Diacylglycerol Kinase Inhibitor Ii
R59949 · R59949 ，E0082 · R-59949(R-59-949) · DAG Kinase Inhibitor · R59949, 10 mM in DMSO · DAG Kinase Inhibitor II · DIACYLGLYCEROL KINASE INHIBITOR II · Diacylglycerol Kinase Inhibitor II solid
Identifikatoren & physikalische Daten
| CAS No. | 120166-69-0 |
|---|---|
| Summenformel | C28H25F2N3OS |
| Durchschnittliche Molmasse | 489,6 g/mol |
| Monoisotopische Masse | 489,16863986 g/mol |
| SMILES | O=c1c2ccccc2[nH]c(=S)n1CCN1CCC(=C(c2ccc(F)cc2)c2ccc(F)cc2)CC1 |
| InChIKey | ZCNBZFRECRPCKU-UHFFFAOYSA-N |
| PubChem CID | 657356 |
| ChEMBL | CHEMBL261131 |
| ChEBI | CHEBI:109551 |
| EC No. | 634-242-9 |
| DTXSID | DTXSID70152707 |
Chemische & physikalische Eigenschaften
| XLogP | 5,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 67,7 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 5 |
| Frei drehbare Bindungen | 5 |
| Schwere Atome | 35 |
| Formalladung | 0 |
| Komplexität | 770 |
| Schmelzpunkt | 228-230 °C |
| Siedepunkt | 637.1±65.0 °C(Predicted) |
| Dichte | 1.36±0.1 g/cm3(Predicted) |
| Lagerbedingungen | -20°C |
| Löslichkeit | 0.1 M HCl: slightly soluble |
| Aggregatzustand | solid |
| pKa (Säurekonstante) | 11.24±0.20(Predicted) |
| Farbe | pale yellow |
| Biologische Quelle | synthetic (organic) |
| InChI | 1S/C28H25F2N3OS/c29-22-9-5-19(6-10-22)26(20-7-11-23(30)12-8-20)21-13-15-32(16-14-21)17-18-33-27(34)24-3-1-2-4-25(24)31-28(33)35/h1-12H,13-18H2,(H,31,35) |
| InChIKey | ZCNBZFRECRPCKU-UHFFFAOYSA-N |
| SMILES | Fc1ccc(cc1)\C(=C2\CCN(CCN3C(=S)Nc4ccccc4C3=O)CC2)c5ccc(F)cc5 |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): 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 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
R-59-949 is an inhibitor of diacylglycerol kinase α (DGK-α) with an IC50 value of 300 nM in isolated platelet plasma membranes using exogenous diacylglycerol as a substrate. DGK-α inhibition with R-59-949 increases diacylglycerol-dependent PKC activity, serotonin secretion, and aggregation of thrombin-stimulated platelets. R-59-949 inhibits DGK-α activity induced by platelet-derived growth factor (PDGF) in intact vascular smooth muscle cells (VSMCs). It inhibits high K+- and glucose-induced insulin secretion in MIN6 pancreatic β-cells in a dose-dependent manner. In vivo, administration of R-59-949 prevents retinal neovascularization in a mouse model of oxygen-induced retinopathy.
Verwenden
Diacylglycerol Kinase Inhibitor II has been used to determine tumor-induced inhibition with genetically modified cytotoxic T cells expressing chimeric antigen receptors (CAR). It has also been used to induce pAkt and PKR-like extracellular signal-regulated kinase (pErk) signals in T-cell acute lymphoblastic leukemia (T-ALL) cells.