Production Method 1

902130-84-1

902130-87-4

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran ,  Water ;  2 h, reflux
1.2 Reagents: Hydrochloric acid Solvents: Water ;  pH 1; 1 h, rt
1.3 Reagents: Sodium hydroxide Solvents: Water ;  pH 13, rt
1.4 Reagents: Hydrochloric acid Solvents: Diethyl ether ,  Water ;  pH 5, rt

Reference

A convenient synthesis of 3-pyridinyl- and 3-pyrimidinylcoumarins

Zhang, Xuqing; Sui, Zhihua, Synthesis, 2006, (15), 2568-2572

2-(6-methoxypyridin-3-yl)acetic acid Raw materials

• Diethyl 2-(6-methoxypyridin-3-yl)malonate

2-(6-methoxypyridin-3-yl)acetic acid Preparation Products

• 2-(6-methoxypyridin-3-yl)acetic acid (902130-87-4)

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Recent Advances in the Application of 2-(6-Methoxypyridin-3-yl)acetic Acid (CAS: 902130-87-4) in Chemical Biology and Pharmaceutical Research

2-(6-Methoxypyridin-3-yl)acetic acid (CAS: 902130-87-4) is a key intermediate in the synthesis of various bioactive compounds and pharmaceuticals. Recent studies have highlighted its significance in drug discovery, particularly in the development of kinase inhibitors and anti-inflammatory agents. This research briefing provides an overview of the latest advancements involving this compound, focusing on its synthetic applications, biological activities, and potential therapeutic uses.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the role of 2-(6-methoxypyridin-3-yl)acetic acid as a building block for novel PI3K inhibitors. The compound's unique structural features, including the methoxy-pyridine moiety, were found to enhance binding affinity and selectivity toward specific kinase targets. The study demonstrated that derivatives of this compound exhibited promising anti-proliferative activity against cancer cell lines, with IC50 values in the low micromolar range.

Another significant application of 2-(6-methoxypyridin-3-yl)acetic acid was reported in a 2024 Nature Communications paper, where it served as a precursor for the synthesis of small-molecule modulators of the NLRP3 inflammasome. The researchers utilized the carboxylic acid functionality to create amide derivatives that effectively inhibited inflammasome activation in preclinical models of inflammatory diseases. This finding opens new avenues for treating conditions such as gout and Alzheimer's disease.

Recent synthetic methodology developments have also improved access to 2-(6-methoxypyridin-3-yl)acetic acid. A 2023 Organic Letters publication described a novel palladium-catalyzed coupling approach that significantly increased the yield and purity of this compound compared to traditional methods. This advancement is particularly important for scaling up production to meet the growing demand in pharmaceutical research and development.

From a drug metabolism perspective, studies have shown that 2-(6-methoxypyridin-3-yl)acetic acid exhibits favorable pharmacokinetic properties. Its metabolic stability and moderate lipophilicity make it an attractive scaffold for further medicinal chemistry optimization. Current research efforts are focused on developing prodrug versions of this compound to enhance its bioavailability for potential clinical applications.

In conclusion, 2-(6-methoxypyridin-3-yl)acetic acid (CAS: 902130-87-4) continues to be a valuable chemical entity in pharmaceutical research. Its versatility as a synthetic intermediate and its direct biological activities position it as a compound of significant interest for future drug discovery programs. Ongoing research is expected to uncover additional therapeutic applications and optimize its pharmacological properties for clinical development.

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