Doxorubicin hydrochloride

Name: Doxorubicin hydrochloride
Brand: Tocris Bioscience
SKU: 2252
Rating: 5 (0 reviews)

Tocris Bioscience, part of Bio-Techne | Catalog # 2252

Citations (73)

COA / SDS

Antitumor antibiotic agent. Inhibits DNA topoisomerase II

Key Product Details

Description:	Antitumor antibiotic agent. Inhibits DNA topoisomerase II
Alternative Names:	Adriamycin,NSC 123127
Chemical Name:	10-[(3-Amino-2,3,6-trideoxy-α-L-lyxohexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(hydroxyacetyl)-5,12-naphthacenedione hydrochloride
Purity:	≥98% (HPLC)
Molecular Weight:	579.99

View Full Technical Details for Doxorubicin hydrochloride

Technical Data
Citations

Biological Activity for Doxorubicin hydrochloride

Doxorubicin hydrochloride is a 14-hydroxylated version of Daunorubicin (Cat. No. 1467) that is naturally fluorescent. Doxorubicin is an antitumor antibiotic agent that inhibits DNA topoisomerase II. It is a DNA intercalator that inhibits nucleic acid synthesis and induces apoptosis. Doxorubicin reduces intracellular tau levels. Doxorubicin also promotes formation of free radicals for the disruption of membrane lipids and DNA strands. Doxorubicin fluorescence is quenched upon intercalation into the DNA; while binding to histones or partitioning into the phospholipid phase of PEG-phospholipid micelles or hydrophobic cores of polymeric micelles, increases Doxorubicin fluorescence. Doxorubicin fluorescence enables the monitoring of the localization of the drug within lipid bilayers and liposomal delivery systems and interaction of the drug with DNA and other macromolecules, as well as drug efflux pump activities.

Compound Libraries for Doxorubicin hydrochloride

Doxorubicin hydrochloride is also offered as part of the Tocriscreen 2.0 Max, Tocriscreen Antiviral Library, Tocriscreen Epigenetics Library and Tocriscreen FDA-Approved Drugs. Find out more about compound libraries available from Tocris.

Scientific Data Examples for Doxorubicin hydrochloride

	Doxorubicin induces secretion of Troponin T from pluripotent stem cell-derived cardiomyocytes Cardiomyocytes were treated with increasing doses of Doxorubicin (Catalog # 2252) for 24 hours. High concentration or extended exposure to Doxorubicin is known to induce heart failure. Doxorubicin-induced cardiac failure was quantified by measuring secreted Troponin T, a known biomarker of heart failure. Troponin T was detected via Luminex^® bead-based multiplex assay (Catalog # LXSAH). Increased levels of secreted Troponin T are observed with increasing concentrations of Doxorubicin.
	Pluripotent stem cell-derived cardiomyocytes secrete Pro-BNP in response to small molecule-induction of cardiac hypertrophy Cardiomyocytes were treated with the vasoconstrictor, ET-1 (Endothelin-1; Catalog # 1160), or one of two L-type calcium channel inhibitors, Doxorubicin (Catalog # 2252) or Verapamil (Catalog # 0654). Levels of the cardiac hypertrophy marker, Pro-Brain Natriuretic Peptide (Pro-BNP), were detected via Luminex^® bead-based multiplex assay (Catalog # LXSAH). A substantial increase in Pro-BNP was detected in the medium of cardiomyocytes treated with ET-1, a known inducer of cardiac hypertrophy. Conversely, Doxorubicin and Verapamil decreased Pro-BNP secretion from cardiomyocytes.

Technical Data for Doxorubicin hydrochloride

M. Wt	579.99
Formula	C₂₇H₂₉NO₁₁.HCl
Storage	Desiccate at RT
Purity	≥98% (HPLC)
CAS Number	25316-40-9
PubChem ID	443939
InChi Key	MWWSFMDVAYGXBV-RUELKSSGSA-N
Smiles	OC1=C(C[C@]([C@](CO)=O)(O)C[C@@H]4O[C@@]5([H])C[C@H](N)[C@H](O)[C@H](C)O5)C4=C(O)C3=C1C(C2=CC=CC(OC)=C2C3=O)=O.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility for Doxorubicin hydrochloride

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	water	29	50
	DMSO	29	50

Preparing Stock Solutions for Doxorubicin hydrochloride

The following data is based on the product molecular weight 579.99.

Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
0.5 mM	3.45 mL	17.24 mL	34.48 mL
2.5 mM	0.69 mL	3.45 mL	6.90 mL
5 mM	0.34 mL	1.72 mL	3.45 mL
25 mM	0.07 mL	0.34 mL	0.69 mL

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References for Doxorubicin hydrochloride

References are publications that support the biological activity of the product.

Mohan Doxorubicin as a molecular nanotheranostic agent: effect of doxorubicin encapsulation in micelles or nanoemulsions on the ultrasound-mediated intracellular delivery and nuclear trafficking. Mol.Pharm. 2010 PMID: 20957997
Karukstis Deciphering the fluorescence signature of daunomycin and doxorubicin. Biophys.Chem 1998 PMID: 9700924
Dickey Pharmacologic reductions of total tau levels; implications for the role of microtubule dynamics in regulating tau expression. Mol.Neurodegen. 2006 PMID: 16930453
Gewirtz A critical evaluation of the mechanisms of action proposed for the antitumor effects of the anthracycline antibiotics adriamycin and daunoru. Biochem.Pharmacol. 1999 PMID: 10075079
Patel Identification of yeast DNA topoisomerase II mutants resistant to the antitumor drug doxorubicin: implications for the mechanisms of dox. action and cyotoxicity. Mol.Pharmacol. 1997 PMID: 9380029
Skladanowski and Konopa Adriamycin and daunomycin induce programmed cell death (apoptosis) in tumour cells. Biochem.Pharmacol. 1993 PMID: 8347161

Product Documents for Doxorubicin hydrochloride

COA

Certificate of Analysis

To download a Certificate of Analysis, please select a batch below.

SDS

⚠ WARNING: This product can expose you to chemicals including Doxorubicin hydrochloride (Adriamycin), which is known to the State of California to cause cancer. For more information, go to www.P65Warnings.ca.gov