65053-26-1

Basic information

• Product Name: 4-(2-Aminoanilino)pyridine
• Synonyms: 4-(2-Aminoanilino)pyridine;N1-4-Pyridinyl-1,2-benzenediaMine;NSC 155702
• CAS NO: 65053-26-1
• Molecular Formula: C₁₁H₁₁N₃
• Molecular Weight: 185.22514
• Product Categories: Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 65053-26-1.mol
• Article Data: 4

Chemical Properties

• Melting Point: 173.5 °C
• Boiling Point: 359 °C at 760 mmHg
• Flash Point: 170.9 °C
• Appearance: /
• Density: 1.226 g/cm³
• Vapor Pressure: 2.46E-05mmHg at 25°C
• Refractive Index: 1.693
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 7.41±0.26(Predicted)
• CAS DataBase Reference: 4-(2-Aminoanilino)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-Aminoanilino)pyridine(65053-26-1)
• EPA Substance Registry System: 4-(2-Aminoanilino)pyridine(65053-26-1)

Safety Data

• Hazardous Substances Data: 65053-26-1(Hazardous Substances Data)

Usage

Description

4-(2-Aminoanilino)pyridine is an organic compound characterized by its brown solid appearance. It is a chemical intermediate that plays a significant role in the synthesis of various pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
4-(2-Aminoanilino)pyridine is used as an intermediate for the preparation of Timiperone, which is a pharmaceutical compound with antipsychotic properties. It is also utilized in the synthesis of cyclooxygenase-2 inhibitors and adrenergic agents, which are essential in the development of medications for various medical conditions.

InChI:InChI=1/C11H11N3/c12-10-3-1-2-4-11(10)14-9-5-7-13-8-6-9/h1-8H,12H2,(H,13,14)

Upstream product

• 626-61-9 4-Chloropyridine 
• 95-54-5 1,2-diamino-benzene 
• 7379-35-3 4-chlorpyridine hydrochloride 
• 25551-59-1 2-Nitro-N-(4'-pyridyl)aniline 

Downstream Products

• 65053-27-2 4-(2-aminoanilino)-1-<3-(4-fluorobenzoyl)propyl>pyridinium chloride ethylene acetal 
• 66571-30-0 1-γ-pyridylbenzotriazole 
• 57718-48-6 N-(1-{3-[2-(4-fluorophenyl)-1,3-dioxolan-2-yl]propyl}piperidin-4-yl)benzene-1,4-diamine 
• 57648-21-2 timiperone 
• 244758-70-1 (E)-2-[2-(3-Furyl)ethenyl]-1-(4-pyridyl)-1H-benzimidazole 

Relevant articles and documents

Fluorescence Studies with Tryptophan Analogues: Excited State Interactions Involving the Side Chain Amino Group

The fluorescence of a large set of tryptophan analogues, including several that are conformationally constrained, was studied.The constrained analogues include tetrahydrocarboline-3-carboxylic acid and 3-amino-3-carboxytetrahydrocarbazole.Steady state and time-resolved fluorescence measurements were made as a function of pH.The fluorescence quantum yields of the constrained analogues are higher than those for the unconstrained counterparts.The emission intensity of the constrained analogues, as well as 4-methyltryptophan, decreases with deprotonation of the side chain α-ammonium groups; this is in contrast to the increase in fluorescence of tryptophan with deprotonation of this group.These results are consistent with the existence of excited state proton transfer to carbon 4 of the indole ring as a quenching mechanism, which is sterically prohibited in the constrained analogues and 4-methyltryptophan.From quantum yield and lifetime data (most decays are nonexponential), the effective rate constant for nonradiative depopulation of the excited state was calculated.For tryptophan analogues having two side chain functional groups, there is a synergistic effect; the presence of two side chain groups causes more quenching than expected from the sum of the individual contributions.For analogues having an α-ammonium group, this synergism appears to be correlated with an induced change in the pKa of this group.Deprotonation of this α-ammonium group also caused a red shift in the emission of these compounds; this appears to be due to electrostatic repulsion between the α-NH3+ group and the excited indole dipole.

Method of Treating Senile Cognitive Decline with N'-substituted Aminopyridine Adrenergic Agents

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