Doxorubicin hydrochloride, Thermo Scientific Chemicals
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Doxorubicin hydrochloride, Thermo Scientific Chemicals
Doxorubicin hydrochloride, Thermo Scientific Chemicals
Doxorubicin hydrochloride, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Doxorubicin hydrochloride, Thermo Scientific Chemicals

Doxorubicin hydrochloride, CAS # 25316-40-9, is the hydrochloride salt of doxorubicin, isolated from the bacterium Streptomyces peucetius, and is considered to be an anthracycline antibiotic with antineoplastic activity.
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Catalog number ALFJ64000.MF
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50 mg
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Chemical Identifiers
CAS830-09-1
IUPAC Name(2E)-3-(4-methoxyphenyl)prop-2-enoic acid
Molecular FormulaC10H10O3
InChI KeyAFDXODALSZRGIH-QPJJXVBHSA-N
SMILESCOC1=CC=C(\C=C\C(O)=O)C=C1
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White
Titration with NaOH>=98.5 %
Appearance (Form)Crystalline powder
Melting point173°C to 175°C
Infrared spectrumConforms
Antitumor antibiotic agent that inhibits DNA topoisomerase II.Doxorubicin hydrochloride is used as an antineoplastic, antibiotic agent that inhibits DNA topoisomerase. It also inhibits nucleic acid synthesis and induces apoptosis. It posses fluorescent property, which enable it for the measurement of drug efflux pump activities and the role of subcellular organelles (golgi and lysosome) in the sequestration of drugs.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

  • Doxorubicin hydrochloride, isolated from the bacterium Streptomyces peucetius, is an anthracycline antibiotic with antineoplastic activity and is related to daunorubicin
  • It can intercalate between base pairs in the DNA helix preventing DNA replication
  • It also inhibits the nucleic acid synthesis and can induce apoptosis
  • It can inhibit DNA topoisomerase II, resulting in an increased and stabilized cleavable enzyme-DNA linked complex during DNA replication, and prevents nucleotide strand ligation after double-strand breakage
  • Doxorubicin hydrochloride forms oxygen free radicals that result in cytotoxicity and lead to the lipid peroxidation of cell membrane lipids

Application

  • This compound displays a fluorescent property allowing the measurement of drug efflux pump activity and examining the role of subcellular organelles (Golgi complex and lysosome) in the sequestration of drugs
  • It has been used in cell viability assays
  • It is used as a drug in polymeric PLGA-based microparticulate drug delivery and to develop in vitro doxorubicin-resistant HepG2 cells (HepG2-DR) and K562 cells (K562-DR)
  • It is a substrate of the MRP1 transporter
RUO – Research Use Only

General References:

  1. Benival, D. M.; Devarajan, P. V. In Situ Lipidization as a New Approach for the Design of a Self Microemulsifying Drug Delivery System (SMEDDS) of Doxorubicin Hydrochloride for Oral Administration. J. Biomed. Nanotechnol. 2015, 11 (5), 913-922.
  2. Esmaeili, A.; Hadad, N. A. Preparation of ZnFe2O4-chitosan-doxorubicin hydrochloride nanoparticles and investigation of their hyperthermic heat-generating characteristics. Ceram. Int. 2015, 41 (6), 7529-7535.