay measured in highly viscous solvents as well as in micellar systems has proved the existence of different conformers of the cis-keto tautomer. Three different routes of the photochrome (trans-keto tautomer) decay have been also observed.

Salicylaldehyde azine cluster formation observed by cold-spray ionization mass spectrometry

Xu, Xiangyu,Qiao, Jinping,Deng, Xuebin,Na, Na,Ouyang, Jin

, p. 961 - 968 (2013)

We installed a cold-spray ionization (CSI) source on a mass spectrometer to investigate the self-assembly behavior of an aggregation-induced emission enhancement system. Using a CSI source and the three-dimensional platform, a self-assembly system of a salicylaldehyde azine (SAA) was studied in mixture solution. This method permitted the determination of the structural information of the solution state, which cannot be detected by conventional mass spectrometry. In addition to the [M+H]+ ion (M is the SAA molecule), many major ion clusters such as [2M+Na]+ at m/z 503, [3M+Na] + at m/z 743, [4M+Na]+ at m/z 983 and higher order aggregates were observed in the CSI mass spectra. However, many fragment ions, with the exception of cluster ions, appeared with high abundance when the ESI ion source was used due to the desolvation chamber temperature, suggesting that some aggregation can be detected at low temperatures. To investigate the effect of solvent on the aggregation, the CSI-mass spectrometry (MS) experiments of SAA in absolute ethanol solution and ethanol/water (good/poor solvent) mixture solution were conducted. The most abundant ion peak was protonated SAA (m/z 241) in absolute ethanol, but many cluster ions and some multiple charged ion peaks were observed after adding a small amount of water into the ethanol solution. The results showed good agreement with that inferred by the combinational analysis of scanning electron microscope and fluorescence microscopy, indicating that CSI-MS is capable of providing self-assembly information of labile molecules in the solution state. Copyright

New salicylaldehyde azine esters: Structural, aggregation induced fluorescence, electrochemical and theoretical studies

Abdul Salam, Abdul Ajees,Kagatikar, Sneha,Kekuda, Dhananjaya,Kulkarni, Suresh D.,Sunil, Dhanya

, (2020)

The establishment of high-tech products relying on organic optoelectronics is focused towards latest strategies for improving the processability and performance. In the present study, two esters of salicylaldehyde azine SAE-F and SAE-NF were synthesized and their structural characterization were performed using FT-IR, 1H and 13C NMR, UV–visible spectroscopy, mass spectrometry and single crystal-XRD technique. The bathochromic shift observed in luminescence measurements from solution to aggregate/solid state, solvent based fluorescence studies, SEM and DLS measurements confirmed the fluorescence emission from the SAE-F aggregates. The DSC data indicated the phase transitions, and the TGA measurements confirmed the thermal stability of SAE-F to withstand temperatures up to 225 °C. The morphological characterization revealed formation of homogeneous pin-hole free uniform films of SAE[sbnd]F. Cyclic voltammetry was used to estimate the HOMO and LUMO energy levels which were found to be ?5.46 eV and ?3.05 eV respectively with a band gap of 2.41 eV. The p-type semi-conductivity of SAE-F was established using hot probe technique. The dielectric measurements were carried out to measure dielectric constant and ac conductivity at different frequency ranges. The electronic data obtained based on Density Functional Theory calculations were in conformity with the experimental results. Successful fabrication of a diode and the recorded current-voltage characteristics clearly advocated SAE-F to be an excellent candidate for electro-optical devices.

A simple fluorescent probe for Zn(II) based on the aggregation-induced emission

Xie, De-Xun,Ran, Zhao-Jin,Jin, Zhen,Zhang, Xiao-Bing,An, De-Lie

, p. 495 - 499 (2013)

A aggregation-induced emission-based fluorescent probe 1 for Zn 2+ was designed and simply synthesized by condensation of salicylaldehyde with aqueous hydrazine. The experimental conditions were first optimized. It was found that N, N-Dimethylformamide (DMF) was the best solvent for the Zn2+-triggered aggregation of compound 1 compared with other solvents. The emission intensity was gradually increased, accompanied by the simultaneous red shift of the maximum emission peak with increasing Zn 2+ concentrations. A red shift about 45 nm was achieved when Zn 2+ concentration is 100 μM. Compared with other Zn2+ fluorescent sensors based on aggregation-induced emission (AIE), compound 1 can detect a lower concentration of Zn2+ with a detection limit of 0.1 μM. Compound 1 also exhibited good selectivity toward Zn2+. The aggregation was verified by the dynamic light scattering (DLS) results, with a Zn2+ concentration-dependent size observed. It was also directly confirmed by TEM analyses.

Simple and sensitive colorimetric sensors for the selective detection of Cu2+ in aqueous buffer

Huo, Jianzhong,Liu, Kai,Zhao, Xiaojun,Zhang, Xingxing,Wang, Ying

, p. 789 - 792 (2014)

Simple chromogenic sensor for the selective detection of Cu2+ was described. With the addition of Cu2+, a bathochromic shift about 82 nm was observed in the UV-VIS spectra, with the color change from colorless to bright yellow. This suggested that the coordination between receptor and Cu2+ was formed, and the strong push-pull system occurred. The followed IR spectra indicated that Cu2+ coordinated to the two phenolic oxygen atoms and one of two azomethines in the receptor.

Synthesis, X-Ray Structure and In Vitro Cytotoxic Activity of a New Dinuclear Cobalt(III) Complex with Diazine Ligands

Li, Fan-fang,Chen, Hong-Yan,Jin, Yi,Zhao, Qi-Hua,Xie, Ming-Jin

, p. 889 - 892 (2018)

A new dinuclear cobalt(III) compound [Co2 (2,2′-azinodimethyldiphenol)3] has been synthesized, which shows better cytotoxic activity than carboplatin and exhibits potent in vitro antiproliferative activity.

Highly selective fluorescence turn-on determination of fluoride ions via chromogenic aggregation of a silyloxy-functionalized salicylaldehyde azine

Zhao, Yun-Hui,Li, Yubo,Long, Yunfei,Zhou, Zhihua,Tang, Zilong,Deng, Keqin,Zhang, Shaowei

, p. 1351 - 1355 (2017)

A novel fluorescent chemsensor TBS-protected salicylaldehyde azine (TSAA) for fluoride ion was developed based on aggregation-induced emission (AIE). The probe TSAA was prepared by the reaction of salicylaldehyde azine (SAA) with tert-butyldimethylsilyl chloride (TBS-Cl) via an unusual synthetic methodology and shows only non-emission. Upon treatment with fluoride in aqueous MeCN solution, the TBS protective group of probe TSAA was removed readily and the fluorescence of the probe was switched on, which resulted in a new fluorescence peak around 543?nm. The fluorescent intensity at 543?nm increases linearly with fluoride ion concentration in the range 1–50?μmol?L?1. This proposed probe shows excellent selectivity toward fluoride ion over other common anions and cations.

Synthesis, characterization and biological studies of Bis{μ-2,2'-[N,N'- diylbis (nitrilomethylidyne)]diphenolato}dicobalt(II) using triple component solvent system

Yousaf, Muhammad,Pervaiz, Muhammad,Jabbar, Abdul,Zahoor, Ameer Fawad,Bokhari, Tanveer Hussain,Anjum, Anbreen,Sagir, Muhammad,Khan, Misbahul Ain,Ali, Kulsoom Ghulam,Ahmad, Sajjad,Zia-Ur-Rehman, Muhammad,Ashraf, Sadia,Qeureshi, Khurram Shehzad

, p. 2161 - 2164 (2013)

The crystal structure of compound [Co2(C14H 12N2O2)2] showed dimeric complex. Two nitrogen atoms and two oxygen atoms of the [N,Nbis( salicylidine)diamine] formed distorted square pyramidal geometry in the region of Co(II) and one oxygen atom from each ligand acting as bridge between two ligand molecules which are distorted in parallel path among each other. The titled complex showed amorphous crystalline structure in toluene solvent but to get more clear X-ray crystallographic data three component solvent system (ethanol, toluene, ethyl acetate) was used. The ligand was synthesized and characterized by FTIR, Mass spectrometry, NMR while the titled complex was characterized by FTIR and X-ray crystallography. The ligand and complex were screened for their antibacterial activity against bacterial species Escheria coli, Staphylococcus aureus and Bacillus subtilis and antifungal activity against A. flavus, A. alternate and A. niger. The activity data shows that the metal complex has more antibacterial and antifungal activities than the synthesized ligand against bacterial strains.

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