176433-57-1

Basic information

• Product Name: 2-CHLORO-5-PHENYLPYRIDINE-3-CARBOXALDEH&
• Synonyms: 2-CHLORO-5-PHENYLPYRIDINE-3-CARBOXALDEH&;2-Chloro-5-phenylpyridine-3-carboxaldehyde;2-chloro-5-phenylnicotinaldehyde;2-Chloro-5-phenylpyridine-3-carboxaldehyde 97%
• CAS NO: 176433-57-1
• Molecular Formula: C₁₂H₈ClNO
• Molecular Weight: 217.651
• Product Categories: C9 to C46Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines
• Mol File: 176433-57-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 91-98 °C
• Boiling Point: 377.7 °C at 760 mmHg
• Flash Point: 182.2 °C
• Appearance: /
• Density: 1.268 g/cm³
• Vapor Pressure: 6.62E-06mmHg at 25°C
• Refractive Index: 1.624
• CAS DataBase Reference: 2-CHLORO-5-PHENYLPYRIDINE-3-CARBOXALDEH&(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-5-PHENYLPYRIDINE-3-CARBOXALDEH&(176433-57-1)
• EPA Substance Registry System: 2-CHLORO-5-PHENYLPYRIDINE-3-CARBOXALDEH&(176433-57-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 176433-57-1(Hazardous Substances Data)

Usage

General Description

2-CHLORO-5-PHENYLPYRIDINE-3-CARBOXALDEHYDE is a chemical compound with the molecular formula C12H8ClNO. It is a pale yellow to brown liquid with a strong, pungent odor. 2-CHLORO-5-PHENYLPYRIDINE-3-CARBOXALDEH& is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also utilized in the production of dyes and pigments. Additionally, 2-CHLORO-5-PHENYLPYRIDINE-3-CARBOXALDEHYDE has been studied for its potential antifungal and antibacterial properties, making it a valuable compound for various applications in the chemical and pharmaceutical industries.

InChI:InChI=1/C12H8ClNO/c13-12-11(8-15)6-10(7-14-12)9-4-2-1-3-5-9/h1-8H

Upstream product

• 21613-44-5 (E)-4-phenyl-3-buten-2-one oxime 
• 68-12-2 N,N-dimethyl-formamide 
• 1722-84-5 (E)-N-styrylacetamide 
• 621-79-4 cinnamamide 

Downstream Products

• 876345-35-6 2-[(2-chloro-5-phenylpyridin-3-yl)(hydroxy)methyl]cyclopent-2-en-1-one 
• 909777-04-4 ethyl 2-[(2-chloro-5-phenylpyridin-3-yl)(hydroxy)methyl]acrylate 
• 1100051-10-2 5-phenyl-2-phenylethynyl-pyridine-3-carbaldehyde 
• 10177-10-3 5-phenyl-2-chloropyridine-3-carbonitrile 
• 847370-40-5 (2-chloro-5-phenylpyridin-3-yl)methanol 
• 1256961-44-0 (E)-4-(2-chloro-5-phenyl-3-pyridyl)but-3-en-2-one 
• 1256961-45-1 (E)-3-(2-chloro-5-phenyl-3-pyridyl)-1-phenylprop-2-en-1-one 
• 1256961-43-9 ethyl (E)-3-(2-chloro-5-phenylpyridin-3-yl)prop-2-enoate 
• 1353056-57-1 2-[1-cyano-2-(2-chloro-5-phenylpyridin-3-yl)vinyl]-benzimidazole 
• 1442435-31-5 ethyl 2-((2-chloro-5-phenylpyridin-3-yl)methylene)-3-oxobutanoate 
• 1442435-34-8 ethyl 2-benzoyl-3-(2-chloro-5-phenylpyridin-3-yl)acrylate 
• 1442435-37-1 2-methoxyethyl 2-((2-chloro-5-phenylpyridin-3-yl)methylene)-3-oxobutanoate 
• 1442435-39-3 diethyl 2-((2-chloro-5-phenylpyridin-3-yl)methylene)malonate 
• 1442435-43-9 ethyl 3-(2-chloro-5-phenylpyridin-3-yl)-2-cyanoacrylate 

Relevant articles and documents

A novel route to the synthesis of 3-pyridine carboxaldehydes by Vilsmeier reagent

2-Chloro-5-aryl-3-pyridine carboxaldehydes are obtained by Vilsmeier reaction of 4-aryl-3-buten-2-one oxime. The suspected intermediate N-(2- arylethenyl)acetamides also give the same 2-chloro-5-aryl-3-pyridine carboxaldehydes under identical reaction condition.

Discovery of biaryl inhibitors of H+/K+ ATPase

We report the identification of a novel biaryl template for H+/K+ ATPase inhibition. Evaluation of critical SAR features within the biaryl imidazole framework and the use of pharmacophore modelling against known imidazopyridine and azaindole templates suggested that the geometry of the molecule is key to achieving activity. Herein we present our work optimising the potency of the molecule through modifications and substitutions to each of the ring systems. In particular sub-micromolar potency is achieved with (4b) presumably through a proposed intramolecular hydrogen bond that ensures the required imidazole basic centre is appropriately located.