94-00-8

Basic information

• Product Name: ISONICOTINIC ACID PHENYL ESTER
• Synonyms: PHENYL ISONICOTINATE;PHENYL 4-PYRIDINECARBOXYLATE;ISONICOTINIC ACID PHENYL ESTER;4-Pyridinecarboxylic acid phenyl ester;Isonicotinic Acid Phenyl Ester Phenyl 4-Pyridinecarboxylate
• CAS NO: 94-00-8
• Molecular Formula: C₁₂H₉NO₂
• Molecular Weight: 199.21
• Mol File: 94-00-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 72 °C
• Boiling Point: 338.9±15.0 °C(Predicted)
• Appearance: /
• Density: 1.199±0.06 g/cm3(Predicted)
• PKA: 2.96±0.26(Predicted)
• CAS DataBase Reference: ISONICOTINIC ACID PHENYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: ISONICOTINIC ACID PHENYL ESTER(94-00-8)
• EPA Substance Registry System: ISONICOTINIC ACID PHENYL ESTER(94-00-8)

Safety Data

• Hazardous Substances Data: 94-00-8(Hazardous Substances Data)

Usage

General Description

ISONICOTINIC ACID PHENYL ESTER is an organic compound with the chemical formula C13H11NO2. It is a derivative of isonicotinic acid and is commonly used in the synthesis of pharmaceutical compounds. This chemical is often used as a building block in the production of various drugs and active pharmaceutical ingredients. It is also used as a reagent in organic synthesis and as an intermediate in the production of agricultural chemicals. ISONICOTINIC ACID PHENYL ESTER has a wide range of applications in the pharmaceutical and chemical industries due to its versatility and reactivity.

Upstream product

• 14254-57-0 4-(chlorocarbonyl)pyridine 
• 108-95-2 phenol 
• 351900-19-1 N-benzyl-N-Boc-4-pyridinecarboxamide 
• 55-22-1 pyridine-4-carboxylic acid 

Downstream Products

• 939-23-1 p-phenylpyridine 
• 59898-94-1 N-(pyridin-2-yl)isonicotinamide 
• 13119-82-9 (γ-pyridylmethyl)diphenylphosphine oxide 
• 54-85-3 isoniazid 
• 2057-49-0 4-(3-phenylpropyl)pyridine 
• 54750-99-1 diphenyl(pyridin-4-yl)phosphine oxide 
• 6576-06-3 1-(4-methoxyphenyl)-2-(pyridin-4-yl)ethanone 
• 2295-47-8 2-(pyridin-4-yl)benzoxazole 
• 127376-27-6 4a,5,10,11-Tetraaza-benzo[b]fluorene-2-carboxylic acid phenyl ester 

Relevant articles and documents

Hydrogen-bond-assisted transition-metal-free catalytic transformation of amides to esters

The amide C-N cleavage has drawn a broad interest in synthetic chemistry, biological process and pharmaceutical industry. Transition-metal, luxury ligand or excess base were always vital to the transformation. Here, we developed a transition-metal-free hydrogen-bond-assisted esterification of amides with only catalytic amount of base. The proposed crucial role of hydrogen bonding for assisting esterification was supported by control experiments, density functional theory (DFT) calculations and kinetic studies. Besides broad substrate scopes and excellent functional groups tolerance, this base-catalyzed protocol complements the conventional transition-metal-catalyzed esterification of amides and provides a new pathway to catalytic cleavage of amide C-N bonds for organic synthesis and pharmaceutical industry. [Figure not available: see fulltext.]

Design and Bioevaluation of Novel Hydrazide-Hydrazones Derived from 4-Acetyl-N-Substituted Benzenesulfonamide

Abstract: In this research, a series of hydrazine-hydrazone derivatives (Ia–g), (IIa–h) were synthesized to discover new antioxidant and anticholinesterase agents. The structures of synthesized compounds were characterized by spectroscopic data using UV, IR, 1H, 13C NMR, mass spectroscopy, and elemental analysis. The bio-evaluation of the synthesized compounds (Ia–g), (IIa–h) were evaluated according to in vitro activity assays. The results of β-carotene/linoleic acid assay showed that among the synthesized compounds, the (Ib), (Ie), (IIb–IIe), and (IIh) compound exhibited higher activity for the lipid peroxidation inhibitory activity. In the DPPH free scavenging activity and the cation radical scavenging activity in ABTS?+ activity, compound (IIb) was found to be more active. In the CUPRAC reduced power assay, the A0.5 values of all synthesized compounds were better than α-TOC. In AChE assay, compound (IIb) exhibited the most activity with IC50 = 11.12 ± 0.74 μM, while the compounds (Ib–g) and (IIb–h), exhibited excellent activity than the positive standard galantamine (IC50 = 46.06 ± 0.10 μM) in the BChE assay.

Nickel-Catalyzed Decarbonylative Coupling of Aryl Esters and Arylboronic Acids

A variety of functionalized biaryls can be accessed by coupling aryl and heteroaryl esters with boronic acids in Suzuki-Miyaura-type decarbonylative cross-coupling catalyzed by an affordable catalyst system composed of Ni(cod)2 and PCy3. The methodology is tolerant of a variety of functional groups and presents an attractive alternative to the use of palladium catalysis currently used in industry to acquire such bis(hetero)aryls, but also reveals challenges associated with nickel catalysis of esters in cross-coupling chemistry.