536760-32-4

Usage

Uses

Used in Organic Chemistry:
1-Benzyl-4-Iodo-Imidazole is used as a reagent in organic chemistry for its potential role in various chemical reactions. The presence of the iodine atom and benzyl group in its structure makes it a candidate for use in synthetic pathways, particularly those involving cross-coupling reactions or as an intermediate in the synthesis of pharmaceuticals and other bioactive compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 1-Benzyl-4-Iodo-Imidazole is used as a building block for the development of new drugs. Imidazole derivatives are known for their biological activity, and the specific substitution pattern in 1-Benzyl-4-Iodo-Imidazole may confer unique properties that can be exploited in the design of therapeutic agents.
Used in Research and Development:
1-Benzyl-4-Iodo-Imidazole is utilized in research and development settings to explore its physical and chemical properties further. As chemists continue to study 1-BENZYL-4-IODO-IMIDAZOLE, it may reveal new applications in various chemical and biological processes, potentially leading to innovations in material science, pharmaceuticals, or other related fields.

InChI:InChI=1/C10H9IN2/c11-10-7-13(8-12-10)6-9-4-2-1-3-5-9/h1-5,7-8H,6H2

Upstream product

• 71759-89-2 4-iodoimidazole 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 4238-71-5 1-benzylimidazole 
• 536760-31-3 1-benzyl-4,5-diiodo-1H-imidazole 

Downstream Products

• 1187790-66-4 (1-benzyl-1H-imidazol-4-yl)propynoic acid ethyl ester 
• 1571145-66-8 3-(1-benzyl-1H-imidazol-4-yl)oxetan-3-ol 
• 74294-73-8 methyl 1-benzyl-1H-imidazole-4-carboxylate 
• 1168157-12-7 (1-benzylimidazol-4-yl)-tributylstannane 
• 1599470-94-6 C₁₁H₁₂IN₂⁽¹⁺⁾*I^(1-) 
• 1599470-56-0 1-benzyl-4-(3-(3-(4-methoxyphenyl)prop-2-ynyloxy)prop-1-ynyl)-1H-imidazole 
• 1373395-21-1 3-benzyl-4-(4-methoxyphenyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5,6-dicarbaldehyde 
• 1599470-97-9 C₂₄H₂₂N₂O₃ 
• 1599470-96-8 1-benzyl-4-(3-(3-(4-methoxyphenyl)prop-2-ynyloxy)prop-1-ynyl)-3-methyl-1H-imidazol-2(3H)-one 
• 1599470-95-7 1-benzyl-4-iodo-3-methyl-1H-imidazol-2(3H)-one 
• 1599470-50-4 1-benzyl-4-(3-(3-phenylprop-2-ynyloxy)prop-1-ynyl)-1H-imidazole 
• 1599470-68-4 1-benzyl-8-phenyl-3a,5,7,8a-tetrahydro-1H-isobenzofuro[5,6-d]imidazole 
• 1599470-69-5 1-benzyl-4-(1,3-dihydronaphtho[2,3-c]furan-4-yl)-1H-imidazole 
• 1599470-92-4 C₂₀H₁₉N₃O₂S 

Relevant academic research and scientific papers

4—(1H— IMIDAZOL— 5— YL) -1H-PYRROLO [2, 3-B] PYRIDINES FOR USE IN THE TREATMENT OF LEUKAEMIAS, LYMPHOMAS AND SOLID TUMORS

The present invention relates to novel 4-(1H-imidazol-5-yl)-1H-pyrrolo[2,3-b]pyridine compounds which are useful in the treatment of lymphomas, leukaemias, and solid tumors.

Metal-mediated base pairing in DNA involving the artificial nucleobase imidazole-4-carboxylate

The use of imidazole-4-carboxylate (X) as an artificial nucleobase in metal-mediated base pairing is reported. Towards this end, the corresponding deoxyribonucleoside was synthesized and structurally characterized as its sodium salt (sodium 1,2-dideoxy-1-(4-carboxyimidazol-1-yl)-D-ribofuranose). The deoxyribonucleoside was incorporated into different DNA duplexes (parallel-stranded and antiparallel-stranded), and their Cu(II)- and Ag(I)-binding behavior was investigated. It was shown that both X–Cu(II)–X and X–Ag(I)–X base pairs can be formed, with the former being more stabilizing than the latter. The formation of an X–Cu(II)–X base pair is accompanied by an increase in the duplex melting temperature of approximately 20 °C for antiparallel-stranded duplexes and of 12 °C for the parallel-stranded duplex under investigation. Imidazole-4-carboxylate represents the first imidazole-based nucleoside for Cu(II)-mediated base pairing. Moreover, it is the smallest nucleoside known to form stable Cu(II)-mediated base pairs. Structures of the X–Cu(II)–X and X–Ag(I)–X base pairs are proposed, too, based on molecular structures obtained using the model nucleobase 1-benzyl-1H-imidazole-4-carboxylate.

NOVEL TETRAHYDROPYRIDOPYRIMIDINES FOR THE TREATMENT AND PROPHYLAXIS OF HEPATITIS B VIRUS INFECTION

The present invention provides novel compounds having the general formula: wherein R1, R2 and R3 are as described herein, compositions including the compounds and methods of using the compounds.

Synthesis and biological evaluation of a novel anti-malarial lead

Malaria is re-emerging in many tropical areas of the world and is often fatal due to drug resistance, leading to about a million deaths each year. Multiple drug resistance has required new efforts in drug discovery and development. Thus, the search for new drugs operating by novel mechanisms of action is receiving increased attention. Herein we report the synthesis and biological evaluation of a novel anti-malarial with micromolar activity against resistant strains of the parasite.

Preparation and diels-alder chemistry of 4-vinylimidazoles

(Chemical Equation Presented) Various 4-vinylimidazole derivatives have been prepared from the corresponding 4-iodoimidazoles or from urocanic acid. Several methods for the elaboration of these vinylimidazoles and their Diels-Alder reactions are reported. All of the vinylimidazoles prepared in the course of this study react with N-phenylmaleimide quite readily with mild thermal activation providing a single cycloadduct, in most cases the initial, nonaromatic adduct. With more electron rich substrates, there is a tendency for these initial cycloadducts to undergo aromatization, ene reaction, and oxidation although this can be circumvented to a large extent by the choice of reaction conditions. Limited reactions were observed with other dienophiles, providing the expected cycloadducts in most cases, although an abnormal adduct was obtained in one case with dimethyl acetylene dicarboxylate. These substrates also participate in regioselective Diels-Alder reactions with monoactivated dienophiles, but require fairly forcing conditions, thus only providing the aromatized cycloadducts in modest yields. An investigation of substituent effects at the 2-position of the imidazole moiety was undertaken, in which electron-donating and weakly electron-withdrawing substituents are tolerated. In addition, several substrates with terminally substituted vinyl moieties have been investigated.

A convenient synthesis of 1,4-disubstituted imidazoles

An efficient method for the regioselective protection of 4-alkyl-, 4-iodo, 4-vinylimidazoles has been developed via an alkylation-isomerization sequence with various imidazole-protecting groups. The initially formed mixture of 4/5-alkyl-, 4/5-iodo, and 4/5-vinylimidazoles are isomerized to the corresponding 4-isomers on treatment of a DMF solution with a small amount of RX and heating at 75°C.

Regioselective synthesis of 1-benzyl- and 1-methyl-4- vinylimidazole and their reactions with N-phenylmaleimide

The regioselective synthesis of 1-benzyl- and 1-methyl-4- vinylimidazole from 4,5-diiodoimidazole is described. Their Diels-Alder reactions with N-phenylmaleimide provide a variety of adducts, including the anticipated enamine and the corresponding aromatized isomer. However, additional products including ene adducts, a bis Diels-Alder adduct and oxidation products were isolated.