2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl
DAVEPHOS · 2-(DICYCLOHEXYLPHOSPHINO)-2'-(DIMETHYLAMINO)BIPHENYL · N-[2'-(dicyclohexylphosphino)-1,1'-biphenyl-2-yl]-N,N-diMethylaMine · 2-(N,N-Dimethylamino)-2-(dicyclohexylphosphino)biphenyl · 2'-(dicyclohexylphosphino)-N,N-diMethyl-[1,1'-biphenyl]-2-aMine · DavePhos 2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl · 2'-(dicyclohexylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine · Davep
Identifikatoren & physikalische Daten
| CAS No. | 213697-53-1 |
|---|---|
| Summenformel | C26H36NP |
| Durchschnittliche Molmasse | 393,5 g/mol |
| Monoisotopische Masse | 393,25853678 g/mol |
| SMILES | CN(C)c1ccccc1-c1ccccc1P(C1CCCCC1)C1CCCCC1 |
| InChIKey | ZEMZPXWZVTUONV-UHFFFAOYSA-N |
| PubChem CID | 2734217 |
| EC No. | 606-749-5 |
| DTXSID | DTXSID20370171 |
Chemische & physikalische Eigenschaften
| XLogP | 6,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 3,2 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 28 |
| Formalladung | 0 |
| Komplexität | 433 |
| Schmelzpunkt | 121-124 °C(lit.) |
| Siedepunkt | 539.6±43.0 °C(Predicted) |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| pKa (Säurekonstante) | 5.04±0.18(Predicted) |
| Aggregatzustand | crystal |
| Farbe | white |
| Löslichkeit | Insoluble |
| InChI | InChI=1S/C26H36NP/c1-27(2)25-19-11-9-17-23(25)24-18-10-12-20-26(24)28(21-13-5-3-6-14-21)22-15-7-4-8-16-22/h9-12,17-22H,3-8,13-16H2,1-2H3 |
| InChIKey | ZEMZPXWZVTUONV-UHFFFAOYSA-N |
| SMILES | C1(C2=CC=CC=C2P(C2CCCCC2)C2CCCCC2)=CC=CC=C1N(C)C |
| CAS Datenbank | 213697-53-1(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (98.9%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 87 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (98.9%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | No |
| Zollcode | 29310099 |
| R-Sätze (R) | 36/37/38-22 |
| Gefahrensymbole | Xi,Xn |
| Sicherheitshinweise (S) | 26-36/37/39 |
| Gefahrenklasse | AIR SENSITIVE |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl is a potent inhibitor of the enzyme bromodomain. Bromodomain has been implicated in cancer and other diseases. It binds to the bromodomain in a covalent manner, blocking the ATP site and inhibiting bromodomain function. This inhibition has been shown to be selective for bromodomains over other domains.
Verwenden
2-Dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl can act as ligand used in the palladium-catalyzed Suzuki coupling and amination of unactivated aryl chlorides.