23389-76-6

Usage

Uses

Used in Pharmaceutical Industry:
4-Pyridinemethanol, alpha-ethylis used as an intermediate in the synthesis of pharmaceuticals for its potential to contribute to the development of new drugs and antimicrobial agents. Its antifungal and antimicrobial properties are particularly beneficial in creating treatments for various infections.
Used in Agrochemical Industry:
In the agrochemical industry, 4-Pyridinemethanol, alpha-ethylis utilized as a component in the production of agrochemicals, where its antifungal and antimicrobial properties help in developing solutions to combat pests and diseases in agriculture.
Used in Organic Chemistry:
4-Pyridinemethanol, alpha-ethylis used as a building block and reagent in various organic reactions, contributing to the preparation of complex organic molecules. Its unique structure makes it a valuable asset in advancing the field of organic chemistry.
Used in Chemical Research:
As a chemical compound with distinctive properties, 4-Pyridinemethanol, alpha-ethylis used in research laboratories for studying organic chemistry, drug discovery, and the development of new synthetic methods. Its potential applications in these areas make it an important tool for scientific exploration.

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 10467-10-4 ethylmagnesium iodide 
• 62369-32-8 4-(ethoxymethyl)pyridine 
• 925-90-6 ethylmagnesium bromide 
• 557-20-0 diethylzinc 
• 1822-51-1 4-picolylchloride hydrochloride 
• 71-43-2 benzene 
• 91-17-8 decalin 
• 1122-81-2 4-n-propylpyridine 

Downstream Products

• 17944-59-1 3-(pyridin-4-yl)propyl chloride hydrochloride 
• 1352067-90-3 2-((3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxo-1-((S)-1-(pyridin-4-yl)propyl)piperidin-3-yl)acetic acid 
• 1701-69-5 1-(4-pyridyl)-1-propanone 

Relevant academic research and scientific papers

Thermophysical properties of imidazolium-functionalized binols and their application in asymmetric catalysis

We report here the thermophysical properties of a new family of imidazolium-functionalized binaphthols. These properties are influenced by the position of the imidazolium moieties on the binaphthol skeleton, the counteranions, and the length of the carbon chain on the imidazolium moieties. The ionic character of these molecules was also exploited to develop ligands for the catalytic aldehyde ethylation reaction in ionic liquid media. We were able to easily recover both the ionic ligands and the ionic liquid solvent, and the reaction afforded good to excellent yields, with average selectivity.

2,2′-Bipyridine-α,α′-trifluoromethyl-diol ligand: Synthesis and application in the asymmetric Et2Zn alkylation of aldehydes

A chiral 2,2′-bipyridine ligand (1) bearing α,α′-trifluoromethyl-alcohols at 6,6′-positions was designed in five steps affording either the R,R or S,S enantiomer with excellent stereoselectivities, i.e. 97% de, >99% ee and >99.5% de, >99.5% ee, respectively. The key step for reaching high levels of stereoselectivity was demonstrated to be the resolution of the α-CF3-alcohol using (S)-ibuprofen as the resolving agent. An initial application for the 2,2′-bipyridine-α,α′-CF3-diol ligand was highlighted in the ZnII-catalyzed asymmetric ethylation reaction of aromatic, heteroaromatic, and aliphatic aldehydes. Synergistic electron deficiency and steric hindrance properties of the newly developed ligand afforded the corresponding alcohols in good to excellent yields (up to 99%) and enantioselectivities (up to 95% ee). As observed from single crystal diffraction analysis, the complexation of the 2,2′-bipyridine-α,α′-CF3-diol ligand generates an unusual hexacoordinated ZnII.

Turn On of a Ruthenium(II) Photocatalyst by DNA-Templated Ligation

Here, the synthesis of a RuII photocatalyst by light-directed oligonucleotide-templated ligation reaction is described. The photocatalyst was found to have tremendous potential for signal amplification with >15000 turnovers measured in 9 hours. A templated reaction was used to turn on the activity of this ruthenium(II) photocatalyst in response to a specific DNA sequence. The photocatalysis of the ruthenium(II) complex was harnessed to uncage a new precipitating dye that is highly fluorescent and photostable in the solid state. This reaction was used to discriminate between different DNA analytes based on localization of the precipitate as well as for in cellulo miRNA detection. Finally, a bipyridine ligand functionalized with two different peptide nucleic acid (PNA) sequences was shown to enable template-mediated ligation (turn on of the ruthenium(II) photocatalysis) and recruitment of substrate for templated photocatalysis.

NEW COMPOUNDS AND USES THEREOF FOR DETECTION OF TARGET MOLECULES IN A SAMPLE

The present invention relates to new profluorophores and conjugates thereof and their use for the detection of target molecule in a sample, in particular nucleic acid target molecules. The invention relates to new profluorophores and new fluorophores and methods of use thereof particularly useful in the fields of diagnostics and quality control.

Chiral 2-(2-hydroxyaryl)alcohols (HAROLs) with a 1,4-diol scaffold as a new family of ligands and organocatalysts

Efficient and modular syntheses of chiral 2-(2-hydroxyaryl)alcohols (HAROLs), novel 1,4-diols carrying one phenolic and one alcohol hydroxyl group, have been developed which led to generation of a small library of structurally diverse HAROLs in enantiomerically pure form. Of the different HAROLs examined, a HAROL based on the indan backbone exhibited the highest activity and enantioselectivity in the 1,2-addition of certain organometallic compounds to aldehydes in the presence of Ti(OiPr)4 (up to 97% y, 88% ee) and performed as a hydrogen-bond donor organocatalyst in the Morita-Baylis-Hillman reaction, promoted by trialkylphosphines.

Comparative inhibition of tetrameric carbonyl reductase activity in pig heart cytosol by alkyl 4-pyridyl ketones

Context and objective: The present study is to elucidate the comparative inhibition of tetrameric carbonyl reductase (TCBR) activity by alkyl 4-pyridyl ketones, and to characterize its substrate-binding domain. Materials and methods: The inhibitory effect

Discovery of potent and simplified piperidinone-based inhibitors of the MDM2-p53 interaction

Continued optimization of the N-substituent in the piperidinone series provided potent piperidinone-pyridine inhibitors 6, 7, 14, and 15 with improved pharmacokinetic properties in rats. Reducing structure complexity of the N-alkyl substituent led to the discovery of 23, a potent and simplified inhibitor of MDM2. Compound 23 exhibits excellent pharmacokinetic properties and substantial in vivo antitumor activity in the SJSA-1 osteosarcoma xenograft mouse model.

N-alkylation of lactams with secondary heterobenzylic bromides

We herein report a general N-alkylation reaction of lactams with secondary heterobenzylic bromides. This methodology features mild reaction condition, moderate to high product isolation yield, and broad substrate scope. Good chemical and structural tolerance has also been demonstrated by both the secondary heterobenzylic bromides and lactam substrates.

C-alkylated spiro[benzofuran-3(2H),4'-1'-methyl-piperidine-7-ols] as potent opioids: A conformation-activity study

Among a series of C-alkylated analogs of the weak μ opioid ligand spiro[benzofuran-3(2H),4'-1'-methylpiperidine-7-ol] (1), the 2-methyl, 2- ethyl, and cis 3'-methyl analogs, namely compounds (±)2, (±)-3, and (±)- 4, showed much enhanced μ-affinities, with (±)-4 being almost as potent as (-)-morphine; while the trans 3'-methyl analog (±)-5 remained a weak μ- binder. Energy calculations and nmr data indicated that compounds 2-4 favor phenyl-axial conformations, while compounds 1 and 5 favor phenyl-equatorial conformations.

Biotransformation of phenyl- and pyridylalkane derivatives in rat liver 9,000xg supernatant (S-9)

When phenylpropanes were incubated with phenobarbital-pretreated rat liver 9,000xg supernatant (S-9), oxidative hydroxylation occurred to give phenylpropanol (racemic), (1R, 2S)- and (1R, 2R)-phenylpropanediols, (2S)-hydroxyphenylpropanone. Incubation of pyridylethane and propane with S-9 afforded α-pyridylethanol and propanol, but those were optically inactive. During the incubation of 1-phenylpropanone, an asymmetric redox reaction simultaneously occurred to give (2S)-phenylpropanol, (1R, 2S)- or (1R, 2R)-phenylpropanediols and (2R)-hydroxyphenylpropanone. Acetylpyridines were enantioselectively reduced to afford α-pyridylethanols in high optical yields (94-98%ee). The oxidation of pyridylalkane was significantly inhibited by cytochrome P-450 inhibitor (SKF-525A), but reduction of acetylpyridines was not inhibited. Thus, cytochrome P-450 was found to be responsible for the oxidation of pyridylalkane, but not for the reduction of the ketone.