2-Amino-6-chloro-3-nitropyridine

CAS NO.：27048-04-0
Empirical Formula: C5H4ClN3O2
Molecular Weight: 173.56
MDL number: MFCD00044350
EINECS: 248-188-5
SAFETY DATA SHEET (SDS)
Update Date: 2024-09-03 18:36:42

What is 2-Amino-6-chloro-3-nitropyridine?

Description

2-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 properties

YELLOW POWDER

The Uses of 2-Amino-6-chloro-3-nitropyridine

It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

Synthesis

The 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.

Properties of 2-Amino-6-chloro-3-nitropyridine

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.
InChI	InChI=1S/C5H4ClN3O2/c6-4-2-1-3(9(10)11)5(7)8-4/h1-2H,(H2,7,8)
CAS DataBase Reference	27048-04-0(CAS DataBase Reference)

Safety information for 2-Amino-6-chloro-3-nitropyridine

Signal word	Warning
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06
GHS Hazard Statements	H302:Acute toxicity,oral H312:Acute toxicity,dermal H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H331:Acute toxicity,inhalation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P405:Store locked up.