697806-98-7

Basic information

• Product Name: NSC 21394-d5
• Synonyms: 1H-2-MethyliMidazole-d5;2-Methyl-1H-iMidazole-d5;2-MethyliMidazole-d5;2MZ-d5;2MZ-H-d5;2MZ-PW-d5;Actiron 2MI-d5;Curezol 2MZ-d5
• CAS NO: 697806-98-7
• Molecular Formula: C₄H₆N₂
• Molecular Weight: 81.0959
• Product Categories: Aromatics;Catalyst;Heterocycles;Intermediates;Isotope Labelled Compounds
• Mol File: 697806-98-7.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: NSC 21394-d5(CAS DataBase Reference)
• NIST Chemistry Reference: NSC 21394-d5(697806-98-7)
• EPA Substance Registry System: NSC 21394-d5(697806-98-7)

Safety Data

• Hazardous Substances Data: 697806-98-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
NSC 21394-d5 is used as a building block for the synthesis of biologically active compounds, contributing to the development of new drugs and therapeutic agents.
Used in Catalyst Applications:
NSC 21394-d5 is used as a catalyst for the refolding of enhanced colored fluorescent proteins, playing a crucial role in protein stabilization and fluorescence enhancement.
Used in Food Industry:
NSC 21394-d5 is used in the analysis and detection of fermentation byproducts in food products, ensuring quality control and safety.
Used in Tobacco Industry:
NSC 21394-d5 is used for the detection and analysis of byproducts in mainstream and side-stream tobacco smoke, aiding in the assessment of potential health risks and the development of harm reduction strategies.

Upstream product

• 693-98-1 2-methylimidazole 

Relevant articles and documents

METHOD FOR DEUTERATION OR TRITIATION OF HETEROCYCLIC RING

The present invention relates to a method for deuteration of a heterocyclic ring, which comprises subjecting a compound having a heterocyclic ring to sealed refluxing state in a deuterated solvent in the presence of an activated catalyst selected form a palladium catalyst, a platinum catalyst, a rhodium catalyst, a ruthenium catalyst, a nickel catalyst and a cobalt catalyst. In accordance with a method of the present invention, a hydrogen atom belonging to a heterocyclic ring of a compound having a heterocyclic ring can be very efficiently deuterated because temperature of deuteration reaction can be maintained at higher than boiling point of the solvent. Further, a method for deuteration of the present invention can be applied widely to deuteration of various compounds having a heterocyclic ring which are liable to decomposition under supercritical conditions or acidic conditions, leading to industrial and efficient deuteration of a compound having a heterocyclic ring.

Solid-state deuterium nmr of imidazole ligands in cytochrome C peroxidase

We have measured hyperfine shifted NMR signals associated with deuterated imidazole bound to the high-spin Fe3+ state of cytochrome c peroxidase using deuterium magic angle spinning solid-state NMR. These experiments were performed on a mutant of cytochrome c peroxidase, CcP(H175G), for which replacement of the proximal histidine with glycine produced a cavity that can bind a variety of substituted imidazoles including imidazole or 2-methylimidazole. The mutant with imidazole bound is inactive; specifically its reaction with H2O2 is blocked. We observed deuterium NMR signals from the methyl-d3 group of the perdeuterated 2-MeIm sample bound to H175G CcP. The signal displayed an upfield chemical shift and exhibited non- Curie temperature dependence, indicating the existence of low-lying excited electronic states. Upon introducing a nondeuterated competitive ligand, imidazole, a decrease in the intensity of this signal was detected, consistent with the assignment of the deuterium signal to the bound 2- methylimidazole in the solid state. The tensor of the deuterium static line shape indicates the methyl group on the untethered imidazole ring undergoes rather unhindered motion while the entire ring has relatively limited motion. No evidence for intermediate ring flipping exchange dynamics nor for large angular librations of the ring is observed. This the absence of enzymatic activity in the mutant is unlikely to result from excessive dynamic disorder of the untethered imidazole.