3232-36-8

Basic information

• Product Name: SALICYLIDENE SALICYLHYDRAZIDE
• Synonyms: 2-HYDROXYBENZYLIDENE SALICYLHYDRAZIDE;2-HYDROXYBENZYLIDENE 2-HYDROXYBENZHYDRAZIDE;SALICYLIDENE SALICYLHYDRAZIDE;SALICYLIDENE SALICYLHYDRAZONE;TIMTEC-BB SBB007781;SCS;NSC 87864;2-hydroxy-benzoicaci[(2-hydroxyphenyl)methylene]hydrazide
• CAS NO: 3232-36-8
• Molecular Formula: C₁₄H₁₂N₂O₃
• Molecular Weight: 256.26
• EINECS: 221-773-2
• Product Categories: Aromatic Hydrazides, Hydrazines, Hydrazones and Oximes;GABA/Glycine receptor
• Mol File: 3232-36-8.mol
• Article Data: 26

Chemical Properties

• Melting Point: 280-284°C
• Boiling Point: 427.3°Cat760mmHg
• Flash Point: 212.2°C
• Appearance: off-white/solid
• Density: 1.406g/cm³
• Storage Temp.: Store at RT
• Solubility: DMSO: ~20 mg/mL
• BRN: 2944701
• CAS DataBase Reference: SALICYLIDENE SALICYLHYDRAZIDE(CAS DataBase Reference)
• NIST Chemistry Reference: SALICYLIDENE SALICYLHYDRAZIDE(3232-36-8)
• EPA Substance Registry System: SALICYLIDENE SALICYLHYDRAZIDE(3232-36-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36-37
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 3232-36-8(Hazardous Substances Data)

Usage

Uses

SCS is a selective inhibitor of β1-containing GABAA receptors.

Biological Activity

Potent and selective partial inhibitor of β 1-containing GABA A receptors (IC 50 values are 4.5, 5.3 and 7.9 nM at α 2 β 1 γ 1 θ , α 2 β 1 γ 1 and α 2 β 1 γ 2s GABA A receptors respectively). May bind allosterically to a novel site on GABA A receptor.

Upstream product

• 69-72-7 salicylic acid 
• 90-02-8 salicylaldehyde 
• 119-36-8 methyl salicylate 
• 936-02-7 2-Hydroxybenzoylhydrazine 
• 118-61-6 2-hydroxy-benzoic acid ethyl ester 
• 70203-02-0 N'-(2-phenyl-2-ethylidene)-2-hydroxybenzohydrazide 

Downstream Products

• 116821-07-9 Cu(II)(salicylaldehyde o-hydroxybenzoylhydrazone^(1-))Cl*H₂O 

Relevant articles and documents

A polynuclear Cu(ii) complex for real time monitoring of mitochondrial cytochrome: C release during cellular apoptosis

A new amide-imine conjugate, 2-hydroxybenzoic acid-(2-hydroxybenzylidene)-hydrazide (L1), is employed to prepare a single crystal X-ray structurally characterized poly-nuclear Cu(ii) complex (M1). M1 selectively and spatially interacts with cytochrome C (Cyt C) to allow fluorescence imaging of intracellular translocation events in living cells. Thus, direct visualization of a Cyt C translocation event during an apoptotic process is achieved for the first time. The binding constant and LOD are 7.52 × 104 M-1 and 34.0 nM, respectively.

Multiple Hydrogen Bonds Promoted ESIPT and AIE-active Chiral Salicylaldehyde Hydrazide

The simpler, the better! A series of simple and highly fluorescent salicylaldehyde hydrazide molecules (41 samples) have been designed and prepared. Even though these soft materials contain a very small π-conjugated system, they can go through multiple intramolecular and intermolecular hydrogen bonds promoted excited-state intramolecular proton-transfer (ESIPT) to display strong blue, green, yellow, and orange aggregation-induced emission (AIE) with large Stokes shifts (up to 184 nm) and high fluorescence quantum yields (Ф up to 0.20). Unusual mechanochromic fluorescence enhancements are also found in some solid samples. Through coordination, hydrogen and halogen bonds, these flexible molecules can be used as Mg2+ (Ф up to 0.46) probes, universal anion (Ф up to 0.14) and unprotected amino acids (Ф up to 0.16) probes, and chiral diamine (enantiomeric selectivity and Ф up to 0.36 and 0.062, respectively) receptors. Combining their advantages of AIE and biocompatibility, these low cytotoxic dyes have potential application in living cell imaging. Furthermore, the effects of different functional groups on the molecule arrangement, ESIPT, AIE, probe, and chiral recognition properties are also examined, which provide a simple and bright paradigm for the design of multiple-stimuli-responsive smart materials.

Synthesis and biological activity of hydrazones of o- and p-hydroxybenzoic acids. Spatial structure of 5-Bromo-2-hydroxybenzylidene-4-hydroxybenzohydrazide

A series of hydrazones based on hydrazides of o- and p-hydroxybenzoic acids have been prepared. N-(5-Bromo-2-hydroxybenzylidene)-4-hydroxybenzohydrazide has been studied by X-ray diffraction analysis; its molecule forms hydrogen bond with a solvating ethanol molecule. Biological activity of the synthesized hydrazones towards cathepsin Е and(or) elastase of human neutrophils has been determined.