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2-Amino-6-chloro-3-nitropyridine

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CAS:27048-04-0
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2-Amino-6-chloro-3-nitropyridine Basic information
Product Name:2-Amino-6-chloro-3-nitropyridine
Synonyms:2-AMINO-6-CHLORO-3-NITROPYRIDINE;2-AMINO-3-NITRO-6-CHLOROPYRIDINE;6-chloro-3-nitropyridin-2-ylamine;2-amino-3-nitrochloropyridine;2-AMINO-6-CHLOR-3-NITROPYRIDIN 95%;2-Amino-3-nitro-6-chloropyridi;2-Amino-6-chloro-3-nitropyridine 98%;LABOTEST-BB LT00012599
CAS:27048-04-0
MF:C5H4ClN3O2
MW:173.56
EINECS:248-188-5
Product Categories:Aromatics;Heterocycles;Miscellaneous Reagents;Pyridines;Pyridine;pyridine derivative;Amines;blocks;NitroCompounds
Mol File:27048-04-0.mol
2-Amino-6-chloro-3-nitropyridine Structure
2-Amino-6-chloro-3-nitropyridine Chemical Properties
Melting point 195-196
Boiling point 339.9±37.0 °C(Predicted)
density 1.596±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility Chloroform, DMSO
form Crystalline
pka-1.69±0.50(Predicted)
color Yellow
Water Solubility Slightly soluble in water. Soluble in dimethyl sulfoxide and chloroform.
InChIInChI=1S/C5H4ClN3O2/c6-4-2-1-3(9(10)11)5(7)8-4/h1-2H,(H2,7,8)
InChIKeyWERABQRUGJIMKQ-UHFFFAOYSA-N
SMILESC1(N)=NC(Cl)=CC=C1[N+]([O-])=O
CAS DataBase Reference27048-04-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-26-36/37/39
RIDADR 2811
Hazard Note Irritant
HazardClass 6.1
PackingGroup 
HS Code 29333999
MSDS Information
ProviderLanguage
2-Amino-6-chloro-3-nitropyridine English
SigmaAldrich English
2-Amino-6-chloro-3-nitropyridine Usage And Synthesis
Description2-Amino-6-chloro-3-nitropyridine is a cytotoxic drug that has been shown to have anti-viral potency, as well as antiviral activity in an activity test. It is synthesized by reacting hydrogen tartrate with oxadiazole, and then hydrolyzing the resulting product with chloride. 2-Amino-6-chloro-3-nitropyridine has also been shown to inhibit human immunodeficiency virus type 1 (HIV) replication in vitro and to be effective against other viruses such as type 2 influenza. This drug can bind to the viral envelope and inhibit fusion of the viral membrane with host cells by preventing the release of viral contents into the cytoplasm. The binding affinity of 2-amino 6-chloro 3 nitropyridine for chloride may be due to hydrogen bonding interactions.
Chemical PropertiesYELLOW POWDER
UsesIt is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.
SynthesisThe 2-Amino-6-chloro-3-nitropyridine may be obtained by the ammonolysis of 2,6-dichloro-3-nitropyridine by a known process. The ammonolysis is carried out by using solution of aqueous ammonia in methanol at 35°–40° C. After the reaction is over, the product is obtained by filtration.
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