HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
5-Benzylidenehydantoin
RARECHEM AP KH 0029 · TIMTEC-BB SBB007867 · Benzylidene hydantoin · 5-Benzylidendhydantoin · 5-BENZYLIDENEHYDANTOIN · 5-phenylmethylenehydantoin · 5-Benzylideneimidazolidine-2,4-dione · 5-Benzylidene-2,4-imidazolidinedione
Identifikatoren & physikalische Daten
| CAS No. | 3775-01-7 |
|---|---|
| Summenformel | C10H8N2O2 |
| Durchschnittliche Molmasse | 188,18 g/mol |
| SMILES | O=C1NC(=O)C(=Cc2ccccc2)N1 |
| InChIKey | UDTSPKADQGPZFS-UHFFFAOYSA-N |
| PubChem CID | 97857 |
| ChEMBL | CHEMBL1725125 |
| EC No. | 609-473-3 |
Chemische & physikalische Eigenschaften
| XLogP | 1,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 58,2 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 14 |
| Formalladung | 0 |
| Komplexität | 290 |
| Schmelzpunkt | 220.00°C - 222.00°C |
| Dichte | 1.329g/cm3 |
| InChI | InChI=1S/C10H8N2O2/c13-9-8(11-10(14)12-9)6-7-4-2-1-3-5-7/h1-6H,(H2,11,12,13,14) |
| InChIKey | UDTSPKADQGPZFS-UHFFFAOYSA-N |
| SMILES | C1(=O)NC(=CC2=CC=CC=C2)C(=O)N1 |
Anwendungen & Verwendung
Beschreibung
Derivatives of 5-Benzylidenehydantoin are well known of their various attractive bioactivities such as anticancer, antimicrobial, antidiabetic and tyrosinase inhibitor. UPR1024 belongs to a new class of EGFR inhibitors characterized by a hydantoin nucleus and a 5-benzylidene substituent having a double bond conjugated with a carbonyl group on the hydantoin ring. The compound had antiproliferative and proapoptotic effects when tested on the non-small cell lung cancer cell line A549[1-2].