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Merck
CN

SML0465

Symadex

≥98% (HPLC)

Synonym(s):

5-[[2-(Diethylamino)ethyl]amino]-8-hydroxy-6H-Imidazo[4,5,1-de]acridin-6-one, C-1311, C1311

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About This Item

Empirical Formula (Hill Notation):
C20H22N4O2
CAS Number:
138154-39-9
Molecular Weight:
350.41
NACRES:
NA.77
PubChem Substance ID:
329824743
UNSPSC Code:
12352200
MDL number:
MFCD00947296
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100

Key Documents

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InChI

1S/C20H22N4O2/c1-3-23(4-2)10-9-21-15-6-7-16-19-18(15)20(26)14-11-13(25)5-8-17(14)24(19)12-22-16/h5-8,11-12,21,25H,3-4,9-10H2,1-2H3

SMILES string

CCN(CC)CCNc1ccc2ncn3-c4ccc(O)cc4C(=O)c1c23

InChI key

CUNDRHORZHFPLY-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL (clear solution; warmed)

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... FLT3(2322), TOP2A(7153), TOP2B(7155)

Related Categories

Biochem/physiol Actions

Symadex is a FLT3 and topoisomerase-II inhibitor; ABCG2 substrate; cell cycle modulator.
Symadex is an FMS-like tyrosine kinase 3 (FLT3) and topoisomerase-II inhibitor; ABCG2 substrate; cell cycle modulator.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the PDGFR page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000025050
092M4602V

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Anna Skwarska et al.
Apoptosis : an international journal on programmed cell death, 12(12), 2245-2257 (2007-10-10)
Imidazoacridinone C-1311 is a DNA-targeting antitumor intercalator/alkylator currently undergoing Phase II clinical trials. Here, we elucidated the sequence of death responses to C-1311 in human leukemia MOLT4 cells using drug concentration (30 nM) that causes near complete cell growth inhibition
Magdalena Hyzy et al.
Biochemical pharmacology, 69(5), 801-809 (2005-02-16)
In this study, we investigated the cell death process induced by imidazoacridone C-1311 (Symadex) in HT-29 human colon carcinoma cells which have been shown to be preferentially sensitive to this compound in experimental tumour models both in vitro and in
Jaroslaw Dziegielewski et al.
Biochemical pharmacology, 63(9), 1653-1662 (2002-05-15)
Imidazoacridinones (IA) are a class of antitumor agents which includes C-1311, an interesting drug in clinical trials. This study investigated the mechanism of IA binding to DNA for a series of 13 analogs that differ in their cytotoxic potency. Using
Jolanta Paradziej-Łukowicz et al.
Cancer biology & therapy, 12(7), 586-597 (2011-07-22)
Antitumor imidazoacridinone C-1311 is a DNA-reactive topoisomerase II and FLT3 receptor tyrosine kinase inhibitor. Here, we demonstrate the mechanism of C-1311 inhibitory action on novel targets: hypoxia-inducible factor-1α (HIF-1α), vascular-endothelial growth factor (VEGF), and angiogenesis. In a cell-free system, C-1311
Cinzia De Marco et al.
International journal of oncology, 31(4), 907-913 (2007-09-06)
The cytotoxic activity of the imidazoacridinone C1311 was related to its effect on cell cycle progression in 16 human cell lines from different solid tumour types and leukaemias. A 72-h exposure to C1311 induced a wide range of growth inhibition
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