49668-90-8

Basic information

• Product Name: 2-chloromethylpyridine-5-carboxylic acid methyl ester
• Synonyms: Methyl 6-(chloroMethyl)nicotinate;Methyl 2-(chloromethyl)pyridine-5-carboxylate
• CAS NO: 49668-90-8
• Molecular Formula: C₈H₈ClNO₂
• Molecular Weight: 185.61
• EINECS: 604-604-1
• Mol File: 49668-90-8.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 272.898°C at 760 mmHg
• Flash Point: 118.845°C
• Appearance: /
• Density: 1.252g/cm³
• Vapor Pressure: 0.006mmHg at 25°C
• Refractive Index: 1.531
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-chloromethylpyridine-5-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloromethylpyridine-5-carboxylic acid methyl ester(49668-90-8)
• EPA Substance Registry System: 2-chloromethylpyridine-5-carboxylic acid methyl ester(49668-90-8)

Safety Data

• Hazardous Substances Data: 49668-90-8(Hazardous Substances Data)

Usage

General Description

2-Chloromethylpyridine-5-carboxylic acid methyl ester is a chemical compound that belongs to the class of pyridine derivatives. It is a methyl ester of 2-chloromethylpyridine-5-carboxylic acid, which is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 2-chloromethylpyridine-5-carboxylic acid methyl ester has a chloromethyl group and a carboxylic acid group attached to the pyridine ring, making it a versatile building block for many organic reactions. It is also known for its potential use in the development of new drugs and is a valuable compound in medicinal chemistry research. Due to its reactivity and potential applications, 2-chloromethylpyridine-5-carboxylic acid methyl ester is of interest to chemists, pharmaceutical researchers, and agrochemical manufacturers.

InChI:InChI=1/C8H8ClNO2/c1-12-8(11)6-2-3-7(4-9)10-5-6/h2-3,5H,4H2,1H3

Upstream product

• 56026-36-9 methyl 6-(hydroxymethyl)nicotinate 

Downstream Products

• 854779-53-6 6-{[[1-(2-methoxymethoxy-5-methyl-phenyl)-1H-imidazol-4-ylmethyl]-(1-methyl-1H-imidazol-2-ylmethyl)-amino]-methyl}-nicotinic acid methyl ester 
• 675583-74-1 6-{[[1-(2-methoxymethoxy-5-methyl-phenyl)-1H-imidazol-4-ylmethyl]-(1-methyl-1H-imidazol-2-ylmethyl)-amino]-methyl}-nicotinic acid 
• 148258-27-9 6-chloromethylnicotinic acid 
• 1346159-33-8 N-[(1R,2S)-2-(hydroxycarbamoyl)cyclohexyl]-6-[(2-methyl-1H-benzimidazol-1-yl)methyl]nicotinamide 
• 1346159-34-9 N-[(1R,2S)-2-(hydroxycarbamoyl)cyclohexyl]-6-[(2-trifluoromethyl-1H-benzimidazol-1-yl)methyl]nicotinamide 
• 139183-87-2 methyl 6-(aminomethyl)nicotinate 

Relevant articles and documents

1H-PYRAZOLO[4,3-d]PYRIMIDINE COMPOUNDS AS TOLL-LIKE RECEPTOR 7 (TLR7) AGONISTS AND METHODS AND USES THEREFOR

Compounds according to formula I are useful as agonists of Toll-like receptor 7 (TLR7). Such compounds can be used in cancer treatment, especially in combination with an anti-cancer immunotherapy agent, or as a vaccine adjuvant.

COMPOUNDS AND USES THEREOF

The present invention features compounds useful in the treatment of neurological disorders and primary brain cancer. The compounds of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing neurological disorders and primary brain cancer.

Design, Preparation, and Characterization of Zn and Cu Metallopeptides Based On Tetradentate Aminopyridine Ligands Showing Enhanced DNA Cleavage Activity

The conjugation of redox-active complexes that can function as chemical nucleases to cationic tetrapeptides is pursued in this work in order to explore the expected synergistic effect between these two elements in DNA oxidative cleavage. Coordination complexes of biologically relevant first row metal ions, such as Zn(II) or Cu(II), containing the tetradentate ligands 1,4-dimethyl-7-(2-pyridylmethyl)-1,4,7-triazacyclononane (Me2PyTACN) and (2S,2S′)-1,1′-bis(pyrid-2-ylmethyl)-2,2′-bipyrrolidine ((S,S′)-BPBP) have been linked to a cationic LKKL tetrapeptide sequence. Solid-phase synthesis of the peptide-tetradentate ligand conjugates has been developed, and the preparation and characterization of the corresponding metallotetrapeptides is described. The DNA cleavage activity of Cu and Zn metallopeptides has been evaluated and compared to their metal binding conjugates as well as to the parent complexes and ligands. Very interestingly, the oxidative Cu metallopeptides 1Cu and 2Cu show an enhanced activity compared to the parent complexes, [Cu(PyTACN)]2+ and [Cu(BPBP)]2+, respectively. Under optimized conditions, 1Cu displays an apparent pseudo first-order rate constant (kobs) of ～0.16 min-1 with a supercoiled DNA half-life time (t1/2) of ～4.3 min. On the other hand, kobs for 2Cu has been found to be ～0.11 min-1 with t1/2 ≈ 6.4 min. Hence, these results point out that the DNA cleavage activities promoted by the metallopeptides 1Cu and 2Cu render ～4-fold and ～23 rate accelerations in comparison with their parent Cu complexes. Additional binding assays and mechanistic studies demonstrate that the enhanced cleavage activities are explained by the presence of the cationic LKKL tetrapeptide sequence, which induces an improved binding affinity to the DNA, thus bringing the metal ion, which is responsible for cleavage, in close proximity.