144501-28-0

Usage

Uses

Used in Pharmaceutical Industry:
2-Phenyl-nicotinic acid ethyl ester is used as a building block for the synthesis of various pharmaceuticals, leveraging its versatile chemical structure to create new therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Phenyl-nicotinic acid ethyl ester is utilized as a component in the development of agrochemicals, potentially enhancing crop protection and yield.
Used in Medical Applications:
2-Phenyl-nicotinic acid ethyl ester is used as an anti-inflammatory and analgesic agent, serving to alleviate inflammation and pain due to its reported properties.
Used in Neurodegenerative Disease Treatment:
It is being studied for its potential role in the treatment of neurodegenerative diseases, suggesting a therapeutic use in managing such conditions.
Used in Corrosion Inhibition:
2-Phenyl-nicotinic acid ethyl ester is investigated for its potential as a corrosion inhibitor for steel, indicating its use in industrial applications to protect metal surfaces from degradation.
Used in Cosmetics Industry:
Due to its UV-absorbing properties, 2-Phenyl-nicotinic acid ethyl ester is considered for use as a sunscreen agent in cosmetics, providing protection against harmful ultraviolet radiation.

InChI:InChI=1/C14H13NO2/c1-2-17-14(16)12-9-6-10-15-13(12)11-7-4-3-5-8-11/h3-10H,2H2,1H3

Upstream product

• 591-50-4 iodobenzene 
• 154366-01-5 2-iodonicotinic acid ethyl ester 
• 53087-78-8 Ethyl 2-bromo-3-pyridinecarboxylate 
• 151476-90-3 Ethyl 2-phenyl-5-(phenylseleno)-1,4,5,6-tetrahydro-3-pyridinecarboxylate 
• 87606-36-8 2-ethoxy-5-ethoxycarbonyl-6-phenyl-3,4-dihydro-2H-pyran 
• 100-59-4 phenylmagnesium chloride 
• 1452-94-4 ethyl 2-chloronicotinate 
• 67751-02-4 diethyl 6-phenylpyridine-2,5-dicarboxylate 
• 810665-84-0 ethyl (E)-3-(1-benzoylaziridin-2-yl)acrylate 
• 782457-49-2 6-phenylpyridine-2,5-dicarboxylic acid 5-ethyl ester 
• 107-02-8 acrolein 
• 3885-45-8 ethyl 2,3-dioxo-3-phenylpropanoate 
• 810665-85-1 ethyl (E)-3-(1-tritylaziridin-2-yl)acrylate 
• 49609-84-9 2-Chloronicotinoyl chloride 

Downstream Products

• 147936-62-7 3-(chloromethyl)-2-phenylpyridine 
• 54529-38-3 ethyl 2-phenylpiperidine-3-carboxylate 

Relevant academic research and scientific papers

Synthesis of Alkyl 2-Phenylnicotinates

Various alkyl 6-ethoxy-2-phenyl-5,6-dihydro-4H-pyran-3-carboxylate 2A are easily to the corresponding nicotinates 3 by reaction with hydroxylamine hydrochloride in refluxing absolute ethanol.

Sonochemical synthesis of 2-substituted nicotinic acid ethyl ester derivatives: Their in vitro and in silico evaluation against SIRT1

Based on the initial docking studies of a representative compound in silico the evaluation of SIRT1 inhibitory potential of 2-substituted nicotinic acid ethyl ester derivatives was undertaken in vitro. A sonochemical method was developed and employed for the faster synthesis of this class of compounds. The methodology involved the iodine-mediated reaction of β-enamino esters with allylic alcohols in aqueous DMSO in the presence of air under mild conditions. A number of 2-substituted nicotinic acid ethyl ester derivatives were synthesized by employing this ultrasound assisted method in good to acceptable yield. The use of less expensive iodine and aqueous media, milder reaction condition and shorter reaction time are the key advantages of the current approach. All the synthesized compounds were tested for their SIRT1 inhibitory potential in vitro when some of them showed good activities and the compound 3g being the best among them. The docking studies suggested that the fused lactone ring of 3g played a key role in interacting with the SIRT1 in silico via formation of H-bonds. The overall outcome of the in vitro and in silico studies suggested the compound 3g as an initial hit molecule for further pharmacological studies.

Nickel-Catalyzed Reductive 2-Pyridination of Aryl Iodides with Difluoromethyl 2-Pyridyl Sulfone

A novel nickel-catalyzed reductive cross-coupling between aryl iodides and difluoromethyl 2-pyridyl sulfone (2-PySO2CF2H) enables C(sp2)-C(sp2) bond formation through selective C(sp2)-S bond cleavage, which demonstrates the new reactivity of 2-PySO2CF2H reagent. This method employs readily available nickel catalyst and sulfones as cross-electrophile coupling partners, providing facile access to biaryls under mild reaction conditions without pregeneration of arylmetal reagents.

IBX-Promoted Oxidative Cyclization of N-Hydroxyalkyl Enamines: A Metal-Free Approach toward 2,3-Disubstituted Pyrroles and Pyridines

An iodoxybenzoic acid-mediated selected oxidative cyclization of N-hydroxyalkyl enamines was developed. Through this strategy, a variety of 2,3-disubstituted pyrroles and pyridines were produced in good selectivity involving oxidation of alcohol, followed by condensation of aldehyde and α-C of enamines. Furthermore, this metal-free method has several advantages, including the use of environmentally friendly reagents, broad substrate scope, mild reaction conditions, and high efficiency.

Scope of regioselective Suzuki reactions in the synthesis of arylpyridines and benzylpyridines and subsequent intramolecular cyclizations to azafluorenes and azafluorenones

The current investigation on regioselective Suzuki reactions of 2,3-dihalopyridines and 2-halo-3-halomethylpyridines yielded the unexplored synthesis of arylpyridines and benzylpyridines bearing synthetic handles for further functionalization. Indeed, the scope of intramolecular cyclizations of arylpyridines and benzylpyridines prepared in this study for the synthesis of azafluorenes and azafluorenones has been investigated.

Design and Synthesis of Brain Penetrant Trypanocidal N-Myristoyltransferase Inhibitors

N-Myristoyltransferase (NMT) represents a promising drug target within the parasitic protozoa Trypanosoma brucei (T. brucei), the causative agent for human African trypanosomiasis (HAT) or sleeping sickness. We have previously validated T. brucei NMT as a promising druggable target for the treatment of HAT in both stages 1 and 2 of the disease. We report on the use of the previously reported DDD85646 (1) as a starting point for the design of a class of potent, brain penetrant inhibitors of T. brucei NMT.

NITROGEN-CONTAINING SATURATED HETEROCYCLIC COMPOUND

The present invention provides a compound represented by the following formula (I) or its pharmaceutically acceptable salt: [wherein, R1 represents optionally substituted C1-4 alkyl, n shows integer of 1 to 4, R2 represents optionally substituted C1-4 alkyl or hydrogen atom, R3 represents optionally substituted C1-4 alkyl, R4a, R4b, R4c, and R4d, similarly or differently, represent optionally substituted C6-14 aryl, optionally substituted C1-4 alkyl, or hydrogen atom and the like, A represents optionally substituted C6-14 aryl or optionally substituted 5 to 11 membered heteroaryl].

Five-membered azole heterocyclic compound and its preparation method, pharmaceutical composition and use thereof

The present invention relates to a five-membered azole heterocycle compound represented by the following general formula (I), a preparation method of the five-membered azole heterocycle compound, a drug composition of the five-membered azole heterocycle compound, and a use of the five-membered azole heterocycle compound in preparation of drugs for prevention or treatment of TGR5-mediated diseases. The formula (I) is represented by the instruction.

Iron catalyzed oxidative assembly of N-heteroaryl and aryl metal reagents using oxygen as an oxidant

An equivalent amount of N-heteroaryl and aryl Grignard or lithium reagents, after mediation by an equivalent of titanate, was facilely coupled to furnish N-heteroaryl-aryl compounds under the catalysis of FeCl3/TMEDA at ambient temperature using oxygen as an oxidant. Most of the common N-heteroaryls were all good candidates, and thus provided a general, green and pratical protocol for the flexible construction of various N-heteroaryl-aryl structures. This journal is

Transition-metal-free synthesis of substituted pyridines via ring expansion of 2-allyl-2H-azirines

A new strategy to open the 2-allyl-2H-azirines by 1,8-diazabicyclo[5.4.0] undec-7-ene (DBU) promotion in metal-free conditions affording 1-azatrienes that in situ electrocyclize to the pyridines in good to excellent yields is reported. The reaction displays a broad substrate scope and good tolerance to a variety of substituents including aryl, alkyl, and heterocyclic groups. In addition, one-pot synthesis of pyridines from oximes via in situ formation of 2H-azirines was achieved.