6-Chlor-3-nitropyridin-2-ylamin
6-CHLORO-3-NITROPYRIDIN-2-AMINE · LABOTEST-BB LT00012599 · 2-Amino-6-chloro-3-nitrop... · 2-amino-3-nitrochloropyridine · 6-Chlor-3-nitropyridin-2-amin · 2-Amino-3-nitro-6-chloropyridi · 2-Amino-6-chloro-nitro pyridne · 2-Amino-6-chlor-3-nitropyridin
Identifikatoren & physikalische Daten
| CAS No. | 27048-04-0 |
|---|---|
| Summenformel | C5H4ClN3O2 |
| Durchschnittliche Molmasse | 173,56 g/mol |
| Monoisotopische Masse | 172,99920405 g/mol |
| SMILES | Nc1nc(Cl)ccc1[N+](=O)[O-] |
| InChIKey | WERABQRUGJIMKQ-UHFFFAOYSA-N |
| PubChem CID | 2724035 |
| EC No. | 248-188-5 |
| DTXSID | DTXSID40181524 |
| Lokaler Name | 6-Chlor-3-nitropyridin-2-ylamin |
Chemische & physikalische Eigenschaften
| XLogP | 1,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 84,7 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 160 |
| Schmelzpunkt | 195-196 |
| Siedepunkt | 339.9±37.0 °C(Predicted) |
| Dichte | 1.596±0.06 g/cm3(Predicted) |
| Lagerbedingungen | Keep in dark place,Inert atmosphere,2-8°C |
| Löslichkeit | Chloroform, DMSOSlightly soluble in water. Soluble in dimethyl sulfoxide and chloroform. |
| Aggregatzustand | Crystalline |
| pKa (Säurekonstante) | -1.69±0.50(Predicted) |
| Farbe | Yellow |
| 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 | 27048-04-0(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 5.3% (1 of 19) of reports.WarningH302 (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. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 15-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23183 |
| Hazard Classes and Categories | Acute Tox. 4 (21.1%) |
| UN-Transportnummer | 2811 |
| Zollcode | 29333999 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 22-26-36/37/39 |
| Gefahrenklasse | 6.1 |
| Verpackungsgruppe | Ⅲ |
Anwendungen & Verwendung
Beschreibung
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.
Verwenden
It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.