73096-42-1

Usage

Uses

Used in Pharmaceutical Industry:
5-(2-BROMOPHENYL)-1H-TETRAZOLE is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a valuable building block for the development of new drugs, particularly those targeting specific biological receptors or enzymes.
Used in Chemical Research:
In the field of chemical research, 5-(2-BROMOPHENYL)-1H-TETRAZOLE serves as a key compound for studying the reactivity and properties of tetrazole-based molecules. Its synthesis and subsequent reactions can provide insights into the development of new synthetic methods and the exploration of novel chemical transformations.
Used in Material Science:
5-(2-BROMOPHENYL)-1H-TETRAZOLE may also find applications in material science, particularly in the development of new materials with specific properties. Its incorporation into polymers or other materials could potentially lead to the creation of materials with enhanced thermal stability, chemical resistance, or other desirable characteristics.
Used in Agrochemical Industry:
In the agrochemical industry, 5-(2-BROMOPHENYL)-1H-TETRAZOLE could be utilized as a starting material for the synthesis of new pesticides or other agrochemicals. Its unique structure may contribute to the development of more effective and targeted products for crop protection and management.
Used in Dye and Pigment Industry:
The chemical properties of 5-(2-BROMOPHENYL)-1H-TETRAZOLE make it a potential candidate for use in the dye and pigment industry. Its synthesis and modification could lead to the development of new dyes or pigments with improved color properties, stability, or application performance.

InChI:InChI=1/C7H4BrN4/c8-6-4-2-1-3-5(6)7-9-11-12-10-7/h1-4H/q-1

Upstream product

• 2042-37-7 o-cyanobromobenzene 
• 18039-42-4 5-Phenyl-1H-tetrazole 
• 1461-22-9 tributyltin chloride 
• 6630-33-7 ortho-bromobenzaldehyde 
• 123-91-1 1,4-dioxane 
• 4001-73-4 2-Bromobenzamide 
• 624-84-0 formic acid hydrazide 

Downstream Products

• 143945-72-6 N-trityl-5-(2-bromophenyl)tetrazole 
• 120568-11-8 2-(tetrazol-5-yl)-4'-methyl-1,1'-biphenyl 
• 18039-42-4 5-Phenyl-1H-tetrazole 
• 160514-13-6 5-(4'-hydroxymethyl-biphenyl-2-yl)-1H-tetrazole 
• 151052-40-3 2'-(1H-tetrazol-5-yl)biphenyl-4-carbaldehyde 
• 676130-02-2 5-(2-bromophenyl)-2-(tetrahydropyran-2-yl)-2H-tetrazole 
• 676130-03-3 5-(2-bromophenyl)-1-(tetrahydropyran-2-yl)-1H-tetrazole 
• 1029083-94-0 irbesartan trifluoroacetate 
• 1029083-82-6 5-(3'-chloro-biphenyl-2-yl)-1H-tetrazole 
• 1029083-86-0 5-(4'-methoxy-biphenyl-2-yl)-1H-tetrazole 
• 1029083-89-3 5-(2'-methoxy-biphenyl-2-yl)-1H-tetrazole 
• 1361119-81-4 5-(2-bromophenyl)-2-(p-tolyl)-2H-tetrazole 
• 1361119-82-5 5-(2-bromophenyl)-2-(4-methoxyphenyl)-2H-tetrazole 

Relevant academic research and scientific papers

Synthesis and characterization of magnetic Fe3O4@Creatinine@Zr nanoparticles as novel catalyst for the synthesis of 5-substituted 1H-tetrazoles in water and the selective oxidation of sulfides with classical and ultrasonic methods

Tetrazoles and sulfoxide compounds have a wide range of applications in industries and are of great expectation to be environmentally friendly and cost-effective. This paper reports the introduction of zirconium supported on Fe3O4 na

Copper-based catalysts derived from salen-type ligands: Synthesis of 5-substituted-1: H-tetrazoles via [3+2] cycloaddition and propargylamines via A3-coupling reactions

Base-metal copper(ii) complexes derived from unsymmetrical salen-type ligands were designed and synthesized using ligands L1H to L4H in moderate yield. The synthesized unsymmetrical ligands L1H to L4H and the corresponding copper complexes (1-4) were characterized by UV-visible, IR and ESI-MS spectroscopic studies. Molecular structures of complexes 1, 2 and 4 were determined by X-ray crystallography. Copper complexes 1-4 were employed as catalysts for [3+2] cycloaddition and A3-coupling reactions. The mutual approach of salen-type ligands and metals via active participation of ligands allow to achieve the catalytic reactions. Reaction pathways were proposed and possible intermediate species during the catalytic cycle were successfully characterized by ESI-MS spectroscopic studies. This journal is

TMSN3-Bu2Sn(OAc)2: A modified and mild reagent system for Wittenberger tetrazole-synthesis

Treatments of various nitriles with TMSN3 and Bu2Sn(OAc)2 at 30 °C in benzene for 60 h yielded the corresponding 5-substituted 1H-tetrazoles in good to excellent yields. This method is a mild and efficient alternative reagent system for Wittenberger tetrazole-synthesis that uses TMSN3 and Bu2SnO in toluene at high temperature (93–110 °C) for 24–72 h.

Tin-Catalyzed Synthesis of 5-Substituted 1H-Tetrazoles from Nitriles: Homogeneous and Heterogeneous Procedures

The preparation of 5-substituted 1H-tetrazoles was efficiently achieved by reaction of trimethylsilylazide with nitriles using a triorganotin alkoxide precatalyst. The reaction mechanism was first investigated using a homogeneous tributyltin derivative and was explored through experimental investigations and DFT calculations. A heterogeneous version was then developed using a polymer-supported organotin alkoxide and afforded an efficient method for the preparation of tetrazoles in high yields with an easy work-up and a residual tin concentration in the desired products compatible for pharmaceutical applications (less than 10 ppm). (Figure presented.).

Cationic organotin cluster [t-Bu2Sn(OH)(H2O)]2 2+2OTf?-catalyzed one-pot three-component syntheses of 5-substituted 1H-tetrazoles and 2,4,6-triarylpyridines in water

The cationic organotin cluster [t-Bu2Sn(OH)(H2O)]2 2+2OTf? is easy to prepare and stable in air. The catalytic activity of [t-Bu2Sn(OH)(H2O)]2 2+2OTf? as a neutral organotin Lewis acid catalyst is probed through the one-pot three-component syntheses of 5-substituted 1H-tetrazoles from aldehydes, hydroxylamine hydrochloride and sodium azide, and of 2,4,6-triarylpyridines from aromatic aldehydes, substituted acetophenones and ammonium acetate. The reactions proceed well in the presence of 1?mol% of [t-Bu2Sn(OH)(H2O)]2 2+2OTf? in water and provide the corresponding 5-substituted 1H-tetrazoles and 2,4,6-triarylpyridines in good to excellent yields. The method reported has several advantages such as the catalyst being neutral, low catalyst loading and use of water as a green solvent.

Humic acid as an efficient and reusable catalyst for one pot three-component green synthesis of 5-substituted 1: H -tetrazoles in water

Humic acid is a non toxic, inexpensive, easily available high-molecular weight polymer. A simple and facile one pot three-component synthesis of 5-substituted 1H-tetrazoles from aldehydes, hydroxyamine hydrochloride and sodium azide using humic acid as an efficient catalyst in water is described. The method reported has several advantages such as high to excellent yields, easy work-up, mild reaction conditions, use of water as a green solvent, and a commercially available, nontoxic and reusable catalyst.

INHIBITORS OF MENAQUINONE BIOSYNTHESIS

Provided herein are compounds of Formula (I) and pharmaceuticals acceptable salts, solvates, hydrates, polymorphs, co-crystals, tautomers, stereoisomers, and prodrugs thereof. Also provided are pharmaceutical compositions, kits, and methods involving the inventive compounds for the treatment of an infectious disease (e.g., bacterial infection (e.g., tuberculosis, methicillin- resistant Staphylococcus aureus).

[Cu(phen)(PPh3)2]NO3-catalyzed microwave-assisted green synthesis of 5-substituted 1H-tetrazoles

Abstract: An efficient synthetic methodology for construction of 5-substituted 1H-tetrazoles under microwave irradiation in green medium is described. With [Cu(phen)(PPh3)2]NO3 as catalyst and H2O-isopropyl alcohol (IPA) as reaction medium, various substituted nitriles underwent (3?+?2) cycloaddition reaction with NaN3 under microwave irradiation to provide corresponding 5-substituted 1H-tetrazoles in high yield. This method is not only efficient and general but also benefits from high functional group tolerance. This environmentally friendly synthetic methodology is visualized as an alternative to existing procedures, providing a simple route to privileged scaffolds.

Triple reuptake inhibitors: Design, synthesis and structure–activity relationship of benzylpiperidine–tetrazoles

Monoamine transporters are important targets in the treatment of various central nervous disorders. Several limitations of traditional reuptake inhibitors, like delayed onset of action, insomnia, and sexual dysfunction, have compelled the search for safer, more effective compounds. In this study, we have sought to identify novel monoamine reuptake inhibitors. Based upon the docking study of compounds that we had reported previously, aromatic rings (A1) were modified to generate a novel series of benzylpiperidine–tetrazoles. Thirty-one compounds were synthesized and evaluated for their triple reuptake inhibition of serotonin, norepinephrine and dopamine. Triple reuptake inhibitor, compound 2q, in particular, showed potent serotonin reuptake inhibition, validating our design approach.

Regioselective and stereoselective route to N2-β-tetrazolyl unnatural nucleosides via SN2 reaction at the anomeric center of Hoffer's chlorosugar

We are reporting a regioselective and stereoselective route to N2-β-tetrazolyl aromatic donor/acceptor unnatural nucleosides as new class of possible DNA base analogs. The SN2 substitution reaction at the anomeric center of Hoffer's chlorosugar with various 5-substituted aromatic tetrazoles in THF in presence of K2CO3 proceeds with regioselectivity at N2-tetrazoles and stereoselectivity at α-chlorosugar with very good yield. The stereoelectronic and steric effects play a crucial role for the observed outcome which is also supported from a theoretical (DFT) study. The methodology is simple, eco-compatible and the tetrazolyl unnatural nucleosides might find applications in decorating DNA for various biotechnological and DNA based material science applications.