156896-54-7

Basic information

• Product Name: Ethyl 2-hydroxy-5-nitronicotinate
• Synonyms: Ethyl 2-hydroxy-5-nitronicotinate;Ethyl 2-hydroxy-5-nitropyridine-3-carboxylate;Ethyl 2-hydroxy-5-nitronicotinate 95+%;Ethyl 2-hydroxy-5-nitropyridine-3-carboxylate, 3-(Ethoxycarbonyl)-2-hydroxy-5-nitropyridine, Ethyl 1,2-dihydro-5-nitro-2-oxopyridine-3-carboxylate
• CAS NO: 156896-54-7
• Molecular Formula: C8H8N2O5
• Molecular Weight: 212.16
• Mol File: 156896-54-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 400.1°C at 760 mmHg
• Flash Point: 195.8°C
• Appearance: /
• Density: 1.44g/cm³
• Vapor Pressure: 5.65E-07mmHg at 25°C
• Refractive Index: 1.582
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Ethyl 2-hydroxy-5-nitronicotinate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-hydroxy-5-nitronicotinate(156896-54-7)
• EPA Substance Registry System: Ethyl 2-hydroxy-5-nitronicotinate(156896-54-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 156896-54-7(Hazardous Substances Data)

Usage

General Description

Ethyl 2-hydroxy-5-nitronicotinate, also known as ethyl 5-nitro-2-hydroxypyridine-3-carboxylate, is a chemical compound with the molecular formula C8H8N2O5. It is a derivative of nicotinic acid and is commonly used in the pharmaceutical industry as an intermediate in the synthesis of various pharmaceutical drugs. Ethyl 2-hydroxy-5-nitronicotinate has a nitro group and a hydroxy group attached to a pyridine ring, and it is known for its ability to act as a chiral ligand in asymmetric catalysis. Additionally, it exhibits anti-inflammatory and antioxidant properties, making it a potential candidate for the development of new medical treatments. Ethyl 2-hydroxy-5-nitronicotinate is a versatile chemical with various applications in the fields of chemistry and medicine.

InChI:InChI=1/C8H8N2O5/c1-2-15-8(12)6-3-5(10(13)14)4-9-7(6)11/h3-4H,2H2,1H3,(H,9,11)

Upstream product

• 64-17-5 ethanol 

Downstream Products

• 151322-83-7 ethyl 2-chloro-5-nitro-3-pyridinecarboxylate 
• 156896-47-8 1,2-dihydro-5-nitro-2-thioxo-3-pyridinecarboxylic acid 

Relevant articles and documents

Synthesis and biological evaluation of 2,4,6-functionalized derivatives of pyrido[2,3-d]pyrimidines as cytotoxic agents and apoptosis inducers

In the search for new derivatives with anticancer activity that are able to induce a selective proapoptotic mechanism in cancer cells, we have designed, synthesized, and evaluated a series of new 2-(alkylsulfanyl)-N-alkylpyrido[2,3- d]pyrimidine-4-amine derivatives as cytotoxic and apoptosis inducers. The potential antitumor activity of the compounds was evaluated in vitro by examining their cytotoxic effects against human breast, colon, and bladder cancer-cell lines. The IC50 values of the compounds that showed cytotoxic activity were calculated. The cytotoxic compounds were then tested for their ability to induce caspase-3 activation and nuclear-chromatin degradation. Some compounds, such as 6c, 6d, 6e, 6j, 6o, and 6p, show significant in-vitro cytotoxicity in at least two of the three tested cell lines, induced apoptosis, and also produced a rapid dose-dependent increase in the caspase-3 level in some of the cell lines tested. In order to test the selectivity of the compounds, two non-tumoral human cell lines were used. Several compounds of the did not show cytotoxicity in these cell lines.

NEW 5-SUBSTITUTED DERIVATIVES OF ETHYL 2,3-DIHYDRO-3-OXOISOTHIAZOLOPYRIDINE-2-ACETATE

New series of ethyl 5-substituted 2,3-dihydro-3-oxoisothiazolopyridine-2-acetate was prepared either a) directly by reaction of 5-substituted 2-chlorothio-3-pyridinecarbonyl chlorides with ethyl glycinate or b) by oxidation of the correspondent 2-mercapto-3-pyridinecarboxamides.New 5-substituted 1,2-dihydro-2-thio-3-pyridinecarboxylic acids as starting materials are described.