65697-41-8

Usage

Chemical class

tetrazoles

Appearance

white to light brown solid

Solubility

insoluble in water and most organic solvents

Common uses

intermediate in the synthesis of pharmaceuticals and agrochemicals

Stabilizing properties

used as a stabilizer in organic peroxides

Reagent applications

used as a reagent in organic synthesis

Potential applications

development of energetic materials and high-energy density compounds in materials science

Industrial and research significance

diverse applications due to unique chemical properties

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 591-19-5 m-Bromoaniline 
• 149-73-5 trimethyl orthoformate 
• 288-94-8 1H-tetrazole 

Downstream Products

• 1571902-02-7 1-(3-bromophenyl)-5-(2,2-dioxido-1,2-benzoxathiin-6-yl)-1H-tetrazole 

Relevant academic research and scientific papers

The anchoring of a Cu(ii)-salophen complex on magnetic mesoporous cellulose nanofibers: green synthesis and an investigation of its catalytic role in tetrazole reactions through a facile one-pot route

Today, most synthetic methods are aimed at carrying out reactions under more efficient conditions and the realization of the twelve principles of green chemistry. Due to the importance and widespread applications of tetrazoles in various industries, especially in the field of pharmaceutical chemistry, and the expansion of the use of nanocatalysts in the preparation of valuable chemical reaction products, we decided to use an (Fe3O4@NFC@NSalophCu)CO2H nanocatalyst in this project. In this study, the synthesis of the nanocatalyst (Fe3O4@NFC@NSalophCu)CO2H was explained in a step-by-step manner. Confirmation of the structure was obtained based on FT-IR, EDX, FE-SEM, TEM, XRD, VSM, DLS, TGA, H-NMR, and CHNO analyses. The catalyst was applied to the synthesis of 5-substituted-1H-tetrazole and 1-substituted-1H-tetrazole derivatives through multi-component reactions (MCRs), and the performance was assessed. With advances in science and technology and increasing environmental pollution, the use of reagents and methods that are less dangerous for the environment has received much attention. Therefore, following green chemistry principles, with the help of the (Fe3O4@NFC@NSalophCu)CO2H salen complex as a nanocatalyst that is recyclable, cheap, safe, and available, the use of water as a green solvent, and reduced reaction times, the synthesis of tetrazoles can be achieved.

CD16A BINDING AGENTS AND USES THEREOF

Among other things, the present disclosure provides compounds, compositions thereof, and methods of using the same. In some embodiments, compounds of the present disclosure bind to Fc receptors, e.g., CD16a. In some embodiments, compounds of the present disclosure are useful for treating various conditions, disorders or diseases including cancer.

One-pot green synthesis of Cu/bone nanocomposite and its catalytic activity in the synthesis of 1-substituted 1H-1,2,3,4-tetrazoles and reduction of hazardous pollutants

In this work, a simple and green method is reported for the biosynthesis of Cu/bone nanocomposite using Cordyline fruticosa extract as a stabilizer and reductant. Animal bone was used as a natural support to prevent the accumulation of Cu nanoparticles. The catalytic activity of Cu/bone nanocomposite was assessed in the synthesis of 1-substituted 1H-1,2,3,4-tetrazoles and reduction of various organic dyes, including 4-nitrophenol (4-NP), nigrosin (NS), congo red (CR) and methylene blue (MB). The best catalytic performance in the synthesis of 1-substituted tetrazoles was achieved using 0.05?g of Cu/bone nanocomposite at 120°C. In addition, under optimal conditions, the absorption bands corresponding to 4-NP, CR, NS and MB completely disappeared after about 6?min, 3?min, 50?s and 7?s, respectively. The biosynthesis protocol used in the preparation of Cu/bone nanocomposite offers a very attractive area for further research.

Efficient copper-catalyzed N-arylation of NH-containing heterocycles and sulfonamides with arenediazonium tetrafluoroborates

A practical copper-catalyzed N-arylation of NH-containing heterocycles with arenediazonium tetrafluoroborates has been developed using CuCl as catalyst and K2CO3 as additive under ligand-free conditions. This reaction system has wide substrate scope including imides, 1H-pyrazole, 1H-tetrazoles, 1,2-benzisothiazol-3(2H)-one, and related sulfonamides and gives moderate to excellent yields (up to 95%) of the desired products. This strategy is very general, simple, environmentally friendly, and tolerant of oxygen.

2-aminoethanesulfonic acid immobilized on epichlorohydrin functionalized Fe3O4@WO3 (Fe3O4@WO3-EAE-SO3H): A novel magnetically recyclable heterogeneous nanocatalyst for the green one-pot synthesis of 1-substituted-1H-1, 2, 3, 4-tetrazoles in water

In this research 2-aminoethanesulfonic acid immobilized on epichlorohydrin functionalized Fe3O4@WO3 (Fe3O4@WO3- EAE-SO3H) has been introduced as a novel and efficient magnetic nanocatalyst for appropriate and rapid synthesis of 1-substituted-1H-1, 2, 3, 4-tetrazoles. This new nanocatalyst was then characterized using FT-IR, XRD, TEM, EDS, TGA, FE-SEM, CHNS and VSM techniques. The above experimental results allowed determination of the composition of Fe3O4@WO3-EAE-SO3H and clearly revealed that the nanoparticles are spherical in shape with particle size in the range of 723nm and superparamagnetic behavior. Fe3O4@WO3- EAE-SO3H as an excellent replacement for Br?nsted acids was shown to be highly efficient in the rapid preparation of 1- substituted-1H-1, 2, 3, 4-tetrazoles through the cyclization reaction of various primary amines, triethyl orthoformate and 1- butyl-3-methylimidazolium azide ([bmim][N3]). Compared with conventional methods, the present protocol has considerable advantages such as short reaction time, mild reaction conditions, easy work-up, pure products with high yields, catalyst recovery using an external magnet and reuse of the catalyst several times without noticeable deterioration in catalytic activity. In addition to the aforementioned favourable properties, the remarkable feature of the present protocol is the use of water as environmentally benign solvent, which eliminates the use of toxic solvent.

1-(3-bromophenyl)-1H-tetrazole preparation method

The invention relates to a 1-(3-bromophenyl)-1H-tetrazole preparation method. The 1-(3-bromophenyl)-1H-tetrazole preparation method includes the steps that 1, 3-bromaniline, water and a fluoboric acid aqueous solution are mixed, then a sodium nitrite aque

Trifluoromethanesulfonimide catalysed synthesis of 1-substituted-1H-1,2,3,4-tetrazoles using glycerol as green solvent at room temperature

A direct synthetic protocol is developed for the synthesis of 1-substituted-1H-1,2,3,4-tetrazoles via a three-component condensation of primary amines, triethyl orthoformate and sodium azide in the presence of 5 mol% of trifluoromethanesulfonimide (HNTf2) in glycerol at room temperature with good to excellent yields.

INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL

The present invention provides compounds of Formula I and the pharmaceutically acceptable salts thereof, which are inhibitors of the ROMK (Kir1.1) channel. The compounds may be used as diuretic and/or natriuretic agents and for the therapy and prophylaxis of medical conditions including cardiovascular diseases such as hypertension, heart failure and chronic kidney disease and conditions associated with excessive salt and water retention.

INHIBITORS OF RENAL OUTER MEDULLARY POTASSIUM CHANNEL

Novel spirocyclic compounds of formula I: and pharmaceutically acceptable salts thereof are disclosed as inhibitors of the ROMK (Kir1.1) channel. The compounds may be used as diuretic and/or natriuretic agents and for the therapy and prophylaxis of medical conditions including cardiovascular diseases such as hypertension, heart failure and chronic kidney disease and conditions associated with excessive salt and water retention. Pharmaceutical compositions and methods of treatment are also included.

INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL

Novel spirocyclic compounds of formula I: and pharmaceutically acceptable salts thereof are disclosed as inhibitors of the ROMK (Kir1.1) channel. The compounds may be used as diuretic and/or natriuretic agents and for the therapy and prophylaxis of medical conditions including cardiovascular diseases such as hypertension, heart failure and chronic kidney disease and conditions associated with excessive salt and water retention. Pharmaceutical compositions and methods of treatment are also included.