65515-32-4

Basic information

• Product Name: 3-Pyridinecarboxylic acid, 6-chloro-2-methoxy-, methyl ester
• Synonyms: 3-Pyridinecarboxylic acid, 6-chloro-2-methoxy-, methyl ester;methyl 6-chloro-2-methoxynicotinate;Methyl 6-chloro-2-methoxypyridine-3-carboxylate;2-chloro-6-methoxy-nicotinic acid methyl este
• CAS NO: 65515-32-4
• Molecular Formula: C₈H₈ClNO₃
• Molecular Weight: 202
• Mol File: 65515-32-4.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 262.0±35.0 °C(Predicted)
• Appearance: /
• Density: 1.288±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -1.81±0.10(Predicted)
• CAS DataBase Reference: 3-Pyridinecarboxylic acid, 6-chloro-2-methoxy-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pyridinecarboxylic acid, 6-chloro-2-methoxy-, methyl ester(65515-32-4)
• EPA Substance Registry System: 3-Pyridinecarboxylic acid, 6-chloro-2-methoxy-, methyl ester(65515-32-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 65515-32-4(Hazardous Substances Data)

Usage

General Description

3-Pyridinecarboxylic acid, 6-chloro-2-methoxy-, methyl ester is a chemical compound commonly known as 6-chloropicolinic acid, methyl ester. It is a derivative of pyridinecarboxylic acid and contains a chlorine atom and a methoxy group. 3-Pyridinecarboxylic acid, 6-chloro-2-methoxy-, methyl ester is commonly used in the synthesis of pharmaceuticals and agrochemicals, as well as in research and development. Its unique structure and properties make it a valuable building block in organic synthesis, and it is often used as a starting material for the preparation of various biologically active compounds. The methyl ester form of 6-chloropicolinic acid also has applications as an intermediate in the production of fine chemicals and pharmaceuticals.

Upstream product

• 124-41-4 sodium methylate 
• 65515-28-8 methyl 2,6-dichloronicotinate 
• 38496-18-3 2,6-dichloropyridine-3-carboxylic acid 
• 58584-86-4 ethyl 2,6-dichloronicotinate 
• 67-56-1 methanol 
• 65515-33-5 6-chloro-2-methoxypyridine-3-carboxylic acid 

Downstream Products

• 680208-55-3 2-methoxy-6-(4-methoxy-benzylamino)-nicotinic acid methyl ester 
• 1246765-27-4 methyl 2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate 
• 1246765-52-5 (R)-methyl 6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinate 
• 1246765-54-7 (R)-6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinic acid 
• 1246765-51-4 methyl 6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5-dihydro-1H-pyrazol-3-yl)-2-methoxynicotinate 
• 680208-61-1 6-methoxy-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester 
• 680208-62-2 6-methoxy-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid 
• 149539-81-1 methyl 6-amino-2-methoxypyridine-3-carboxylate 

Relevant articles and documents

Novel Biphenyl Pyridines as Potent Small-Molecule Inhibitors Targeting the Programmed Cell Death-1/Programmed Cell Death-Ligand 1 Interaction

With the successful clinical application of anti-programmed cell death-1 (PD-1)/programmed cell death-ligand 1 (PD-L1) monoclonal antibodies (mAb), targeting the PD-1/PD-L1 interaction has become a promising method for the discovery of cancer therapy. Due to the inherent limitations of antibodies, it is necessary to search for small-molecule inhibitors against the PD-1/PD-L1 axis. We report the design, synthesis, and evaluation in vitro and in vivo of a series of novel biphenyl pyridines as the inhibitors of PD-1/PD-L1. 2-(((2-Methoxy-6-(2-methyl-[1,1′-biphenyl]-3-yl)pyridin-3-yl)methyl)amino)ethan-1-ol (24) was found to inhibit the PD-1/PD-L1 interaction with an IC50 value of 3.8 ± 0.3 nM and enhance the killing activity of tumor cells by immune cells. Compound 24 displays great pharmacokinetics (oral bioavailability of 22%) and significant in vivo antitumor activity in a CT26 mouse model. Flow cytometry and immunohistochemistry data indicated that compound 24 activates the immune activity in tumors. These results suggest that compound 24 is a promising small-molecule inhibitor against the PD-1/PD-L1 axis and merits further development.

Substituted biphenyl compound as well as preparation method, application and pharmaceutical composition thereof

The invention discloses an immune checkpoint inhibitor substituted biphenyl compound capable of blocking a PD-1/PD-L1 signal path as well as a preparation method, application and a pharmaceutical composition of the immune checkpoint inhibitor substituted

PYRIMIDINE ΤΒΚ/ΙΚΚε INHIBITOR COMPOUNDS AND USES THEREOF

The present invention relates to compounds of Formula I and pharmaceutically acceptable compositions thereof, useful as ΤΒΚ/ΙΚΚε inhibitors.