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Merck
CN

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

Key Documents

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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)

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

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000025050
092M4602V

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Monique W J den Brok et al.
Journal of pharmaceutical and biomedical analysis, 39(1-2), 46-53 (2005-05-19)
C1311 (5-[[2-(diethylamino)ethyl]amino]-8-hydroxyimidazo [4,5,1-de]-acridin-6-one-dihydrochloride trihydrate) is the lead compound from the group of imidazoacridinones, a novel group of rationally designed anticancer agents. The pharmaceutical development of C1311 necessitated the availability of an assay for the quantification and purity determination of C1311
Agata Kowalczyk et al.
Analytical and bioanalytical chemistry, 392(3), 463-469 (2008-08-22)
A piece of dry N-isopropylacrylamide polymer was soaked in phosphate buffer to obtain a hydrogel which was then employed in the examination of interactions between an anticancer drug C-1311 (5-diethylaminoethyl-amino-8-hydroxyimidazoacridinone) and dsDNA. dsDNA was introduced into the polymer at the
V V S Rajendra Prasad et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 43(4), 217-224 (2011-05-14)
A series of novel N(10)-substituted acridone derivatives bearing alkyl side-chain with tertiary amine groups at the terminal position were evaluated for their in vitro cytotoxic effects against drug sensitive and resistant cancer cell lines. All the molecules were designed on
Ewelina Zabost et al.
Physical chemistry chemical physics : PCCP, 14(10), 3408-3413 (2012-02-03)
Several medicinally important compounds that bind to dsDNA strands via intercalation (C-1311, C-1305, EtBr), major groove binding (Hoechst 33258) and covalent binding (cis-Pt) were examined. The obtained results suggest that both the transfer of conformation B to C and the
N Alami et al.
Journal of chemotherapy (Florence, Italy), 19(5), 546-553 (2007-12-13)
The aim of this study was to investigate the antiproliferative effects of C-1311 (Symadex), a member of the imidazoacridinone family, in human colorectal cancer cells. In the in vitro screen, C-1311 led to the most prominent growth inhibition in HT29
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