913624-57-4

Basic information

• Product Name: 2-(azidomethyl)-4-methoxy-3,5-dimethylpyridine
• Synonyms: 2-(azidomethyl)-4-methoxy-3,5-dimethylpyridine
• CAS NO: 913624-57-4
• Molecular Formula: C9H12N4O
• Molecular Weight: 192.21778
• Mol File: 913624-57-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(azidomethyl)-4-methoxy-3,5-dimethylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(azidomethyl)-4-methoxy-3,5-dimethylpyridine(913624-57-4)
• EPA Substance Registry System: 2-(azidomethyl)-4-methoxy-3,5-dimethylpyridine(913624-57-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 913624-57-4(Hazardous Substances Data)

Usage

Structure

Pyridine derivative with an azide functional group and a methoxy group

Usage

Commonly used in organic synthesis, particularly in the field of medicinal chemistry and drug development

Value

Unique structure and chemical properties make it a valuable building block for the synthesis of pharmaceutical compounds and other organic molecules

Potential applications

Development of new drugs and pharmaceuticals, as well as in the study of organic reactions and mechanisms

Safety precautions

Azide functional groups are toxic and potentially explosive under certain conditions, so caution must be exercised when working with this compound.

Upstream product

• 477585-18-5 methanesulfonic acid 4-methoxy-3,5-dimethyl-pyridin-2-ylmethyl ester 
• 86604-78-6 (4-methoxy-3,5-dimethylpyridin-2-yl)methanol 
• 1616503-57-1 (4-methoxy-3,5-dimethylpyridin-2-yl)methyl 4-methylbenzenesulfonate 

Relevant articles and documents

Steering Siglec–Sialic Acid Interactions on Living Cells using Bioorthogonal Chemistry

Sialic acid sugars that terminate cell-surface glycans form the ligands for the sialic acid binding immunoglobulin-like lectin (Siglec) family, which are immunomodulatory receptors expressed by immune cells. Interactions between sialic acid and Siglecs regulate the immune system, and aberrations contribute to pathologies like autoimmunity and cancer. Sialic acid/Siglec interactions between living cells are difficult to study owing to a lack of specific tools. Here, we report a glycoengineering approach to remodel the sialic acids of living cells and their binding to Siglecs. Using bioorthogonal chemistry, a library of cells with more than sixty different sialic acid modifications was generated that showed dramatically increased binding toward the different Siglec family members. Rational design reduced cross-reactivity and led to the discovery of three selective Siglec-5/14 ligands. Furthermore, glycoengineered cells carrying sialic acid ligands for Siglec-3 dampened the activation of Siglec-3+ monocytic cells through the NF-κB and IRF pathways.