822-55-9

Basic information

• Product Name: Imidazole-4-methanol
• Synonyms: 1H-Imidazol-4-ylmethanol ,97%;IMidazole-4(or 5)-Methanol (6CI,7CI);NSC 39016;4(5)-(HydroxyMethyl)iMidazole 97%;1H-IMidazole-5-Methanol;IMidazole-4-Methanol, 98%+;4-HYDROXYMETHYLIMIDAZOLE;4-(HYDROXYMETHYL)-1H-IMIDAZOLE
• CAS NO: 822-55-9
• Molecular Formula: C₄H₆N₂O
• Molecular Weight: 98.1
• Product Categories: Imidaxoles;Building Blocks;Heterocyclic Building Blocks;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;blocks;Imidazoles;pharmacetical
• Mol File: 822-55-9.mol

Chemical Properties

• Melting Point: 88-92
• Boiling Point: 393.7 °C at 760 mmHg
• Flash Point: 191.9oC
• Appearance: /
• Density: 1.311 g/cm³
• Vapor Pressure: 6.63E-07mmHg at 25°C
• Refractive Index: 1.589
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 13.44±0.10(Predicted)
• CAS DataBase Reference: Imidazole-4-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: Imidazole-4-methanol(822-55-9)
• EPA Substance Registry System: Imidazole-4-methanol(822-55-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 822-55-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Imidazole-4-methanol is used as a pharmaceutical intermediate for the synthesis of various drugs and medications. Its unique chemical structure allows it to be a versatile building block in the development of new therapeutic agents.
Used in Chemical Research:
Imidazole-4-methanol serves as a valuable compound in chemical research, particularly in the study of imidazole chemistry and its applications. It can be used to investigate the properties and reactions of imidazole derivatives, contributing to the advancement of scientific knowledge in this field.
Used in Biochemical Applications:
Due to its structural similarity to certain biomolecules, Imidazole-4-methanol can be employed in biochemical applications, such as the development of enzyme inhibitors, ligands, or other bioactive molecules that can interact with biological targets.
Used in Material Science:
Imidazole-4-methanol can also be utilized in material science for the design and synthesis of novel materials with specific properties. Its ability to form complexes and coordinate with various metal ions makes it a potential candidate for the development of new materials with applications in catalysis, sensors, or other areas.

InChI:InChI=1/C4H6N2O/c7-2-4-1-5-3-6-4/h1,3,7H,2H2,(H,5,6)

Upstream product

• 75-07-0 acetaldehyde 
• 57-48-7 D-Fructose 
• 87-72-9 L-(+)-arabinose 
• 3473-63-0 formamidine acetic acid 
• 38585-61-4 4-(chloromethyl)-1H-imidazole hydrochloride 
• 108-95-2 phenol 
• 807306-71-4 3,7-bis(dimethylamine)phenothiazonium 

Downstream Products

• 80304-50-3 1-benzyl-5-hydroxymethylimidazole 
• 85102-84-7 N¹-Benzyl-4-hydroxymethylimidazole 
• 33769-07-2 4-(hydroxymethyl)-1-(triphenylmethyl)imidazole 
• 23785-22-0 5-(chloromethyl)-1 H-imidazole 
• 3034-50-2 5-imidazolecarboxaldehyde 
• 675583-71-8 4⁽⁵⁾-(tert-butyldiphenylsilanyloxymethyl)-1H-imidazole 
• 1077629-45-8 [1-(2-methoxy-4-nitro-phenyl)-1H-imidazol-4-yl]-methanol 
• 869099-23-0 C₂₅H₂₁F₆N₃O₃S 
• 869099-24-1 C₂₅H₂₁F₆N₃O₃S 
• 23785-22-0 4-chloromethylimidazole 
• 172498-89-4 (1-trityl-1H-imidazol-5-yl)-methanol 
• 3034-50-2 4⁽⁵⁾formylimidazole 
• 196298-99-4 [1-(2-fluoro-4-nitrophenyl)-1H-imidazol-4-yl]methanol 
• 120277-50-1 tert-butyl 4-(hydroxymethyl)-1H-imidazole-1-carboxylate 

Relevant articles and documents

On the way to glycoprocessing inhibitors: A general one-pot synthesis of imidazolosugars

Reaction of several monosaccharides with formamidine acetate afforded the corresponding imidazolosugars 5-11 in 30-50% yield.

MECHANISTIC STUDIES OF THE UROCANASE REACTION USING (1)H- AND (31)P-NMR SPECTROSCOPY AND THE SUBSTRATE ANALOGUE 2-METHYLUROCANATE

The reaction of 2-methylurocanate with urocanase from Pseudomonas putida was monitored by (1)H-NMR spectroscopy at 500 MHz.The following conclusions were drawn: (i) 2-methylurocanate reacts 128 times more slowly with urocanase than does urocanate, (ii) no signals for the enol form of the produced 2-methylimidazolone propionate were detected, (iii) 2-methylimidazolone propionate is about 25 times more stable to hydrolysis than imidazolone propionate, (iv) the urocanase-catalysed exchange of the 5-proton of 2-methylurocanate with the solvent deuterium is 1.3 times faster than the overall reaction and (v) the non-enzymic exchange of the Me protons of 2-methylimidazolone propionate with solvent D takes place with a half life of 5.8 hr. By (1)H-NMR spectroscopy it was shown that the urocanase reaction is reversible.At 8o and pD 6.3 1.6percent of the total imidazolone propionate was converted into urocanate. Apart from the pyrophosphate ester group of NAD(1+) no phosphorylated groups could be detected in urocanase by (31)P-NMR spectroscopy.