66761-27-1

Usage

Uses

Used in Photofunctionalization Applications:
4-Azidosalicylic acid is used as a photoactive compound for photofunctionalization processes. Its aryl azide nature allows it to undergo specific chemical reactions upon exposure to light, making it a valuable tool in various research and industrial applications.
Used in Chemical Synthesis:
4-Azidosalicylic acid is used as a synthetic building block in the chemical industry. Its unique structure and reactivity enable the creation of a wide range of compounds with diverse properties and potential applications.
Used in Research and Development:
In the field of research and development, 4-Azidosalicylic acid is employed as a key component in the study of photochemical reactions and the development of new materials and processes that rely on light-induced transformations.
Used in Pharmaceutical Industry:
4-Azidosalicylic acid may also find applications in the pharmaceutical industry, where its photofunctionalization properties could be harnessed for the development of light-activated drugs or drug delivery systems with enhanced targeting and release profiles.
Used in Material Science:
In material science, 4-Azidosalicylic acid can be utilized in the development of novel materials with light-responsive properties, such as smart coatings, sensors, or optical devices that change their characteristics upon exposure to light.

InChI:InChI=1/C7H5N3O3/c8-10-9-5-1-4(7(12)13)2-6(11)3-5/h1-3,11H,(H,12,13)

Upstream product

• 65-49-6 4-Aminosalicylic acid 
• 133-10-8 sodium p-aminosalicylate 
• 50-00-0 formaldehyd 
• 51642-25-2 3-azidophenol 

Downstream Products

• 87877-90-5 methyl 4-azido-2-hydroxybenzoate 
• 96602-46-9 succinimide 4-azidosalicylate 
• 152564-60-8 tert-butyldimethylsilyl 4-azido-2-<(tert-butyldimethylsilyl)oxy>benzoate 
• 929038-60-8 4-azido-2-hydroxy-benzoic acid 4,4,7a-trimethyl-octahydro-inden-1-yl ester 
• 99282-19-6 4-azido 3,5-diiodo methyl salicylate 
• 86979-61-5 6-(4-azido-2-hydroxybenzamido)-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 86979-63-7 6-(4-azido-2-hydroxy-3,5-diiodobenzamido)-6-deoxy-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 
• 98897-09-7 6-(4-azido-2-hydroxybenzamido)-6-deoxy-D-galactopyranose 
• 98897-09-7 6-(4-azido-2-hydroxybenzamido)-6-deoxy-D-glucopyranose 

Relevant academic research and scientific papers

Synthesis, characterization and cytotoxic activity evaluation of 4-(1,2,3-triazol-1-yl) salicylic acid derivatives

A novel series of 4-(1,2,3-triazol-1-yl) salicylic acid derivatives was synthesized from 4-azidosalicylic acid and diverse alkynes using copper catalyzed azide-alkyne cycloaddition as key process and fully characterized by using different analytical techn

π-Extended Coumarins Derived with Nonhydrolyzable Iminophosphoranes as Two-Photon-Excited Fluorophores

Novel coumarin-iminophosphorane (IPP) fluorophores that have stable resonance contributions from aza-ylides were formed by using the nonhydrolysis Staudinger reaction. The N=P formation reaction kinetics obey the conventional Staudinger reaction. The abso

Controlled Supramolecular Assembly Inside Living Cells by Sequential Multistaged Chemical Reactions

Synthetic assembly within living cells represents an innovative way to explore purely chemical tools that can direct and control cellular behavior. We use a simple and modular platform that is broadly accessible and yet incorporates highly intricate molecular recognition, immolative, and rearrangement chemistry. Short bimodular peptide sequences undergo a programmed sequence of events that can be tailored within the living intracellular environment. Each sequential stage of the pathways beginning with the cellular uptake, intracellular transport, and localization imposes distinct structural changes that result in the assembly of fibrillar architectures inside cells. The observation of apoptosis, which is characterized by the binding of Annexin V, demonstrates that programmed cell death can be promoted by the peptide assembly. Higher complexity of the assemblies was also achieved by coassembly of two different sequences, resulting in intrinsically fluorescent architectures. As such, we demonstrate that the in situ construction of architectures within cells will broaden the community's perspective toward how structure formation can impact a living system.

Design, synthesis, and anti-bacterial evaluation of triazolyl-pterostilbene derivatives

Staphylococcus aureus resistance to current antibiotics has become the greatest global challenge facing public health. The development of new antimicrobial agents is urgent and important and is needed to provide additional therapeutic options. In our previous study, we found out that pterostilbene exhibited potent antibacterial activity, especially against methicillin-resistant Staphylococcus aureus (MRSA). According to previous studies, 1,2,3-triazole, with the characteristic of increasing the interaction with the target readily and enhancing water solubility, were widely used in the approved anti-bacterial drugs. Therefore, these results attract our interest to use the structure of pterostilbene as a scaffold for the hybrid 1,2,3-triazole moiety to develop a novel anti-MRSA infection agent. In this study, we demonstrated the design and synthesis of a series of triazolylpterostilbene derivatives. Among these compounds, compound 4d exhibited the most potent anti-MRSA activity with a minimum inhibitory concentration (MIC) value of 1.2-2.4 μg/mL and a minimum bactericidal concentration (MBC) value of 19.5-39 μg/mL. The structure-activity relationship and antibacterial mechanism were investigated in this study. Molecular docking studies were carried out to verify and rationalize the biological results. In this study, the results confirmed that our design could successfully increase the inhibitory activity and specificity against MRSA. Compound 4d could be used as a candidate for anti-bacterial agents and in depth vivo studies should be further investigated.

LANTHANIDE CLUSTERS AND METHODS OF USE THEREOF

The present invention is directed to multinuclear lanthanides chiral clusters, based on phenyl-oxazoline-amide (POxA) ligands, and to methods of use thereof. The chiral clusters of this invention are highly fluorescent with high stability.

COMPOSITIONS AND METHODS INCLUDING CELL DEATH INDUCERS AND PROCASPASE ACTIVATION

Compositions and methods are disclosed in embodiments relating to induction of cell death such as in cancer cells. Compounds and related methods for synthesis and use thereof, including the use of compounds in therapy for the treatment of cancer and selective induction of apoptosis in cells are disclosed. Compounds are disclosed in connection with modification of procaspases such as procaspase-3. In embodiments, compositions are capable of activation of procaspase-3.

An efficient synthesis of a class of heterobifunctional photo-reactive crosslinkers, labels, and probes

Aryl esters are selectively reduced with DIBAL-H in the presence of an azide functional group to provide access to 4-azido-2-alkoxybenzaldehydes in five steps with overall yields ranging from 72 to 78%. This methodology improves traditional approaches to this class of compounds, which suffer from poor overall yields (4-11%). Our approach can be used to synthesize a variety of new aryl azide cross-linkers, labels, and probes.

Synthesis and biological activity of a photoaffinity etoposide probe

The epipodophyllotoxin etoposide is a potent and widely used anticancer drug that targets DNA topoisomerase II. The synthesis, photochemical, and biological testing of a photoactivatable aromatic azido analogue of etoposide also containing and iodo group is described. This azido analogue should prove useful for identifying the etoposide interaction site on topoisomerase II. Irradiation of the azido analogue and an aldehyde-containing azido precursor with UV light produced changes in their UV-visible spectra that were consistent with photoactivation. The azido analogue strongly inhibited topoisomerase II and inhibited the growth of Chinese Hamster Ovary cells. Azido analogue-induced topoisomerase II-DNA covalent complexes were significantly increased of Chinese Hamster Ovary cells. Azido analogue-induced topoisomerase II-DNA covalent complexes were significantly increased subsequent to UV irradiation of drug-treated human leukemia K562 cells as compared to etoposide-treated cells. These results suggest that the photoactivated form of etoposide is a more effective topoisomerase II poison either by interacting directly with the enzyme or with DNA subsequent to topoisomerase II-mediated strand cleavage. Copyright

Polypeptides from Murine Peritoneal Macrophages that Bind Glucosaminylmuramyldipeptides

The surfaces of murine peritoneal macrophages were shown to express several hundred high-affinity GMDP-binding sites with a binding constant of 350 pM by radioligand analysis.Photoaffinity labeling followed by SDS-PAGE enabled the identification of 32-34

Synthesis and biological activity of iodinated and photosensitive derivatives of tetrabenazine

The synthesis of a photosensitive iodinated derivative of tetrabenazine, which should be able to lead to the identification of the vesicular catecholamine transporter of adrenal medulla by photoaffinity, is described in detail. The biological activity of this iodinated ligand was found to be significantly lower than that of non iodinated ligands.