258832-47-2

Usage

Uses

Used in Chemical Research:
2-Methoxytoluene-a,a,a-d3 is used as a research compound for chemical studies, particularly in the field of organic chemistry. The incorporation of deuterium atoms allows for the investigation of reaction mechanisms, kinetics, and the behavior of molecules under different conditions.
Used in Analytical Chemistry:
In analytical chemistry, 2-Methoxytoluene-a,a,a-d3 serves as an internal standard or a reference compound for the quantification and identification of related compounds in complex mixtures. The presence of deuterium atoms provides a distinct mass difference, which aids in the accurate measurement and analysis of target compounds using techniques such as mass spectrometry and nuclear magnetic resonance (NMR) spectroscopy.
Used in Pharmaceutical Research:
2-Methoxytoluene-a,a,a-d3 is utilized in pharmaceutical research for the development and optimization of drug candidates. The isotopically labeled compound can be used to study the metabolism, pharmacokinetics, and pharmacodynamics of drug molecules, as well as to investigate drug-protein interactions and the effects of drug candidates on biological systems.
Used in Environmental Studies:
In environmental research, 2-Methoxytoluene-a,a,a-d3 can be employed to trace the fate and transport of related compounds in the environment. The deuterium-labeled compound can help in understanding the behavior of pollutants, their degradation pathways, and their impact on ecosystems.
Used in Material Science:
2-Methoxytoluene-a,a,a-d3 can also be used in material science for the study of the properties and performance of materials. The isotopically labeled compound can provide insights into the molecular structure, dynamics, and interactions of materials at the molecular level, which can be crucial for the development of new materials with improved properties and applications.

InChI:InChI=1/C8H10O/c1-7-5-3-4-6-8(7)9-2/h3-6H,1-2H3/i1D3

Upstream product

• 6609-56-9 2-methoxy-benzonitrile 
• 578-58-5 2-methylmethoxybenzene 
• 95-48-7 ortho-cresol 

Downstream Products

• 13278-00-7 2-methoxybenzaldehyde-α-d₁ 

Relevant academic research and scientific papers

Method for catalytic conversion of cyano group into deuterated methyl, prepared aromatic deuterated methyl compound and application of compound

The invention provides a method for catalytic conversion of a cyano group into deuterated methyl, a prepared aromatic deuterated methyl compound and an application of the compound. The method comprises the steps as follows: an aromatic cyano compound reacts to produce the aromatic deuterated methyl compound under the action of a metal catalyst with deuterium gas serving as a deuterium source. The cyano group is directly catalyzed into deuterated methyl with the deuterium gas serving as the deuterium source, the operation is simple, the raw material is cheap and easy to obtain, the reaction yield is high, the product deuteration rate is high, and the method can be applied to mass production. The prepared aromatic deuterated methyl compound can be used as a deuterated medicine or can be used for preparation of a deuterated medicine or deuterated medicine composition, and the pharmacokinetics, pharmacodynamics or metabolism toxicity of the medicine can be reduced while the medicine molecular activity is kept unchanged basically.

DEUTERATED BENZOPYRAN COMPOUND AND APPLICATION THEREOF

features as shown in Formula (I), or pharmaceutically acceptable salts or stereoisomers thereof, or prodrug molecules thereof. With excellent anti-inflammatory and analgesic effects and the capability to inhibit growth of tumor cells, such compounds are novel COX-2 selective inhibitors. The compounds and pharmaceutically acceptable salts thereof disclosed by the present application can be applied in preparing anti-inflammatory and analgesic drugs and drugs for treating or preventing tumors.

Deuterated Benzopyran Compounds and Application Thereof

The present invention discloses deuterated benzopyran compounds having structure features as shown in Formula (I), or pharmaceutically acceptable salts or stereoisomers thereof, or prodrug molecules thereof. With excellent anti-inflammatory and analgesic effects and the capability to inhibit growth of tumor cells, such compounds are novel COX-2 selective inhibitors. The compounds and pharmaceutically acceptable salts thereof disclosed by the present application can be applied in preparing anti-inflammatory and analgesic drugs and drugs for treating or preventing tumors.

Synthesis of deuterated benzopyran derivatives as selective COX-2 inhibitors with improved pharmacokinetic properties

We designed a series of specifically deuterated benzopyran analogues as new COX-2 inhibitors with the aim of improving their pharmacokinetic properties. As expected, the deuterated compounds retained potency and selectivity for COX-2. The new molecules possess improved pharmacokinetic profiles in rats compared to their nondeuterated congeners. Most importantly, the new compounds showed pharmacodynamic efficacy in several murine models of inflammation and pain. The benzopyran derivatives were separated into their enantiomers, and the activity was found to reside with the S-isomers. To streamline the synthesis of the desired S-isomers, an organocatalytic asymmetric domino oxa-Michael/aldol condensation reaction was developed for their preparation.