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Merck
CN

SML0839

AGI-5198

≥98% (HPLC)

Synonym(s):

IDH-C35, N-Cycohexyl-2-(N-(3-fluorophenyl)-2-(2-methyl-1H-imidazol-1-yl)acetamido)-2-(o-tolyl)acetamide, N-[2-(Cyclohexylamino)-1-(2-methylphenyl)-2-oxoethyl]-N-(3-fluorophenyl)-2-methyl-1H-imidazole-1-acetamide

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About This Item

Empirical Formula (Hill Notation):
C27H31FN4O2
CAS Number:
Molecular Weight:
462.56
UNSPSC Code:
12352200
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
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assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 3 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C27H31FN4O2/c1-19-9-6-7-14-24(19)26(27(34)30-22-11-4-3-5-12-22)32(23-13-8-10-21(28)17-23)25(33)18-31-16-15-29-20(31)2/h6-10,13-17,22,26H,3-5,11-12,18H2,1-2H3,(H,30,34)

InChI key

FNYGWXSATBUBER-UHFFFAOYSA-N

Application

AGI-5198 has been used as a negative control in ligand dilution series.

Biochem/physiol Actions

In human chondrosarcoma cell line JJ012, AGI-5198 promotes apoptosis and G2/M cell cycle arrest. It also prevents the generation of colony in chondrosarcoma cell lines. AGI-5198 hinders the multiplication of cell and induces demethylation of H3K9me3 and H3K27me3.
AGI-5198 is a highly potent and selective mutant IDH1 inhibitor.
AGI-5198 is a highly potent and selective mutant isocitrate dehydrogenase 1 (IDH1) inhibitor.

Other Notes

AGI-5198 has been expertly reviewed and recommended by the Chemical Probes Portal. For more information, please visit the AGI-5198 probe summary on the Chemical Probes Portal website.


pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Luyuan Li et al.
PloS one, 10(9), e0133813-e0133813 (2015-09-15)
Chondrosarcomas are malignant bone tumors that produce cartilaginous matrix. Mutations in isocitrate dehydrogenase enzymes (IDH1/2) were recently described in several cancers including chondrosarcomas. The IDH1 inhibitor AGI-5198 abrogates the ability of mutant IDH1 to produce the oncometabolite D-2 hydroxyglutarate (D-2HG)
Near-native, site-specific and purification-free protein labeling for quantitative protein interaction analysis by MicroScale Thermophoresis.
Bartoschik T, et al.
Scientific Reports, 8(1), 4977-4977 (2018)
Frontiers in Clinical Drug Research, 495-495 (2016)



Global Trade Item Number

SKUGTIN
SML0839-5MG04061832634982
SML0839-25MG04061832634975