2-Acetamidophenyl 5-chloro-2-nitrophenyl sulfide
PDE7-IN-2 · 2-Acetamidophenyl 5-chloro-2-nitrophenyl sulfide · N-[2-(5-chloro-2-nitrophenylthio)phenyl]acetamide · Acetamide, N-[2-[(5-chloro-2-nitrophenyl)thio]phenyl]- · 2 Acetamidophenyl 5 chloro 2 nitrophenyl sulfide,2Acetamidophenyl 5chloro2nitrophenyl sulfide
Identifikatoren & physikalische Daten
| CAS No. | 107522-19-0 |
|---|---|
| Summenformel | C14H11ClN2O3S |
| Durchschnittliche Molmasse | 322,8 g/mol |
| SMILES | CC(=O)Nc1ccccc1Sc1cc(Cl)ccc1[N+](=O)[O-] |
| InChIKey | LAFNJWWMXIXPJF-UHFFFAOYSA-N |
| ChEMBL | CHEMBL3359093 |
Chemische & physikalische Eigenschaften
| XLogP | 3,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 100 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 21 |
| Formalladung | 0 |
| Komplexität | 391 |
| Siedepunkt | 494.3±45.0 °C(Predicted) |
| Dichte | 1.44±0.1 g/cm3(Predicted) |
| Lagerbedingungen | Store at -20°C |
| Löslichkeit | DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/mlEthanol: 5 mg/ml |
| Aggregatzustand | A crystalline solid |
| pKa (Säurekonstante) | 14.40±0.70(Predicted) |
Anwendungen & Verwendung
Beschreibung
2-Acetamidophenyl 5-chloro-2-nitrophenyl sulfide is a sulfide-like inhibitor of phosphodiesterase 7 (PDE7; IC50 = 2.1 μM). It is selective for PDE7A, producing only 10-11% inhibition of PDE3A, PDE4D, and PDE4B at 10 μM. It also has no antioxidant activity or inhibitory activity against a panel of protein kinases. Sulfide-like PDE7 inhibitors derived from 2-acetamidophenyl 5-chloro-2-nitrophenyl sulfide have cytoprotective and anti-inflammatory effects on SH-SY5Y neuroblastoma cells without action in a surrogate emesis mouse model.