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SML0465

Sigma-Aldrich

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
MDL number:
MFCD00947296
UNSPSC Code:
12352200
PubChem Substance ID:
329824743
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

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

storage temp.

2-8°C

SMILES string

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

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

InChI key

CUNDRHORZHFPLY-UHFFFAOYSA-N

Gene Information

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

Biochem/physiol Actions

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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
Zofia Mazerska et al.
Biochemical pharmacology, 66(9), 1727-1736 (2003-10-18)
The imidazoacridinone derivative, C-1311, is an antitumor agent that has been under phase I of clinical trial. The work presented here aims to elucidate the molecular mechanism of the enzymatic oxidative activation of this drug in such a model metabolic
Marie Suggitt et al.
International journal of oncology, 29(6), 1493-1499 (2006-11-08)
We describe a modified hollow fibre assay (HFA) for investigating the potential of novel molecules as pharmaceutical agents. In particular the assay provides drug/target interaction data that can facilitate the selection of lead compounds for further evaluation in more sophisticated
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