64064-56-8

Basic information

• Product Name: 4-Chloropyridine-2-carboxylic acid ethyl ester
• Synonyms: Ethyl 4-chloropicolinate;2-Pyridinecarboxylic acid, 4-chloro-, ethyl ester
• CAS NO: 64064-56-8
• Molecular Formula: C₈H₈ClNO₂
• Molecular Weight: 185.61
• EINECS: -0
• Mol File: 64064-56-8.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 278.561 °C at 760 mmHg
• Flash Point: 122.27 °C
• Appearance: /
• Density: 1.246 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -0.11±0.10(Predicted)
• CAS DataBase Reference: 4-Chloropyridine-2-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloropyridine-2-carboxylic acid ethyl ester(64064-56-8)
• EPA Substance Registry System: 4-Chloropyridine-2-carboxylic acid ethyl ester(64064-56-8)

Safety Data

• Hazardous Substances Data: 64064-56-8(Hazardous Substances Data)

Usage

Description

4-Chloropyridine-2-carboxylic acid ethyl ester is an organic compound that serves as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is characterized by the presence of a chloro substituent on the pyridine ring and an ester functional group, which makes it a versatile building block for the development of new molecules with potential biological activities.

Uses

Used in Pharmaceutical Industry:
4-Chloropyridine-2-carboxylic acid ethyl ester is used as a reactant in the synthesis of 1,5-naphthyridine aminothiazole and pyrazole derivatives. These compounds have been identified as potent and selective inhibitors of the transforming growth factor-β type I receptor, ALK5. Inhibition of ALK5 has been shown to have therapeutic potential in the treatment of various diseases, including fibrosis, cancer, and inflammatory disorders.
Used in Agrochemical Industry:
4-Chloropyridine-2-carboxylic acid ethyl ester can also be utilized in the development of agrochemicals, such as herbicides, insecticides, and fungicides. Its unique chemical structure allows for the design of novel molecules with improved efficacy and selectivity against target pests or weeds, leading to more effective and environmentally friendly agricultural products.

Upstream product

• 5470-22-4 4-chloropicolinic acid 
• 64-17-5 ethanol 
• 53750-66-6 4-chloro-pyridine-2-carbonyl chloride 
• 98-98-6 2-Picolinic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 51727-15-2 4-chloro-2-pyridine carboxylic acid chloride hydrochloride 

Downstream Products

• 1184827-15-3 4-(4-nitrophenoxy)picolinic acid 
• 284462-37-9 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide 

Relevant articles and documents

Design, synthesis, and biological evaluation of pyridineamide derivatives containing a 1,2,3-triazole fragment as type II c-Met Inhibitors

A series of 4-(pyridin-4-yloxy)benzamide derivatives containing a 1,2,3-triazole fragment were designed, synthesized, and their inhibitory activity against A549, HeLa, and MCF-7 cancer cell lines was evaluated. Most compounds exhibited moderate to potent antitumor activity against the three cell lines. Among them, the promising compound B26 showed stronger inhibitory activity than Golvatinib, with IC50 values of 3.22, 4.33, and 5.82 μM against A549, HeLa, and MCF-7 cell lines, respectively. The structure-activity relationships (SARs) demonstrated that the modification of the terminal benzene ring with a single electron-withdrawing substituent (fluorine atom) and the introduction of a pyridine amide chain with a strong hydrophilic group (morpholine) to the hinge region greatly improved the antitumor activity. Meanwhile, the optimal compound B26 showed potent biological activity in some pharmacological experiments in vitro, such as cell morphology study, dose-dependent test, kinase activity assay, and cell cycle experiment. Finally, the molecular docking simulation was performed to further explore the binding mode of compound B26 with c-Met.

Design, synthesis and biological evaluation of 4-(pyridin-4-yloxy)benzamide derivatives bearing a 5-methylpyridazin-3(2H)-one fragment

A series of 4-(pyridin-4-yloxy)benzamide derivatives bearing a 5-methylpyridazin-3(2H)-one fragment were designed, synthesized, and evaluated for their biological activity. Most compounds showed effective inhibitory activity against cancer cell lines of A

DIPHENYL DERIVATIVES AND USES THEREOF

The present disclosure provides a compound of formula (I): or a pharmaceutically acceptable salt thereof, and its therapeutic uses for activating a growth factor pathway, promoting wound healing, promoting tissue repair, and treating hearing loss, skeletal muscle loss, organ degeneration, tissue damage, neurodegeneration, and muscular atrophy. The disclosure further provides pharmaceutical compositions and combinations. The present disclosure also relates to the use of such compounds for research or other non-therapeutic purposes.