35786-42-6

Basic information

• Product Name: 1-hexopyranosyl-1H-imidazole
• CAS NO: 35786-42-6
• Molecular Formula: C₉H₁₄N₂O₅
• Molecular Weight: 230.2179
• Mol File: 35786-42-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 571.6°C at 760 mmHg
• Flash Point: 299.5°C
• Density: 1.74g/cm³
• Vapor Pressure: 6.63E-14mmHg at 25°C
• Refractive Index: 1.697
• CAS DataBase Reference: 1-hexopyranosyl-1H-imidazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hexopyranosyl-1H-imidazole(35786-42-6)
• EPA Substance Registry System: 1-hexopyranosyl-1H-imidazole(35786-42-6)

Safety Data

• Hazardous Substances Data: 35786-42-6(Hazardous Substances Data)

Usage

Chemical structure

A six-carbon sugar molecule (hexopyranosyl) attached to an imidazole ring.

Occurrence

Commonly found as a component in various natural products, such as glycosides and alkaloids.

Medicinal chemistry interest

Potential biological activities, including antimicrobial and antiviral properties.

Potential applications

Drug delivery systems and as a building block in the synthesis of other pharmaceutical compounds.

Research and development

Promising target for further research and development in the field of medicinal chemistry.

Upstream product

• 25484-69-9 N-(2,3,4,6-tetra-O-acetyl-D-glucopyranosyl)imidazole 
• 38953-70-7 1‐(2,3,4,6‐tetra‐O‐acetyl‐β‐D‐glucopyranosyl)imidazole 
• 572-09-8 2,3,4,6-tetra-O-acetyl-D-glucopyranosyl bromide 
• 61425-05-6 (2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-imidazol-1-yl-tetrahydro-pyran-3,4,5-triol 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 

Relevant articles and documents

Proton-acceptor properties and capability for mutarotation of some glucosylamines in methanol

N-(m-Nitrophenyl)-β-D-glucopyranosylamine (Gln), N-(N-methylphenyl)- β-D-glucopyranosylamine (Glm), N-β-D-glucopyranosylpyrazole (Glp), and N-β-D-glucopyranosylimidazole (Gli) have been synthesized. Their basicity constants, pKb, determined in methanol were, respectively, 14.99, 14.36, 15.04, and 9.74. The derivatives of secondary amines (Glm, Glp, and Gli) did not mutarotate in methanol in the presence of 3,5-dinitrobenzoic acid and hydrochloric acid. The heats of formation and entropies were calculated by the AM1 and PM3 methods for the glucosylamines and their cations under consideration of two plausible protonation centers. Thermodynamic parameters for the proton transfer in the reaction: glucosylamine+CH3OH2 +=glucosylamineH++CH3OH were determined and the protonation center in the glucosylamine molecule was identified. The mechanism of mutarotation of the glucosylamines is discussed and the conclusion made that formation of an acyclic immonium cation is not a satisfactory condition for the reaction to proceed.

Absence of reverse anomeric effect: Conformational analysis of glucosylimidazolium and glucosylimidazole

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