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SML2577

Pixantrone dimaleate

≥98% (HPLC)

Synonym(s):

2-Azaanthracene-9,10-dione dimaleate, 6,9-Bis[(2-aminoethyl)amino]benzo[g]isoquinoline-5,10-dione dimaleate, BBR 2778, BBR-2778, BBR2778, Pixantrone maleate

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Size/SKUAvailabilityPrice
5 mg
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$91.10
$94.40
25 mg
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$370.00
$314.50

About This Item

Empirical Formula (Hill Notation):
C17H19N5O2 · C8H8O8
CAS Number:
Molecular Weight:
557.51
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated

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assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

purple to dark blue

solubility

H2O: 2 mg/mL, clear

storage temp.

2-8°C

SMILES string

N(CCN)c1c2c(c(cc1)NCCN)C(=O)c3c(cncc3)C2=O.OC(=O)\C=C\C(=O)O.OC(=O)\C=C\C(=O)O

InChI

1S/C17H19N5O2.2C4H4O4/c18-4-7-21-12-1-2-13(22-8-5-19)15-14(12)16(23)10-3-6-20-9-11(10)17(15)24;2*5-3(6)1-2-4(7)8/h1-3,6,9,21-22H,4-5,7-8,18-19H2;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1+

InChI key

SVAGFBGXEWPNJC-LVEZLNDCSA-N

Biochem/physiol Actions

Anthracycline DNA-intercalating topoisomerase II poison with enhanced antitumor activity and reduced cardiotoxicity than mitoxantrone and doxorubicin.
Pixantrone (BBR 2778) is an aza-anthracenedione with enhanced antitumor activity due to its DNA-intercalating and topoisomerase II-poisoning activity. Pixantrone shows no signs of acute or delayed cardiotoxicity seen with anthracyclines mitoxantrone and doxorubicin (DOX), while exhibiting comparable in vivo efficacy against solid tumors in mice. Tests conducted on human myocardial strips ex vivo shows that not only pixantrone does not form superoxide anion and hydrogen peroxide (O2•− and H2O2) seen with DOX due to redox activation, pixantrone and its metabolites, especially N-dealkylated, show competitive inhibition against DOX reduction. While mitoxantrone does not form O2•− and H2O2 on its own, it synergizes with DOX to form more O2•− and H2O2, whose formation and subsequent production of the long-lived metabolite doxorubicinol contribute to DOX cardiotoxicity.

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This Item
SML1087SML0640SML2464
description

≥98% (HPLC)

description

≥98% (HPLC)

description

≥95% (HPLC)

description

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥95% (HPLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

H2O: 2 mg/mL, clear

solubility

H2O: 10 mg/mL, clear

solubility

H2O: 5 mg/mL, clear

solubility

H2O: 2 mg/mL, clear (warmed)

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated

storage condition

desiccated

color

purple to dark blue

color

white to beige

color

white to brown

color

faint yellow to dark orange


Pictograms

Health hazard

Signal Word

Warning

Hazard Codes

Hazard Classifications

Muta. 2 - Repr. 2

Storage Class

13 - Non Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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