structure of Methyl 6-(2-hydroxyethyl)nicotinate

Methyl 6-(2-hydroxyethyl)nicotinate

CAS No.: 1000506-99-9
M. Wt: 181.18900
M. Fa: C9H11NO3
InChI Key: DWNSMSJAICRYNF-UHFFFAOYSA-N

Names and Identifiers of Methyl 6-(2-hydroxyethyl)nicotinate

CAS Number

1000506-99-9

IUPAC Name

methyl 6-(2-hydroxyethyl)pyridine-3-carboxylate

InChI

InChI=1S/C9H11NO3/c1-13-9(12)7-2-3-8(4-5-11)10-6-7/h2-3,6,11H,4-5H2,1H3

InChIKey

DWNSMSJAICRYNF-UHFFFAOYSA-N

Canonical SMILES

COC(=O)C1=CN=C(C=C1)CCO

Physical and chemical properties of Methyl 6-(2-hydroxyethyl)nicotinate

Exact Mass

181.07400

LogP

0.40300

Molecular Formula

C9H11NO3

Molecular Weight

181.18900

PSA

59.42000

Safety Information of Methyl 6-(2-hydroxyethyl)nicotinate

Pictograms

Signal Word

 Warning

Safety Data Sheet
Supports customized editing of SDS information and downloading in PDF documents.

Applications of Methyl 6-(2-hydroxyethyl)nicotinate

Methyl 6-(2-hydroxyethyl)nicotinate has a wide range of applications:

  • Pharmaceuticals: Investigated for cardiovascular treatments due to its vasodilatory effects.
  • Cosmetics: Used in topical formulations for pain relief and enhancing skin penetration of active ingredients.
  • Chemical Research: Serves as a building block in organic synthesis and various

Interaction Studies of Methyl 6-(2-hydroxyethyl)nicotinate

Research indicates that Methyl 6-(2-hydroxyethyl)nicotinate interacts with nicotinate transporters, facilitating its cellular uptake. It enhances topical penetration in formulations, making it effective for muscle and joint pain relief. Its interactions with cellular mechanisms also promote vasodilation through prostaglandin D2 release.

Biological Activity of Methyl 6-(2-hydroxyethyl)nicotinate

This compound exhibits significant biological activity, primarily through its interaction with G protein-coupled receptors, particularly the hydroxycarboxylic acid receptors. Its mode of action is locally acting due to a short half-life, influencing biochemical pathways related to energy metabolism and lipid regulation. Methyl 6-(2-hydroxyethyl)nicotinate has been shown to enhance local blood flow and promote the release of prostaglandin D2, which is beneficial in therapeutic contexts such as pain relief and inflammation reduction.

Pharmacokinetics

Methyl 6-(2-hydroxyethyl)nicotinate is well-absorbed in the gastrointestinal tract and widely distributed throughout the body. Its pharmacological effects are attributed to its ability to act as a peripheral vasodilator, enhancing blood flow in the applied areas.

Retrosynthesis analysis of Methyl 6-(2-hydroxyethyl)nicotinate

  • Route#1

    Cas:103440-76-2
    Cas:1000506-99-9