316130-82-2

Basic information

• Product Name: N’-[4-(diethylamino)-2-hydroxybenzylidene]-2-hydroxybenzohydrazide
• Synonyms: N’-[4-(diethylamino)-2-hydroxybenzylidene]-2-hydroxybenzohydrazide
• CAS NO: 316130-82-2
• Molecular Weight: 327.383
• Mol File: 316130-82-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: N’-[4-(diethylamino)-2-hydroxybenzylidene]-2-hydroxybenzohydrazide(CAS DataBase Reference)
• NIST Chemistry Reference: N’-[4-(diethylamino)-2-hydroxybenzylidene]-2-hydroxybenzohydrazide(316130-82-2)
• EPA Substance Registry System: N’-[4-(diethylamino)-2-hydroxybenzylidene]-2-hydroxybenzohydrazide(316130-82-2)

Safety Data

• Hazardous Substances Data: 316130-82-2(Hazardous Substances Data)

Usage

Description

N'-[4-(diethylamino)-2-hydroxybenzylidene]-2-hydroxybenzohydrazide, also known as RSVA314, is a cell-permeable hydrazide that activates AMPK indirectly through a CaMKKβ-dependent pathway, similar to resveratrol. It is characterized by its ability to promote lysosomal amyloid-β degradation in cell lines, with a potency nearly 40 times greater than resveratrol. RSVA314 also inhibits the phosphorylation of proteins downstream from mTOR activation and promotes autophagy induction.

Uses

Used in Pharmaceutical Industry:
RSVA314 is used as a therapeutic agent for promoting lysosomal amyloid-β degradation, which can be beneficial in the treatment of neurodegenerative diseases associated with amyloid-β accumulation, such as Alzheimer's disease.
Used in Research Applications:
RSVA314 is used as a research tool for studying the activation of AMPK and its downstream effects on mTOR signaling pathways. It can be employed to investigate the role of AMPK in cellular processes such as autophagy, cell growth, and energy homeostasis.
Used in Drug Development:
RSVA314 can be utilized in the development of new drugs targeting AMPK activation for the treatment of various diseases, including metabolic disorders and cancer, where AMPK activation has been shown to have potential therapeutic benefits.
Used in Autophagy Induction:
RSVA314 is used as an inducer of autophagy, a cellular process essential for maintaining cellular homeostasis and clearing damaged or aggregated proteins. This application can be relevant in the development of treatments for conditions where impaired autophagy contributes to disease progression, such as neurodegenerative diseases and certain types of cancer.

Biochem/physiol Actions

RSVA314 is a resveratrol analog that is a potent indirect activator of AMPK (AMP-activated protein kinase). RSVA314 is a potent inhibitor of adipogenesis in vitro in cultured cells and in vivo in mice. Apparently RSVA314 activates AMPK via a mechanism implicating CaMKKβ and LKB1. Also RSVA314 increases intracellular clearance of the amyloidogenic peptide Aβ, the core component of the amyloid plaques.

Upstream product

• 119-36-8 methyl salicylate 
• 17754-90-4 4-(Diethylamino)salicylaldehyde 
• 936-02-7 2-Hydroxybenzoylhydrazine 

Relevant articles and documents

A New Fluorescence Turn-On Probe for Aluminum(III) with High Selectivity and Sensitivity, and its Application to Bioimaging

The development of novel selective probes with high sensitivity for the detection of Al3+ is widely considered an important research goal due to the importance of such probes in medicine, living systems and the environment. Here, we describe a new fluorescent probe, N′-(4-diethylamino-2-hydroxybenzylidene)-2-hydroxybenzohydrazide (1), for Al3+. Probe 1 was evaluated in a solution of acetonitrile/water (1:1 v/v). Compared with previously reported probes for Al3+, probe 1 can be synthesized easily and in high yield. A Job plot confirmed that probe 1 is able to complex Al3+ in a 1:1 ratio, and the binding constant was determined to be 4.25×108 m-1. Moreover, the detection limit was as low as 6.7×10-9 m, suggesting that probe 1 has a high sensitivity. Common coexistent metal ions, such as K+, Co2+, Ca2+, Ba2+, Ni2+, Pb2+, Hg2+, Ce2+, Zn2+, Cd2+, Fe3+, showed little or no interference in the detection of Al3+ in solution, demonstrating the high selectivity of the probe. Finally, the ability of probe 1 to act as a fluorescent probe for Al3+ in living systems was evaluated in Gram-negative bacteria, Escherichia coli, and confocal laser scanning microscopy confirmed its utility. The results of this study suggest that 1 has appropriate properties to be developed for application as a fluorescent probe of Al3+ for use in biological studies.

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.