134420-45-4

Usage

Derivative of imidazole

Imidazole is a core structure in the compound.

Aldehyde group present

5-carboxaldehyde functional group is present in the molecule.

Iodine substituent

A 4-iodo substituent is attached to the imidazole ring.

Phenylmethoxy methyl group

A 1-[(phenylmethoxy)methyl] group is attached to the imidazole core.

Potential applications in organic synthesis

The compound can be used as a building block for synthesizing various organic compounds.

Potential applications in medicinal chemistry

The compound may be used in the preparation of pharmaceuticals and agrochemicals.

Structural features

The compound has a unique structure that makes it a valuable starting material for the synthesis of diverse heterocyclic compounds and biologically active molecules.

Ongoing research

Research on the properties and applications of this chemical is still in progress, indicating possible further uses in the future.

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 134420-44-3 1-<(Benzyloxy)methyl>-2,4,5-triiodoimidazole 
• 68-12-2 N,N-dimethyl-formamide 
• 67242-59-5 N-methyl-N-(2-pyridyl)-formamide 
• 134420-43-2 1-benzyloxymethyl-4,5-diiodo-1H-imidazole 

Downstream Products

• 134420-50-1 1-Benzyloxymethyl-5-[1,3]dioxolan-2-yl-4-iodo-1H-imidazole 
• 134420-53-4 1-<(benzyloxy)methyl>imidazole-5-carboxaldehyde ethylene acetal 

Relevant academic research and scientific papers

5-Substituted imidazole-4-acetic acid analogues: Synthesis, modeling, and pharmacological characterization of a series of novel γ-aminobutyric acidC receptor agonists

A series of ring-substituted analogues of imidazole-4-acetic acid (IAA, 4), a partial agonist at both GABAA and GABAC receptors (GABA = γ-aminobutyric acid), have been synthesized. The synthesized compounds 8a-1 have been evaluated a

Polyfunctionalisation of imidazole via sequential imidazolyl anion formation

A method for achieving the sequential functionalisation of the imidazole ring in the order C-5→C-4→C-2 is described. The chemistry proceeds via the regioselective formation of positionally stable imidazolyl anions which are reacted with electrophiles (aldehydes, alkyl halides, azides, formamides, isocyanates) to afford substituted imidazoles in 31-90% yield.

Regioselective Formation of Imidazol-2-yllithium, Imidazol-4-yllithium, and Imidazol-5-yllithium Species

Representative imidazol-2-yllithium, imidazol-4-yllithium, and imidazol-5-yllithium species have been prepared via halogen-metal exchange, and the propensity of the latter two to undergo isomerization and quench by electrophilic reagents has been studied.The C2-unsubstituted imidazol-5-yllithium species 3 is generated within 10 min at -78 degC from 1--4,5-diiodoimidazole (1b) and affords the C5-formyl product 4 upon reaction with DMF, but gives the isomeric C2-formyl product 6 if allowed to equilibrate to the imidazol-2-yllithium species 5 for an additional 35 min at -78 degC before quench.The less reactive electrophile diethyl carbonate is unable to trap 3 and instead reacts with 5 to afford tris-4-iodo-2-imidazolyl>carbinol (7).In contrast, 1--4-iodoimidazole-5-carboxaldehyde ethylene acetal (10) metalates to give the C2-unsubstituted imidazol-4-yllithium species 13, which undergoes a very rapid conversion to its imidazol-2-yllithium isomer 14, even at -100 degC, giving the 2,5-dicarboxaldehyde 5-ethylene acetal 16 or the 2-deuterio-5-carboxaldehyde ethylene acetal 15 upon quench with DMF or D2O, respectively.Thus, in the presence of C2 unsubstitution, C5 functionalization could be accomplished when the electrophile was sufficiently reactive, while C4 functionalization could not.Short- and long-range 1H- 13C heteronuclear (Hetcor) 2D NMR spectroscopic analyses were instrumental in the structural assignments of key compounds.