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: 2025-07-24 18:12:01
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. |
Computed Descriptors for 2-Amino-6-chloro-3-nitropyridine
| InChIKey | WERABQRUGJIMKQ-UHFFFAOYSA-N |
| SMILES | C1(N)=NC(Cl)=CC=C1[N+]([O-])=O |
2-Amino-6-chloro-3-nitropyridine manufacturer
SAKEM LLP
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