194017-70-4

Basic information

• Product Name: [4-(PYRID-2-YLOXY)PHENYL]METHANOL
• Synonyms: [4-(PYRID-2-YLOXY)PHENYL]METHANOL
• CAS NO: 194017-70-4
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.22124
• Mol File: 194017-70-4.mol

Chemical Properties

• Boiling Point: 358°Cat760mmHg
• Flash Point: 170.3°C
• Appearance: /
• Density: 1.204g/cm³
• Vapor Pressure: 9.5E-06mmHg at 25°C
• Refractive Index: 1.601
• PKA: 14.28±0.10(Predicted)
• CAS DataBase Reference: [4-(PYRID-2-YLOXY)PHENYL]METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(PYRID-2-YLOXY)PHENYL]METHANOL(194017-70-4)
• EPA Substance Registry System: [4-(PYRID-2-YLOXY)PHENYL]METHANOL(194017-70-4)

Safety Data

• Hazardous Substances Data: 194017-70-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
[4-(PYRID-2-YLOXY)PHENYL]METHANOL is used as a building block for the synthesis of various organic molecules due to its unique structure that facilitates the formation of carbon-carbon and carbon-heteroatom bonds.
Used in Pharmaceutical Industry:
[4-(PYRID-2-YLOXY)PHENYL]METHANOL is used as a precursor in the preparation of pharmaceuticals, contributing to the development of new drugs by providing a versatile starting material for medicinal chemists.
Used in Agrochemical Industry:
[4-(PYRID-2-YLOXY)PHENYL]METHANOL is used as a component in the synthesis of agrochemicals, playing a role in the creation of pesticides and other agricultural products to improve crop protection and yield.
Used as a Reagent in Chemical Reactions:
[4-(PYRID-2-YLOXY)PHENYL]METHANOL is utilized as a reagent in chemical reactions, particularly for the formation of carbon-carbon and carbon-heteroatom bonds, which are crucial in the synthesis of complex organic compounds.

InChI:InChI=1/C12H11NO2/c14-9-10-4-6-11(7-5-10)15-12-3-1-2-8-13-12/h1-8,14H,9H2

Upstream product

• 51363-00-9 4-(pyridin-2-yloxy)benzoic acid 
• 153653-00-0 2-<(4-methoxycarbonylphenyl)oxy>pyridine 
• 142-08-5 2-hydroxypyridin 
• 109-04-6 2-bromo-pyridine 
• 194017-69-1 4-(pyridin-2-yloxy)-benzaldehyde 

Downstream Products

• 437383-94-3 2-[[4-(2-pyridyloxy)phenyl]-methyl]-1,3-dihydro-1H-isoindole-1,3-dione 
• 106328-90-9 2-[4-(bromomethyl)phenoxy]pyridine 

Relevant articles and documents

Discovery of Novel Cytochrome bc1 Complex Inhibitor Based on Natural Product Neopeltolide

Background: Natural products (NPs) are important sources for the design of new drugs and agrochemicals. Neopeltolide, a marine NP, has been identified as a potent Qo-site inhibitor of cytochrome bc1 complex. Methods: In this study, a series of neopeltolide derivatives was designed and synthesized by the simplification of its 14-membered macrolactone ring with a diphenyl ether fragment. The enzymatic inhibition bioassays and mycelium growth inhibition experiments against a range of fungi were performed to determine their fungicidal activities. Results: The derivatives have potent activity against the porcine bc1 complex. Compound 8q showed the best activity with an IC50 value of 24.41 nM, which was 8-fold more effective than that of positive control azoxystrobin. Compound 8a exhibited a 100% inhibitory rate against Zymoseptoria tritici and Alternaria solani at a 20 mg/L dose. Conclusion: Computational results indicated that compounds with suitable physicochemical properties, as well as those forming a hydrogen bond with His161, would have good fungicidal activity. These data could be useful for the design of bc1 complex inhibitors in the future.

Ir-Catalyzed Ligand-Free Directed C-H Borylation of Arenes and Pharmaceuticals: Detailed Mechanistic Understanding

An efficient method for Ir-catalyzed ligand free ortho borylation of arenes (such as, 2-phenoxypyridines, 2-anilinopyridines, benzylamines, benzylpiperazines, benzylmorpholines, benzylpyrrolidine, benzylpiperidines, benzylazepanes, α-amino acid derivatives, aminophenylethane derivatives, and other important scaffolds) and pharmaceuticals has been developed. The reaction underwent via an interesting mechanistic pathway, as revealed by the detailed mechanistic investigations by using kinetic isotope studies and DFT calculations. The catalytic cycle is found to involve the intermediacy of an Ir-boryl complex where the substrate C-H activation is the turnover determining step, intriguingly without any appreciable primary KIE. The method displays a broad range of substrate scope and functional group tolerance. Numerous late-stage borylation of various important molecules and drugs were achieved using this developed strategy. The borylated compounds were further converted into more valuable functionalities. Moreover, utilizing the benefit of the B-N intramolecular interaction of the mono borylated compounds, an operationally simple method has been developed for the selective diborylation of 2-phenoxypyridines and numerous functionalized arenes. Furthermore, the synthetic utility has been showcased with the removal of the pyridyl directing group from the borylated product to achieve ortho borylated phenol along with the ipso-borylation for the preparation of 1,2-diborylated benzene.

Heterobiaryl and heterobiaryl ether derived M5 positive allosteric modulators

This Letter describes a chemical lead optimization campaign directed at VU0238429, the first M5-preferring positive allosteric modulator (PAM), discovered through analog work around VU0119498, a pan Gq mAChR M1, M3, M5 PAM. An iterative parallel synthesis approach was employed to incorporate basic heterocycles to improve physiochemical properties.

N-(SUBSTITUTED ARYLMETHYL)-4-(DISUBSTITUTED METHYL) PIPERIDINES AND PYRIDINES

It has now been found that certain novel N-(substituted aryl)-4(disubstituted methyl)piperidine and pyridine derivatives have provided unexpected insecticidal activity. These compounds are represented by formula (I): wherein m, n, q, r, and s are independ

SUBSTITUTED CARBOXYLIC ACID DERIVATIVES

The invention provides novel substituted carboxylic acid derivatives that bind to receptor as ligands of human peroxisome proliferator-activated receptor (PPAR) to activate it and exhibit potent triglyceride-lowering action, cholesterol-lowering action an

Insecticidal N-heterocyclylalkyl-or N-[(polycyclyl)alkyl]-N′substituted piperazines

Compounds of the following structure are disclosed as effective insecticides: in which: A and B are independently lower alkyl; U is lower alkylidene, lower alkenylidene, or CH—Z, where Z is hydrogen, lower alkyl, lower cycloalkyl, or phenyl; R is phenyl o