7477-10-3

Basic information

• Product Name: 2-Chloro-3-nitro-5-pyridinecarboxylic acid
• Synonyms: 6-Chloro-5-nitronicotinic acid;2-Chloro-3-nitropyridine-5-carboxylic acid, 6-Chloro-5-nitropyridine-3-carboxylic acid, 5-Carboxy-2-chloro-3-nitropyridine;6-Chloro-5-nitronicotinic acid 2 kgs;NSC 404695;6-Chloro-5-nitropyridine-3-carboxylic acid, 5-Carboxy-2-chloro-3-nitropyridine
• CAS NO: 7477-10-3
• Molecular Formula: C₆H₃ClN₂O₄
• Molecular Weight: 202.55
• Product Categories: blocks;Carboxes;Pyridines
• Mol File: 7477-10-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 401.3 °C at 760 mmHg
• Flash Point: 196.5 °C
• Appearance: /
• Density: 1.702
• Vapor Pressure: 3.67E-07mmHg at 25°C
• Refractive Index: 1.637
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 2.62±0.10(Predicted)
• CAS DataBase Reference: 2-Chloro-3-nitro-5-pyridinecarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-3-nitro-5-pyridinecarboxylic acid(7477-10-3)
• EPA Substance Registry System: 2-Chloro-3-nitro-5-pyridinecarboxylic acid(7477-10-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 7477-10-3(Hazardous Substances Data)

Usage

General Description

2-Chloro-3-nitro-5-pyridinecarboxylic acid is a yellow crystalline chemical compound with the molecular formula C6H3ClN2O4. It is a nitro derivative of pyridinecarboxylic acid and is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. 2-Chloro-3-nitro-5-pyridinecarboxylic acid is also known for its role as an important building block in the production of other organic compounds, particularly in the field of medicinal chemistry. It is important to handle this chemical with caution, as it may be harmful if swallowed, inhaled, or comes into contact with skin.

InChI:InChI=1/C6H3ClN2O4/c7-5-4(9(12)13)1-3(2-8-5)6(10)11/h1-2H,(H,10,11)

Upstream product

• 23056-40-8 2-chloro-5-methyl-3-nitro-pyridine 
• 7464-14-4 2-hydroxy-5-methyl-3-nitropyridine 
• 1603-41-4 (5-methyl-pyridin-2-yl)amine 
• 6635-31-0 6-hydroxy-5-nitronicotinic acid 

Downstream Products

• 321845-12-9 6-chloro-5-nitropyridin-3-ylmethanol 
• 59237-53-5 methyl 6-chloro-5-nitro-pyridine-3-carboxylate 
• 503859-31-2 6-(Cyclohexylamino)-5-nitronicotinic acid 
• 23945-84-8 6-chloro-5-nitro-nicotinoyl chloride 
• 474017-65-7 2-(4-ethoxybenzyl)-N,N-diethyl-3-isopentyl-3H-imidazo[4,5-b]pyridine-6-carboxamide 

Relevant articles and documents

Amide compound as well as preparation method and application thereof

The invention relates to an amide compound and a preparation method and application thereof. The amide compound has a structure as shown in a formula (I). The amide compound can induce generation of endogenous interferon in an animal body and has the potential of being developed into an antiviral drug.

Computer-aided discovery of aminopyridines as novel JAK2 inhibitors

The Janus kinase 2 (JAK2)-mediated signaling pathway plays an important role in controlling cell survival, proliferation, and differentiation. In recent years, genetic, biological, and physiological evidence has established JAK2 inhibitors as effective chemotherapeutic agents for the treatment of many different cancers. For this reason, we sought to identify novel small molecule inhibitors of JAK2. Using Surflex-Dock software, we tested 3010 compounds with known chemical structures in silico for their ability to interact with the JAK2 ATP-binding pocket. We selected the 10 highest-scoring compounds and tested their abilities to inhibit JAK2 activity in vitro. Compound 1a (ethyl 1-(5-((3-methoxyphenyl)carbamoyl)-3-nitropyridin-2-yl)piperidine-4-carboxylate) was identified. Optimization of 1a using docking studies led to the discovery of compounds 1b and 1d, potent JAK2 inhibitors. Furthermore, as V-shaped kinase inhibitors can curve around the protein backbone and access deep into the pocket, we developed a new series of compounds with a non-linear sulfonamide bond. Nine compounds were prepared and evaluated for JAK2 inhibitory effects. Compounds 7e (IC50 = 6.9 μM) and 7h (IC50 = 12.2 μM) showed better JAK2 inhibition, validating our design approach. This study successfully applied virtual screening for hit discovery, and a docking study for hit optimization. In addition, a novel approach to drug discovery, combining structure- and shape-based drug design, facilitated the design of more potent JAK2 inhibitors. The methods provide a guide for future development of inhibitors targeting JAK2 and other kinases.

The design of efficient and selective routes to pyridyl analogues of 3-oxo-3,4-dihydro-2H-1,4-(benzothiazine or benzoxazine)-6-carbaldehydes

This Letter describes the synthesis of challenging pyridyl analogues of 3-oxo-3,4-dihydro-2H-1,4-(benzothiazine or benzoxazine)-6-carbaldehydes. The six different routes described are high yielding, contain no major purification issues and have been used to give gram quantities of each aldehyde.