ChemicalBook--->CAS DataBase List--->120166-69-0

120166-69-0

120166-69-0 Structure

120166-69-0 Structure
IdentificationBack Directory
[Name]

DIACYLGLYCEROL KINASE INHIBITOR II
[CAS]

120166-69-0
[Synonyms]

R59949
DAG Kinase Inhibitor
DAG Kinase Inhibitor II
DIACYLGLYCEROL KINASE INHIBITOR II
Diacylglycerol Kinase Inhibitor II solid
DIACYLGLYCEROL KINASE INHIBITOR I (R59 949)
DIACYLGLYCEROL KINASE INHIBITOR II (R 59 949)
Diacylglycerol Kinase Inhibitor II - CAS 120166-69-0 - Calbiochem
3-[2-[4-Bis(4-fluorophenyl)methylenepiperidino]ethyl]-2,3-dihydro-2-thioxoquinazolin-4(1H)-one
3-[2-[4-(bis(4-fluorophenyl)methylene)-1-piperidinyl]ethyl]-2,3-dihydro-2-thioxo-4(1h)-quinazolinone
3-[2-(4-[BIS(4-FLUOROPHENYL)-METHYLENE)-1-PIPERIDINYL)ETHYL]-2,3-DIHYDRO-2-THIOXO-4[1H]-QUINAZOLINONE
4(1H)-Quinazolinone, 3-[2-[4-[bis(4-fluorophenyl)methylene]-1-piperidinyl]ethyl]-2,3-dihydro-2-thioxo-
3-[2-[4-(bis(4-Fluorophenyl)Methylene)-1-piperidinyl]ethyl]-2,3-dihydro-2-thioxo-4(1H)-quinazolinone, R59949
R59949, 3-[2-[4-(bis(4-Fluorophenyl)methylene)-1-piperidinyl]ethyl]-2,3-dihydro-2-thioxo-4(1H)-quinazolinone
[Molecular Formula]

C28H25F2N3OS
[MDL Number]

MFCD00069258
[MOL File]

120166-69-0.mol
[Molecular Weight]

489.58
Chemical PropertiesBack Directory
[Melting point ]

228-230 °C
[Boiling point ]

637.1±65.0 °C(Predicted)
[density ]

1.36±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[solubility ]

0.1 M HCl: slightly soluble
[form ]

solid
[pka]

11.24±0.20(Predicted)
[color ]

pale yellow
[biological source]

synthetic (organic)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

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.
[Uses]

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.
[Definition]

ChEBI: 3-[2-[4-[bis(4-fluorophenyl)methylidene]-1-piperidinyl]ethyl]-2-sulfanylidene-1H-quinazolin-4-one is a diarylmethane.
[Biochem/physiol Actions]

Diacylglycerol kinase inhibitor. Inhibits formation of [38P]1-Oleoyl-2-acetylglyceryl-3-phosphoric acid (OAPA) in red blood cell membranes: IC50 = 3.3 μM.
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