6-Chlor-3-nitropyridin-2-ylamin

6-Chloro-3-nitropyridin-2-ylamine

HCID 2724035CAS 27048-04-0

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Grundinformationen

Standard-SMILES: Nc1nc(Cl)ccc1[N+](=O)[O-]
InChIKey: WERABQRUGJIMKQ-UHFFFAOYSA-N
Summenformel: C5H4ClN3O2
Durchschnittliche Molmasse: 173,56 g/mol
Monoisotopische Masse: 172,99920405

Namen und Bezeichner

Bevorzugter Name: 6-Chloro-3-nitropyridin-2-ylamine
IUPAC: 6-chloro-3-nitropyridin-2-amine
Lokaler Name: 6-Chlor-3-nitropyridin-2-ylamin
Englischer Name: 2-Amino-6-chloro-3-nitropyridine
Summenformel: C5H4ClN3O2
Molmasse: 173.56

Namen und Synonyme

2-Amino-6-chloro-3-nitropyridine27048-04-06-Chloro-3-nitropyridin-2-ylamineEINECS 248-188-5DTXSID40181524RefChem:541676DTXCID80104015248-188-56-chloro-3-nitropyridin-2-amine2-Amino-3-nitro-6-chloropyridine136901-10-5MFCD00044350

Weitere Namen anzeigen

LABOTEST-BB LT000125992-Amino-6-chloro-3-nitrop...2-amino-3-nitrochloropyridine6-Chlor-3-nitropyridin-2-amin2-Amino-3-nitro-6-chloropyridi2-Amino-6-chloro-nitro pyridne2-Amino-6-chlor-3-nitropyridinFlupirtinemaleateintermediateI

6-chloro-3-nitro-2-pyridinamine6-Amino-2-chloro-5-nitropyridine6-chloro-3-nitro-pyridin-2-amine2-Pyridinamine, 6-chloro-3-nitro-6-Chloro-3-nitro-pyridin-2-ylamine6-Chloro-3-nitro-2-pyridylamineSCHEMBL1100926-Chloro-3-nitro-2-aminopyridine

Datenbank-Bezeichner

CAS: 27048-04-0
PubChem CID: 2724035
DTXSID: DTXSID40181524
EC Number: 248-188-5
Nikkaji: J308.439F

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,8
Polarare Oberfläche (TPSA): 84,7 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 0
Schwere Atome: 11
Formalladung: 0
Komplexität: 160

Physikochemische Eigenschaften

Schmelzpunkt: 195 · 195-196
Siedepunkt: 339.9 · 339.9±37.0 °C(Predicted)
Dichte: 1.596 · 1.596±0.06 g/cm3(Predicted)
storage temp.: 2 · Keep in dark place,Inert atmosphere,2-8°C
Löslichkeit: Chloroform, DMSO
Aggregatzustand: Crystalline
pka: -1.69 · -1.69±0.50(Predicted)
Farbe: Yellow
Wasserlöslichkeit: 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 Datenbank: 27048 · 27048-04-0(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

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.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 15-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23183

Hazard Classes and CategoriesAcute Tox. 4 (21.1%)

Sicherheitsdaten

ridadr: 2811
hs_code: 29333999
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant
safety_code: 22-26-36/37/39
hazard_class: 6.1
packing_group: Ⅲ

Chemie und Industrie

Anwendungen · 2 Einträge

Beschreibung2-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.

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