DIACYLGLYCEROL KINASE INHIBITOR II

Product Name: DIACYLGLYCEROL KINASE INHIBITOR II
CAS No.: 120166-69-0
Chemical Name: DIACYLGLYCEROL KINASE INHIBITOR II
Synonyms: 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;DIACYLGLYCEROL KINASE INHIBITOR I (R59 949);DIACYLGLYCEROL KINASE INHIBITOR II (R 59 949)
CBNumber: CB4239260
Molecular Formula: C28H25F2N3OS
Formula Weight: 489.58
MOL File: 120166-69-0.mol

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DIACYLGLYCEROL KINASE INHIBITOR II Property

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)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: D5794
Product name: Diacylglycerol Kinase Inhibitor II
Purity: solid
Packaging: 1mg
Price: $43.4
Updated: 2025/07/31

Sigma-Aldrich

Product number: 266788
Product name: Diacylglycerol Kinase Inhibitor II
Packaging: 5mg
Price: $150
Updated: 2025/07/31

Cayman Chemical

Product number: 21221
Product name: R-59-949
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 21221
Product name: R-59-949
Purity: ≥98%
Packaging: 5mg
Price: $116
Updated: 2024/03/01

Sigma-Aldrich

Product number: D5794
Product name: Diacylglycerol Kinase Inhibitor II
Purity: solid
Packaging: 5mg
Price: $178
Updated: 2025/07/31

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DIACYLGLYCEROL KINASE INHIBITOR II Chemical Properties,Usage,Production

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.

References

[1] D DE CHAFFOY DE COURCELLES. The role of endogenously formed diacylglycerol in the propagation and termination of platelet activation. A biochemical and functional analysis using the novel diacylglycerol kinase inhibitor, R 59 949.[J]. The Journal of Biological Chemistry, 1989, 264 6: 3274-3285.
[2] X. DU. Fatty acids inhibit growth-factor-induced diacylglycerol kinase alpha activation in vascular smooth-muscle cells.[J]. The Ukrainian Biochemical Journal, 2001, 1 1: 275-282. DOI: 10.1042/bj3570275
[3] YUKIKO KUROHANE KANEKO. Depression of type I diacylglycerol kinases in pancreatic β-cells from male mice results in impaired insulin secretion.[J]. Endocrinology, 2013, 154 11: 4089-4098. DOI: 10.1210/en.2013-1356
[4] LU YANG. Diacylglycerol Kinase (DGK) Inhibitor II (R59949) Could Suppress Retinal Neovascularization and Protect Retinal Astrocytes in an Oxygen-Induced Retinopathy Model[J]. Journal of Molecular Neuroscience, 2014, 56 1: 78-88. DOI: 10.1007/s12031-014-0469-2

DIACYLGLYCEROL KINASE INHIBITOR II Preparation Products And Raw materials

Raw materials

Preparation Products

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DIACYLGLYCEROL KINASE INHIBITOR II Suppliers

China 47 Germany 1 Japan 2 Switzerland 2 United Kingdom 3 United States 10 USA 1 Global 66

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120166-69-0, DIACYLGLYCEROL KINASE INHIBITOR IIRelated Search:

4-Fluorostyrene N-(2-Aminoethyl)piperidine 4-[(4-Fluorophenyl)methylene]piperidine 4,4'-Difluorodiphenylmethane 1-Fluoro-4-(1-methylethenyl)benzene 1-BENZOYL-2-THIOUREA 4-(DIPHENYLMETHYLENE)PIPERIDINE 1-Methyl-4-methylene-piperidine 3-ETHYL-2-THIOXO-1,2,3,4-TETRAHYDROQUINAZOLIN-4-ONE 2-AMINO-N,N-DIMETHYL-BENZAMIDE N-ETHYL-2-PIPERIDIN-1-YLETHANAMINE N-BENZYL-N-METHYLTHIOUREA METHYL-(2-PIPERIDIN-1-YL-ETHYL)-AMINE N,N-DIETHYLTHIOUREA 1-(2-PIPERIDINOETHYL)-2-THIOUREA 1,1-BIS(4-FLUOROPHENYL)-1-BUTENE DIACYLGLYCEROL KINASE INHIBITOR II N-METHYL-N-(2-METHYLAMINO-ETHYL)-BENZAMIDE

DIACYLGLYCEROL KINASE INHIBITOR I (R59 949)

DIACYLGLYCEROL KINASE INHIBITOR II

R59949, 3-[2-[4-(bis(4-Fluorophenyl)methylene)-1-piperidinyl]ethyl]-2,3-dihydro-2-thioxo-4(1H)-quinazolinone

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, R59949

DAG Kinase Inhibitor II

DAG Kinase Inhibitor

3-[2-(4-[BIS(4-FLUOROPHENYL)-METHYLENE)-1-PIPERIDINYL)ETHYL]-2,3-DIHYDRO-2-THIOXO-4[1H]-QUINAZOLINONE

R59949

DIACYLGLYCEROL KINASE INHIBITOR II (R 59 949)

3-[2-[4-(bis(4-fluorophenyl)methylene)-1-piperidinyl]ethyl]-2,3-dihydro-2-thioxo-4(1h)-quinazolinone

Diacylglycerol Kinase Inhibitor II - CAS 120166-69-0 - Calbiochem

4(1H)-Quinazolinone, 3-[2-[4-[bis(4-fluorophenyl)methylene]-1-piperidinyl]ethyl]-2,3-dihydro-2-thioxo-

Diacylglycerol Kinase Inhibitor II solid

R-59949(R-59-949)

3-[2-[4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl]ethyl]-2-sulfanylidene-1H-quinazolin-4-one

kinase,endogenous,PKC,plasma,platelet,diacylglycerol,Protein kinase C,Inhibitor,R59949,inhibit,ligand,membranes

3-(2-(4-(Bis(4-fluorophenyl)methylene)piperidin-1-yl)ethyl)-2-thioxo-2,3-dihydroquinazolin-4(1H)-one

R59949, 10 mM in DMSO

R59949 ，E0082

120166-69-0

C28H25F2N3OS

Serine/Threonine Kinase Inhibitors

Kinase/Phosphatase Biology

Diacylglycerol kinase (DAGK)

BioChemical

Cell Biology

Cell Signaling and Neuroscience

quinazolinone