253307-66-3

Basic information

• Product Name: 3-(2-METHOXYBENZYLAMINO)-4-PHENYLMETHOXY-PYRIDINE
• Synonyms: 3-(2-METHOXYBENZYLAMINO)-4-PHENYLMETHOXY-PYRIDINE;3-(2-Methoxybenzylamino)-4-phenoxy-pyridine;N-(2-METHOXYBENZYL)-4-PHENOXYPYRIDIN-3-AMINE
• CAS NO: 253307-66-3
• Molecular Formula: C₁₉H₁₈N₂O₂
• Molecular Weight: 306.36
• Mol File: 253307-66-3.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(2-METHOXYBENZYLAMINO)-4-PHENYLMETHOXY-PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-METHOXYBENZYLAMINO)-4-PHENYLMETHOXY-PYRIDINE(253307-66-3)
• EPA Substance Registry System: 3-(2-METHOXYBENZYLAMINO)-4-PHENYLMETHOXY-PYRIDINE(253307-66-3)

Safety Data

• Hazardous Substances Data: 253307-66-3(Hazardous Substances Data)

Upstream product

• 1005325-40-5 C₁₃H₁₂N₂O₂ 
• 135-02-4 ortho-anisaldehyde 
• 132038-28-9 4-phenoxy-3-pyridinamine 
• 108-95-2 phenol 
• 115812-96-9 4-fluoro-3-nitropyridine 
• 132038-21-2 3-nitro-4-phenoxypyridine 

Downstream Products

• 253307-65-2 PBR₂₈ 
• 1400637-55-9 C₂₁H₁₉FN₂O₃ 

Relevant articles and documents

Exploration of the structure-activity relationship of the diaryl anilide class of ligands for translocator protein - Potential novel positron emitting tomography imaging agents

A series of novel ligands based on the diaryl anilide (DAA) class of translocator protein (TSPO) ligands was synthesised and evaluated as potential positron emitting tomography (PET) ligands for imaging TPSO in vivo. Fluorine-18 labelling of the molecules was achieved using direct radiolabelling or synthon based labelling approaches. Several of the ligands prepared have promising profiles as potential TSPO PET imaging ligands and will be evaluated further as potential clinical imaging agents.

Synthesis and evaluation in monkey of two sensitive 11C-labeled aryloxyanilide ligands for imaging brain peripheral benzodiazepine receptors in vivo

We sought to develop 11C-labeled ligands for sensitive imaging of brain peripheral benzodiazepine receptors (PBR) in vivo. Two aryloxyanilides with high affinity for PBR were identified and synthesized, namely, N-acetyl-N-(2-methoxycarbonylbenzyl)-2-phenoxyaniline (3, PBR01) and N-(2-methoxybenzyl)-N-(4-phenoxypyridin-3-yl)acetamide (10, PBR28). 3 was hydrolyzed to 4, which was esterified with [11C]iodomethane to provide [11C]3. The O-desmethyl analogue of 10 was converted into [11C]10 with [11C]iodomethane. [11C]3 and [11C]10 were each injected into monkey to assess their brain kinetics with positron emission tomography (PET). After administration of either radioligand there was moderately high brain uptake of radioactivity. Receptor blocking and displacement experiments showed that a high proportion of this radioactivity was bound specifically to PBR. In monkey and rat, 3 and 10 were rapidly metabolized by ester hydrolysis and N-debenzylation, respectively, each to a single polar radiometabolite. [11C]3 and [11C]10 are effective for imaging PBR in monkey brain. [11C]10 especially warrants further evaluation in human subjects.