49826-70-2

Basic information

• Product Name: 4-(BENZYLOXY)PYRIDINE
• Synonyms: 4-(BENZYLOXY)PYRIDINE;4-BENZYLOXYPYRIDINE(I);4-[(Phenylmethyl)oxy]pyridine;Pyridine,4-(phenylmethoxy)-
• CAS NO: 49826-70-2
• Molecular Formula: C₁₂H₁₁NO
• Molecular Weight: 185.22
• Mol File: 49826-70-2.mol
• Article Data: 11

Chemical Properties

• Melting Point: 57-58℃
• Boiling Point: 310℃
• Flash Point: 114℃
• Appearance: /
• Density: 1.106
• Vapor Pressure: 0.00111mmHg at 25°C
• Refractive Index: 1.577
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 6.58±0.10(Predicted)
• CAS DataBase Reference: 4-(BENZYLOXY)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(BENZYLOXY)PYRIDINE(49826-70-2)
• EPA Substance Registry System: 4-(BENZYLOXY)PYRIDINE(49826-70-2)

Safety Data

• Hazardous Substances Data: 49826-70-2(Hazardous Substances Data)

Usage

General Description

4-(benzyloxy)pyridine is a chemical compound with the molecular formula C12H11NO. It is a derivative of pyridine with a benzyl group attached to the oxygen atom. 4-(BENZYLOXY)PYRIDINE is used in the synthesis of pharmaceuticals and agrochemicals. It is also used as a building block in organic chemistry reactions, particularly in the formation of various heterocyclic compounds. 4-(benzyloxy)pyridine has potential applications in the production of drugs, pesticides, and other chemical products due to its versatile reactivity and structural properties.

InChI:InChI=1/C12H11NO/c1-2-4-11(5-3-1)10-14-12-6-8-13-9-7-12/h1-9H,10H2

Upstream product

• 15854-87-2 4-iodopyridine 
• 100-51-6 benzyl alcohol 
• 626-64-2 pyridin-4-ol 
• 100-39-0 benzyl bromide 
• 7379-35-3 4-chlorpyridine hydrochloride 
• 5421-92-1 1-(4-pyridyl)pyridinium chloride hydrochloride 
• 100-44-7 benzyl chloride 
• 2683-66-1 4-benzyloxypyridine-N-oxide 

Downstream Products

• 2683-66-1 4-benzyloxypyridine-N-oxide 
• 866216-24-2 methyl 5-oxo-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-3-carboxylate 
• 866216-23-1 methyl 5-hydroxy-4,5,6,7-tetrahydropyrazolo[1,5-a]pyridine-3-carboxylate 
• 866216-17-3 methyl 5-benzyloxypyrazolo[1,5-a]pyridine-3-carboxylate 
• 866216-29-7 (1R,2S,5R)-menthyl (5R)-N-(4,5,6,7-tetrahydropyrazolo[1,5-a]pyrid-5-yl)carbamate 
• 156969-42-5 pyrazolo<1,5-a>pyridin-5-ol 
• 104294-24-8 1-benzyloxy-1H-pyridin-4-one 
• 1060724-77-7 1-(5-benzyloxypyrazolo[1,5-a]pyridin-3-yl)ethanone 
• 1239504-77-8 ethyl 5-(benzyloxy)-2-methylpyrazolo[1,5-a]pyridine-3-carboxylate 
• 626-64-2 pyridin-4-ol 

Relevant articles and documents

Design, Synthesis, and Biological Evaluation of 1-(Indolizin-3-yl)ethan-1-ones as CBP Bromodomain Inhibitors for the Treatment of Prostate Cancer

CREB (cyclic-AMP responsive element binding protein) binding protein (CBP) is a potential target for prostate cancer treatment. Herein, we report the structural optimization of a series of 1-(indolizin-3-yl)ethan-1-one compounds as new selective CBP bromodomain inhibitors, aiming to improve cellular potency and metabolic stability. This process led to compound 9g (Y08284), which possesses good liver microsomal stability and pharmacokinetic properties (F = 25.9%). Furthermore, the compound is able to inhibit CBP bromodomain as well as the proliferation, colony formation, and migration of prostate cancer cells. Additionally, the new inhibitor shows promising antitumor efficacy in a 22Rv1 xenograft model (TGI = 88%). This study provides new lead compounds for further development of drugs for the treatment of prostate cancer.

Photoreductive Removal of O-Benzyl Groups from Oxyarene N-Heterocycles Assisted by O-Pyridine-pyridone Tautomerism

Facile photoreductive protocols have been developed to remove benzyl O-protective groups from oxyarene N-heterocycles at positions capable for 2-/4-O-pyridine-2-/4-pyridone tautomerism. Blue light irradiation, a [Ru] or [Ir] photocatalyst, and ascorbic acid in a water-acetonitrile solution debenzylates a variety of aryl N-heterocycles cleanly and selectively. Ascorbic acid has two functions in the reaction. On the one hand, it protonates the N-heterocycles that reduces their reduction potentials notably and on the other hand it acts as a sacrificial reductant. Reduction potentials and free energy barriers calculated at the CPCM-B3LYP/6-31+G? level can predict the reactivities of the studied substrates.

Choline chloride based deep eutectic solvent as an efficient solvent for the benzylation of phenols

Deep eutectic solvents (such as the combination of urea and choline chloride) are found to be promising solvent and phase-transfer-media for benzylation of phenol. These methods avoided the complexity of multiple alkylations giving selectively O-alkylated aromatic products. Good to excellent yields of the corresponding benzyl phenyl ether were obtained. The non-toxic, biodegradable, inexpensive, and recyclable nature of DES make this protocol green and cost-effective.