24541-43-3

Basic information

• Product Name: 4-Azidophenol
• Synonyms: 4-Azidophenol;p-Hydroxyphenyl azide
• CAS NO: 24541-43-3
• Molecular Formula: C₆H₅N₃O
• Molecular Weight: 135.1234
• Mol File: 24541-43-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Azidophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Azidophenol(24541-43-3)
• EPA Substance Registry System: 4-Azidophenol(24541-43-3)

Safety Data

• Hazardous Substances Data: 24541-43-3(Hazardous Substances Data)

Upstream product

• 123-30-8 4-amino-phenol 
• 196208-57-8 4-azidophenyl tosylate 
• 51-78-5 p-aminophenol hydrochloride 
• 540-38-5 p-Iodophenol 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 1073-71-8 4-hydroxyphenyldiazonium chloride 
• 3899-93-2 4-aminophenyl-4-toluenesulfonic acid ester 
• 1153-45-3 4-nitrophenyl 4-methylbenzenesulfonate 
• 106-41-2 4-bromo-phenol 
• 120089-55-6 4-hydroxyphenylpentazole 

Downstream Products

• 51642-26-3 2-nitro-4-azidophenol 
• 7664-41-7 ammonia 
• 123-30-8 4-amino-phenol 
• 1172605-33-2 4-[4-(ethoxymethyl)-1H-[1,2,3]-triazol-1-yl] phenol 
• 1172605-32-1 4-[4-(methoxymethyl)-1H-[1,2,3]-triazol-1-yl] phenol 
• 942202-12-2 4,4'-(1H-1,2,3-triazole-1,4-diyl)diphenol 
• 1397395-10-6 1-(4-hydroxyphenyl)-4-octyl-1H-1,2,3-triazole 
• 1397395-14-0 1-(4-hydroxyphenyl)-4-cyclohexyl-1H-1,2,3-triazole 
• 1191288-79-5 1-(4-hydroxyphenyl)-4-phenyl-1H-1,2,3-triazole 
• 1586007-20-6 4-((1-(4-hydroxyphenyl)-1,2,3-triazol-4-yl)methyl)-2H-benzo[b][1,4]oxazin-3(4H)-one 

Relevant articles and documents

Investigation of Strain-Promoted Azide-Alkyne Cycloadditions in Aqueous Solutions by Capillary Electrophoresis

The Cu-free 1,3-dipolar cycloaddition of cyclooctynes and azides is an up-and-coming method in bioorganic chemistry and other disciplines. However, broad application is still hampered by major drawbacks such as poor solubility of the reactants in aqueous media and low reaction rates. It is thus of high demand to devise a fast and user-friendly strategy for the optimization of reaction conditions and reagent design. We describe a capillary electrophoresis (CE) study of reaction kinetics in strain-promoted azide-alkyne cycloadditions (SPAAC) using substrates with acidic or basic functionalities. This study reveals that the pH value has a significant effect on reaction rates as a result of changes in the reactants' charge state via protonation or deprotonation, and the concomitant changes of electronic properties. This novel experimental setup also enables the study of even more challenging conditions such as reactions in micelles and we did indeed observe much faster SPAAC reactions in the presence of surfactants. Careful combination of the above-mentioned parameters resulted in the identification of conditions enabling remarkable rate enhancement by a factor of 80. This electrophoretic method may thus serve as a versatile, fast and reliable tool for screening purposes in all research areas applying SPAAC reactions.

Bio-isosteric replacement of amide group with 1,2,3-triazole in phenacetin improves the toxicology and efficacy of phenacetin-triazole conjugates (PhTCs)

Aim: Inflammatory algesia and pyresia are common pathological consequences of physiological defense. Phenacetin introduced as effective analgesic anti-pyretic agent, was proscribed from therapeutic use because of associated systemic toxicity. The aim of t

Ultra pseudo-Stokes shift near infrared dyes based on energy transfer

Novel fluorescent dyes with ultra pseudo-Stokes shift were prepared based on intramolecular energy transfer between a fluorescent donor and a cyanine-7 acceptor. The prepared dyes could be excited at ～310 nm and emit fluorescence at ～780 nm. The energy transfer efficiencies of the system are found to be >94%.

Synthesis, antimalarial and antioxidant activity of coumarin appended 1,4-disubstituted 1,2,3-triazoles

A series of coumarin appended triazole hybrids of biotic interest was synthesized through click chemistry approach from the coumarin based terminal alkynes and aromatic azides. All the synthesized triazoles were characterized by FT-IR, 1H NMR,

Combinatorial synthesis of new fluorescent scaffolds using click chemistry

Azides and acetylenes are bio-orthogonal functional groups that can be readily coupled using copper(I)- or ruthenium(II)- catalyzed 1,3-dipolar cycloaddition reactions. Using non-fluorescent aromatic azides and aromatic acetylenes, covering a range of electron rich and poor building blocks, the Huisgen cycloaddition afford 1,4-disubstituted or 1,5-disubstituted 1,2,3-triazoles. Using a combinatorial approach by running reaction in parallel in polypropylene 96-well plates we discovered several new fluorescent 1,2,3-triazoles scaffolds. These compounds show diverse interactions with biomolecules that could find applications in biology in, for example, fluorescence microscopy or biomolecule quantification.

Nickel Boride Catalyzed Reductions of Nitro Compounds and Azides: Nanocellulose-Supported Catalysts in Tandem Reactions

Nickel boride catalyst prepared in situ from NiCl2 and sodium borohydride allowed, in the presence of an aqueous solution of TEMPO-oxidized nanocellulose (0.01 wt%), the reduction of a wide range of nitroarenes and aliphatic nitro compounds. Here we describe how the modified nanocellulose has a stabilizing effect on the catalyst that enables low loading of the nickel salt pre-catalyst. Ni-B prepared in situ from a methanolic solution was also used to develop a greener and facile reduction of organic azides, offering a substantially lowered catalyst loading with respect to reported methods in the literature. Both aromatic and aliphatic azides were reduced, and the protocol is compatible with a one-pot Boc-protection of the obtained amine yielding the corresponding carbamates. Finally, bacterial crystalline nanocellulose was chosen as a support for the Ni-B catalyst to allow an easy recovery step of the catalyst and its recyclability for new reduction cycles.

Investigation of the Substituent Effects of the Azide Functional Group Using the Gas-Phase Acidities of 3- and 4-Azidophenols

The electronic effect of the azide functional group on an aromatic system has been investigated using Hammett–Taft parameters obtained from the effect of azide substitution on the gas-phase acidity of phenol. Gas-phase acidities of 3- and 4-azidophenol ha

ISOINDOLINE COMPOUND, AND PREPARATION METHOD, PHARMACEUTICAL COMPOSITION, AND APPLICATION OF ISOINDOLINE COMPOUND

The present invention relates to an isoindoline compound as represented by general formula (I) and used as a CRBN regulator, and a preparation method, a pharmaceutical composition, and an application of the isoindoline compound. Specifically, a class of polysubstituted isoindoline compound provided in the present invention, as a class of CRL4CRBN E3 ubiquitin ligase regulator having a novel structure, has good anti-tumor activity and immunoregulatory activity, and can be used for preparing drugs for treating diseases associated with a CRL4CRBN E3 ubiquitin ligase.

INHIBITORS OF INDOLEAMINE 2,3-DIOXYGENASE AND/OR TRYPTOPHAN 2,3-DIOXYGENASE

The present invention relates to compounds of Formula (I) inhibiting indoleamine 2,3-dioxygenase (IDO) and/or tryptophan 2,3-dioxygenase (TDO) enzymes. Further, their synthesis and their use as medicaments in the treatment of inter alia cancer is disclose

CELL SURFACE RECEPTOR BINDING COMPOUNDS AND CONJUGATES

The present disclosure provides a class of compounds including a ligand moiety that specifically binds to a cell surface receptor, such as a mannose-6-phosphate receptor (M6PR) or a cell surface asialoglycoprotein receptor (ASGPR). The cell surface M6PR or ASGPR binding compounds can trigger the receptor to internalize into the cell a bound compound. The ligand moieties of this disclosure can be linked to a variety of moieties of interest without impacting the specific binding to, and function of, the cell surface receptor, e.g., M6PR or ASGPR. Also provided are compounds that are conjugates of the ligand moieties linked to a biomolecule, such as an antibody, which conjugates can harness cellular pathways to remove specific proteins of interest from the cell surface or from the extracellular milieu. Also provided are methods of using the conjugates to target a polypeptide of interest for sequestration and/or lysosomal degradation.