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Doxorubicin hydrochloride (CAS 25316-40-9)

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Alternate Names:
Doxorubicin hydrochloride is also known as Hydroxydaunorubicin Hydrochloride.
Application:
Doxorubicin hydrochloride is an anthracycline antitumor antibiotic topoisomerase II inhibitor, DNA intercalator and powerful cytotoxic agent.
CAS Number:
25316-40-9
Purity:
≥99%
Molecular Weight:
580.00
Molecular Formula:
C27H29NO11•HCl
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Doxorubicin hydrochloride is a DNA intercalator and powerful cytotoxic agent. Once Doxorubicin hydrochloride associates with the DNA groove, a covalent linkage forms between a DNA base and the pendant sugar of the small molecule. The intercalation into DNA blocks the replication of DNA by blocking Topo II (Topoisomerase II). This general mechanism gives Doxorubicin hydrochloride efficacy in a wide range of different cell types. Additionally, the expression of the oncogenes c-Myc and c-Jun is also down regulated by the chemical and a significant correlation was reported between the level of expression of these genes and the degree of cell growth inhibition conferred by Doxorubicin hydrochloride. Doxorubicin hydrochloride is an inhibitor of AMPK, TERT and POLR. Doxorubicin hydrochloride is also known as Hydroxydaunorubicin Hydrochloride, DOX, and (8S,10S)-10-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-7,8,9,10-tetrahydro-6,8,11-trihydroxy-8-(2-hydroxyacetyl)-1-methoxy-5,12-naphthacenedione, monohydrochloride.


Doxorubicin hydrochloride (CAS 25316-40-9) References

  1. Doxorubicin induces apoptosis and CD95 gene expression in human primary endothelial cells through a p53-dependent mechanism.  |  Lorenzo, E., et al. 2002. J Biol Chem. 277: 10883-92. PMID: 11779855
  2. Pegylated liposomal doxorubicin HCL (PLD; Caelyx/Doxil): experience with long-term maintenance in responding patients with recurrent epithelial ovarian cancer.  |  Andreopoulou, E., et al. 2007. Ann Oncol. 18: 716-21. PMID: 17301073
  3. The release behavior of doxorubicin hydrochloride from medicated fibers prepared by emulsion-electrospinning.  |  Xu, X., et al. 2008. Eur J Pharm Biopharm. 70: 165-70. PMID: 18472256
  4. Determination of doxorubicin hydrochloride by visible spectrophotometry.  |  Sastry, CS. and Lingeswara Rao, JS. 1996. Talanta. 43: 1827-35. PMID: 18966670
  5. Ultrafine PEG-PLA fibers loaded with both paclitaxel and doxorubicin hydrochloride and their in vitro cytotoxicity.  |  Xu, X., et al. 2009. Eur J Pharm Biopharm. 72: 18-25. PMID: 19027067
  6. Lipomer of doxorubicin hydrochloride for enhanced oral bioavailability.  |  Benival, DM. and Devarajan, PV. 2012. Int J Pharm. 423: 554-61. PMID: 22155412
  7. pH-sensitive degradable chimaeric polymersomes for the intracellular release of doxorubicin hydrochloride.  |  Du, Y., et al. 2012. Biomaterials. 33: 7291-9. PMID: 22795540
  8. Development and characterization of liposomal doxorubicin hydrochloride with palm oil.  |  Sabeti, B., et al. 2014. Biomed Res Int. 2014: 765426. PMID: 24795894
  9. Adsorption Properties of Doxorubicin Hydrochloride onto Graphene Oxide: Equilibrium, Kinetic and Thermodynamic Studies.  |  Wu, S., et al. 2013. Materials (Basel). 6: 2026-2042. PMID: 28809258
  10. Design and Characterization of Glyceryl Monooleate-Nanostructures Containing Doxorubicin Hydrochloride.  |  Gagliardi, A., et al. 2020. Pharmaceutics. 12: PMID: 33114287
  11. Optical Properties of Doxorubicin Hydrochloride Load and Release on Silica Nanoparticle Platform.  |  Nguyen, TN., et al. 2021. Molecules. 26: PMID: 34209621
  12. Alkylation of DNA by the anthracycline, antitumor drugs adriamycin and daunomycin.  |  Taatjes, DJ., et al. 1996. J Med Chem. 39: 4135-8. PMID: 8863788
  13. Identification of yeast DNA topoisomerase II mutants resistant to the antitumor drug doxorubicin: implications for the mechanisms of doxorubicin action and cytotoxicity.  |  Patel, S., et al. 1997. Mol Pharmacol. 52: 658-66. PMID: 9380029
  14. Doxorubicin-induced alterations of c-myc and c-jun gene expression in rat glioblastoma cells: role of c-jun in drug resistance and cell death.  |  Pourquier, P., et al. 1998. Biochem Pharmacol. 55: 1963-71. PMID: 9714316
  15. Characterization of covalent adriamycin-DNA adducts.  |  Zeman, SM., et al. 1998. Proc Natl Acad Sci U S A. 95: 11561-5. PMID: 9751705

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Doxorubicin hydrochloride, 5 mg

sc-200923
5 mg
$87.00

Doxorubicin hydrochloride, 10 mg

sc-200923B
10 mg
$153.00

Doxorubicin hydrochloride, 25 mg

sc-200923A
25 mg
$214.00

Doxorubicin hydrochloride, 100 mg

sc-200923C
100 mg
$296.00

Doxorubicin hydrochloride, 250 mg

sc-200923D
250 mg
$530.00