31250-80-3

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
1-Benzyl-2,4,5-tribromo-1H-imidazole is used as a building block for the synthesis of various pharmaceuticals and agrochemicals, due to its unique structural properties and reactivity. It serves as a key intermediate in the production of compounds with therapeutic and pesticidal properties.
Used in Organic Chemistry Research:
As a valuable intermediate in organic chemistry, 1-benzyl-2,4,5-tribromo-1H-imidazole is used in the development of new synthetic methods and the exploration of novel chemical reactions. Its presence in research settings aids in understanding the reactivity and potential applications of imidazole-based compounds.
Used in Antimicrobial and Antifungal Applications:
Due to its potential antimicrobial and antifungal properties, 1-benzyl-2,4,5-tribromo-1H-imidazole is used in the development of new medicinal compounds. Its ability to inhibit the growth of microorganisms makes it a promising candidate for use in the creation of antibiotics and antifungal agents.
However, it is important to note that due to the potential toxicity and environmental impact of 1-benzyl-2,4,5-tribromo-1H-imidazole, strict safety measures should be adhered to when handling and using this chemical.

InChI:InChI=1/C10H7Br3N2/c11-8-9(12)15(10(13)14-8)6-7-4-2-1-3-5-7/h1-5H,6H2

Upstream product

• 2034-22-2 2,4,5-tribromo-1H-imidazole 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 

Downstream Products

• 145083-30-3 (1-Benzyl-2-methylsulfanyl-1H-imidazol-4-yl)-phenyl-methanol 
• 145083-33-6 1-(1-Benzyl-2-methylsulfanyl-5-trimethylsilanyl-1H-imidazol-4-yl)-hexan-1-ol 
• 101853-86-5 1-benzyl-4,5-dibromo-2-(phenylsulfanyl)imidazole 
• 106848-41-3 2,4,5-tis(methylthio)-1-(1-phenylpentyl)imidazole 
• 106848-39-9 1-benzyl-4-bromo-2,5-bis(methylthio)imidazole 
• 106848-40-2 1-benzyl-2,4,5-tris(methylthio)imidazole 
• 112517-31-4 1-benzyl-4,5-dibromo-2-(methylsulfanyl)imidazole 
• 112517-32-5 1-Benzyl-2,4-dibromo-5-methylsulfanyl-1H-imidazole 
• 101853-85-4 1-benzyl-2-benzylthio-4,5-dibromoimidazole 
• 106848-42-4 2,5-bis(methylthio)-1-(1-phenylpentyl)imidazole-4-carbaldehyde 
• 106848-43-5 1-benzyl-4-bromo-2-(methylsulfanyl)imidazole-5-carbaldehyde 
• 145083-31-4 1-Benzyl-2-phenylsulfanyl-1H-imidazole-4-carbaldehyde 
• 145083-28-9 2-(1-Benzyl-2-methylsulfanyl-1H-imidazol-4-yl)-propan-2-ol 
• 145083-35-8 1-Benzyl-4-chloro-2-phenylsulfanyl-1H-imidazole 

Relevant academic research and scientific papers

Selective sequential cross-coupling reactions on imidazole towards neurodazine and analogues

Polysubstituted imidazoles represent a common structural motif in bioactive molecules. A modular and flexible strategy towards 2,4,5-triarylated imidazoles is reported applying a Suzuki-Miyaura cross-coupling protocol. Employing 1-protected 2,4,5-tribromoimidazole as starting material, both stepwise and one-pot protocols towards the title compounds are disclosed. The utility of the approach was demonstrated by synthesizing neurodazine, a biologically active molecule affecting neuronal cell differentiation.

Single-flask polyfunctionalization of the imidazole ring; a streamlined route to the antitumor agent carmethizole

Three sequential treatments of an N-protected tribromoimidazole with n-BuLi/electrophile in a 1-pot process leads to N-protected 2,4,5-trisubstituted imidazoles. The method can be applied to the preparation of the immediate of carmethizole.

Azoles. Part 4. Nucleophilic Substitution Reactions of Halogenoimidazoles

A number of N-protected derivatives of 2,4,5-tribromoimidazole, 4(5)-bromo-5(4)-nitroimidazole, and 2,4(5)-dibromo-5(4)-nitroimidazole have been prepared by standard procedures and treated with various nucleophiles.Whereas 2,4,5-tribromo (and tri-iodo)imidazole reacted with sodium benzenethiolate to give the corresponding 4,5-dihalogenoimidazole and diphenyl disulphide, 1-protected derivatives of 2,4,5-tribromoimidazole reacted with various sodium alkane (or arene)thiolates and with sodium isopropoxide, in isoprpopyl alcohol, by displacement of the 2-bromine atom. 1-Benzyl-5-bromo-4-nitroimidazole (14), 2-(5-bromo-4-nitroimidazol-1-yl)acetate (25), and 5-bromo-4-nitro-1-phenacylimidazole (26) reacted by displacement of the 5-bromine atom.The product arising from reaction of the last compound with ethyl 2-mercaptoacetate in ethanol in the presence of base, cyclised to give ethyl 3-hydroxy-7-nitro-3-phenylimidazolothiazine-2-carboxylate (35).

A Convenient Synthesis of Thienoimidazoles

1-Protected and 1,2-diprotected derivatives of 4-bromoimidazole-5-carbaldehyde were prepared from imidazole via 2,4,5-tribromoimidazole and reacted with ethyl 2-mercaptoethanoate to give the title compounds.