3232-37-9

Basic information

• Product Name: SALICYLIDENE BENZHYDRAZIDE
• Synonyms: SALICYLIDENE BENZHYDRAZIDE;SALICYLIDENE BENZOYLHYDRAZONE;TIMTEC-BB SBB000796;salicylaldehydebenzoylhydrazone;N'-(2-HYDROXYBENZYLIDENE)BENZOHYDRAZIDE
• CAS NO: 3232-37-9
• Molecular Formula: C₁₄H₁₂N₂O₂
• Molecular Weight: 240.26
• Mol File: 3232-37-9.mol
• Article Data: 40

Chemical Properties

• Appearance: /
• Density: 1.172g/cm³
• Refractive Index: 1.596
• CAS DataBase Reference: SALICYLIDENE BENZHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: SALICYLIDENE BENZHYDRAZIDE(3232-37-9)
• EPA Substance Registry System: SALICYLIDENE BENZHYDRAZIDE(3232-37-9)

Safety Data

• Hazardous Substances Data: 3232-37-9(Hazardous Substances Data)

Usage

General Description

SALICYLIDENE BENZHYDRAZIDE, also known as SBH, is a chemical compound used as a corrosion inhibitor and as a reagent in organic synthesis. It has a molecular formula of C14H12N2O2 and its structure consists of a benzene ring with a salicylaldehyde moiety attached to a benzhydrazide group. SBH is commonly used in the pharmaceutical and agrochemical industries as a building block for the synthesis of various compounds. Its corrosion inhibiting properties make it useful in metal surface protection applications, and its ability to undergo condensation reactions with various aldehydes and ketones makes it a versatile reagent in organic synthesis. Additionally, research has shown that SBH exhibits antimicrobial activity, leading to potential applications in the development of antimicrobial agents.

InChI:InChI=1/C14H12N2O2/c17-13-9-5-4-8-12(13)10-15-16-14(18)11-6-2-1-3-7-11/h1-10,17H,(H,16,18)/b15-10+

Upstream product

• 90-02-8 salicylaldehyde 
• 613-94-5 benzoic acid hydrazide 
• 40138-16-7 2-formylbenzene boronic acid 
• 93-89-0 benzoic acid ethyl ester 
• 65-85-0 benzoic acid 
• 89-95-2 2-methyl-benzyl alcohol 

Downstream Products

• 91838-38-9 Zr(OH)2(OC₆H₄CHNNHC(O)C₆H₅)2 

Relevant articles and documents

Supramolecular catalytic synthesis of a novel bis(salicylaldehyde hydrazone) ligand for ratiometric recognition of AT-DNA

Hydrazone bond formation under physiological conditions remains challenging. In this study, bis(salicylaldehyde hydrazone) was synthesized using supramolecular catalysis under physiological conditions and its AT-DNA ratiometric sensing properties were ide

Binuclear copper complexes: Synthesis, X-ray structure and interaction study with nucleotide/protein by in vitro biochemical and electrochemical analysis

Two new, binuclear copper(II) hydrazone complexes have been synthesized and characterized by various physico-chemical techniques including single crystal X-ray diffraction. Interaction of these complexes with nucleotide and protein were analyzed by in vit

DNA/BSA interaction, bio-activity, molecular docking simulation study and electrochemical properties of hydrazone Schiff base derived Cu(II)/Ni(II) metal complexes: Influence of the nuclearity and metal ions

Three new transition metal complexes of a tridentate Schiff base ligand, H2L?=?N-(2-hydroxybenzylideneamino) benzamide, were synthesized in the presence of pyridine, 3-methylpyridine and the corresponding metal salts, and were characterized by

Diazaborines Are a Versatile Platform to Develop ROS-Responsive Antibody Drug Conjugates**

Antibody–drug conjugates (ADCs) are a new class of therapeutics that combine the lethality of potent cytotoxic drugs with the targeting ability of antibodies to selectively deliver drugs to cancer cells. In this study we show for the first time the synthesis of a reactive-oxygen-species (ROS)-responsive ADC (VL-DAB31-SN-38) that is highly selective and cytotoxic to B-cell lymphoma (CLBL-1 cell line, IC50 value of 54.1 nM). The synthesis of this ADC was possible due to the discovery that diazaborines (DABs) are a very effective ROS-responsive unit that are also very stable in buffer and in plasma. DFT calculations performed on this system revealed a favorable energetic profile (ΔGR=?74.3 kcal mol?1) similar to the oxidation mechanism of aromatic boronic acids. DABs’ very fast formation rate and modularity enabled the construction of different ROS-responsive linkers featuring self-immolative modules, bioorthogonal functions, and bioconjugation handles. These structures were used in the site-selective functionalization of a VL antibody domain and in the construction of the homogeneous ADC.

Tetrabromomethane as an Organic Catalyst: a Kinetic Study of CBr4-Catalyzed Schiff Condensation

Tetrabromomethane functions as an organic catalyst for non-redox reactions of carbonyl species and, in particular, it enhances the aldehyde–acyl hydrazide condensation to give N-acyl hydrazones. This simple, inexpensive, and commercially available halomet

Indoline Catalyzed Acylhydrazone/Oxime Condensation under Neutral Aqueous Conditions

Acylhydrazones formation has been widely applied in materials science and biolabeling. However, their sluggish condensation rate under neutral conditions limits its application. Herein, indolines with electron-donating groups are reported as a new catalyst scaffold, which can catalyze acylhydrazone, hydrazone, and oxime formation via an iminium ion intermediate. This new type of catalyst showed up to 15-fold rate enhancement over the traditional anilinecatalyzed reaction at neutral conditions. The identified indoline catalyst was successfully applied in hydrogel formation.