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70476-63-0 molecular structure
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1,4-bis({[2-(dimethylamino)ethyl]amino})-5,8-dihydroxy-9,10-dihydroanthracene-9,10-dione

ChemBase ID: 154826
Molecular Formular: C22H28N4O4
Molecular Mass: 412.48212
Monoisotopic Mass: 412.2110554
SMILES and InChIs

SMILES:
CN(C)CCNc1ccc(c2c1C(=O)c1c(ccc(c1C2=O)O)O)NCCN(C)C
Canonical SMILES:
CN(CCNc1ccc(c2c1C(=O)c1c(C2=O)c(O)ccc1O)NCCN(C)C)C
InChI:
InChI=1S/C22H28N4O4/c1-25(2)11-9-23-13-5-6-14(24-10-12-26(3)4)18-17(13)21(29)19-15(27)7-8-16(28)20(19)22(18)30/h5-8,23-24,27-28H,9-12H2,1-4H3
InChIKey:
DBAMBJQJKDHEQX-UHFFFAOYSA-N

Cite this record

CBID:154826 http://www.chembase.cn/molecule-154826.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1,4-bis({[2-(dimethylamino)ethyl]amino})-5,8-dihydroxy-9,10-dihydroanthracene-9,10-dione
IUPAC Traditional name
1,4-bis({[2-(dimethylamino)ethyl]amino})-5,8-dihydroxyanthracene-9,10-dione
Synonyms
1,4-Bis[[2-(dimethylamino)ethyl]amino]-5,8-dihydroxy-9,10-anthracenedione
1,4-Bis[[2-(dimethylamino)ethyl]amino]-5,8-dihydroxyanthracene-9,10-dione
AQ4
CAS Number
70476-63-0
MDL Number
MFCD02656425
PubChem SID
162248964
PubChem CID
135468

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price
Sigma Aldrich
A9236 external link Add to cart Please log in.
Data Source Data ID
PubChem 135468 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 9.659531  H Acceptors
H Donor LogD (pH = 5.5) -0.07586288 
LogD (pH = 7.4) 3.191027  Log P 3.8944206 
Molar Refractivity 121.5386 cm3 Polarizability 44.5837 Å3
Polar Surface Area 105.14 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO: ≥10 mg/mL expand Show data source
Apperance
dark blue powder expand Show data source
Storage Condition
desiccated expand Show data source
European Hazard Symbols
Nature polluting Nature polluting (N) expand Show data source
Harmful Harmful (Xn) expand Show data source
UN Number
3077 expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
9 expand Show data source
Packing Group
3 expand Show data source
Risk Statements
22-50/53 expand Show data source
Safety Statements
22-60-61 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS09 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302-H410 expand Show data source
GHS Precautionary statements
P273-P501 expand Show data source
RID/ADR
UN 3077 9/PG 3 expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥98% (HPLC) expand Show data source
Empirical Formula (Hill Notation)
C22H28N4O4 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - A9236 external link
Biochem/physiol Actions
AQ4 is a chemically stable cytotoxic agent which acts as a topoisomerase II inhibitor and DNA intercalator. The compound is a potent cytotoxic agent in many human tumor lines, including those derived from human pancreatic adenocarcinomas. The compound N-oxide is a hypoxia activated prodrug of topoisomerase-targeting.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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