14627-92-0

Basic information

• Product Name: 2-PHENYL-1-PYRIDIN-3-YL-ETHANONE
• Synonyms: AKOS 92854;2-PHENYL-1-PYRIDIN-3-YL-ETHANONE;2-phenyl-1-(pyridin-3-yl)ethan-1-one;2-Phenyl-1-(3-pyridinyl)-ethanone;Ethanone, 2-phenyl-1-(3-pyridinyl)-
• CAS NO: 14627-92-0
• Molecular Formula: C₁₃H₁₁NO
• Molecular Weight: 197.23
• Mol File: 14627-92-0.mol

Chemical Properties

• Boiling Point: 352.638 °C at 760 mmHg
• Flash Point: 174.911 °C
• Appearance: /
• Density: 1.128 g/cm³
• Vapor Pressure: 3.79E-05mmHg at 25°C
• Refractive Index: 1.588
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-PHENYL-1-PYRIDIN-3-YL-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYL-1-PYRIDIN-3-YL-ETHANONE(14627-92-0)
• EPA Substance Registry System: 2-PHENYL-1-PYRIDIN-3-YL-ETHANONE(14627-92-0)

Safety Data

• Hazardous Substances Data: 14627-92-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Research:
2-PHENYL-1-PYRIDIN-3-YL-ETHANONE is used as a research compound for exploring its chemical properties and reactivity. Its unique structure allows scientists to investigate its potential interactions with other molecules and its role in various chemical reactions.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 2-PHENYL-1-PYRIDIN-3-YL-ETHANONE is used as a starting material or intermediate in the synthesis of potential drug candidates. Its complex structure may offer new avenues for the development of novel therapeutic agents.
Used in Material Science:
2-PHENYL-1-PYRIDIN-3-YL-ETHANONE is used as a component in the development of new materials with specific properties. Its aromatic and heterocyclic rings may contribute to the creation of materials with unique electronic, optical, or mechanical characteristics.
Used in Industrial Applications:
In various industrial processes, 2-PHENYL-1-PYRIDIN-3-YL-ETHANONE is used as a chemical intermediate or catalyst to facilitate specific reactions or improve the efficiency of production processes. Its versatility in chemical reactions makes it a valuable asset in the development of new industrial applications.

InChI:InChI=1/C13H11NO/c15-13(12-7-4-8-14-10-12)9-11-5-2-1-3-6-11/h1-8,10H,9H2

Upstream product

• 100-54-9 pyridine-3-carbonitrile 
• 6921-34-2 benzylmagnesium chloride 
• 350-03-8 methyl-3-pyridylketone 
• 108-86-1 bromobenzene 
• 110-86-1 pyridine 
• 103-80-0 phenylacetyl chloride 
• 1539-57-7 diethyl 2,6-dimethyl-4-benzyl-1,4-dihydropyridine-3,5-dicarboxylate 
• 59846-45-6 nicotinoyl imidazolide 
• 59-67-6 nicotinic acid 
• 93-60-7 methyl 3-pyridinecarboxylate 
• 101-41-7 benzeneacetic acid methyl ester 
• 140-29-4 phenylacetonitrile 
• 55504-34-2 2-(pyridin-3-yl)-2-(trimethylsilyloxy)acetonitrile 
• 100-39-0 benzyl bromide 

Downstream Products

• 118385-85-6 1-(3-pyridinyl)-2-phenylethylamine 
• 6312-09-0 3-(2-phenylethyl)pyridine 
• 114443-44-6 1-Methyl-3-phenylacetyl-pyridinium; bromide 
• 124009-77-4 α-Phenylmethyl-α-trichlormethyl-3-pyridinmethanol 
• 67947-67-5 2-bromo-2-phenyl-1-(pyridin-3-yl)-ethanone hydrobromide 
• 1356059-94-3 4-(4-(2H-tetrazol-5-yl)phenyl)-5-phenyl-6-(pyridin-3-yl)-3,4-dihydropyridin-2(1H)-one 
• 40061-31-2 1-(pyridin-3-yl)-2-p-tolyl-ethane-1,2-dione 
• 1283117-79-2 (R)-4-(3-ethoxy-4-hydroxy-5-nitrophenyl)-5-phenyl-6-(pyridin-3-yl)-3,4-dihydropyrimidin-2(1H)-one 
• 1283117-80-5 (S)-4-(3-ethoxy-4-hydroxy-5-nitrophenyl)-5-phenyl-6-(pyridin-3-yl)-3,4-dihydropyrimidin-2(1H)-one 
• 1283119-46-9 2-hydroxy-4-(2-oxo-5-phenyl-6-(pyridin-3-yl)-1,2,3,4-tetrahydropyrimidin-4-yl)benzoic acid 
• 1283119-52-7 4-(4-(2H-tetrazol-5-yl)phenyl)-5-phenyl-6-(pyridin-3-yl)-3,4-dihydropyrimidin-2(1H)-one 
• 1283117-78-1 4-(3-ethoxy-4-hydroxy-5-nitrophenyl)-5-phenyl-6-(pyridin-3-yl)-3,4-dihydropyrimidin-2(1H)-one 
• 40061-64-1 2-hydroxy-2-phenyl-1-[3]pyridyl-ethanone 
• 42899-45-6 2-phenyl-1-(3-pyridinyl)ethanone,oxime 

Relevant articles and documents

Electrochemical oxidation-induced benzyl C–H carbonylation for the synthesis of aromatic α-diketones

Electrochemical oxidation-induced direct carbonylation of benzyl C–H bond for the synthesis of aromatic α-diketones is described. In this process, tetrabutylammonium iodide (nBu4NI) not only acts as an electrolyte, but its iodine anion is oxidized to an iodine radical at the anode, acting as a hydrogen atom transfer agent. The iodine radical extracts the benzyl hydrogen atom and causes the carbonylation of the benzyl position, where O2 in the air is used as an oxygen source.

Combined Photoredox and Carbene Catalysis for the Synthesis of Ketones from Carboxylic Acids

As a key element in the construction of complex organic scaffolds, the formation of C?C bonds remains a challenge in the field of synthetic organic chemistry. Recent advancements in single-electron chemistry have enabled new methods for the formation of various C?C bonds. Disclosed herein is the development of a novel single-electron reduction of acyl azoliums for the formation of ketones from carboxylic acids. Facile construction of the acyl azolium in situ followed by a radical–radical coupling was made possible merging N-heterocyclic carbene (NHC) and photoredox catalysis. The utility of this protocol in synthesis was showcased in the late-stage functionalization of a variety of pharmaceutical compounds. Preliminary investigations using chiral NHCs demonstrate that enantioselectivity can be achieved, showcasing the advantages of this protocol over alternative methodologies.

Aqueous α-Arylation of Mono- and Diarylethanone Enolates at Low Catalyst Loading

Acetophenone and deoxybenzoin derivatives are selectively α-arylated using a combination of very small amounts of palladium acetate and diphenylphosphine oxide as catalyst system and water as the only solvent. Target di- and triarylethanones are isolated virtually free of metal residues, and the reaction is amenable to gram-scale. A mechanistic proposal based on TEM images, poisoning experiments, kinetic plot and ESI-MS spectrometry is also provided. (Figure presented.).

NOVEL DIHYDROPYRIDIN-2(1H)-ONE COMPOUNDS AS S-NITROSOGLUTATHIONE REDUCTASE INHIBITORS AND NEUROKININ-3 RECEPTOR ANTAGONISTS

The present invention is directed to novel dihydropyridin-2(1H)-one compounds useful as S-nitrosoglutathione reductase (GSNOR) inhibitors and/or Neurokinin-3 (NK3) receptor antagonists, pharmaceutical compositions comprising such compounds, and methods of making and using the same.

NOVEL DIHYDROPYRIMIDIN-2(1H)-ONE COMPOUNDS AS S-NITROSOGLUTATHIONE REDUCTASE INHIBITORS

The present invention is directed to novel dihydropyrimidin-2(1H)-one compounds useful as S-nitrosoglutathione reductase (GSNOR) inhibitors, pharmaceutical compositions comprising such compounds, and methods of making and using the same.

Palladium-catalyzed synthesis of aryl ketones by coupling of aryl bromides with an acyl anion equivalent

Palladium-catalyzed couplings of aryl bromides with N-tert-butylhydrazones as acyl anion equivalents to form aryl ketones are reported. The coupling process occurs at the C-position of hydrazones to form N-tert-butyl azo compounds. Isomerization of these azo compounds to the corresponding hydrazones, followed by hydrolysis, gave the desired mixed alkyl aryl ketones. The selectivity of C- versus N-arylation was strongly influenced by the substituent on nitrogen. Arylation at carbon occurred with N-tert-butylhydrazones, whereas N-arylation occurred with N-arylhydrazones. The arylation of hydrazones containing primary and secondary alkyl groups, as well as aryl groups, gave the desired ketones in good yields after hydrolysis. Functional groups on the aromatic ring, such as alkoxy, cyano, trifluoromethyl, carboalkoxy, carbamoyl, and keto groups, were tolerated. This reaction likely occurs by C-C bond-forming reductive elimination from an intermediate containing an η1-diazaallyl ligand. Copyright

CHEMICAL COMPOUNDS

Compounds of formula (I):wherein variable groups are as defined within; for use in the inhibition of 11betaHSD1 are described

Adenosine A3 receptor antagonists

A pharmaceutical composition for antagonizing adenosine at adenosine A3receptors which comprises a 1,3-azole compound substituted on the 4- or 5-position, or both, by a pyridyl which may be substituted is provided and can be used as a prophylactic and therapeutic agent for asthma, allergosis, inflammation, and so on.

An improved and practical procedure for the synthesis of substituted phenylacetylpyridines

A general procedure for the synthesis of substituted phenylacetylpyridines in excellent yields is described using a Horner-Emmons condensation between α-aminoalkylphosphonates of pyridinecarboxaldehydes and benzaldehydes with cesium carbonate at room temperature.

Proton activating factors and keto-enol-zwitterion tautomerism of 2-, 3- And 4-phenylacetylpyridines

Equilibrium constants for keto-enol tautomerism of 2-, 3- and 4-phenylacetylpyridines in aqueous solution at 25°C have been measured as pKTE = 3.35, 4.2 and 3.1 respectively (KTE = [enol]/[ketone], PKTE = -log KTE). Corresponding values for the N-protonated ketones are 1.64, 2.80 and 1.54. These enol contents are consistently higher than those of the isomeric phenacylpyridines, except in the case of the (unprotonated) 2-isomer where the greater enol content of the latter (pKTE = 2.0) can be attributed to more effective stabilization by hydrogen-bonding to the pyridyl nitrogen in a six- than five-membered ring. The tautomeric constants were obtained by combining rate constants for enolisation, measured by halogen trapping, with rate constants for relaxation of the enol tautomer (generated by quenching the enolate anion into acid or acidic buffers) to its more stable keto isomer. Approximate tautomeric constants for zwitterion formation (pKTZ = 4.6, 7.4 and 6.1 for 2-, 3- and 4-isomers respectively) are inferred from measurements of ionisation constants and keto-enol tautomeric constants for N-methylated ketones by taking the N-methylated enolate anions as models for the zwitterions and correcting for the substituent effect of the methyl group. The tautomerism is discussed in terms of the relationship pKT = ΔpKab + log PAF which dissects tautomeric constants into contributions from (a) a difference in pKas of non-interacting acidic and basic tautomeric sites (ΔpKab) and (b) a mutual stabilisation of these sites from conjugative, inductive or hydrogen-bonded interactions between them. This stabilisation is described by a proton activating factor (PAF) measuring the effect of protonation at one tautomeric site upon the ionisation constant at the other.