Pixantrone (Standard)

CAT: 0804-HY-13727AR-01Size: 5 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-13727AR-01Size:5 mg

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Description

Pixantrone (Standard) is the analytical standard of Pixantrone. This product is intended for research and analytical applications. Pixantrone (BBR 2778) dimaleate is a topoisomerase II inhibitor and DNA intercalator, with anti-tumor activity.

CAS Number

144675-97-8

Product Name Alternative

BBR 2778 (Standard)

UNSPSC

12352005

Target

Reference Standards; Topoisomerase

Type

Reference Standards

Related Pathways

Cell Cycle/DNA Damage; Others

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/pixantrone-standard.html

Smiles

O=C(O)/C=C\C(O)=O.O=C(O)/C=C\C(O)=O.O=C(C1=C(NCCN)C=CC(NCCN)=C12)C3=C(C=NC=C3)C2=O

Molecular Formula

C25H27N5O10

Molecular Weight

557.51

References & Citations

[1]Beeharry N, et al. Pixantrone induces cell death through mitotic perturbations and subsequent aberrant cell divisions. Cancer Biol Ther. 2015;16 (9) :1397-406.|[2]Hasinoff BB, et al. Mechanisms of Action and Reduced Cardiotoxicity of Pixantrone; a Topoisomerase II Targeting Agent with Cellular Selectivity for the Topoisomerase IIα Isoform. J Pharmacol Exp Ther. 2016 Feb;356 (2) :397-409.|[3]Cavalletti E, et al. Pixantrone (BBR 2778) has reduced cardiotoxic potential in mice pretreated with doxorubicin: comparative studies against doxorubicin and mitoxantrone. Invest New Drugs. 2007 Jun;25 (3) :187-95.|[4]Ubiali F, et al. Pixantrone (BBR2778) reduces the severity of experimental autoimmune myasthenia gravis in Lewis rats. J Immunol. 2008 Feb 15;180 (4) :2696-703.

Shipping Conditions

Room temperature

Scientific Category

Reference Standards

Chemical Information

Pixantrone dimaleate

Pixantrone Dimaleate is the dimaleate salt of a synthetic, noncardiotoxic aza-anthracenedione analogue with potential antineoplastic activity. Pixantrone intercalates into DNA and induces topoisomerase II-mediated DNA strand crosslinks, resulting in inhibition of DNA replication and tumor cell cytotoxicity.

CAS Number	144675-97-8
PubChem CID	9937618
IUPAC Name	6,9-bis(2-aminoethylamino)benzo[g]isoquinoline-5,10-dione;bis((Z)-but-2-enedioic acid)
Molecular Formula	C25H27N5O10
Molecular Weight	557.5
Topological Polar Surface Area	272
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	10
Heavy Atom Count	40
Formal Charge	0
Complexity	591

SMILES

C1=CC(=C2C(=O)C3=C(C(=O)C2=C1NCCN)C=CN=C3)NCCN.C(=C\C(=O)O)\C(=O)O.C(=C\C(=O)O)\C(=O)O

InChI

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-

InChIKey

SVAGFBGXEWPNJC-SPIKMXEPSA-N

Chemical Structure

2D Structure

CAS: 144675-97-8

CID: 9937618

Formula: C25H27N5O10

MW: 557.5

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	557.5
Hydrogen Bond Donor Count	8
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	10
Exact Mass	557.17579208
Monoisotopic Mass	557.17579208
Topological Polar Surface Area	272 Å²
Heavy Atom Count	40
Formal Charge	0
Complexity	591
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	2
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	3
Compound Is Canonicalized	Yes

Related Products

Catalog	Name
HY-13727A-01	Pixantrone
HY-13727B	Pixantrone (hydrochloride)
HY-13727AS	Pixantrone-d8
HY-13727	Pixantrone (free base)
HY-P2274R	Argifin (Standard)
HY-N9362R	Emodinanthrone (Standard)
HY-N7948R	Isomaltotetraose (Standard)
HY-N7640R	Deoxylimonin (Standard)
HY-N7617R	Toralactone (Standard)
HY-N7541R	Antrodin A (Standard)

Alternative Products

Catalog	Name
B3454-10	Pixantrone
462726-01	Pixantrone Bismaleinamide
1958-25	Pixantrone maleate
A13022-100	Pixantrone 100mg
A13022-50	Pixantrone 50mg
GTR19217395-01	Pixantrone dimaleate
GTR19187203-01	Pixantrone hydrochloride
A13022-10	Pixantrone 10mg

Pixantrone (Standard)

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