24173-36-2

Usage

Uses

p-azidobenzaldehyde is used in the synthesis of fullerenes, and photocrosslinkable chitosans.

Upstream product

• 556-18-3 4-aminobenzaldehyde 
• 19073-14-4 4-(1,3-dioxolan-2-yl)aniline 
• 108-98-5 thiophenol 
• 728880-77-1 4-azido-thiobenzoic acid S-pent-4-ynyl ester 
• 2403-53-4 2-(4-nitrophenyl)-1,3-dioxolane 
• 1129-37-9 4-nitrobenzaldoxime 
• 128376-64-7 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde 
• 87199-17-5 4-formylphenylboronic acid, 
• 1244044-83-4 4-azido-N-cyclohexylbenzamide 
• 38556-93-3 4-azido-benzoic acid ethyl ester 
• 149104-90-5 4-acetylphenylboronic acid 
• 14848-01-2 4-azidobenzoyl chloride 
• 6427-66-3 4-azidobenzoic acid 
• 459-57-4 4-fluorobenzaldehyde 

Downstream Products

• 20237-98-3 2,6-bis(4-azidobenzylidene)cyclohexanone 
• 5284-79-7 2,6-bis(4-azidobenzylidene)-4-methylcyclohexanone 
• 73771-52-5 (1Z,4E)-1,5-Bis-(4-azido-phenyl)-penta-1,4-dien-3-one 
• 24705-12-2 p-Azido-α-cyan-zimtsaeureamid 
• 30980-75-7 p-azidocinnamic acid 
• 73771-52-5 1,5-Bis-azidophenyl-penta-1,4-dien-3-on 
• 152902-39-1 1,8-bis(p-azidophenyl)-1,3,5,7-octatetraene 
• 206991-10-8 2-(4-azidophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazol-3-oxide-1-oxyl 

Relevant academic research and scientific papers

Influence of the substituent D/A at the 1,2,3-triazole ring on novel terpyridine derivatives: Synthesis and properties

In this study, we newly designed and developed a synthesis route based on the 1,3-dipolar cycloaddition of the derivatives of 4′-(1,2,3-triazol-4-yl)phenyl-2,2′:6′,2′′-terpyridine with various (hetero)aryl substituents, differing in electronic character, on a triazol ring. The obtained compounds were comprehensively characterized by UV-Vis spectroscopy and electrochemical and thermal studies. Moreover, preliminary biological tests were conducted. The investigation allowed the selection of materials with the most promising properties with particular emphasis on the nature of the substituents. In addition, theoretical studies (DFT and TD-DFT) were performed to verify the comprehensive understanding of experimental results.

A curcumin-analogous fluorescent sensor for cysteine detection with a bilateral-response click-like mechanism

A novel curcumin-analogous fluorescent sensor, DNP, was developed for cysteine detection with a bilateral-response click-like mechanism. DNP indicated high selectivity and practical sensitivity. It could recognize Cys from other biologically relevant molecules, especially, from GSH and Hcy. The most interesting point was that, with typical azide groups for sensing, DNP indicated a covalent binding procedure with Cys instead of a presupposed simple reduction for reductive sulfide. Moreover, the recognition occurred at both sides of the sensor. DNP could be utilized into the detection of endogenous and exogenous Cys in living cells. Though the specific optical performances of DNP still need optimization, this work supplied novel information for broadening the vision on fluorophores and mechanisms, for the monitoring of Cys and even other sulfur-containing species.

One-pot synthesis of biopolymeric hollow nanospheres by photocrosslinking

Biopolymeric hollow nanospheres with stabilized structure have been prepared by self-assembly of amphiphatic photocrosslinkable carboxymethyl chitosans in a water medium into hollow nanocapsules and subsequent in situ photo-crosslinking of the photoreactive functional groups in the shells of the nanocapsules.

A colorimetric and ratiometric fluorescent probe with a large stokes shift for detection of hydrogen sulfide

Developing probes for selective and sensitive detection of hydrogen sulfide (H2S) has received much research attention, because H2S is an environmental toxin as well as an important signaling molecule to regulate physiological and pathological processes. In this work, a new colorimetric and ratiometric fluorescent probe (Probe 1) for H2S detection was synthesized by employing dicyanoisophorone based fluorescence dye as a fluorophore and azide group as the response unit. The synthesized Probe 1 showed a long emission wavelength (λem = 643 nm) and large stokes shift (λem - λabs = 163 nm). Based on the H2S-induced reduction of azide group to amino group, Probe 1 showed high response speed, sensitivity, and selectivity toward HS- under room temperature. Moreover, Probe 1 can ratiometrically respond to HS- and the detection limit is as low as 0.13 μM. It was proved that Probe 1 is suitable for quantitatively detecting HS- ions in river water samples. The numerous advantages of Probe 1 make it be potentially used for quantitative detection of H2S in environment and living organisms.

First triazole-linked porphyrin-fullerene dyads

(Chemical Equation Presented)A general procedure for the synthesis of 1,2,3-triazole-linked porphyrin-fullerene dyads is described. Four of these compounds have been prepared and characterized.

In vivo targeted delivery of antibodies into cancer cells with pH-responsive cell-penetrating poly(disulfide)s

Cell-penetrating poly(disulfide)s (CPDs) are promising vehicles for cytosolic delivery of proteins. However, currently available arginine-rich CPD has rarely been reported for systemic delivery due to its "always"positive charge. Herein, we developed pH-r

Nucleophilic transformations of azido-containing carbonyl compoundsviaprotection of the azido group

Nucleophilic transformations of azido-containing carbonyl compounds are discussed. The phosphazide formation from azides and di(tert-butyl)(4-(dimethylamino)phenyl)phosphine (Amphos) enabled transformations of carbonyl groups with nucleophiles such as lithium aluminum hydride and organometallic reagents. The good stability of the phosphazide moiety allowed us to perform consecutive transformations of a diazide through triazole formation and the Grignard reaction.

COMPOSITIONS COMPRISING ENZYME CLEAVABLE LINKER PLATFORMS AND CONJUGATES THEREOF

The present invention relates to a cleavable linker platform. In particular, the invention relates to construction of an enzyme cleavable linker platform conjugated to a drug or a diagnostically relevant compound, a biomolecule, and an enzyme cleavable group, for which cleavage of the enzyme cleavable group leads to release of the drug or diagnostically relevant compound.

Synthesis of azido-substituted benzaldehydes via SNAr chemistry

Conditions for the formation of azidobenzaldehydes and azidobenzonitriles using sodium azide in DMSO under typical SNAr conditions are described. This simplifies access to these valuable building blocks compared to the more common sequences reported in the literature. Interestingly, fluorosubstituted aryl ketones and esters do not afford azides, but instead amine products.

Hydrogen sulfide sensing using an aurone-based fluorescent probe

Hydrogen sulfide detection and sensing is an area of interest from both an environmental and a biological perspective. While many methods are currently available, the most sensitive and biologically applicable ones are fluorescence based. In general, these fluorescent probes are based upon large, high-molecular weight, well-characterized fluorescent scaffolds that are synthetically demanding to prepare and difficult to tune and modify. In this study, we have reported a new reduction-based, rationally designed and synthesized turn-on fluorescent probe (Z)-2-(4′-azidobenzylidene)-5-fluorobenzofuran-3(2H)-one (6g) utilizing a low molecular weight aurone fluorophore. During these studies, the modular nature of the synthesis was used to quickly overcome problems with solubility, overlap of excitation of the probe and reduced product, and rate of reaction, resulting in a final compound that is efficient and sensitive for the detection of hydrogen sulfide. The limitation of slow reaction and the reduced fluorescence in a biologically relevent medium was solved by employing cationic surfactant cetyltrimethyl ammonium bromide (CTAB). The probe features a high fluorescence enhancement, fast response (10-30 min), and good sensitivity (1 μm) and selectivity for hydrogen sulfide. This journal is