845826-99-5

Basic information

• Product Name: 5-(4-Fluorophenyl)pyridine-2-carboxylic acid
• Synonyms: 5-(4-FLUOROPHENYL)PYRIDINE-2-CARBOXYLIC ACID;5-(2-Chlorophenyl)-picolinic acid;5-(3-Chlorophenyl)-picolinic acid;5-(4-Fluorophenyl)-picolinic acid;5-(4-FLUOROPHENYL)PYRIDINE-2-CARBOXYLIC ACID, 95+%
• CAS NO: 845826-99-5
• Molecular Formula: C₁₂H₈FNO₂
• Molecular Weight: 217.2
• Product Categories: Fluorine series
• Mol File: 845826-99-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 394.9 °C at 760 mmHg
• Flash Point: 192.6 °C
• Appearance: /
• Density: 1.318g/cm³
• Vapor Pressure: 6.04E-07mmHg at 25°C
• Refractive Index: 1.593
• Storage Temp.: 2-8°C
• PKA: 0.92±0.50(Predicted)
• CAS DataBase Reference: 5-(4-Fluorophenyl)pyridine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-Fluorophenyl)pyridine-2-carboxylic acid(845826-99-5)
• EPA Substance Registry System: 5-(4-Fluorophenyl)pyridine-2-carboxylic acid(845826-99-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 845826-99-5(Hazardous Substances Data)

Usage

Uses

5-(4-Fluorophenyl)picolinic acid

InChI:InChI=1/C12H8FNO2/c13-10-4-1-8(2-5-10)9-3-6-11(12(15)16)14-7-9/h1-7H,(H,15,16)

Upstream product

• 30766-11-1 5-bromoisonicotinic acid 
• 1765-93-1 4-fluoroboronic acid 

Downstream Products

• 925243-09-0 5-(4-fluoro-phenyl)-pyridine-2-carboxylic acid (6-chloromethyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-methyl-amide 
• 925242-76-8 5-(4-fluoro-phenyl)-pyridine-2-carboxylic acid (6-dimethylaminomethyl-1,2,3,4-tetrahydro-naphthalen-2-yl)-methyl-amide 

Relevant articles and documents

Heteroarylamide compound and uses thereof

The present invention provides a compound represented by a formula I, and a preparation method thereof, wherein R1, R2, R3 and R4 are defined in the specification. According to the present invention,the compound represented by the formula I is used for tr

Synthesis, biological evaluation and docking studies of sorafenib derivatives N-(3-fluoro-4-(pyridin-4-yloxy)phenyl)-4(5)-phenylpicolinamides

Background: Sorafenib is an important VEGFR2/KDR inhibitor which is widely used for the treatment of cancer. Objective: In this paper, two series of sorafenib analogues N-(3-fluoro-4-(pyridin-4-yloxy)phenyl)-4- phenylpicolinamides(13a-k) and N-(3-fluoro-4-(pyridin-4-yloxy)phenyl)-5-phenylpicolinamides (14a-k) were designed and synthesized. Methods: Their structures were confirmed by various analytical methods, such as 1 H and 13 C NMR, m.p., MS, HRMS. All of them were evaluated for IC50 values against three cancer cell lines (A549, PC-3 and MCF-7). Results: Eleven of the synthesized compounds showed moderate to excellent cytotoxicity activity against different cancer cells, whose potency from single-digit μM to nanomolar range. And five of them were equal to more potent than sorafenib against one or more cell lines. The most promising compound 14c showed excellent antitumor activities against PC-3 and MCF-7 cell lines with IC50 values of 2.62±1.07 μM and 1.14±0.92 μM, which were 1.15 to 2.75-fold more active than sorafenib (3.03±1.01 μM, 3.14±1.65 μM), respectively. Conclusion: Structure-activity relationships (SARs) and docking studies indicated that the replacement of diarylurea of sorafenib with phenylpicolinamide moiety benefited to the activity. The position of aryl group and the substituents of aryl group had a great influence on antitumor activity and selectivity. The aryl groups with the substitute of alkyl groups (-CH3), halogen atoms (-F,Cl) were favorable to the cytotoxicity. However, this series of compounds showed moderate activity against VEGFR2/KDR kinase. Mechanism of target compounds was not quite clear and further study will be carried out to identify the possible target.

IMIDAZOPYRIDINE DERIVATIVES

The invention provides imidazopyridine derivatives represented by the general formula [I] [in which R1 and R2 may be the same or different and stand for C1-6 alkyl or the like, R3 and R4 stand for hydrogen atom, methyl group or the like, W stands for mono- or bi-cyclic 3- to 8-membered aromatic or aliphatic heterocycle or the like, and Ar stands for optionally substituted aromatic heterocycle or the like]. These compounds act as melanin-concentrating hormone receptor antagonist and are useful as medicines for central nervous system disorders, cardiovascular system disorders and metabolic disorders.