177202-83-4

Basic information

• Product Name: 2-PYRIDIN-3-YLANILINE
• Synonyms: 2-PYRIDIN-3-YLANILINE;2-(Pyridin-3-yl)aniline 95%;2-pyridin-3-ylphenylaMine;3-(2-Aminophenyl)pyridine;2-(Pyridin-3-yl)aniline95%;2-PyridiN-3-Ylanili
• CAS NO: 177202-83-4
• Molecular Formula: C₁₁H₁₀N₂
• Molecular Weight: 170.21
• Mol File: 177202-83-4.mol
• Article Data: 16

Chemical Properties

• Melting Point: 214-216 °C (decomp)(Solv: water (7732-18-5); ethanol (64-17-5))
• Boiling Point: 329.8 °C at 760 mmHg
• Flash Point: 179.5 °C
• Appearance: /
• Density: 1.133 g/cm³
• Vapor Pressure: 0.000174mmHg at 25°C
• Refractive Index: 1.625
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 4.55±0.12(Predicted)
• CAS DataBase Reference: 2-PYRIDIN-3-YLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PYRIDIN-3-YLANILINE(177202-83-4)
• EPA Substance Registry System: 2-PYRIDIN-3-YLANILINE(177202-83-4)

Safety Data

• Hazardous Substances Data: 177202-83-4(Hazardous Substances Data)

Usage

General Description

2-Pyridin-3-ylaniline is a chemical compound with the molecular formula C11H10N2. It is a derivative of aniline with a pyridine ring attached to the third carbon. 2-PYRIDIN-3-YLANILINE is commonly used as a building block for various organic synthesis reactions, especially in the pharmaceutical industry. It has been reported to possess antioxidant and anti-inflammatory properties, making it potentially useful in the development of drugs for various diseases. Additionally, it has also been studied for its potential use as a ligand in coordination chemistry and in the synthesis of heterocyclic compounds. Overall, 2-Pyridin-3-ylaniline is a versatile chemical with various potential applications in the field of organic chemistry and drug development.

InChI:InChI=1/C11H10N2/c12-11-6-2-1-5-10(11)9-4-3-7-13-8-9/h1-8H,12H2

Upstream product

• 4253-80-9 3-(2-nitro-phenyl)-pyridine 
• 626-55-1 3-Bromopyridine 
• 191171-55-8 2-anilineboronic acid pinacol ester 
• 110-86-1 pyridine 
• 615-43-0 2-iodophenylamine 
• 615-36-1 2-bromoaniline 
• 160688-99-3 [tris(3-pyridyl)boroxin] 
• 220565-63-9 pyridin-3-ylzinc(II) bromide 
• 1692-25-7 3-pyridylboronic acid 
• 185408-20-2 o-(tributylstannyl)aniline 
• 3422-01-3 tert-butyl phenylcarbamate 
• 148493-54-3 tributyl (o-tert-butyloxycarbonylaminophenyl) stannane 
• 59020-10-9 3-(tributylstannyl)pyridine 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 855196-53-1 2-(pyridin-3-yl)benzonitrile 
• 856849-78-0 3-(2-azidophenyl)pyridine 
• 21777-15-1 (E)-3-(1H-indol-3-yl)acrylaldehyde 
• 244-76-8 α-carboline 
• 176690-44-1 2-(pyridin-3-yl)benzaldehyde 
• 134363-45-4 2-(pyridin-3′-yl) benzoic acid 
• 90395-46-3 3-(o-carbomethoxyphenyl)pyridine 
• 857436-04-5 N-(2-[3]pyridyl-benzoyl)-N'-(toluene-4-sulfonyl)-hydrazine 
• 695185-54-7 3-methyl-8-pyridin-3-yl-quinoline 
• 695185-50-3 2-piperidin-3-yl-phenylamine 
• 1296770-63-2 C₁₃H₁₂N₄ 
• 5094-12-2 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 
• 21777-15-1 3-(1H-indol-3-yl)acrylaldehyde 
• 1008-88-4 3-phenylpyridine 

Relevant articles and documents

Synthesis and deprotonation of 2-(pyridyl)phenols and 2-(pyridyl)anilines

2-(2- and 3-Pyridyl)anilines (1, 2), 2,2-dimethyl-N-[2-(2- and 3-pyridyl)phenyl]propanamides (3, 4), and 2-, 3- and 4-(2-methoxyphenyl)pyridines (7-9) are readily synthesized using cross-coupling reactions. Whereas the amines 1, 2 undergo side reactions, the corresponding amides 3, 4 are deprotonated with lithium 2,2,6,6-tetramethylpiperidide (LTMP): the compound 3 at C6′ under in situ quenching, and the compound 4 at C4′. When the ether 7 is subjected to the same reagent, lithiation occurs at C6′.

Rhodium(I)-Catalyzed Aryl C-H Carboxylation of 2-Arylanilines with CO2

An unprecedented Rh(I)-catalyzed, amino-group-assisted C-H carboxylation of 2-arylanilines with CO2 under redox-neutral conditions has been developed. This reaction was promoted by a phosphine ligand with t-BuOK as the base and did not require the use of additional strong organometallic reagent. It enabled an efficient direct conversion of a broad range of 2-(hetero)arylanilines including electron-deficient heteroarenes to various phenanthridinones. Possible intermediates of the reaction were also evaluated in the preliminary mechanistic studies.

N-Sulfonyl-aminobiaryls as Antitubulin Agents and Inhibitors of Signal Transducers and Activators of Transcription 3 (STAT3) Signaling

A series of N-sulfonyl-aminobiaryl derivatives have been examined as novel antitubulin agents. Compound 21 [N-(4′-cyano-3′-fluoro-biphenyl-2-yl)-4-methoxy-benzenesulfonamide] exhibits remarkable antiproliferative activity against four cancer cell lines (pancreatic AsPC-1, lung A549, liver Hep3B, and prostate PC-3) with a mean GI50 value of 57.5 nM. Additional assays reveal that 21 inhibits not only tubulin polymerization but also the phosphorylation of STAT3 inhibition with an IC50 value of 0.2 μM. Four additional compounds (8, 10, 19, and 35) are also able to inhibit this phosphorylation. This study describes novel N-sulfonyl-aminobiaryl (biaryl-benzenesulfonamides) as potent anticancer agents targeting both STAT3 and tubulin. (Chemical Equation Presented).