3718-04-5

Basic information

• Product Name: 1H-Imidazole, 4-ethenyl-
• CAS NO: 3718-04-5
• Molecular Formula: C5H6N2
• Molecular Weight: 94.116
• Mol File: 3718-04-5.mol
• Article Data: 15

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole, 4-ethenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole, 4-ethenyl-(3718-04-5)
• EPA Substance Registry System: 1H-Imidazole, 4-ethenyl-(3718-04-5)

Safety Data

• Hazardous Substances Data: 3718-04-5(Hazardous Substances Data)

Usage

Description

1H-Imidazole, 4-ethenyl-, also known as 4-vinylimidazole, is a chemical compound with the molecular formula C6H7N. It is a derivative of imidazole, a highly versatile heterocyclic compound. 1H-Imidazole, 4-ethenylis characterized by the presence of a vinyl group, which contributes to its high reactivity and makes it a valuable intermediate in organic synthesis. 1H-Imidazole, 4-ethenylis commonly used as a building block in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. Its unique chemical structure and properties have also been studied for potential applications in materials science and polymer chemistry. However, it is important to handle this compound with care, as it can potentially pose hazards to human health and the environment if not properly managed.

Uses

Used in Pharmaceutical Synthesis:
1H-Imidazole, 4-ethenylis used as a building block for the synthesis of various pharmaceuticals. Its high reactivity and versatile chemical properties make it a valuable component in the development of new drugs and therapeutic agents.
Used in Agrochemical Synthesis:
1H-Imidazole, 4-ethenylis also used as a building block in the synthesis of agrochemicals, contributing to the development of new pesticides, herbicides, and other agricultural products.
Used in Organic Synthesis:
1H-Imidazole, 4-ethenylis utilized as an intermediate in organic synthesis due to its high reactivity and the presence of a vinyl group, allowing for a wide range of chemical reactions and the formation of various organic compounds.
Used in Materials Science and Polymer Chemistry:
The unique chemical structure and properties of 1H-Imidazole, 4-ethenylhave been studied for potential applications in materials science and polymer chemistry, where it may contribute to the development of new materials with specific properties and functions.

Upstream product

• 86803-29-4 4-ethenyl-1-(triphenylmethyl)-1H-imidazole 
• 3465-72-3 urocanic Acid 
• 104-98-3 urocanic acid 
• 117257-71-3 1-triphenylmethyl-4-(2-bromoethyl)imidazole 
• 185850-13-9 4-ethenyl-1-(4-toluenesulfonyl)-1H-imidazole 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 3034-50-2 4⁽⁵⁾formylimidazole 
• 71759-89-2 4-iodoimidazole 
• 7486-35-3 tri-n-butyl(vinyl)tin 
• 75927-49-0 pinacol vinylboronate 
• 4292-19-7 1-Iodododecane 

Downstream Products

• 86803-29-4 4-ethenyl-1-(triphenylmethyl)-1H-imidazole 
• 1192876-85-9 1-dodecyl-4-vinylimidazole 
• 3718-04-5 5-vinylimidazole 

Relevant articles and documents

Practical Multigram Synthesis for 4(5)-Vinylimidazole

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Bioinspired Imprinted PHEMA-Hydrogels for ocular delivery of carbonic anhydrase inhibitor drugs

Hydrogels with high affinity for carbonic anhydrase (CA) inhibitor drugs have been designed trying to mimic the active site of the physiological metallo-enzyme receptor. Using hydroxyethyl methacrylate (HEMA) as the backbone component, zinc methacrylate, 1- or 4-vinylimidazole (1VI or 4VI), and N-hydroxyethyl acrylamide (HEAA) were combined at different ratios to reproduce in the hydrogels the cone-shaped cavity of the CA, which contains a Zn 2+ ion coordinated to three histidine residues. 4VI resembles histidine functionality better than 1VI, and, consequently, pHEMA-ZnMA 2 hydrogels bearing 4VImoietieswere those with the greatest ability to host acetazolamide or ethoxzolamide (2 to 3 times greater network/water partition coefficient) and to sustain the release of these antiglaucoma drugs (50%lower release rate estimated by fitting to the square root kinetics). The use of acetazolamide as template during polymerization did not enhance the affinity of the network for the drugs. In addition to the remarkable improvement in the performance as controlled release systems, the biomimetic hydrogels were highly cytocompatible and possessed adequate oxygen permeability to be used as medicated soft contact lenses or inserts. The results obtained highlight the benefits of mimicking the structure of the physiological receptors for the design of advanced drug delivery systems.

High oxygen-binding affinity of poly(4-vinylimidazole-co-octylmethacrylate)-cobaltporphyrin complex: effect of hydrogen-bond at the imidazole residue

The oxygen-binding affinity of the cobalt-picketfence-porphyrin (CoP) ligated with imidazole was enhanced in the presence of an additive which forms a hydrogen-bond with the ligated imidazole. The CoP complex with poly(4(5)-vinylimidazole-co-octylmethacrylate) rapidly and reversibly bound oxygen and showed very high oxygen-binding affinity: The oxygen transport in the CoP-polymer membrane was efficiently facilitated.

Design and characterization of a heterocyclic electrophilic fragment library for the discovery of cysteine-targeted covalent inhibitors

A fragment library of electrophilic small heterocycles was characterized through cysteine-reactivity and aqueous stability tests that suggested their potential as covalent warheads. The analysis of theoretical and experimental descriptors revealed correlations between the electronic properties of the heterocyclic cores and their reactivity against GSH that are helpful in identifying suitable fragments for cysteines with specific nucleophilicity. The most important advantage of these fragments is that they show only minimal structural differences from non-electrophilic counterparts. Therefore, they could be used effectively in the design of targeted covalent inhibitors with minimal influence on key non-covalent interactions.