2882-35-1

Basic information

• Product Name: 4-Pyridinecarboxylic acid, 4-nitrophenyl ester
• CAS NO: 2882-35-1
• Molecular Formula: C12H8N2O4
• Molecular Weight: 244.207
• Mol File: 2882-35-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 4-Pyridinecarboxylic acid, 4-nitrophenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyridinecarboxylic acid, 4-nitrophenyl ester(2882-35-1)
• EPA Substance Registry System: 4-Pyridinecarboxylic acid, 4-nitrophenyl ester(2882-35-1)

Safety Data

• Hazardous Substances Data: 2882-35-1(Hazardous Substances Data)

Upstream product

• 55-22-1 pyridine-4-carboxylic acid 
• 100-02-7 4-nitro-phenol 
• 39178-35-3 isonicotinoyl chloride hydrochloride 
• 14254-57-0 4-(chlorocarbonyl)pyridine 

Downstream Products

• 100-02-7 4-nitro-phenol 
• 1570-45-2 isonicotinic acid ethylester 
• 1262885-49-3 (pyridin-4-yl)methyl isonicotinate 
• 55-22-1 pyridine-4-carboxylic acid 
• 90874-05-8 (HOCH₂)3CNHCO(4-C₅H₄N) 

Relevant articles and documents

Synthesis of highly potent anti-inflammatory compounds (ROS inhibitors) from isonicotinic acid

In search of anti-inflammatory compounds, novel scaffolds containing isonicotinoyl motif were synthesized via an efficient strategy. The compounds were screened for their in vitro antiinflammatory activity. Remarkably high activities were observed for isonicotinates 5-6 and 8a-8b. The compound 5 exhibits an exceptional IC50 value (1.42 ± 0.1 μg/mL) with 95.9% inhibition at 25 μg/mL, which is eight folds better than the standard drug ibuprofen (11.2 ± 1.9 μg/mL). To gain an insight into the mode of action of anti-inflammatory compounds, molecular docking studies were also performed. Decisively, further development and fine tuning of these isonicotinates based scaffolds for the treatment of various aberrations is still a wide-open field of research.

Kinetic study on aminolysis of 4-nitrophenyl nicotinate and isonicotinate: Factors influencing reactivity and reaction mechanism

A kinetic study is reported on nucleophilic substitution reactions of 4-nitrophenyl nicotinate (7) and 4- nitrophenyl isonicotinate (8) with a series of cyclic secondary amines in H2O containing 20 mol % DMSO at 25.0 °C. The Bronted-type plots

Metal ion catalysis and inhibition in nucleophilic substitution reactions of 4-nitrophenyl nicotinate and isonicotinate with alkali metal ethoxides in anhydrous ethanol

A kinetic study is reported on nucleophilic substitution reactions of 4-nitrophenyl nicotinate 5 and isonicotinate 6 with alkali metal ethoxide EtOM (M = K, Na, and Li) in anhydrous ethanol at 25.0 ± 0.1 °C. Plots of pseudofirst- order rate constant kobsd vs. EtOM concentration exhibit upward curvature for the reactions of 5 and 6 with EtOK and EtONa but are almost linear for those with EtOLi. Dissection of kobsd into k EtO- and kEtOM (i.e., the second-order rate constant for the reaction with dissociated EtO- and ion-paired EtOM, respectively) has shown that kEtOK ≥ kEtONa > k EtO- but kEtOLi EtO -. It has been concluded that K+ and Na+ ions catalyze the reactions by increasing the electrophilicity of the carbonyl carbon atom through formation of a 4- embered cyclic transition state TS3 or TS4. However, M+ ion catalysis has been found to be much less significant for the reactions of 5 and 6 than for the corresponding reactions of 4-nitrophenyl picolinate 4, which was reported to proceed through a 5-membered cyclic transition state TS2. Although 5 and 6 are significantly more reactive than 4-nitrophenyl benzoate 3, the reactions of 5 and 6 result in smaller kEtOK/kEtO- ratios than those of 3. The electron-withdrawing ability of the nitrogen atom in the acyl moiety of 5 and 6 has been suggested to be responsible for the increase in reactivity and the decrease in the kEtOK/kEtO- ratio.