ChemicalBook > CAS DataBase List > DIACYLGLYCEROL KINASE INHIBITOR I

DIACYLGLYCEROL KINASE INHIBITOR I

Product Name
DIACYLGLYCEROL KINASE INHIBITOR I
CAS No.
93076-89-2
Chemical Name
DIACYLGLYCEROL KINASE INHIBITOR I
Synonyms
DKI;DAGK;DGKE;DGKI;DAGK4;DAGK7;DGK-θ;R59022;DKGI-I;DAG KINASE
CBNumber
CB3335279
Molecular Formula
C27H26FN3OS
Formula Weight
459.58
MOL File
93076-89-2.mol
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DIACYLGLYCEROL KINASE INHIBITOR I Property

Boiling point:
619.8±65.0 °C(Predicted)
Density 
1.26±0.1 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
0.1 M HCl: slightly soluble
form 
solid
pka
7.76±0.20(Predicted)
color 
pale yellow
biological source
synthetic (organic)
Stability:
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.
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Safety

Safety Statements 
23-24/25
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D5919
Product name
Diacylglycerol Kinase Inhibitor I
Purity
solid
Packaging
1mg
Price
$127
Updated
2024/03/01
Sigma-Aldrich
Product number
266785
Product name
Diacylglycerol Kinase Inhibitor I
Packaging
5mg
Price
$172
Updated
2024/03/01
Cayman Chemical
Product number
16772
Product name
R-59-022
Purity
≥98%
Packaging
1mg
Price
$37
Updated
2024/03/01
Cayman Chemical
Product number
16772
Product name
R-59-022
Purity
≥98%
Packaging
5mg
Price
$90
Updated
2024/03/01
Sigma-Aldrich
Product number
D5919
Product name
Diacylglycerol Kinase Inhibitor I
Purity
solid
Packaging
5mg
Price
$440
Updated
2024/03/01
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DIACYLGLYCEROL KINASE INHIBITOR I Chemical Properties,Usage,Production

Description

R-59022 (93076-89-2) is a diacylglycerol kinase (DAGK) inhibitor, nonselective for DAGK isotypes (IC50=2.8 μM in intact platelets).1 Induces autophagy and apoptosis in NG108-15 neuronal cells via an mTOR-independent mechanism.2 Prevents conjugated linoleic acid-mediated inflammatory signaling and insulin resistance in human adipocytes.3 Blocks filovirus internalization in host cells.4

Uses

R-59-022 acts as an inducer of apoptosis in glioblastoma cells and avoids apoptosis in non-cancerous cells. This selectivity makes this drug a highly effective anti-cancer agent. Diacylglycerol Kinase inhibitor.

Definition

ChEBI: 6-[2-[4-[(4-fluorophenyl)-phenylmethylidene]-1-piperidinyl]ethyl]-7-methyl-5-thiazolo[3,2-a]pyrimidinone is a diarylmethane.

Biological Activity

Diacylglycerol (DAG) kinase inhibitor (IC 50 = 2.8 μ M); increases protein kinase C activity. Potentiates thrombin-induced platelet aggregation and induces neutrophil chemotaxis. Inhibits U46619-induced contractions in mouse aorta and porcine coronary artery.

References

de Chaffoy de Courcelles et al. (1985), R 59 022, a diacylglycerol kinase inhibitor. Its effect on diacylglycerol and thrombin-induced C kinase activation in the intact platelet; J. Biol. Chem., 260 15762 Takita et al. (2011), Diacylglycerol kinase inhibitor R59022-induced autophagy and apoptosis in the neuronal cell line NG108-15; Arch. Biochem. Biophys., 509 197 Martinez et al. (2013), Diacylglycerol kinase inhibitor R59022 attenuates conjugated linoleic acid-mediated inflammation in human adipocytes; J. Lipid Res., 54 662 Stewart et al. (2019), A Diacylglycerol Kinase Inhibitor, R-59-022, Blocks Filovirus Internalization in Host Cells; Viruses, 11 206

DIACYLGLYCEROL KINASE INHIBITOR I Preparation Products And Raw materials

Raw materials

Preparation Products

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DIACYLGLYCEROL KINASE INHIBITOR I Suppliers

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93076-89-2, DIACYLGLYCEROL KINASE INHIBITOR IRelated Search:

TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)DYSPROSIUM(III) SALCOMINE COBALT(II) ACETYLACETONATE DICHLORO(ETHYLENEDIAMINE)PLATINUM(II) Ritanserin TERT-BUTYL ISOCYANIDE Cupric acetylacetonate METHYL ISOCYANOACETATE TRIS(2,2,6,6-TETRAMETHYL-3,5-HEPTANEDIONATO)EUROPIUM(III) Aluminum acetylacetonate Tris(2,4-pentanedionato)chroMiuM(III) Benzyl isocyanide Ethyl isocyanoacetate PHENYLSELENOL 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE Tosylmethyl isocyanide 2,4-PENTANEDIONE, SILVER DERIVATIVE N-BUTYLISOCYANIDE

  • 6-[2-[4-[(P-FLUOROPHENYL)PHENYLMETHYLENE]-1-PIPERIDINYL]ETHYL]-7-METHYL-5H-THIAZOLO(3,2-A)PYRIMIDINE-5-ONE
  • 6-[2-[(4-FLUOROPHENYL)PHENYLMETHYLENE]-1-PIPERIDINYL)ETHYL]-7-METHYL-5H-THIAZOLO-[3,2-A]-PYRIMIDIN-5-ONE
  • 6-[2-[4-[(4-FLUOROPHENYL)PHENYLMETHYLENE]-1-PIPERIDINYL]ETHYL]-7-METHYL-5H-THIAZOLO[3,2-A]PYRIMIDIN-5-ONE
  • DIACYLGLYCEROL KINASE
  • DIACYLGLYCEROL KINASE INHIBITOR I
  • DIACYLGLYCEROL KINASE INHIBITOR I (R59 022)
  • DAGK
  • DAG KINASE
  • EC 2.7.1.107
  • EC: 2.7.1.107
  • DKI
  • SN-1,2-DIACYLGLYCEROL KINASE
  • SN-1,2-DIACYLGLYCEROL KINASE, RECOMBINANT, E COLI
  • R59022
  • DIACYLGLYCEROL KINASE FROM E. COLI
  • 6-[2-[4-[(4-fluorophenyl)phenylmethylene]-1-piperidin-yl]ethyl]-7-methyl-5h-thiazolo-[3,2-a]-pyrimidin-5-one
  • DIACYLGLYCEROL KINASE SOLUTION
  • R59022, 6-[2-[4-[(4-Fluorophenyl)phenylmethylene]-1-piperidinyl]ethyl]-7-methyl-5H-thiazolo-[3,2-a]-pyrimidin-5-one
  • Diacylglycerol Kinase from Escherichia coli
  • sn-1,2-Diacylglycerol kinase, DAGK
  • 5H-Thiazolo(3,2-A)pyrimidin-5-one, 6-(2-(4-((4-fluorophenyl)phenylmethylene)-1-piperidinyl)ethyl)-7-methyl-
  • 6-(2-(4-((4-Fluorophenyl)phenylmethylene)-1-piperidinyl)ethyl)-7-methyl-5H-thiazolo(3,2-A)pyrimidine-5-one
  • 6-[2-[4-[(4-Fluorophenyl)phenylMethylene]-1-piperidin-yl]ethyl]-7-Methyl-5H-thiazolo-[3,2-a]-pyriMidin-5-one, R59022
  • DGKE
  • Anti-DGKQ, C-Terminal antibody produced in rabbit
  • DAGK4
  • DAGK7
  • DGK-θ
  • Anti-DGKI, C-Terminal antibody produced in rabbit
  • DGKI
  • Diglyceride kinase κ
  • Anti-DGKD, N-Terminal antibody produced in rabbit
  • 6-[2-[4-[(4-fluorophenyl)-phenylmethylidene]piperidin-1-yl]ethyl]-7-methyl-[1,3]thiazolo[3,2-a]pyrimidin-5-one
  • Diacylglycerol Kinase Inhibitor I - CAS 93076-89-2 - Calbiochem
  • DKGI-I
  • R 59022,R 59 022
  • 93076-89-2
  • Diacylglycerol kinase (DAGK)
  • Enzymes, Inhibitors, and Substrates
  • Signal Transduction
  • Serine/Threonine Kinase Inhibitors
  • Kinase/Phosphatase Biology
  • Cell Biology
  • Cell Signaling and Neuroscience
  • Cell Signaling Enzymes
  • Application Index
  • Biochemicals and Reagents
  • BioChemical
  • Lipid signaling