Basic information
- Standard SMILES
Nc1nc(Cl)ccc1[N+](=O)[O-]- InChIKey
WERABQRUGJIMKQ-UHFFFAOYSA-N- Molecular formula
- C5H4ClN3O2
- Average molar mass
- 173.56 g/mol
- Monoisotopic mass
- 172.99920405
Names & identifiers
- Preferred name
- 6-Chloro-3-nitropyridin-2-ylamine
- IUPAC
- 6-chloro-3-nitropyridin-2-amine
- English name
- 2-Amino-6-chloro-3-nitropyridine
- Molecular formula
- C5H4ClN3O2
- Molecular weight
- 173.56
Names & synonyms
Show more names
Database identifiers
- CAS
27048-04-0- PubChem CID
- 2724035
- DTXSID
DTXSID40181524- EC Number
- 248-188-5
- Nikkaji
- J308.439F
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 84.7 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 160
Physicochemical properties
- Melting point
- 195 · 195-196
- Boiling point
- 339.9 · 339.9±37.0 °C(Predicted)
- Density
- 1.596 · 1.596±0.06 g/cm3(Predicted)
- storage temp.
- 2 · Keep in dark place,Inert atmosphere,2-8°C
- solubility
- Chloroform, DMSO
- form
- Crystalline
- pka
- -1.69 · -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)
- InChIKey
- WERABQRUGJIMKQ-UHFFFAOYSA-N
- SMILES
- C1(N)=NC(Cl)=CC=C1[N+]([O-])=O
- CAS DataBase Reference
- 27048 · 27048-04-0(CAS DataBase Reference)
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Warning
- Hazard statements
- 302 · H302-H312-H315-H319-H331-H335
- Precautionary statements
- 261 · P261-P280-P304+P340-P305+P351+P338-P405-P501a
- Hazard Codes
- Xi
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 22 · 22-26-36/37/39
- RIDADR
- 2811 · 2811
- Hazard Note
- Irritant
- HazardClass
- 6.1 · 6.1
- PackingGroup
- Ⅲ
- HS Code
- 29333999 · 29333999
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 5.3% (1 of 19) of reports.
Warning
H302 (21.1%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 19 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- ridadr
- 2811
- hs_code
- 29333999
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS06
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 22-26-36/37/39
- hazard_class
- 6.1
- packing_group
- Ⅲ
- Hazard statements
- H302-H312-H315-H319-H331-H335
- REACH Registrations
- Active
- Precautionary statements
- P261-P280-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
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.
UsesIt is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
Linked notes
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