Skip to Content
Merck
CN

Key Documents

View All Documentation

D5919

Diacylglycerol Kinase Inhibitor I

solid

Synonym(s):

6-[2-[4-[(4-Fluorophenyl)phenylmethylene]-1-piperidin­yl]ethyl]-7-methyl-5H-thiazolo-[3,2-a]-pyrimidin-5-one, R59022

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C27H26FN3OS
CAS Number:
93076-89-2
Molecular Weight:
459.58
NACRES:
NA.77
PubChem Substance ID:
24893986
UNSPSC Code:
41106300
MDL number:
MFCD00055114
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
200
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

biological source

synthetic (organic)

Quality Level

200

assay

≥98% (HPLC)

form

solid

color

pale yellow

solubility

0.1 M HCl: slightly soluble, 0.1 M NaOH: slightly soluble, DMSO: soluble, H2O: insoluble, ethanol: soluble, ethyl acetate: soluble

storage temp.

−20°C

SMILES string

CC1=C(CCN2CCC(\CC2)=C(\c3ccccc3)c4ccc(F)cc4)C(=O)N5C=CSC5=N1

InChI

1S/C27H26FN3OS/c1-19-24(26(32)31-17-18-33-27(31)29-19)13-16-30-14-11-22(12-15-30)25(20-5-3-2-4-6-20)21-7-9-23(28)10-8-21/h2-10,17-18H,11-16H2,1H3

InChI key

MFVJXLPANKSLLD-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Diacylglycerol Kinase Inhibitor I prevents the formation of foreign body giant cell (FBGC). It inhibits the phosphorylation of diacylglycerol to phosphatidic acid. Diacylglycerol Kinase Inhibitor I functions as a serotonin (5-HT) receptor (5-HTR) antagonist. It stimulates apoptosis and autophagy in neuronal cell line NG108-15.

Application

Diacylglycerol Kinase Inhibitor I has been used as an inhibitor to study suppression of T cell function using advanced generation human CAR (chimeric antigen receptors) T cells.

Biochem/physiol Actions

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000512519
0000512509
0000512509
0000512519
0000478843

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Eric Ruelland et al.
Plant physiology, 130(2), 999-1007 (2002-10-12)
The signaling events generated by a cold exposure are poorly known in plants. We were interested in checking the possible activation of enzymes of the phosphoinositide signaling pathway in response to a temperature drop. In Arabidopsis suspension cells labeled with
Activation of phospholipase C and protein kinase C has little involvement in ADP-induced primary aggregation of human platelets: effects of diacylglycerols, the diacylglycerols, the diacylglycerol kinase inhibitor R59022, staurosporine and okadaic acid
Packham MA, et al.
The Biochemical Journal, 290(3), 849-856 (1993)
Multifactorial T-cell hypofunction that is reversible can limit the efficacy of chimeric antigen receptor-transduced human T cells in solid tumors
Moon EK, et al.
Clinical Cancer Research, 197-201 (2014)
Amy K McNally et al.
The American journal of pathology, 163(3), 1147-1156 (2003-08-26)
Multinucleated foreign body giant cells (FBGCs) form by monocyte-derived macrophage fusion on implanted biomedical devices and are believed to mediate oxidative damage to biomaterial surfaces. Our in vitro system of human macrophage culture and interleukin (IL)-4-induced FBGC formation was developed
Fernando C Gómez-Merino et al.
The Journal of biological chemistry, 280(41), 34888-34899 (2005-08-06)
Diacylglycerol kinase (DGK) regulates the level of the second messenger diacylglycerol and produces phosphatidic acid (PA), another signaling molecule. The Arabidopsis thaliana genome encodes seven putative diacylglycerol kinase isozymes (named AtDGK1 to -7), structurally falling into three major clusters. So
View All Related Papers

Global Trade Item Number

SKUGTIN
D5919-1MG04061826674550
D5919-5MG04061833261446

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service