4166-68-1

Usage

Uses

Used in Scientific Research:
1-METHYLIMIDAZOLE-D3 (RING-D3) is used as a research compound for [application reason]. It is utilized in various scientific studies and experiments to understand its properties and potential applications.
Used in Chemical Synthesis:
1-METHYLIMIDAZOLE-D3 (RING-D3) is used as a chemical intermediate for [application reason]. It can be used in the synthesis of other compounds and materials, contributing to the development of new products and technologies.
Used in Pharmaceutical Industry:
1-METHYLIMIDAZOLE-D3 (RING-D3) is used as a pharmaceutical compound for [application reason]. It may have potential applications in drug discovery and development, as well as in the study of biological processes and mechanisms.
Used in Analytical Chemistry:
1-METHYLIMIDAZOLE-D3 (RING-D3) is used as an analytical reagent for [application reason]. It can be employed in various analytical techniques to detect, quantify, or characterize specific substances or compounds.
Used in Environmental Studies:
1-METHYLIMIDAZOLE-D3 (RING-D3) is used as an environmental tracer for [application reason]. It can be utilized to track and study the behavior of substances in the environment, providing valuable insights into environmental processes and pollution control.

Upstream product

• 616-47-7 1-methyl-1H-imidazole 

Downstream Products

• 175885-11-7 Fe(2,6-diisopropylbenzenethiolate)(1-methylimidazole-2,4,5-d3)2 

Relevant academic research and scientific papers

Facile H/D exchange at (hetero)aromatic hydrocarbons catalyzed by a stable trans-dihydride n-heterocyclic carbene (NHC) iron complex

Earth-abundant metal pincer complexes have played an important role in homogeneous catalysis during the last ten years. Yet, despite intense research efforts, the synthesis of iron PCcarbeneP pincer complexes has so far remained elusive. Here we report the synthesis of the first PCNHCP functionalized iron complex [(PCNHCP)FeCl2] (1) and the reactivity of the corresponding trans-dihydride iron(II) dinitrogen complex [(PCNHCP)- Fe(H)2N2)] (2). Complex 2 is stable under an atmosphere of N2 and is highly active for hydrogen isotope exchange at (hetero)aromatic hydrocarbons under mild conditions (50 °C, N2). With benzene-d6 as the deuterium source, easily reducible functional groups such as esters and amides are well tolerated, contributing to the overall wide substrate scope (e.g., halides, ethers, and amines). DFT studies suggest a complex assisted σ-bond metathesis pathway for C(sp2)-H bond activation, which is further discussed in this study.

Iron-catalysed tritiation of pharmaceuticals

A thorough understanding of the pharmacokinetic and pharmacodynamic properties of a drug in animal models is a critical component of drug discovery and development. Such studies are performed in vivo and in vitro at various stages of the development process-ranging from preclinical absorption, distribution, metabolism and excretion (ADME) studies to late-stage human clinical trials-to elucidate a drug molecule's metabolic profile and to assess its toxicity. Radiolabelled compounds, typically those that contain 14C or 3H isotopes, are one of the most powerful and widely deployed diagnostics for these studies. The introduction of radiolabels using synthetic chemistry enables the direct tracing of the drug molecule without substantially altering its structure or function. The ubiquity of C-H bonds in drugs and the relative ease and low cost associated with tritium (3H) make it an ideal radioisotope with which to conduct ADME studies early in the drug development process. Here we describe an iron-catalysed method for the direct 3H labelling of pharmaceuticals by hydrogen isotope exchange, using tritium gas as the source of the radioisotope. The site selectivity of the iron catalyst is orthogonal to currently used iridium catalysts and allows isotopic labelling of complementary positions in drug molecules, providing a new diagnostic tool in drug development.

METHOD FOR PRODUCING COMPOUND HAVING DEUTERATED AROMATIC RING OR HETEROCYCLIC RING

A method for producing a compound having a deuterated aromatic ring or heterocyclic ring according to the invention includes heating a compound having an aromatic ring or heterocyclic ring in the presence of heavy water, a transition metal and a metal which generates deuterium. As the metal which generates deuterium, at least one metal selected from the group consisting of aluminum, magnesium, zinc, iron, lead and tin is preferred. As the transition metal, at least one metal selected from the group consisting of platinum, palladium, ruthenium and rhodium is preferred. The heating is preferably carried out by microwave irradiation.

Iridium-catalyzed H/D exchange at vinyl groups without olefin isomerization

(Chemical Equation Presented) Making the switch: The title reaction represents a rare example of olefinic C-H activation without olefin isomerization. The conditions are sufficiently mild so that functional groups such as ketones, esters, nitriles, amines, sulfides, and alcohols are tolerated. This selectivity is demonstrated by deuterium labeling of several complex molecules.

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.

A highly efficient synthetic procedure for deuteriating imidazoles and imidazolium salts

Both substituted imidazoles and 1,3-dialkylimidazolium salts can be fully deuteriated on the heterocyclic ring using D2O over heterogeneous Pd catalysts: deuteriated 1-alkyl-3-methylimidazolium chloride and hexafluorophosphate ionic liquids can also be prepared in good yields utilising readily available and relatively low cost sources of deuterium.